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Flights from San Jose to Chicago
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Find cheap one-way flights from San Jose to Chicago starting at US$128.
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
- One way
- Round-trip
- SJO00:517h 47m1 stopORD09:38Tue, Apr 23|San Jose - Chicago|Spirit AirlinesUS$128US$17125% OFF25% OFFUS$171US$128
- SJO23:5013h 25m1 stopMDW14:15Mon, Apr 8|San Jose - Chicago|Frontier AirlinesUS$129US$17124% OFF24% OFFUS$171US$129
- SJO09:2111h 11m1 stopMDW21:32Thu, Apr 11|San Jose - Chicago|Frontier AirlinesUS$132US$17123% OFF23% OFFUS$171US$132
- SJO10:2810h 59m1 stopORD22:27Fri, Apr 26|San Jose - Chicago|Spirit AirlinesUS$132US$132
- SJO12:329h 57m1 stopORD23:29Sat, May 18|San Jose - Chicago|Spirit AirlinesUS$132US$132
- SJO13:4016h 43m1 stopORD07:23Tue, May 21|San Jose - Chicago|Spirit AirlinesUS$133US$133
- SJO10:2812h 15m1 stopORD23:43Wed, Apr 24|San Jose - Chicago|Spirit AirlinesUS$141US$141
- SJO00:5115h 55m1 stopORD17:46Wed, Apr 10|San Jose - Chicago|Spirit AirlinesUS$142US$142
- SJO13:4810h 52m1 stopORD01:40Wed, Apr 3|San Jose - Chicago|Spirit AirlinesUS$155US$155
- SJO10:289h 7m1 stopORD20:35Thu, Apr 18|San Jose - Chicago|Spirit AirlinesUS$155US$155
- SJO13:003h 5mDirectCHI14:00Thu, Apr 4|San Jose - Chicago|Spirit AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Cheapest airlines flights from San Jose to Chicago
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Spirit Airlines
From US$128
Frontier Airlines
From US$129
United Airlines
From US$159
Jetblue Airways
From US$167
Avianca
From US$182
Copa Airlines
From US$224
Aeromexico
From US$236
Southwest Airlines
From US$240
Volaris Costa Rica
From US$267
American Airlines
From US$311
ANA airlines
Find more flights and airlines
Find cheap flights from San Jose to Chicago by different airports
Searching for potential routes that might be cheaper and faster? Check out these alternative flights from San Jose to Chicago.
- CheapestSJO00:517h 47m1 transferORD09:38Juan Santamaria International Airport - O'Hare International AirportTue, Apr 23Spirit AirlinesUS$128
- SJO23:5013h 25m1 transferMDW14:15Juan Santamaria International Airport - Midway International AirportMon, Apr 8Frontier AirlinesUS$129
- SJO14:0627h 12m1 transferRFD18:18Juan Santamaria International Airport - Chicago Rockford International AirportSun, Apr 21Jetblue AirwaysUS$332
- SJO14:0627h 12m1 transferRFD18:18Juan Santamaria International Airport - Chicago Rockford International AirportSun, Apr 21Jetblue AirwaysUS$332Find More Flights
Frequently Asked Questions
San Jose to Chicago Flight Information
Cheapest nonstop flight price | $127 |
---|---|
Cheapest round-trip ticket price | $316 |
Off-season for travel | January |
Peak season for travel | September |
Plan Your Trip Around Chicago
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