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Cheap Flights from San Jose to Chicago
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Cheap Flights from San Jose to Chicago starting at S$ 173
We've found these cheap flights for you. You can book one-way or return flight tickets.
- One way
- Round-trip
- SJO00:517h 47m1 stopORD09:38Tue, Apr 23|San Jose - Chicago|Spirit AirlinesS$ 173S$ 25031% OFF31% OFFS$ 250S$ 173
- SJO09:2111h 11m1 stopMDW21:32Thu, Apr 11|San Jose - Chicago|Frontier AirlinesS$ 179S$ 25028% OFF28% OFFS$ 250S$ 179
- SJO10:2810h 59m1 stopORD22:27Fri, Apr 26|San Jose - Chicago|Spirit AirlinesS$ 179S$ 25028% OFF28% OFFS$ 250S$ 179
- SJO12:329h 57m1 stopORD23:29Sat, May 18|San Jose - Chicago|Spirit AirlinesS$ 179S$ 179
- SJO13:4016h 43m1 stopORD07:23Tue, May 21|San Jose - Chicago|Spirit AirlinesS$ 180S$ 180
- SJO10:2812h 15m1 stopORD23:43Wed, Apr 24|San Jose - Chicago|Spirit AirlinesS$ 190S$ 190
- SJO00:5115h 55m1 stopORD17:46Wed, Apr 10|San Jose - Chicago|Spirit AirlinesS$ 192S$ 192
- SJO13:4810h 52m1 stopORD01:40Wed, Apr 3|San Jose - Chicago|Spirit AirlinesS$ 209S$ 209
- SJO10:289h 7m1 stopORD20:35Thu, Apr 18|San Jose - Chicago|Spirit AirlinesS$ 209S$ 209
- SJO12:3210h 48m1 stopORD00:20Thu, Apr 11|San Jose - Chicago|Spirit AirlinesS$ 213S$ 213
- SJO13:003h 5mDirectCHI14:00Fri, Apr 5|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.
Cheapest time to fly from San Jose to Chicago
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Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying 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 S$ 173
Frontier Airlines
From S$ 179
United Airlines
From S$ 215
Jetblue Airways
From S$ 226
Avianca
From S$ 246
Copa Airlines
From S$ 302
Aeromexico
From S$ 319
Southwest Airlines
From S$ 324
Volaris Costa Rica
From S$ 360
American Airlines
From S$ 420
ANA airlines
Find more flights and airlines
Alternative Routes from San Jose to Chicago
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 AirlinesS$ 173
- SJO09:2111h 11m1 transferMDW21:32Juan Santamaria International Airport - Midway International AirportThu, Apr 11Frontier AirlinesS$ 179
- SJO14:0627h 12m1 transferRFD18:18Juan Santamaria International Airport - Chicago Rockford International AirportSun, Apr 21Jetblue AirwaysS$ 449
- SJO14:0627h 12m1 transferRFD18:18Juan Santamaria International Airport - Chicago Rockford International AirportSun, Apr 21Jetblue AirwaysS$ 449Find More Flights
Frequently Asked Questions
Find cheapest flight ticket from San Jose to Chicago
Cheapest direct flight price | S$ 172 |
---|---|
Cheapest return ticket price | S$ 427 |
Cheapest month | January |
Peak season for travel | September |
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