Flight Schedules

Last Updated: Sat, 2 Nov, 2024

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      • Availability
        • M
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        • S
      • 20:35 SJU
        23:56 ORD
        5Hrs, 21m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 20:35 - ORD 23:56 5h 21m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 20:35
      • ORDChicago O'Hare International Airport 23:56
      • 5h 21m
      • Direct
      • Spirit Airlines (NK 492)Airbus A320 Neo
      • Spirit Airlines (NK 492)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 21:20 SJU
        00:49 ORD
        5Hrs, 29m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 21:20 - ORD 00:49 5h 29m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 21:20
      • ORDChicago O'Hare International Airport 00:49
      • 5h 29m
      • Direct
      • Spirit Airlines (NK 492)Airbus A320 Neo
      • Spirit Airlines (NK 492)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 05:40 SJU
        09:04 ORD
        5Hrs, 24m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:40 - ORD 09:04 5h 24m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:40
      • ORDChicago O'Hare International Airport 09:04
      • 5h 24m
      • Direct
      • Spirit Airlines (NK 492)Airbus A320 Neo
      • Spirit Airlines (NK 492)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Airbus A320 Neo
      • 08:35 SJU
        11:54 ORD
        5Hrs, 19m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 08:35 - ORD 11:54 5h 19m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 08:35
      • ORDChicago O'Hare International Airport 11:54
      • 5h 19m
      • Direct
      • United Airlines (UA 2089)Boeing 737 Max 9 Passenger
      • United Airlines (UA 2089)
        • M
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        • T
        • F
        • S
        • S
      • Boeing 737 Max 9 Passenger
      • 15:45 SJU
        19:00 MDW
        5Hrs, 15m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 15:45 - MDW 19:00 5h 15m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 15:45
      • MDWChicago Midway Airport 19:00
      • 5h 15m
      • Direct
      • Southwest Airlines (WN 5192)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 5192)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 16:00 SJU
        19:26 ORD
        5Hrs, 26m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 16:00 - ORD 19:26 5h 26m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 16:00
      • ORDChicago O'Hare International Airport 19:26
      • 5h 26m
      • Direct
      • Spirit Airlines (NK 518)Airbus A320 Neo
      • Spirit Airlines (NK 518)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Airbus A320 Neo
      • 16:52 SJU
        20:11 ORD
        5Hrs, 19m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 16:52 - ORD 20:11 5h 19m Direct
      • SJUSan Juan Luis Munoz Marin Intl Airport 16:52
      • ORDChicago O'Hare International Airport 20:11
      • 5h 19m
      • Direct
      • United Airlines (UA 2088)Boeing 737 Max 9 Passenger
      • United Airlines (UA 2088)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 Max 9 Passenger
      • 22:50 SJU
        06:47 MDW
        9Hrs, 57m 1 Stop (TPA)
      • SJUSan Juan Luis Munoz Marin Intl Airport 22:50 - MDW 06:47 9h 57m 1 Stop (TPA) Tampa
      • SJUSan Juan Luis Munoz Marin Intl Airport 22:50
        TPATampa International Airport 05:01
      • TPATampa International Airport 01:01
        MDWChicago Midway Airport 06:47
      • 9h 57m (4h)
      • 1 Stop TPA · Tampa 4h
      • Frontier Airlines (F9 1795)Airbus A320 Neo
        Frontier Airlines (F9 1185)Airbus A320 Neo
      • Frontier Airlines (F9 1795)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 01:59 SJU
        08:17 ORD
        8Hrs, 18m 1 Stop (JFK)
      • SJUSan Juan Luis Munoz Marin Intl Airport 01:59 - ORD 08:17 8h 18m 1 Stop (JFK) New York City
      • SJUSan Juan Luis Munoz Marin Intl Airport 01:59
        JFKNew York John F. Kennedy International Airport 06:30
      • JFKNew York John F. Kennedy International Airport 05:00
        ORDChicago O'Hare International Airport 08:17
      • 8h 18m (1h 30m)
      • 1 Stop JFK · New York City 1h 30m
      • JetBlue Airways (B6 904)Airbus
        JetBlue Airways (B6 1105)Airbus
      • JetBlue Airways (B6 904)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 01:59 SJU
        09:01 ORD
        9Hrs, 02m 1 Stop (JFK)
      • SJUSan Juan Luis Munoz Marin Intl Airport 01:59 - ORD 09:01 9h 02m 1 Stop (JFK) New York City
      • SJUSan Juan Luis Munoz Marin Intl Airport 01:59
        JFKNew York John F. Kennedy International Airport 07:12
      • JFKNew York John F. Kennedy International Airport 05:00
        ORDChicago O'Hare International Airport 09:01
      • 9h 02m (2h 12m)
      • 1 Stop JFK · New York City 2h 12m
      • JetBlue Airways (B6 904)Airbus
        JetBlue Airways (B6 1105)Airbus A220 300
      • JetBlue Airways (B6 904)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 02:05 SJU
        09:10 ORD
        9Hrs, 05m 1 Stop (EWR)
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:05 - ORD 09:10 9h 05m 1 Stop (EWR) New York City
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:05
        EWRNewark Liberty International Airport 07:26
      • EWRNewark Liberty International Airport 05:22
        ORDChicago O'Hare International Airport 09:10
      • 9h 05m (2h 04m)
      • 1 Stop EWR · New York City 2h 04m
      • United Airlines (UA 2219)Boeing 737 Max 9 Passenger
        United Airlines (UA 1044)Boeing 737 900
      • United Airlines (UA 2219)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 02:05 SJU
        09:44 ORD
        9Hrs, 39m 1 Stop (EWR)
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:05 - ORD 09:44 9h 39m 1 Stop (EWR) New York City
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:05
        EWRNewark Liberty International Airport 08:00
      • EWRNewark Liberty International Airport 05:22
        ORDChicago O'Hare International Airport 09:44
      • 9h 39m (2h 38m)
      • 1 Stop EWR · New York City 2h 38m
      • United Airlines (UA 2219)Boeing 737 Max 9 Passenger
        United Airlines (UA 2100)Boeing 737 900
      • United Airlines (UA 2219)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 02:05 SJU
        09:44 ORD
        9Hrs, 39m 1 Stop (EWR)
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:05 - ORD 09:44 9h 39m 1 Stop (EWR) New York City
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:05
        EWRNewark Liberty International Airport 08:00
      • EWRNewark Liberty International Airport 05:22
        ORDChicago O'Hare International Airport 09:44
      • 9h 39m (2h 38m)
      • 1 Stop EWR · New York City 2h 38m
      • United Airlines (UA 2219)Boeing 737 Max 9 Passenger
        United Airlines (UA 2100)Boeing 737 Max 8 Passenger
      • United Airlines (UA 2219)
        • -
        • -
        • W
        • -
        • F
        • -
        • -
      • 02:05 SJU
        09:44 ORD
        9Hrs, 39m 1 Stop (EWR)
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:05 - ORD 09:44 9h 39m 1 Stop (EWR) New York City
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:05
        EWRNewark Liberty International Airport 08:00
      • EWRNewark Liberty International Airport 05:22
        ORDChicago O'Hare International Airport 09:44
      • 9h 39m (2h 38m)
      • 1 Stop EWR · New York City 2h 38m
      • United Airlines (UA 2219)Boeing 737 Max 9 Passenger
        United Airlines (UA 2100)Boeing 757 200 Series
      • United Airlines (UA 2219)
        • -
        • T
        • -
        • T
        • -
        • S
        • S
      • 02:10 SJU
        09:34 ORD
        9Hrs, 24m 1 Stop (BOS)
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:10 - ORD 09:34 9h 24m 1 Stop (BOS) Boston
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:10
        BOSBoston Logan International Airport 07:25
      • BOSBoston Logan International Airport 05:20
        ORDChicago O'Hare International Airport 09:34
      • 9h 24m (2h 05m)
      • 1 Stop BOS · Boston 2h 05m
      • JetBlue Airways (B6 462)Airbus
        JetBlue Airways (B6 311)Embraer Emb E90
      • JetBlue Airways (B6 462)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 02:45 SJU
        10:56 ORD
        10Hrs, 11m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:45 - ORD 10:56 10h 11m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 02:45
        MCOOrlando International Airport 08:50
      • MCOOrlando International Airport 04:59
        ORDChicago O'Hare International Airport 10:56
      • 10h 11m (3h 51m)
      • 1 Stop MCO · Orlando 3h 51m
      • Spirit Airlines (NK 3164)Airbus A320 Neo
        Spirit Airlines (NK 1842)Airbus A320 Neo
      • Spirit Airlines (NK 3164)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • 03:59 SJU
        10:00 ORD
        8Hrs, 01m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 03:59 - ORD 10:00 8h 01m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 03:59
        MCOOrlando International Airport 07:52
      • MCOOrlando International Airport 06:09
        ORDChicago O'Hare International Airport 10:00
      • 8h 01m (1h 43m)
      • 1 Stop MCO · Orlando 1h 43m
      • Frontier Airlines (F9 1823)Airbus A321 Neo
        Frontier Airlines (F9 3043)Airbus A321 Neo
      • Frontier Airlines (F9 1823)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 03:59 SJU
        12:05 ORD
        10Hrs, 06m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 03:59 - ORD 12:05 10h 06m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 03:59
        MCOOrlando International Airport 09:56
      • MCOOrlando International Airport 06:09
        ORDChicago O'Hare International Airport 12:05
      • 10h 06m (3h 47m)
      • 1 Stop MCO · Orlando 3h 47m
      • Frontier Airlines (F9 1823)Airbus A320 Neo
        Frontier Airlines (F9 3043)Airbus A321 Neo
      • Frontier Airlines (F9 1823)
        • -
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        • W
        • -
        • -
        • -
        • -
      • 05:35 SJU
        10:40 MDW
        7Hrs, 05m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35 - MDW 10:40 7h 05m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35
        MCOOrlando International Airport 08:50
      • MCOOrlando International Airport 07:50
        MDWChicago Midway Airport 10:40
      • 7h 05m (1h)
      • 1 Stop MCO · Orlando 1h
      • Southwest Airlines (WN 365)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 3478)Boeing 737 800
      • Southwest Airlines (WN 365)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 05:35 SJU
        10:45 ORD
        7Hrs, 10m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35 - ORD 10:45 7h 10m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35
        MCOOrlando International Airport 08:40
      • MCOOrlando International Airport 07:50
        ORDChicago O'Hare International Airport 10:45
      • 7h 10m (50m)
      • 1 Stop MCO · Orlando 50m
      • Southwest Airlines (WN 365)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 4080)Boeing 737 700
      • Southwest Airlines (WN 365)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:35 SJU
        11:15 MDW
        7Hrs, 40m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35 - MDW 11:15 7h 40m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35
        MCOOrlando International Airport 09:25
      • MCOOrlando International Airport 07:50
        MDWChicago Midway Airport 11:15
      • 7h 40m (1h 35m)
      • 1 Stop MCO · Orlando 1h 35m
      • Southwest Airlines (WN 365)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 546)Boeing 737 700
      • Southwest Airlines (WN 365)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 10:35 BNA
        07:50 MCO
        8Hrs, 40m 1 Stop (MDW)
      • BNANashville Airport 10:35 - MCO 07:50 8h 40m 1 Stop (MDW) Chicago
      • BNANashville Airport 10:35
        SJUSan Juan Luis Munoz Marin Intl Airport 05:35
      • MDWChicago Midway Airport 12:15
        MCOOrlando International Airport 07:50
      • 8h 40m (1h 40m)
      • 1 Stop MDW · Chicago 1h 40m
      • Southwest Airlines (WN 4877)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 365)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4877)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 05:35 SJU
        12:15 MDW
        8Hrs, 40m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35 - MDW 12:15 8h 40m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35
        MCOOrlando International Airport 10:25
      • MCOOrlando International Airport 07:50
        MDWChicago Midway Airport 12:15
      • 8h 40m (2h 35m)
      • 1 Stop MCO · Orlando 2h 35m
      • Southwest Airlines (WN 365)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 546)Boeing 737 800
      • Southwest Airlines (WN 365)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 05:35 SJU
        13:00 MDW
        9Hrs, 25m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35 - MDW 13:00 9h 25m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35
        MCOOrlando International Airport 11:05
      • MCOOrlando International Airport 07:50
        MDWChicago Midway Airport 13:00
      • 9h 25m (3h 15m)
      • 1 Stop MCO · Orlando 3h 15m
      • Southwest Airlines (WN 365)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 3764)Boeing 737 800
      • Southwest Airlines (WN 365)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:35 SJU
        13:40 MDW
        10Hrs, 05m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35 - MDW 13:40 10h 05m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35
        MCOOrlando International Airport 11:45
      • MCOOrlando International Airport 07:50
        MDWChicago Midway Airport 13:40
      • 10h 05m (3h 55m)
      • 1 Stop MCO · Orlando 3h 55m
      • Southwest Airlines (WN 365)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 546)Boeing 737 800
      • Southwest Airlines (WN 365)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 05:35 SJU
        14:25 ORD
        10Hrs, 50m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35 - ORD 14:25 10h 50m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:35
        MCOOrlando International Airport 12:15
      • MCOOrlando International Airport 07:50
        ORDChicago O'Hare International Airport 14:25
      • 10h 50m (4h 25m)
      • 1 Stop MCO · Orlando 4h 25m
      • Southwest Airlines (WN 365)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 350)Boeing 737 800
      • Southwest Airlines (WN 365)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:50 SJU
        11:02 ORD
        7Hrs, 12m 1 Stop (MIA)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:50 - ORD 11:02 7h 12m 1 Stop (MIA) Miami
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:50
        MIAMiami International Airport 08:31
      • MIAMiami International Airport 07:45
        ORDChicago O'Hare International Airport 11:02
      • 7h 12m (46m)
      • 1 Stop MIA · Miami 46m
      • American Airlines (AA 2394)Boeing 737 800
        American Airlines (AA 1431)Boeing 737 800
      • American Airlines (AA 2394)
        • M
        • -
        • -
        • -
        • F
        • S
        • S
      • 05:50 SJU
        11:03 ORD
        7Hrs, 13m 1 Stop (MIA)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:50 - ORD 11:03 7h 13m 1 Stop (MIA) Miami
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:50
        MIAMiami International Airport 08:31
      • MIAMiami International Airport 07:45
        ORDChicago O'Hare International Airport 11:03
      • 7h 13m (46m)
      • 1 Stop MIA · Miami 46m
      • American Airlines (AA 2394)Boeing 737 800
        American Airlines (AA 1431)Boeing 737 800
      • American Airlines (AA 2394)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 05:50 SJU
        11:45 ORD
        7Hrs, 55m 1 Stop (MIA)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:50 - ORD 11:45 7h 55m 1 Stop (MIA) Miami
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:50
        MIAMiami International Airport 09:15
      • MIAMiami International Airport 07:45
        ORDChicago O'Hare International Airport 11:45
      • 7h 55m (1h 30m)
      • 1 Stop MIA · Miami 1h 30m
      • American Airlines (AA 2394)Boeing 737 800
        American Airlines (AA 2174)Boeing 737 800
      • American Airlines (AA 2394)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:50 SJU
        11:46 ORD
        7Hrs, 56m 1 Stop (MIA)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:50 - ORD 11:46 7h 56m 1 Stop (MIA) Miami
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:50
        MIAMiami International Airport 09:15
      • MIAMiami International Airport 07:45
        ORDChicago O'Hare International Airport 11:46
      • 7h 56m (1h 30m)
      • 1 Stop MIA · Miami 1h 30m
      • American Airlines (AA 2394)Boeing 737 800
        American Airlines (AA 2174)Boeing 737 800
      • American Airlines (AA 2394)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 05:50 SJU
        11:48 ORD
        7Hrs, 58m 1 Stop (MIA)
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:50 - ORD 11:48 7h 58m 1 Stop (MIA) Miami
      • SJUSan Juan Luis Munoz Marin Intl Airport 05:50
        MIAMiami International Airport 09:18
      • MIAMiami International Airport 07:45
        ORDChicago O'Hare International Airport 11:48
      • 7h 58m (1h 33m)
      • 1 Stop MIA · Miami 1h 33m
      • American Airlines (AA 2394)Boeing 737 800
        American Airlines (AA 2174)Boeing 737 800
      • American Airlines (AA 2394)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:05 SJU
        13:30 MDW
        9Hrs, 25m 1 Stop (BWI)
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:05 - MDW 13:30 9h 25m 1 Stop (BWI) Baltimore
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:05
        BWIBaltimore Washington International Airport 12:25
      • BWIBaltimore Washington International Airport 09:25
        MDWChicago Midway Airport 13:30
      • 9h 25m (3h)
      • 1 Stop BWI · Baltimore 3h
      • Southwest Airlines (WN 424)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2833)Boeing 737 800
      • Southwest Airlines (WN 424)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:05 SJU
        14:00 ORD
        9Hrs, 55m 1 Stop (BWI)
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:05 - ORD 14:00 9h 55m 1 Stop (BWI) Baltimore
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:05
        BWIBaltimore Washington International Airport 12:40
      • BWIBaltimore Washington International Airport 09:25
        ORDChicago O'Hare International Airport 14:00
      • 9h 55m (3h 15m)
      • 1 Stop BWI · Baltimore 3h 15m
      • Southwest Airlines (WN 424)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1727)Boeing 737 800
      • Southwest Airlines (WN 424)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:10 SJU
        14:00 ORD
        9Hrs, 50m 1 Stop (BWI)
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:10 - ORD 14:00 9h 50m 1 Stop (BWI) Baltimore
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:10
        BWIBaltimore Washington International Airport 12:40
      • BWIBaltimore Washington International Airport 09:30
        ORDChicago O'Hare International Airport 14:00
      • 9h 50m (3h 10m)
      • 1 Stop BWI · Baltimore 3h 10m
      • Southwest Airlines (WN 424)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 138)Boeing 737 800
      • Southwest Airlines (WN 424)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:10 SJU
        14:00 ORD
        9Hrs, 50m 1 Stop (BWI)
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:10 - ORD 14:00 9h 50m 1 Stop (BWI) Baltimore
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:10
        BWIBaltimore Washington International Airport 12:40
      • BWIBaltimore Washington International Airport 09:30
        ORDChicago O'Hare International Airport 14:00
      • 9h 50m (3h 10m)
      • 1 Stop BWI · Baltimore 3h 10m
      • Southwest Airlines (WN 424)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1849)Boeing 737 800
      • Southwest Airlines (WN 424)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:10 SJU
        14:15 MDW
        10Hrs, 05m 1 Stop (BWI)
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:10 - MDW 14:15 10h 05m 1 Stop (BWI) Baltimore
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:10
        BWIBaltimore Washington International Airport 13:10
      • BWIBaltimore Washington International Airport 09:30
        MDWChicago Midway Airport 14:15
      • 10h 05m (3h 40m)
      • 1 Stop BWI · Baltimore 3h 40m
      • Southwest Airlines (WN 424)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2833)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 424)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:10 SJU
        14:45 MDW
        10Hrs, 35m 1 Stop (BWI)
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:10 - MDW 14:45 10h 35m 1 Stop (BWI) Baltimore
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:10
        BWIBaltimore Washington International Airport 13:40
      • BWIBaltimore Washington International Airport 09:30
        MDWChicago Midway Airport 14:45
      • 10h 35m (4h 10m)
      • 1 Stop BWI · Baltimore 4h 10m
      • Southwest Airlines (WN 424)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2833)Boeing 737 800
      • Southwest Airlines (WN 424)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:50 SJU
        13:25 ORD
        8Hrs, 35m 1 Stop (DFW)
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:50 - ORD 13:25 8h 35m 1 Stop (DFW) Dallas
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:50
        DFWDallas/Fort Worth Intl Airport 11:00
      • DFWDallas/Fort Worth Intl Airport 10:15
        ORDChicago O'Hare International Airport 13:25
      • 8h 35m (45m)
      • 1 Stop DFW · Dallas 45m
      • American Airlines (AA 3064)Airbus
        American Airlines (AA 311)Boeing 737 800
      • American Airlines (AA 3064)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 06:50 SJU
        13:26 ORD
        8Hrs, 36m 1 Stop (DFW)
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:50 - ORD 13:26 8h 36m 1 Stop (DFW) Dallas
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:50
        DFWDallas/Fort Worth Intl Airport 11:00
      • DFWDallas/Fort Worth Intl Airport 10:15
        ORDChicago O'Hare International Airport 13:26
      • 8h 36m (45m)
      • 1 Stop DFW · Dallas 45m
      • American Airlines (AA 3064)Airbus
        American Airlines (AA 311)Boeing 737 800
      • American Airlines (AA 3064)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:50 SJU
        14:52 ORD
        10Hrs, 02m 1 Stop (DFW)
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:50 - ORD 14:52 10h 02m 1 Stop (DFW) Dallas
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:50
        DFWDallas/Fort Worth Intl Airport 12:24
      • DFWDallas/Fort Worth Intl Airport 10:15
        ORDChicago O'Hare International Airport 14:52
      • 10h 02m (2h 09m)
      • 1 Stop DFW · Dallas 2h 09m
      • American Airlines (AA 3064)Airbus
        American Airlines (AA 1070)Boeing 737 800
      • American Airlines (AA 3064)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 06:50 SJU
        14:54 ORD
        10Hrs, 04m 1 Stop (DFW)
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:50 - ORD 14:54 10h 04m 1 Stop (DFW) Dallas
      • SJUSan Juan Luis Munoz Marin Intl Airport 06:50
        DFWDallas/Fort Worth Intl Airport 12:24
      • DFWDallas/Fort Worth Intl Airport 10:15
        ORDChicago O'Hare International Airport 14:54
      • 10h 04m (2h 09m)
      • 1 Stop DFW · Dallas 2h 09m
      • American Airlines (AA 3064)Airbus
        American Airlines (AA 1070)Boeing 737 800
      • American Airlines (AA 3064)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 07:30 SJU
        13:00 MDW
        7Hrs, 30m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:30 - MDW 13:00 7h 30m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:30
        MCOOrlando International Airport 11:05
      • MCOOrlando International Airport 09:45
        MDWChicago Midway Airport 13:00
      • 7h 30m (1h 20m)
      • 1 Stop MCO · Orlando 1h 20m
      • Southwest Airlines (WN 1109)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 3764)Boeing 737 800
      • Southwest Airlines (WN 1109)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:30 SJU
        13:46 MDW
        8Hrs, 16m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:30 - MDW 13:46 8h 16m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:30
        MCOOrlando International Airport 11:52
      • MCOOrlando International Airport 09:45
        MDWChicago Midway Airport 13:46
      • 8h 16m (2h 07m)
      • 1 Stop MCO · Orlando 2h 07m
      • Frontier Airlines (F9 2249)Airbus A321 Neo
        Frontier Airlines (F9 1457)Airbus A320 Neo
      • Frontier Airlines (F9 2249)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 07:30 SJU
        14:25 ORD
        8Hrs, 55m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:30 - ORD 14:25 8h 55m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:30
        MCOOrlando International Airport 12:15
      • MCOOrlando International Airport 09:45
        ORDChicago O'Hare International Airport 14:25
      • 8h 55m (2h 30m)
      • 1 Stop MCO · Orlando 2h 30m
      • Southwest Airlines (WN 1109)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 350)Boeing 737 800
      • Southwest Airlines (WN 1109)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:30 SJU
        15:05 MDW
        9Hrs, 35m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:30 - MDW 15:05 9h 35m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:30
        MCOOrlando International Airport 13:15
      • MCOOrlando International Airport 09:45
        MDWChicago Midway Airport 15:05
      • 9h 35m (3h 30m)
      • 1 Stop MCO · Orlando 3h 30m
      • Southwest Airlines (WN 1109)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 5113)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1109)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:45 SJU
        14:37 ORD
        8Hrs, 52m 1 Stop (IAH)
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:45 - ORD 14:37 8h 52m 1 Stop (IAH) Houston
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:45
        IAHHouston George Bush Intercontinental Airport 11:55
      • IAHHouston George Bush Intercontinental Airport 10:52
        ORDChicago O'Hare International Airport 14:37
      • 8h 52m (1h 03m)
      • 1 Stop IAH · Houston 1h 03m
      • United Airlines (UA 1644)Boeing 737 Max 9 Passenger
        United Airlines (UA 1168)Boeing 737 Max 9 Passenger
      • United Airlines (UA 1644)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • 07:45 SJU
        14:37 ORD
        8Hrs, 52m 1 Stop (IAH)
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:45 - ORD 14:37 8h 52m 1 Stop (IAH) Houston
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:45
        IAHHouston George Bush Intercontinental Airport 11:55
      • IAHHouston George Bush Intercontinental Airport 10:52
        ORDChicago O'Hare International Airport 14:37
      • 8h 52m (1h 03m)
      • 1 Stop IAH · Houston 1h 03m
      • United Airlines (UA 1644)Boeing 737 Max 9 Passenger
        United Airlines (UA 1168)Boeing 737 900
      • United Airlines (UA 1644)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:50 SJU
        13:40 MDW
        7Hrs, 50m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:50 - MDW 13:40 7h 50m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:50
        MCOOrlando International Airport 11:45
      • MCOOrlando International Airport 10:05
        MDWChicago Midway Airport 13:40
      • 7h 50m (1h 40m)
      • 1 Stop MCO · Orlando 1h 40m
      • Southwest Airlines (WN 1109)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 546)Boeing 737 800
      • Southwest Airlines (WN 1109)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 14:15 PIT
        10:05 MCO
        8Hrs, 50m 1 Stop (MDW)
      • PITPittsburgh International Airport 14:15 - MCO 10:05 8h 50m 1 Stop (MDW) Chicago
      • PITPittsburgh International Airport 14:15
        SJUSan Juan Luis Munoz Marin Intl Airport 07:50
      • MDWChicago Midway Airport 14:40
        MCOOrlando International Airport 10:05
      • 8h 50m (1h 50m)
      • 1 Stop MDW · Chicago 1h 50m
      • Southwest Airlines (WN 3286)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1109)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3286)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 07:55 SJU
        14:30 MDW
        8Hrs, 35m 1 Stop (MCO)
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:55 - MDW 14:30 8h 35m 1 Stop (MCO) Orlando
      • SJUSan Juan Luis Munoz Marin Intl Airport 07:55
        MCOOrlando International Airport 12:40
      • MCOOrlando International Airport 10:10
        MDWChicago Midway Airport 14:30
      • 8h 35m (2h 30m)
      • 1 Stop MCO · Orlando 2h 30m
      • Southwest Airlines (WN 1109)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 4265)Boeing 737 800
      • Southwest Airlines (WN 1109)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 08:00 SJU
        16:08 ORD
        10Hrs, 08m 1 Stop (BOS)
      • SJUSan Juan Luis Munoz Marin Intl Airport 08:00 - ORD 16:08 10h 08m 1 Stop (BOS) Boston
      • SJUSan Juan Luis Munoz Marin Intl Airport 08:00
        BOSBoston Logan International Airport 14:14
      • BOSBoston Logan International Airport 11:21
        ORDChicago O'Hare International Airport 16:08
      • 10h 08m (2h 53m)
      • 1 Stop BOS · Boston 2h 53m
      • JetBlue Airways (B6 732)Airbus A220 300
        JetBlue Airways (B6 611)Embraer Emb E90
      • JetBlue Airways (B6 732)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 09:00 SJU
        14:10 ORD
        7Hrs, 10m 1 Stop (CLT)
      • SJUSan Juan Luis Munoz Marin Intl Airport 09:00 - ORD 14:10 7h 10m 1 Stop (CLT) Charlotte
      • SJUSan Juan Luis Munoz Marin Intl Airport 09:00
        CLTCharlotte Airport 13:00
      • CLTCharlotte Airport 11:55
        ORDChicago O'Hare International Airport 14:10
      • 7h 10m (1h 05m)
      • 1 Stop CLT · Charlotte 1h 05m
      • American Airlines (AA 1852)Airbus
        American Airlines (AA 1052)Boeing 737 800
      • American Airlines (AA 1852)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 09:00 SJU
        14:15 ORD
        7Hrs, 15m 1 Stop (CLT)
      • SJUSan Juan Luis Munoz Marin Intl Airport 09:00 - ORD 14:15 7h 15m 1 Stop (CLT) Charlotte
      • SJUSan Juan Luis Munoz Marin Intl Airport 09:00
        CLTCharlotte Airport 13:07
      • CLTCharlotte Airport 11:55
        ORDChicago O'Hare International Airport 14:15
      • 7h 15m (1h 12m)
      • 1 Stop CLT · Charlotte 1h 12m
      • American Airlines (AA 1852)Airbus
        American Airlines (AA 1052)Boeing 737 800
      • American Airlines (AA 1852)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 09:00 SJU
        14:17 ORD
        7Hrs, 17m 1 Stop (CLT)
      • SJUSan Juan Luis Munoz Marin Intl Airport 09:00 - ORD 14:17 7h 17m 1 Stop (CLT) Charlotte
      • SJUSan Juan Luis Munoz Marin Intl Airport 09:00
        CLTCharlotte Airport 13:07
      • CLTCharlotte Airport 11:55
        ORDChicago O'Hare International Airport 14:17
      • 7h 17m (1h 12m)
      • 1 Stop CLT · Charlotte 1h 12m
      • American Airlines (AA 1852)Airbus
        American Airlines (AA 1052)Boeing 737 800
      • American Airlines (AA 1852)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 09:00 SJU
        14:24 ORD
        7Hrs, 24m 1 Stop (CLT)
      • SJUSan Juan Luis Munoz Marin Intl Airport 09:00 - ORD 14:24 7h 24m 1 Stop (CLT) Charlotte
      • SJUSan Juan Luis Munoz Marin Intl Airport 09:00
        CLTCharlotte Airport 13:16
      • CLTCharlotte Airport 11:55
        ORDChicago O'Hare International Airport 14:24
      • 7h 24m (1h 21m)
      • 1 Stop CLT · Charlotte 1h 21m
      • American Airlines (AA 1852)Airbus
        American Airlines (AA 1052)Boeing 737 800
      • American Airlines (AA 1852)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 09:00 SJU
        15:40 ORD
        8Hrs, 40m 1 Stop (CLT)
      • SJUSan Juan Luis Munoz Marin Intl Airport 09:00 - ORD 15:40 8h 40m 1 Stop (CLT) Charlotte
      • SJUSan Juan Luis Munoz Marin Intl Airport 09:00
        CLTCharlotte Airport 14:32
      • CLTCharlotte Airport 11:55
        ORDChicago O'Hare International Airport 15:40
      • 8h 40m (2h 37m)
      • 1 Stop CLT · Charlotte 2h 37m
      • American Airlines (AA 1852)Airbus
        American Airlines (AA 614)Boeing 737 800
      • American Airlines (AA 1852)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 15:28 DTW
        11:55 CLT
        8Hrs, 49m 1 Stop (ORD)
      • DTWDetroit Wayne County 15:28 - CLT 11:55 8h 49m 1 Stop (ORD) Chicago
      • DTWDetroit Wayne County 15:28
        SJUSan Juan Luis Munoz Marin Intl Airport 09:00
      • ORDChicago O'Hare International Airport 15:49
        CLTCharlotte Airport 11:55
      • 8h 49m (1h 48m)
      • 1 Stop ORD · Chicago 1h 48m
      • American Airlines (AA 3474)Embraer 170
        American Airlines (AA 1852)Airbus
      • American Airlines (AA 3474)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
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      What’s the fastest flight time from San Juan to Chicago?

      The fastest flight time for direct flights from San Juan to Chicago is 5 hours 15 minutes. Check latest flight schedules & prices on Wego.

      How far is Chicago from San Juan?

      The flight distance between San Juan and Chicago is 3305km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 01:59. The last flight of the day departs at 20:35. See the full list of flight times on Wego.

      How many airlines offer direct flights from San Juan to Chicago?

      There are 3 airlines that offer direct flights from San Juan to Chicago. Find out the list of airlines on Wego.

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