Flight Schedules

Last Updated: Tue, 2 Apr, 2024

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  • Availability
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    • S
  • 13:00 - 19:28
    SJO - ORD
  • 13:00 (SJO)San Jose Juan Santamaria Airport
  • 19:28 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1045)Boeing 737 Max 8 Passenger
  • 05h 28m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 Max 8 Passenger

Connecting Flights

  • 00:51 - 05:50
    SJO - FLL
    07:15 - 09:38
    FLL - ORD
  • 00:51 (SJO)San Jose Juan Santamaria Airport
    07:15 (FLL)Fort Lauderdale/Hollywood Intl Airport
  • 05:50 (FLL)Fort Lauderdale/Hollywood Intl Airport
    09:38 (ORD)Chicago O'Hare International Airport
  • Spirit Airlines (NK 1756)Airbus Industrie A321 Sharklets
    Spirit Airlines (NK 1)Airbus Industrie A321 Sharklets
  • 07h 47m (01h 25m)
  • FLL Miami 01h 25m
    • -
    • T
    • W
    • -
    • F
    • -
    • -
  • 04:15 - 06:38
    SJO - PTY
    07:39 - 13:18
    PTY - ORD
  • 04:15 (SJO)San Jose Juan Santamaria Airport
    07:39 (PTY)Panama City Tocumen International Airport
  • 06:38 (PTY)Panama City Tocumen International Airport
    13:18 (ORD)Chicago O'Hare International Airport
  • Copa Airlines (CM 461)Boeing 737 800
    Copa Airlines (CM 228)Boeing 737 800
  • 08h 03m (01h 01m)
  • PTY Panama City 01h 01m
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • 04:15 - 06:38
    SJO - PTY
    07:39 - 13:18
    PTY - ORD
  • 04:15 (SJO)San Jose Juan Santamaria Airport
    07:39 (PTY)Panama City Tocumen International Airport
  • 06:38 (PTY)Panama City Tocumen International Airport
    13:18 (ORD)Chicago O'Hare International Airport
  • Copa Airlines (CM 461)Boeing 737 800
    Copa Airlines (CM 228)Boeing 737 Max 9 Passenger
  • 08h 03m (01h 01m)
  • PTY Panama City 01h 01m
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • 04:15 - 06:38
    SJO - PTY
    07:39 - 13:18
    PTY - ORD
  • 04:15 (SJO)San Jose Juan Santamaria Airport
    07:39 (PTY)Panama City Tocumen International Airport
  • 06:38 (PTY)Panama City Tocumen International Airport
    13:18 (ORD)Chicago O'Hare International Airport
  • Copa Airlines (CM 461)Boeing 737 Max 9 Passenger
    Copa Airlines (CM 228)Boeing 737 800
  • 08h 03m (01h 01m)
  • PTY Panama City 01h 01m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:00 - 11:30
    SJO - DFW
    15:35 - 18:02
    DFW - ORD
  • 06:00 (SJO)San Jose Juan Santamaria Airport
    15:35 (DFW)Dallas/Fort Worth Intl Airport
  • 11:30 (DFW)Dallas/Fort Worth Intl Airport
    18:02 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 1140)Boeing 737 800
    American Airlines (AA 1559)Boeing 737 800
  • 11h 02m (04h 05m)
  • DFW Dallas 04h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 06:00 - 11:30
    SJO - DFW
    13:30 - 15:53
    DFW - ORD
  • 06:00 (SJO)San Jose Juan Santamaria Airport
    13:30 (DFW)Dallas/Fort Worth Intl Airport
  • 11:30 (DFW)Dallas/Fort Worth Intl Airport
    15:53 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 1140)Boeing 737 800
    American Airlines (AA 2428)Boeing 737 800
  • 08h 53m (02h 00m)
  • DFW Dallas 02h 00m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 06:20 - 11:10
    SJO - MIA
    13:50 - 15:20
    MIA - BNA
    15:55 - 17:49
    BNA - ORD
  • 06:20 (SJO)San Jose Juan Santamaria Airport
    13:50 (MIA)Miami International Airport
    15:55 (BNA)Nashville Airport
  • 11:10 (MIA)Miami International Airport
    15:20 (BNA)Nashville Airport
  • American Airlines (AA 1204)Boeing 737 800
    American Airlines (AA 3346)Embraer Emb 175
    American Airlines (AA 6205)Crj 700 Canadair Regional
  • 10h 29m (03h 15m)
  • MIA, BNA Miami, Nashville 03h 15m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 06:20 - 11:10
    SJO - MIA
    15:16 - 17:44
    MIA - ORD
  • 06:20 (SJO)San Jose Juan Santamaria Airport
    15:16 (MIA)Miami International Airport
  • 11:10 (MIA)Miami International Airport
    17:44 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 1204)Boeing 737 800
    American Airlines (AA 2512)Boeing 737 800
  • 10h 24m (04h 06m)
  • MIA Miami 04h 06m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 06:20 - 11:10
    SJO - MIA
    13:44 - 16:10
    MIA - ORD
  • 06:20 (SJO)San Jose Juan Santamaria Airport
    13:44 (MIA)Miami International Airport
  • 11:10 (MIA)Miami International Airport
    16:10 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 1204)Boeing 737 800
    American Airlines (AA 608)Boeing 737 800
  • 08h 50m (02h 34m)
  • MIA Miami 02h 34m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 07:00 - 13:06
    SJO - ATL
    18:15 - 19:19
    ATL - ORD
  • 07:00 (SJO)San Jose Juan Santamaria Airport
    18:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:06 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    19:19 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1794)Boeing 757
    Delta Air Lines (DL 2879)Boeing 757
  • 11h 19m (05h 09m)
  • ATL Atlanta 05h 09m
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • 07:00 - 13:08
    SJO - ATL
    17:04 - 17:57
    ATL - MDW
  • 07:00 (SJO)San Jose Juan Santamaria Airport
    17:04 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:08 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    17:57 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 1794)Boeing 757
    Delta Air Lines (DL 1739)Boeing 717
  • 09h 57m (03h 56m)
  • ATL Atlanta 03h 56m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:00 - 13:06
    SJO - ATL
    15:45 - 16:48
    ATL - ORD
  • 07:00 (SJO)San Jose Juan Santamaria Airport
    15:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:06 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    16:48 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1794)Boeing 757
    Delta Air Lines (DL 2738)Boeing 757
  • 08h 48m (02h 39m)
  • ATL Atlanta 02h 39m
    • -
    • -
    • -
    • T
    • F
    • S
    • S
  • 07:00 - 13:08
    SJO - ATL
    18:15 - 19:18
    ATL - ORD
  • 07:00 (SJO)San Jose Juan Santamaria Airport
    18:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:08 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    19:18 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1794)Boeing 757
    Delta Air Lines (DL 2879)Boeing 757
  • 11h 18m (05h 07m)
  • ATL Atlanta 05h 07m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:00 - 13:08
    SJO - ATL
    15:45 - 16:47
    ATL - ORD
  • 07:00 (SJO)San Jose Juan Santamaria Airport
    15:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:08 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    16:47 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1794)Boeing 757
    Delta Air Lines (DL 2738)Boeing 757
  • 08h 47m (02h 37m)
  • ATL Atlanta 02h 37m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 07:00 - 13:06
    SJO - ATL
    18:30 - 19:32
    ATL - ORD
  • 07:00 (SJO)San Jose Juan Santamaria Airport
    18:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:06 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    19:32 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1794)Boeing 757
    Delta Air Lines (DL 2879)Boeing 757
  • 11h 32m (05h 24m)
  • ATL Atlanta 05h 24m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:00 - 13:06
    SJO - ATL
    17:05 - 17:59
    ATL - MDW
  • 07:00 (SJO)San Jose Juan Santamaria Airport
    17:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:06 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    17:59 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 1794)Boeing 757
    Delta Air Lines (DL 1739)Boeing 717
  • 09h 59m (03h 59m)
  • ATL Atlanta 03h 59m
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • 07:15 - 14:36
    SJO - EWR
    16:25 - 18:03
    EWR - ORD
  • 07:15 (SJO)San Jose Juan Santamaria Airport
    16:25 (EWR)Newark Liberty International Airport
  • 14:36 (EWR)Newark Liberty International Airport
    18:03 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1079)Boeing 737 Max 8 Passenger
    United Airlines (UA 1286)Boeing 737 900
  • 09h 48m (01h 49m)
  • EWR New York City 01h 49m
    • -
    • -
    • -
    • T
    • -
    • -
    • -
  • 07:15 - 14:36
    SJO - EWR
    17:25 - 19:03
    EWR - ORD
  • 07:15 (SJO)San Jose Juan Santamaria Airport
    17:25 (EWR)Newark Liberty International Airport
  • 14:36 (EWR)Newark Liberty International Airport
    19:03 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1079)Boeing 737 Max 8 Passenger
    United Airlines (UA 1144)Boeing 757 200 Series
  • 10h 48m (02h 49m)
  • EWR New York City 02h 49m
    • -
    • -
    • -
    • T
    • -
    • -
    • -
  • 07:15 - 14:36
    SJO - EWR
    16:40 - 18:18
    EWR - ORD
  • 07:15 (SJO)San Jose Juan Santamaria Airport
    16:40 (EWR)Newark Liberty International Airport
  • 14:36 (EWR)Newark Liberty International Airport
    18:18 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1079)Boeing 737 Max 8 Passenger
    United Airlines (UA 2294)Boeing 757 200 Series
  • 10h 03m (02h 04m)
  • EWR New York City 02h 04m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 07:15 - 14:36
    SJO - EWR
    17:30 - 19:11
    EWR - ORD
  • 07:15 (SJO)San Jose Juan Santamaria Airport
    17:30 (EWR)Newark Liberty International Airport
  • 14:36 (EWR)Newark Liberty International Airport
    19:11 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1079)Boeing 737 Max 8 Passenger
    United Airlines (UA 1144)Boeing 757 200 Series
  • 10h 56m (02h 54m)
  • EWR New York City 02h 54m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 07:55 - 12:43
    SJO - IAH
    14:30 - 16:33
    IAH - STL
    17:35 - 18:55
    STL - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:30 (IAH)Houston George Bush Intercontinental Airport
    17:35 (STL)St Louis Lambert Intl Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    16:33 (STL)St Louis Lambert Intl Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 2368)Boeing 737 800
    United Airlines (UA 602)Boeing 737 800
  • 10h 00m (02h 49m)
  • IAH, STL Houston, Saint Louis 02h 49m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:55 - 12:43
    SJO - IAH
    14:35 - 15:55
    IAH - DFW
    16:26 - 18:54
    DFW - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:35 (IAH)Houston George Bush Intercontinental Airport
    16:26 (DFW)Dallas/Fort Worth Intl Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    15:55 (DFW)Dallas/Fort Worth Intl Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 1181)Airbus
    United Airlines (UA 1186)Boeing 737 700
  • 09h 59m (02h 23m)
  • IAH, DFW Houston, Dallas 02h 23m
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • 07:55 - 12:43
    SJO - IAH
    14:20 - 16:23
    IAH - STL
    17:25 - 18:45
    STL - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:20 (IAH)Houston George Bush Intercontinental Airport
    17:25 (STL)St Louis Lambert Intl Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    16:23 (STL)St Louis Lambert Intl Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 2368)Boeing 737 800
    United Airlines (UA 714)Boeing 737 800
  • 09h 50m (02h 39m)
  • IAH, STL Houston, Saint Louis 02h 39m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 07:55 - 12:43
    SJO - IAH
    14:25 - 17:10
    IAH - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:25 (IAH)Houston George Bush Intercontinental Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    17:10 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 1538)Boeing 737 Max 9 Passenger
  • 08h 15m (01h 42m)
  • IAH Houston 01h 42m
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • 07:55 - 12:43
    SJO - IAH
    14:25 - 17:10
    IAH - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:25 (IAH)Houston George Bush Intercontinental Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    17:10 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 1982)Boeing 737 Max 9 Passenger
  • 08h 15m (01h 42m)
  • IAH Houston 01h 42m
    • -
    • -
    • -
    • T
    • F
    • S
    • S
  • 07:55 - 12:43
    SJO - IAH
    14:40 - 16:22
    IAH - MEM
    16:54 - 18:47
    MEM - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:40 (IAH)Houston George Bush Intercontinental Airport
    16:54 (MEM)Memphis International Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    16:22 (MEM)Memphis International Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 6240)Canadair Regional
    United Airlines (UA 4405)Canadair Regional Jet 550
  • 09h 52m (02h 29m)
  • IAH, MEM Houston, Memphis 02h 29m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:55 - 12:43
    SJO - IAH
    14:20 - 16:23
    IAH - STL
    17:25 - 18:45
    STL - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:20 (IAH)Houston George Bush Intercontinental Airport
    17:25 (STL)St Louis Lambert Intl Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    16:23 (STL)St Louis Lambert Intl Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 2368)Airbus
    United Airlines (UA 602)Airbus
  • 09h 50m (02h 39m)
  • IAH, STL Houston, Saint Louis 02h 39m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:55 - 12:43
    SJO - IAH
    16:20 - 19:07
    IAH - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    16:20 (IAH)Houston George Bush Intercontinental Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    19:07 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 2406)Boeing 737 800
  • 10h 12m (03h 37m)
  • IAH Houston 03h 37m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:55 - 12:43
    SJO - IAH
    16:20 - 19:07
    IAH - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    16:20 (IAH)Houston George Bush Intercontinental Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    19:07 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 2406)Boeing 737 900
  • 10h 12m (03h 37m)
  • IAH Houston 03h 37m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 07:55 - 12:43
    SJO - IAH
    14:20 - 16:23
    IAH - STL
    17:25 - 18:45
    STL - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:20 (IAH)Houston George Bush Intercontinental Airport
    17:25 (STL)St Louis Lambert Intl Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    16:23 (STL)St Louis Lambert Intl Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 2368)Boeing 737 800
    United Airlines (UA 602)Boeing 737 800
  • 09h 50m (02h 39m)
  • IAH, STL Houston, Saint Louis 02h 39m
    • -
    • -
    • -
    • T
    • F
    • -
    • -
  • 07:55 - 12:43
    SJO - IAH
    14:35 - 15:55
    IAH - DFW
    16:26 - 18:54
    DFW - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:35 (IAH)Houston George Bush Intercontinental Airport
    16:26 (DFW)Dallas/Fort Worth Intl Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    15:55 (DFW)Dallas/Fort Worth Intl Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 1181)Airbus
    United Airlines (UA 1186)Airbus
  • 09h 59m (02h 23m)
  • IAH, DFW Houston, Dallas 02h 23m
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • 07:55 - 12:43
    SJO - IAH
    14:41 - 16:24
    IAH - MEM
    16:54 - 18:47
    MEM - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:41 (IAH)Houston George Bush Intercontinental Airport
    16:54 (MEM)Memphis International Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    16:24 (MEM)Memphis International Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 6240)Embraer 175
    United Airlines (UA 4405)Canadair Regional Jet 550
  • 09h 52m (02h 28m)
  • IAH, MEM Houston, Memphis 02h 28m
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • 07:55 - 12:43
    SJO - IAH
    14:35 - 15:55
    IAH - DFW
    16:25 - 18:53
    DFW - ORD
  • 07:55 (SJO)San Jose Juan Santamaria Airport
    14:35 (IAH)Houston George Bush Intercontinental Airport
    16:25 (DFW)Dallas/Fort Worth Intl Airport
  • 12:43 (IAH)Houston George Bush Intercontinental Airport
    15:55 (DFW)Dallas/Fort Worth Intl Airport
  • United Airlines (UA 1447)Boeing 737 Max 8 Passenger
    United Airlines (UA 1181)Airbus
    United Airlines (UA 1186)Boeing 737 700
  • 09h 58m (02h 22m)
  • IAH, DFW Houston, Dallas 02h 22m
    • -
    • -
    • -
    • T
    • -
    • -
    • -
  • 08:05 - 15:15
    SJO - YYZ
    17:30 - 18:29
    YYZ - ORD
  • 08:05 (SJO)San Jose Juan Santamaria Airport
    17:30 (YYZ)Toronto Lester B Pearson Intl Airport
  • 15:15 (YYZ)Toronto Lester B Pearson Intl Airport
    18:29 (ORD)Chicago O'Hare International Airport
  • Air Canada (AC 956)Boeing 787 8
    United Airlines (UA 213)Airbus
  • 09h 24m (02h 15m)
  • YYZ Toronto 02h 15m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:05 - 15:15
    SJO - YYZ
    18:35 - 19:29
    YYZ - ORD
  • 08:05 (SJO)San Jose Juan Santamaria Airport
    18:35 (YYZ)Toronto Lester B Pearson Intl Airport
  • 15:15 (YYZ)Toronto Lester B Pearson Intl Airport
    19:29 (ORD)Chicago O'Hare International Airport
  • Air Canada (AC 956)Boeing 787 8
    Air Canada (AC 509)Airbus A220 300
  • 10h 24m (03h 20m)
  • YYZ Toronto 03h 20m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:10 - 15:55
    SJO - YUL
    18:45 - 20:16
    YUL - ORD
  • 08:10 (SJO)San Jose Juan Santamaria Airport
    18:45 (YUL)Montreal Pierre Elliott Trudeau Int Airport
  • 15:55 (YUL)Montreal Pierre Elliott Trudeau Int Airport
    20:16 (ORD)Chicago O'Hare International Airport
  • Air Canada (AC 958)Airbus A220 300
    Air Canada (AC 8967)Embraer Emb 175
  • 11h 06m (02h 50m)
  • YUL Montréal 02h 50m
    • -
    • -
    • -
    • T
    • -
    • S
    • -
  • 08:25 - 15:45
    SJO - YUL
    18:30 - 20:06
    YUL - ORD
  • 08:25 (SJO)San Jose Juan Santamaria Airport
    18:30 (YUL)Montreal Pierre Elliott Trudeau Int Airport
  • 15:45 (YUL)Montreal Pierre Elliott Trudeau Int Airport
    20:06 (ORD)Chicago O'Hare International Airport
  • Air Canada (AC 958)Boeing 787 8
    Air Canada (AC 8967)Embraer Emb 175
  • 10h 41m (02h 45m)
  • YUL Montréal 02h 45m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 08:55 - 13:40
    SJO - HOU
    16:05 - 20:10
    HOU - MDW
  • 08:55 (SJO)San Jose Juan Santamaria Airport
    16:05 (HOU)Houston Hobby Airport
  • 13:40 (HOU)Houston Hobby Airport
    20:10 (MDW)Chicago Midway Airport
  • (WN 1203)Boeing 737 700
    (WN 1378)Boeing 737 700
  • 10h 15m (02h 25m)
  • HOU Houston 02h 25m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:55 - 15:40
    SJO - BWI
    18:55 - 20:00
    BWI - MDW
  • 08:55 (SJO)San Jose Juan Santamaria Airport
    18:55 (BWI)Baltimore Washington International Airport
  • 15:40 (BWI)Baltimore Washington International Airport
    20:00 (MDW)Chicago Midway Airport
  • (WN 607)Boeing 737 700
    (WN 1789)Boeing 737 Max 8 Passenger
  • 10h 05m (03h 15m)
  • BWI Baltimore 03h 15m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:55 - 13:40
    SJO - HOU
    15:10 - 17:00
    HOU - MCI
    19:00 - 20:25
    MCI - MDW
  • 08:55 (SJO)San Jose Juan Santamaria Airport
    15:10 (HOU)Houston Hobby Airport
    19:00 (MCI)Kansas City International Airport
  • 13:40 (HOU)Houston Hobby Airport
    17:00 (MCI)Kansas City International Airport
  • (WN 1203)Boeing 737 700
    (WN 5531)Boeing 737 700
    (WN 2051)Boeing 737 700
  • 10h 30m (03h 30m)
  • HOU, MCI Houston, Kansas City 03h 30m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 08:55 - 15:40
    SJO - BWI
    18:45 - 19:45
    BWI - MDW
  • 08:55 (SJO)San Jose Juan Santamaria Airport
    18:45 (BWI)Baltimore Washington International Airport
  • 15:40 (BWI)Baltimore Washington International Airport
    19:45 (MDW)Chicago Midway Airport
  • (WN 607)Boeing 737 700
    (WN 1789)Boeing 737 Max 8 Passenger
  • 09h 50m (03h 05m)
  • BWI Baltimore 03h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 08:55 - 15:40
    SJO - BWI
    17:45 - 20:25
    BWI - MDW
  • 08:55 (SJO)San Jose Juan Santamaria Airport
    17:45 (BWI)Baltimore Washington International Airport
  • 15:40 (BWI)Baltimore Washington International Airport
    20:25 (MDW)Chicago Midway Airport
  • (WN 607)Boeing 737 700
    (WN 442)Boeing 737 700
  • 10h 30m (02h 05m)
  • BWI Baltimore 02h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:55 - 15:40
    SJO - BWI
    17:20 - 18:40
    BWI - CMH
    19:35 - 19:45
    CMH - MDW
  • 08:55 (SJO)San Jose Juan Santamaria Airport
    17:20 (BWI)Baltimore Washington International Airport
    19:35 (CMH)Columbus Port Columbus Intl Airport
  • 15:40 (BWI)Baltimore Washington International Airport
    18:40 (CMH)Columbus Port Columbus Intl Airport
  • (WN 607)Boeing 737 700
    (WN 1065)Boeing 737 700
    (WN 3585)Boeing 737 700
  • 09h 50m (02h 35m)
  • BWI, CMH Baltimore, Columbus 02h 35m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:55 - 13:40
    SJO - HOU
    16:35 - 19:00
    HOU - MDW
  • 08:55 (SJO)San Jose Juan Santamaria Airport
    16:35 (HOU)Houston Hobby Airport
  • 13:40 (HOU)Houston Hobby Airport
    19:00 (MDW)Chicago Midway Airport
  • (WN 1203)Boeing 737 700
    (WN 3114)Boeing 737 700
  • 09h 05m (02h 55m)
  • HOU Houston 02h 55m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:55 - 13:40
    SJO - HOU
    16:55 - 19:30
    HOU - MDW
  • 08:55 (SJO)San Jose Juan Santamaria Airport
    16:55 (HOU)Houston Hobby Airport
  • 13:40 (HOU)Houston Hobby Airport
    19:30 (MDW)Chicago Midway Airport
  • (WN 1203)Boeing 737 700
    (WN 3114)Boeing 737 Max 8 Passenger
  • 09h 35m (03h 15m)
  • HOU Houston 03h 15m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 08:55 - 13:40
    SJO - HOU
    15:30 - 16:20
    HOU - AUS
    17:05 - 19:40
    AUS - MDW
  • 08:55 (SJO)San Jose Juan Santamaria Airport
    15:30 (HOU)Houston Hobby Airport
    17:05 (AUS)Austin-Bergstrom International Airport
  • 13:40 (HOU)Houston Hobby Airport
    16:20 (AUS)Austin-Bergstrom International Airport
  • (WN 1203)Boeing 737 700
    (WN 6054)Boeing 737 700
    (WN 4962)Boeing 737 700
  • 09h 45m (02h 35m)
  • HOU, AUS Houston, Austin 02h 35m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 09:21 - 15:34
    SJO - ATL
    20:25 - 21:27
    ATL - MDW
  • 09:21 (SJO)San Jose Juan Santamaria Airport
    20:25 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 15:34 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    21:27 (MDW)Chicago Midway Airport
  • Frontier Airlines (F9 214)Airbus A320 Neo
    Frontier Airlines (F9 3525)Airbus A320 Neo
  • 11h 06m (04h 51m)
  • ATL Atlanta 04h 51m
    • -
    • -
    • -
    • T
    • -
    • -
    • -
  • 09:36 - 14:31
    SJO - IAH
    16:04 - 18:43
    IAH - ORD
  • 09:36 (SJO)San Jose Juan Santamaria Airport
    16:04 (IAH)Houston George Bush Intercontinental Airport
  • 14:31 (IAH)Houston George Bush Intercontinental Airport
    18:43 (ORD)Chicago O'Hare International Airport
  • Spirit Airlines (NK 259)Airbus Industrie A320 Sharklets
    Spirit Airlines (NK 821)Airbus Industrie A321 Sharklets
  • 08h 07m (01h 33m)
  • IAH Houston 01h 33m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 09:36 - 14:31
    SJO - IAH
    16:32 - 19:11
    IAH - ORD
  • 09:36 (SJO)San Jose Juan Santamaria Airport
    16:32 (IAH)Houston George Bush Intercontinental Airport
  • 14:31 (IAH)Houston George Bush Intercontinental Airport
    19:11 (ORD)Chicago O'Hare International Airport
  • Spirit Airlines (NK 259)Airbus Industrie A320 Sharklets
    Spirit Airlines (NK 821)Airbus Industrie A321 Sharklets
  • 08h 35m (02h 01m)
  • IAH Houston 02h 01m
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • 09:55 - 17:15
    SJO - YYZ
    21:00 - 22:04
    YYZ - ORD
  • 09:55 (SJO)San Jose Juan Santamaria Airport
    21:00 (YYZ)Toronto Lester B Pearson Intl Airport
  • 17:15 (YYZ)Toronto Lester B Pearson Intl Airport
    22:04 (ORD)Chicago O'Hare International Airport
  • Air Canada (AC 956)Boeing 787 8
    United Airlines (UA 4631)Embraer 175
  • 11h 09m (03h 45m)
  • YYZ Toronto 03h 45m
    • -
    • -
    • W
    • -
    • -
    • -
    • -
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What’s the fastest flight time from San Jose to Chicago?

The fastest flight time for direct flights from San Jose to Chicago is 5 hours 28 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from San Jose?

The flight distance between San Jose and Chicago is 3569km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:51. 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 Jose to Chicago?

There are 1 airlines that offer direct flights from San Jose to Chicago. Find out the list of airlines on Wego.