San Jose to Chicago flights from $333
Flights starting at $333. Choose between Alaska Airlines, Delta Air Lines, or United Airlines to find the best price.
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Tips to know when travelling to Chicago
$333 | |
$216 | |
$384 | |
$523 | |
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Weekly direct flights
Mondays | Tuesdays | Wednesdays | Thursdays | Fridays | Saturdays | Sundays | |
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Direct flights | 1 | 1 | 1 | 1 | 1 | 1 | 1 |
United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
Check-in for a flight from San Jose to Chicago
Name | Carrier code | IATA Code | Passport needed during booking | Online check-in available |
---|---|---|---|---|
Alaska Airlines | ASA | AS | Yes | Opens 24 days before flight Closes 1 hours before flight |
Delta Air Lines | DAL | DL | Yes | Opens 24 days before flight Closes 1 hours before flight |
United Airlines | UAL | UA | Yes | No |
Spirit Airlines | NKS | NK | No | Opens 24 days before flight Closes 1 hours before flight |
Frontier Airlines | FFT | F9 | No | Opens 24 days before flight Closes 1 hours before flight |
United States COVID-19 travel restrictions

Latest COVID-19 restrictions
United States
Travel is allowed
No proof of negative pre-departure COVID-19 test results required for Illinois
No quarantine required for Illinois
No quarantine required for vaccinated travelers going to Chicago

Most travelers from San Jose, SJC with proof of full COVID-19 vaccination can enter Chicago, MDW.
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Additional information |
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Information is provided as guidance only and accurate at the time of publishing. Always check government websites and airline materials before booking and traveling.
Learn more about COVID-19 restrictions in United States in our dedicated Stories article.
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