Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Chicago to San Jose is Spirit Airlines.
Cheapest Month
May
Travel Period: May 2024 - April 2025
The cheapest month(s) to fly from Chicago to San Jose is May.
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May 2024
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Jun 2024
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Jul 2024
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Aug 2024
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Sep 2024
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Oct 2024
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Nov 2024
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Dec 2024
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Jan 2025
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Feb 2025
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Mar 2025
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Apr 2025
Cheapest Day of the Week
Monday
The cheapest day(s) of the week to fly from Chicago to San Jose is Monday.
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Sun Sunday
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Mon Monday
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Tue Tuesday
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Wed Wednesday
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Thu Thursday
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Fri Friday
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Sat Saturday
Cheapest Time
5pm
The cheapest time of the day to fly from Chicago to San Jose is in the afternoon.
Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm
Flight Schedules
Last Updated: Tue, 2 Apr, 2024
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Availability
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07:41 - 11:55ORD - SJO
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07:41 (ORD)Chicago O'Hare International Airport
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11:55 (SJO)San Jose Juan Santamaria Airport
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United Airlines (UA 1135)Boeing 737 Max 8 Passenger - 05h 14m
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Connecting Flights
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02:01 - 05:40ORD - MEX08:40 - 11:48MEX - SJO
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02:01 (ORD)Chicago O'Hare International Airport08:40 (MEX)Mexico City Juarez International Airport
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05:40 (MEX)Mexico City Juarez International Airport11:48 (SJO)San Jose Juan Santamaria Airport
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Aeromexico (AM 683)Boeing 737 Max 8 Passenger Aeromexico (AM 690)Boeing 737 Max 9 Passenger - 10h 47m (03h 00m)
- MEX Mexico City 03h 00m
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02:01 - 05:40ORD - MEX08:45 - 11:53MEX - SJO
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02:01 (ORD)Chicago O'Hare International Airport08:45 (MEX)Mexico City Juarez International Airport
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05:40 (MEX)Mexico City Juarez International Airport11:53 (SJO)San Jose Juan Santamaria Airport
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Aeromexico (AM 683)Boeing 737 Max 8 Passenger Aeromexico (AM 690)Embraer Emb E90 - 10h 52m (03h 05m)
- MEX Mexico City 03h 05m
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02:01 - 05:40ORD - MEX08:45 - 11:53MEX - SJO
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02:01 (ORD)Chicago O'Hare International Airport08:45 (MEX)Mexico City Juarez International Airport
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05:40 (MEX)Mexico City Juarez International Airport11:53 (SJO)San Jose Juan Santamaria Airport
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Aeromexico (AM 683)Boeing 737 800 Scimitar Winglets Aeromexico (AM 690)Boeing 737 Max 9 Passenger - 10h 52m (03h 05m)
- MEX Mexico City 03h 05m
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02:01 - 05:40ORD - MEX08:45 - 11:53MEX - SJO
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02:01 (ORD)Chicago O'Hare International Airport08:45 (MEX)Mexico City Juarez International Airport
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05:40 (MEX)Mexico City Juarez International Airport11:53 (SJO)San Jose Juan Santamaria Airport
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Aeromexico (AM 683)Boeing 737 Max 8 Passenger Aeromexico (AM 690)Boeing 737 Max 9 Passenger - 10h 52m (03h 05m)
- MEX Mexico City 03h 05m
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05:00 - 09:06ORD - MIA11:55 - 12:50MIA - SJO
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05:00 (ORD)Chicago O'Hare International Airport11:55 (MIA)Miami International Airport
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09:06 (MIA)Miami International Airport12:50 (SJO)San Jose Juan Santamaria Airport
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American Airlines (AA 2341)Boeing 737 800 American Airlines (AA 597)Boeing 737 800 - 08h 50m (02h 49m)
- MIA Miami 02h 49m
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05:00 - 07:34ORD - DFW10:20 - 13:25DFW - SJO
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05:00 (ORD)Chicago O'Hare International Airport10:20 (DFW)Dallas/Fort Worth Intl Airport
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07:34 (DFW)Dallas/Fort Worth Intl Airport13:25 (SJO)San Jose Juan Santamaria Airport
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American Airlines (AA 760)Boeing 737 800 American Airlines (AA 1053)Boeing 737 800 - 09h 25m (02h 46m)
- DFW Dallas 02h 46m
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05:00 - 09:06ORD - FLL10:40 - 11:36FLL - SJO
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05:00 (ORD)Chicago O'Hare International Airport10:40 (FLL)Fort Lauderdale/Hollywood Intl Airport
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09:06 (FLL)Fort Lauderdale/Hollywood Intl Airport11:36 (SJO)San Jose Juan Santamaria Airport
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Spirit Airlines (NK 7)Airbus A321 Neo Spirit Airlines (NK 335)Airbus Industrie A321 Sharklets - 07h 36m (01h 34m)
- FLL Miami 01h 34m
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05:00 - 09:06ORD - MIA10:15 - 11:20MIA - SJO
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05:00 (ORD)Chicago O'Hare International Airport10:15 (MIA)Miami International Airport
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09:06 (MIA)Miami International Airport11:20 (SJO)San Jose Juan Santamaria Airport
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American Airlines (AA 2341)Boeing 737 800 American Airlines (AA 413)Boeing 737 Max 8 Passenger - 07h 20m (01h 09m)
- MIA Miami 01h 09m
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05:30 - 08:27ORD - CLT09:01 - 11:05CLT - MIA11:55 - 12:50MIA - SJO
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05:30 (ORD)Chicago O'Hare International Airport09:01 (CLT)Charlotte Airport11:55 (MIA)Miami International Airport
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08:27 (CLT)Charlotte Airport11:05 (MIA)Miami International Airport
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American Airlines (AA 590)Boeing 737 800 American Airlines (AA 373)Boeing 737 800 American Airlines (AA 597)Boeing 737 800 - 08h 20m (01h 24m)
- CLT, MIA Charlotte, Miami 01h 24m
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05:30 - 08:27ORD - CLT11:15 - 13:35CLT - SJO
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05:30 (ORD)Chicago O'Hare International Airport11:15 (CLT)Charlotte Airport
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08:27 (CLT)Charlotte Airport13:35 (SJO)San Jose Juan Santamaria Airport
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American Airlines (AA 590)Boeing 737 800 American Airlines (AA 1209)Boeing 737 800 - 09h 05m (02h 48m)
- CLT Charlotte 02h 48m
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05:32 - 08:29ORD - ATL09:49 - 11:52ATL - SJO
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05:32 (ORD)Chicago O'Hare International Airport09:49 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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08:29 (ATL)Atlanta Hartsfield-Jackson Intl Airport11:52 (SJO)San Jose Juan Santamaria Airport
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Delta Air Lines (DL 1245)Boeing 757 Delta Air Lines (DL 1937)Boeing 757 - 07h 20m (01h 20m)
- ATL Atlanta 01h 20m
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05:40 - 09:33ORD - MCO11:25 - 12:43MCO - SJO
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05:40 (ORD)Chicago O'Hare International Airport11:25 (MCO)Orlando International Airport
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09:33 (MCO)Orlando International Airport12:43 (SJO)San Jose Juan Santamaria Airport
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Spirit Airlines (NK 2057)Airbus A320 Neo Spirit Airlines (NK 1309)Airbus Industrie A321 Sharklets - 08h 03m (01h 52m)
- MCO Orlando 01h 52m
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06:00 - 08:50ORD - IAH09:47 - 12:26IAH - SJO
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06:00 (ORD)Chicago O'Hare International Airport09:47 (IAH)Houston George Bush Intercontinental Airport
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08:50 (IAH)Houston George Bush Intercontinental Airport12:26 (SJO)San Jose Juan Santamaria Airport
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United Airlines (UA 1995)Airbus A321 Neo United Airlines (UA 1096)Boeing 737 Max 8 Passenger - 07h 26m (00h 57m)
- IAH Houston 00h 57m
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06:00 - 08:56MDW - ATL09:49 - 11:52ATL - SJO
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06:00 (MDW)Chicago Midway Airport09:49 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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08:56 (ATL)Atlanta Hartsfield-Jackson Intl Airport11:52 (SJO)San Jose Juan Santamaria Airport
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Delta Air Lines (DL 1260)Boeing 717 Delta Air Lines (DL 1937)Boeing 757 - 06h 52m (00h 53m)
- ATL Atlanta 00h 53m
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06:09 - 10:01ORD - MCO11:25 - 12:43MCO - SJO
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06:09 (ORD)Chicago O'Hare International Airport11:25 (MCO)Orlando International Airport
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10:01 (MCO)Orlando International Airport12:43 (SJO)San Jose Juan Santamaria Airport
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Spirit Airlines (NK 2057)Airbus Industrie A320 Sharklets Spirit Airlines (NK 1309)Airbus Industrie A321 Sharklets - 07h 34m (01h 24m)
- MCO Orlando 01h 24m
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06:09 - 10:01ORD - MCO11:25 - 12:43MCO - SJO
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06:09 (ORD)Chicago O'Hare International Airport11:25 (MCO)Orlando International Airport
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10:01 (MCO)Orlando International Airport12:43 (SJO)San Jose Juan Santamaria Airport
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Spirit Airlines (NK 2057)Airbus A320 Neo Spirit Airlines (NK 1309)Airbus Industrie A321 Sharklets - 07h 34m (01h 24m)
- MCO Orlando 01h 24m
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06:10 - 08:45MDW - HOU09:35 - 12:10HOU - SJO
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06:10 (MDW)Chicago Midway Airport09:35 (HOU)Houston Hobby Airport
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08:45 (HOU)Houston Hobby Airport12:10 (SJO)San Jose Juan Santamaria Airport
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(WN 5171)Boeing 737 800 (WN 112)Boeing 737 Max 8 Passenger - 07h 00m (00h 50m)
- HOU Houston 00h 50m
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06:25 - 08:59ORD - DFW10:20 - 13:25DFW - SJO
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06:25 (ORD)Chicago O'Hare International Airport10:20 (DFW)Dallas/Fort Worth Intl Airport
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08:59 (DFW)Dallas/Fort Worth Intl Airport13:25 (SJO)San Jose Juan Santamaria Airport
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American Airlines (AA 2754)Boeing 737 800 American Airlines (AA 1053)Boeing 737 800 - 08h 00m (01h 21m)
- DFW Dallas 01h 21m
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06:35 - 09:29ORD - CLT11:15 - 13:35CLT - SJO
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06:35 (ORD)Chicago O'Hare International Airport11:15 (CLT)Charlotte Airport
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09:29 (CLT)Charlotte Airport13:35 (SJO)San Jose Juan Santamaria Airport
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American Airlines (AA 2796)Airbus American Airlines (AA 1209)Boeing 737 800 - 08h 00m (01h 46m)
- CLT Charlotte 01h 46m
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06:55 - 11:02ORD - MIA11:55 - 12:50MIA - SJO
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06:55 (ORD)Chicago O'Hare International Airport11:55 (MIA)Miami International Airport
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11:02 (MIA)Miami International Airport12:50 (SJO)San Jose Juan Santamaria Airport
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American Airlines (AA 1875)Boeing 737 Max 8 Passenger American Airlines (AA 597)Boeing 737 800 - 06h 55m (00h 53m)
- MIA Miami 00h 53m
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07:53 - 13:24ORD - PTY15:31 - 15:57PTY - SJO
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07:53 (ORD)Chicago O'Hare International Airport15:31 (PTY)Panama City Tocumen International Airport
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13:24 (PTY)Panama City Tocumen International Airport15:57 (SJO)San Jose Juan Santamaria Airport
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Copa Airlines (CM 236)Boeing 737 800 Copa Airlines (CM 116)Boeing 737 700 - 09h 04m (02h 07m)
- PTY Panama City 02h 07m
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07:53 - 13:24ORD - PTY15:31 - 15:57PTY - SJO
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07:53 (ORD)Chicago O'Hare International Airport15:31 (PTY)Panama City Tocumen International Airport
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13:24 (PTY)Panama City Tocumen International Airport15:57 (SJO)San Jose Juan Santamaria Airport
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Copa Airlines (CM 236)Boeing 737 800 Copa Airlines (CM 116)Boeing 737 800 - 09h 04m (02h 07m)
- PTY Panama City 02h 07m
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09:40 - 12:25ORD - YYZ16:50 - 20:05YYZ - SJO
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09:40 (ORD)Chicago O'Hare International Airport16:50 (YYZ)Toronto Lester B Pearson Intl Airport
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12:25 (YYZ)Toronto Lester B Pearson Intl Airport20:05 (SJO)San Jose Juan Santamaria Airport
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Air Canada (AC 502)Airbus A220 300 Air Canada (AC 957)Boeing 787 8 - 11h 25m (04h 25m)
- YYZ Toronto 04h 25m
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10:00 - 12:53MDW - ATL18:15 - 20:16ATL - SJO
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10:00 (MDW)Chicago Midway Airport18:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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12:53 (ATL)Atlanta Hartsfield-Jackson Intl Airport20:16 (SJO)San Jose Juan Santamaria Airport
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Delta Air Lines (DL 1063)Boeing 717 Delta Air Lines (DL 1931)Boeing 757 - 11h 16m (05h 22m)
- ATL Atlanta 05h 22m
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10:05 - 14:13ORD - MIA18:00 - 18:55MIA - SJO
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10:05 (ORD)Chicago O'Hare International Airport18:00 (MIA)Miami International Airport
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14:13 (MIA)Miami International Airport18:55 (SJO)San Jose Juan Santamaria Airport
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American Airlines (AA 1395)Boeing 737 800 American Airlines (AA 1353)Boeing 737 800 - 09h 50m (03h 47m)
- MIA Miami 03h 47m
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10:15 - 13:37ORD - JAX15:24 - 16:43JAX - MIA18:00 - 18:55MIA - SJO
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10:15 (ORD)Chicago O'Hare International Airport15:24 (JAX)Jacksonville International Airport18:00 (MIA)Miami International Airport
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13:37 (JAX)Jacksonville International Airport16:43 (MIA)Miami International Airport
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American Airlines (AA 220)Boeing 737 800 American Airlines (AA 3968)Embraer Emb 175 American Airlines (AA 1353)Boeing 737 800 - 09h 40m (03h 04m)
- JAX, MIA Jacksonville, Miami 03h 04m
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10:20 - 11:55MDW - DEN14:30 - 19:40DEN - SJO
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10:20 (MDW)Chicago Midway Airport14:30 (DEN)Denver Intl Airport
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11:55 (DEN)Denver Intl Airport19:40 (SJO)San Jose Juan Santamaria Airport
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(WN 2203)Boeing 737 700 (WN 710)Boeing 737 700 - 10h 20m (02h 35m)
- DEN Denver 02h 35m
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10:35 - 12:15MDW - DEN14:30 - 19:40DEN - SJO
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10:35 (MDW)Chicago Midway Airport14:30 (DEN)Denver Intl Airport
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12:15 (DEN)Denver Intl Airport19:40 (SJO)San Jose Juan Santamaria Airport
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(WN 2203)Boeing 737 Max 8 Passenger (WN 710)Boeing 737 700 - 10h 05m (02h 15m)
- DEN Denver 02h 15m
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10:45 - 13:40ORD - IAH16:58 - 19:37IAH - SJO
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10:45 (ORD)Chicago O'Hare International Airport16:58 (IAH)Houston George Bush Intercontinental Airport
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13:40 (IAH)Houston George Bush Intercontinental Airport19:37 (SJO)San Jose Juan Santamaria Airport
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United Airlines (UA 1788)Boeing 737 900 United Airlines (UA 1280)Boeing 737 Max 8 Passenger - 09h 52m (03h 18m)
- IAH Houston 03h 18m
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10:45 - 14:03ORD - EWR17:04 - 20:19EWR - SJO
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10:45 (ORD)Chicago O'Hare International Airport17:04 (EWR)Newark Liberty International Airport
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14:03 (EWR)Newark Liberty International Airport20:19 (SJO)San Jose Juan Santamaria Airport
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United Airlines (UA 224)Boeing 757 200 Series United Airlines (UA 1222)Boeing 737 Max 8 Passenger - 10h 34m (03h 01m)
- EWR New York City 03h 01m
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10:45 - 12:30ORD - DEN14:30 - 19:40DEN - SJO
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10:45 (ORD)Chicago O'Hare International Airport14:30 (DEN)Denver Intl Airport
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12:30 (DEN)Denver Intl Airport19:40 (SJO)San Jose Juan Santamaria Airport
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(WN 1752)Boeing 737 700 (WN 710)Boeing 737 700 - 09h 55m (02h 00m)
- DEN Denver 02h 00m
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10:50 - 12:29ORD - BNA13:02 - 15:26BNA - IAH16:58 - 19:37IAH - SJO
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10:50 (ORD)Chicago O'Hare International Airport13:02 (BNA)Nashville Airport16:58 (IAH)Houston George Bush Intercontinental Airport
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12:29 (BNA)Nashville Airport15:26 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 2414)Boeing 737 800 United Airlines (UA 6298)Embraer 175 United Airlines (UA 1280)Boeing 737 Max 8 Passenger - 09h 47m (02h 05m)
- BNA, IAH Nashville, Houston 02h 05m
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10:50 - 12:29ORD - BNA13:02 - 15:26BNA - IAH16:58 - 19:37IAH - SJO
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10:50 (ORD)Chicago O'Hare International Airport13:02 (BNA)Nashville Airport16:58 (IAH)Houston George Bush Intercontinental Airport
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12:29 (BNA)Nashville Airport15:26 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 2414)Boeing 737 Max 8 Passenger United Airlines (UA 6298)Embraer 175 United Airlines (UA 1280)Boeing 737 Max 8 Passenger - 09h 47m (02h 05m)
- BNA, IAH Nashville, Houston 02h 05m
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11:00 - 14:09ORD - YUL16:15 - 20:05YUL - SJO
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11:00 (ORD)Chicago O'Hare International Airport16:15 (YUL)Montreal Pierre Elliott Trudeau Int Airport
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14:09 (YUL)Montreal Pierre Elliott Trudeau Int Airport20:05 (SJO)San Jose Juan Santamaria Airport
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Air Canada (AC 8960)Embraer Emb 175 Air Canada (AC 959)Boeing 787 8 - 10h 05m (02h 06m)
- YUL Montréal 02h 06m
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11:00 - 13:56MDW - ATL18:15 - 20:16ATL - SJO
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11:00 (MDW)Chicago Midway Airport18:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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13:56 (ATL)Atlanta Hartsfield-Jackson Intl Airport20:16 (SJO)San Jose Juan Santamaria Airport
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Delta Air Lines (DL 2417)Boeing 717 Delta Air Lines (DL 1931)Boeing 757 - 10h 16m (04h 19m)
- ATL Atlanta 04h 19m
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11:35 - 14:10MDW - HOU17:05 - 19:40HOU - SJO
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11:35 (MDW)Chicago Midway Airport17:05 (HOU)Houston Hobby Airport
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14:10 (HOU)Houston Hobby Airport19:40 (SJO)San Jose Juan Santamaria Airport
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(WN 2158)Boeing 737 700 (WN 112)Boeing 737 700 - 09h 05m (02h 55m)
- HOU Houston 02h 55m
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11:47 - 15:03ORD - EWR17:04 - 20:19EWR - SJO
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11:47 (ORD)Chicago O'Hare International Airport17:04 (EWR)Newark Liberty International Airport
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15:03 (EWR)Newark Liberty International Airport20:19 (SJO)San Jose Juan Santamaria Airport
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United Airlines (UA 407)Airbus United Airlines (UA 1222)Boeing 737 Max 8 Passenger - 09h 32m (02h 01m)
- EWR New York City 02h 01m
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11:47 - 15:03ORD - EWR17:04 - 20:19EWR - SJO
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11:47 (ORD)Chicago O'Hare International Airport17:04 (EWR)Newark Liberty International Airport
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15:03 (EWR)Newark Liberty International Airport20:19 (SJO)San Jose Juan Santamaria Airport
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United Airlines (UA 407)Boeing 737 900 United Airlines (UA 1222)Boeing 737 Max 8 Passenger - 09h 32m (02h 01m)
- EWR New York City 02h 01m
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11:50 - 13:15MDW - BNA13:55 - 16:00BNA - HOU17:05 - 19:40HOU - SJO
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11:50 (MDW)Chicago Midway Airport13:55 (BNA)Nashville Airport17:05 (HOU)Houston Hobby Airport
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13:15 (BNA)Nashville Airport16:00 (HOU)Houston Hobby Airport
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(WN 692)Boeing 737 700 (WN 2087)Boeing 737 700 (WN 112)Boeing 737 700 - 08h 50m (01h 45m)
- BNA, HOU Nashville, Houston 01h 45m
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11:55 - 14:30MDW - HOU17:05 - 19:40HOU - SJO
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11:55 (MDW)Chicago Midway Airport17:05 (HOU)Houston Hobby Airport
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14:30 (HOU)Houston Hobby Airport19:40 (SJO)San Jose Juan Santamaria Airport
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(WN 2158)Boeing 737 700 (WN 112)Boeing 737 700 - 08h 45m (02h 35m)
- HOU Houston 02h 35m
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11:59 - 14:52ORD - YYZ16:50 - 20:05YYZ - SJO
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11:59 (ORD)Chicago O'Hare International Airport16:50 (YYZ)Toronto Lester B Pearson Intl Airport
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14:52 (YYZ)Toronto Lester B Pearson Intl Airport20:05 (SJO)San Jose Juan Santamaria Airport
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United Airlines (UA 3616)Embraer 175 Air Canada (AC 957)Boeing 787 8 - 09h 06m (01h 58m)
- YYZ Toronto 01h 58m
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12:00 - 13:25MDW - BNA14:05 - 16:10BNA - HOU17:05 - 19:40HOU - SJO
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12:00 (MDW)Chicago Midway Airport14:05 (BNA)Nashville Airport17:05 (HOU)Houston Hobby Airport
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13:25 (BNA)Nashville Airport16:10 (HOU)Houston Hobby Airport
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(WN 2942)Boeing 737 700 (WN 2087)Boeing 737 700 (WN 112)Boeing 737 700 - 08h 40m (01h 35m)
- BNA, HOU Nashville, Houston 01h 35m
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12:35 - 15:31ORD - ATL18:15 - 20:16ATL - SJO
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12:35 (ORD)Chicago O'Hare International Airport18:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:31 (ATL)Atlanta Hartsfield-Jackson Intl Airport20:16 (SJO)San Jose Juan Santamaria Airport
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Delta Air Lines (DL 1147)Boeing 757 200 Series Delta Air Lines (DL 1931)Boeing 757 - 08h 41m (02h 44m)
- ATL Atlanta 02h 44m
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12:39 - 16:46ORD - MIA18:00 - 18:55MIA - SJO
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12:39 (ORD)Chicago O'Hare International Airport18:00 (MIA)Miami International Airport
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16:46 (MIA)Miami International Airport18:55 (SJO)San Jose Juan Santamaria Airport
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American Airlines (AA 2715)Boeing 737 800 American Airlines (AA 1353)Boeing 737 800 - 07h 16m (01h 14m)
- MIA Miami 01h 14m
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12:45 - 15:39MDW - ATL18:15 - 20:16ATL - SJO
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12:45 (MDW)Chicago Midway Airport18:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:39 (ATL)Atlanta Hartsfield-Jackson Intl Airport20:16 (SJO)San Jose Juan Santamaria Airport
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Delta Air Lines (DL 2417)Boeing 717 Delta Air Lines (DL 1931)Boeing 757 - 08h 31m (02h 36m)
- ATL Atlanta 02h 36m
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12:47 - 15:47ORD - IAH16:58 - 19:37IAH - SJO
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12:47 (ORD)Chicago O'Hare International Airport16:58 (IAH)Houston George Bush Intercontinental Airport
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15:47 (IAH)Houston George Bush Intercontinental Airport19:37 (SJO)San Jose Juan Santamaria Airport
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United Airlines (UA 490)Boeing 737 900 United Airlines (UA 1280)Boeing 737 Max 8 Passenger - 07h 50m (01h 11m)
- IAH Houston 01h 11m
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12:55 - 14:43ORD - DEN15:57 - 21:15DEN - SJO
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12:55 (ORD)Chicago O'Hare International Airport15:57 (DEN)Denver Intl Airport
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14:43 (DEN)Denver Intl Airport21:15 (SJO)San Jose Juan Santamaria Airport
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United Airlines (UA 2732)Boeing 737 900 United Airlines (UA 536)Boeing 737 Max 8 Passenger - 09h 20m (01h 14m)
- DEN Denver 01h 14m
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12:55 - 14:43ORD - DEN15:57 - 21:15DEN - SJO
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12:55 (ORD)Chicago O'Hare International Airport15:57 (DEN)Denver Intl Airport
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14:43 (DEN)Denver Intl Airport21:15 (SJO)San Jose Juan Santamaria Airport
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United Airlines (UA 2732)Airbus United Airlines (UA 536)Boeing 737 Max 8 Passenger - 09h 20m (01h 14m)
- DEN Denver 01h 14m
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13:50 - 15:23ORD - BNA15:54 - 18:05BNA - DFW19:14 - 22:29DFW - SJO
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13:50 (ORD)Chicago O'Hare International Airport15:54 (BNA)Nashville Airport19:14 (DFW)Dallas/Fort Worth Intl Airport
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15:23 (BNA)Nashville Airport18:05 (DFW)Dallas/Fort Worth Intl Airport
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American Airlines (AA 6205)Crj 700 Canadair Regional American Airlines (AA 1100)Airbus American Airlines (AA 221)Boeing 737 800 - 09h 39m (01h 40m)
- BNA, DFW Nashville, Dallas 01h 40m
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14:15 - 17:01ORD - DFW19:14 - 22:29DFW - SJO
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14:15 (ORD)Chicago O'Hare International Airport19:14 (DFW)Dallas/Fort Worth Intl Airport
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17:01 (DFW)Dallas/Fort Worth Intl Airport22:29 (SJO)San Jose Juan Santamaria Airport
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American Airlines (AA 2994)Boeing 737 800 American Airlines (AA 221)Boeing 737 800 - 09h 14m (02h 13m)
- DFW Dallas 02h 13m
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What’s the fastest flight time from Chicago to San Jose?
The fastest flight time for direct flights from Chicago to San Jose is 5 hours 14 minutes. Check latest flight schedules & prices on Wego.
How far is San Jose from Chicago?
The flight distance between Chicago and San Jose 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 07:01. The last flight of the day departs at 23:00. See the full list of flight times on Wego.
How many airlines offer direct flights from Chicago to San Jose?
There are 1 airlines that offer direct flights from Chicago to San Jose. Find out the list of airlines on Wego.
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Popular destinations from San Jose
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Popular Hotels in San Jose
- Sleep Inn Hotel Paseo Las Damas
- DoubleTree by Hilton Hotel Cariari San Jose
- Barceló San José
- Radisson San Jose-Costa Rica
- Inca Real
- Costa Rica Guesthouse
- Urban Green Hotel & Suites
- Wyndham Garden San Jose Escazu
- Wyndham San Jose Herradura Hotel & Convention Center
- Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica