Cheap Flights from San Jose, CA to Chicago, IL from $92
On Cheapflightsplus.com you will find 2 direct and 479 connecting flights from San Jose to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $92, book and save on cheap plane tickets and last minute offers. Also check out SJC-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Flight Information
Below we will explain in detail what the flights cost on the destination from San Jose to Chicago depends on and how to choose the most interesting flight option for you.
Distance between San Jose and Chicago is 2960 miles. Time difference between the cities is 2h. Airplanes depart 06:00 to 21:46 from 2 San Jose airports and arrive 06:00 to 21:46 to 7 Chicago airports. Average flight time is 4h 24m.
- The fastest flight 4h 22m
- Average flight time 4h 24m
- The earliest flight 06:00
- The latest flight 21:46
- Distance 1840 ml
Best Flights from San Jose to Chicago Today
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $226 | 06:30 San Jose San Jose Municipal | 12:55 Chicago O'Hare International | 4h 25m | United Airlines | UA356 |
| from $92 | 16:33 San Jose San Jose Municipal | 05:25+1 день Chicago O'Hare International | 10h 52m layover 5h 48m - Las Vegas | Spirit Airlines | NK2183 NK2186 |
| from $108 | 12:18 San Jose San Jose Municipal | 00:10+1 день Chicago O'Hare International | 9h 52m layover 4h 27m - Denver | Frontier Airlines | F94918 F93172 |
| from $107 | 15:23 San Jose San Jose Municipal | 05:25+1 день Chicago O'Hare International | 12h 2m layover 0h 58m - San Diego 4h 45m - Las Vegas | Spirit Airlines | NK2506 NK2507 NK2186 |
| from $124 | 16:33 San Jose San Jose Municipal | 08:55+1 день Chicago O'Hare International | 14h 22m layover 5h 4m - Las Vegas 1h 48m - Atlanta | Spirit Airlines | NK2183 NK2573 NK2707 |
The cheapest months to travel to Chicago are june (from 92 $), august (from 92 $), july (from 100 $).
The most expensive months are november (from 472 $), december (from 290 $), february (from 234 $).
What is the lowest airfare San Jose to Chicago?
The cheapest plane ticket found by our users is $92. This airfare is for economy class on one-way NK2183 flight by Spirit Airlines for June 6, 2025 which leaves San Jose Municipal in San Jose at 16:33 am and arrives at Chicago O'Hare International at 05:25.
Flight Schedule San Jose (California) to Chicago (Illinois)
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Popular Airlines on the Route
The flight San Jose — Chicago is served by 5 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 156 departures per week at the price of from $ 161 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 7209.
Direct flights
There are 2 nonstop flights on the route. The fastest direct flight is UA374 by United Airlines takes 4h 22m and the cheapest is NK2183 by Spirit Airlines for $226.
- UA - United Airlinesfrom $226Find
Connecting Flights
There are 479 flights with layovers on the route. The fastest connecting flight is UA1325 by United Airlines takes 5h 58m and the cheapest is NK2183 by Spirit Airlines for $92.
- AS - Alaska Airlinesfrom $161Find
- F9 - Frontier Airlinesfrom $108Find
- HA - Hawaiian Airlinesfrom $153Find
- UA - United Airlinesfrom $237Find
- NK - Spirit Airlinesfrom $92Find
Airports
You can fly from San Jose to Chicago from 2 airports (San Jose Municipal, Reid-Hillview).
San Jose airports
- San Jose Municipal-SJCfrom $92Find
- Reid-Hillview-RHVFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from San Jose by 5 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top Domestic Destinations from San Jose
You may also consider searching for discounted plane tickets to some other popular places from San Jose within United States.
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Top International Destinations from San Jose
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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