Find San Jose to Chicago flights starting at CAD 146.
Book one-way or return flights from San Jose to Chicago from as little as CAD 146. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- SJO09:3612h 53m1 stopORD23:29Wed, May 15|San Jose - Chicago|Spirit AirlinesCAD 146CAD 23137% OFF37% OFFCAD 231CAD 146
- SJO09:3612h 53m1 stopORD23:29Wed, May 22|San Jose - Chicago|Spirit AirlinesCAD 153CAD 23134% OFF34% OFFCAD 231CAD 153
- SJO09:3613h 56m1 stopORD00:32Sat, May 11|San Jose - Chicago|Spirit AirlinesCAD 153CAD 23134% OFF34% OFFCAD 231CAD 153
- SJO09:3612h 53m1 stopORD23:29Tue, May 14|San Jose - Chicago|Spirit AirlinesCAD 153CAD 153
- SJO09:2111h 6m1 stopMDW21:27Thu, May 2|San Jose - Chicago|Frontier AirlinesCAD 158CAD 158
- SJO01:0515h 35m1 stopORD17:40Wed, May 8|San Jose - Chicago|Spirit AirlinesCAD 161CAD 161
- SJO09:3612h 50m1 stopMDW23:26Tue, May 7|San Jose - Chicago|Spirit AirlinesCAD 165CAD 165
- SJO00:5914h 36m1 stopORD16:35Tue, May 21|San Jose - Chicago|Spirit AirlinesCAD 178CAD 178
- SJO09:3612h 53m1 stopORD23:29Wed, May 29|San Jose - Chicago|Spirit AirlinesCAD 178CAD 178
- SJO09:3613h 30m1 stopORD00:06Sat, May 18|San Jose - Chicago|Spirit AirlinesCAD 181CAD 181
- SJO13:003h 5mDirectCHI14:00Sat, May 4|San Jose - Chicago|Spirit AirlinesFind More FlightsFind More Flights
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- CheapestSJO09:3612h 53m1 transferORD23:29Juan Santamaria International Airport - O'Hare International AirportWed, May 15Spirit AirlinesCAD 146
- SJO09:2111h 6m1 transferMDW21:27Juan Santamaria International Airport - Midway International AirportThu, May 2Frontier AirlinesCAD 158
- SJO11:0420h 17m2 transferRFD08:21Juan Santamaria International Airport - Chicago Rockford International AirportSun, May 19Copa AirlinesCAD 460
- SJO11:0420h 17m2 transferRFD08:21Juan Santamaria International Airport - Chicago Rockford International AirportSun, May 19Copa AirlinesCAD 460Find More Flights
How do I find the cheapest flights?
How to find a cheap flight from San Jose to Chicago
Cheapest direct flight price | CAD 145 |
---|---|
Cheapest return ticket price | CAD 431 |
Cheapest month | May |
Peak season for travel | October |
Flight distance | 3,568.5km |
Average flight time | 5 hours 28 minutes |
Popular airline | United Airlines |
Plan Your Trip Around Chicago
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