Cheap flights from San Jose to Chicago
Travel > North America > United States > San Jose to Chicago flights
Travel tip: It is a great place for Sushi with average prices, so if you like Japanese food, here is a great possibility. You have to make sure you reserved a table before you would dare go there, otherwise you would have to wait a lot, there are a lot of people, which is actually a sign of good cuisine.Check our current prices for flights from San Jose to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from San Jose to Chicago, you will need to run a search below.
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Cheap Chicago airfares from $200/RT are provided by Cheapoair.com. Outbound flight is leaving on 02/02/2025, 05:19 pm from San Jose (SJC) airport and arrives at Chicago Midway (MDW) at 11:44 am. The flight time is 18 hours and 25 minutes. The Returning flight departes on 02/15/2025, 01:32 pm (other return dates are also available). Date posted: 19 Dec 2024
Price evolution for flights From San Jose To Chicago
Recent Deals on Flights from San Jose to Chicago:Roundtrip / Oneway
- $200
Multiple Airlines
cheapoair.com check priceFrom To Departure Time San Jose, CA (SJC) Chicago, IL (MDW) 02/02/2025 05:19 pm Chicago, IL (MDW) San Jose, CA (SJC) 02/15/2025 01:32 pm - $217
Spirit Airlines
cheapoair.com check priceFrom To Departure Time San Jose, CA (SJC) Chicago, IL (ORD) 02/02/2025 03:35 pm Chicago, IL (ORD) San Jose, CA (SJC) 02/15/2025 01:32 pm - $458 Multiple Airlines
cheapoair.com check priceFrom To Departure Time San Jose, CA (SJC) Chicago, IL (ORD) 02/02/2025 03:35 pm Chicago, IL (ORD) San Jose, CA (SJC) 02/15/2025 08:44 pm - $458
Frontier Airlines
cheapoair.com check priceFrom To Departure Time San Jose, CA (SJC) Chicago, IL (MDW) 02/02/2025 05:19 pm Chicago, IL (MDW) San Jose, CA (SJC) 02/15/2025 08:44 pm - $80 Spirit Airlines
cheapoair.com check priceFrom To Departure Time San Jose, CA (SJC) Chicago, IL (ORD) 03/01/2025 03:28 pm - $90 Frontier Airlines
cheapoair.com check priceFrom To Departure Time San Jose, CA (SJC) Chicago, IL (ORD) 03/12/2025 04:03 pm - $143 Spirit Airlines
cheapoair.com check priceFrom To Departure Time San Jose, CA (SJC) Chicago, IL (ORD) 03/12/2025 07:54 pm
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