Direct flights from San Jose to Chicago SJC → MDW
Southwest Airlines flies nonstop from San Jose (SJC) to Chicago (MDW). The flight takes about 4h 17m and covers 1,833 miles (2,950 km). Arrivals run on time 80.3% at SJC and 72.8% at MDW — BTS data for the last three months, counting arrivals within 15 minutes of schedule.
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Southwest Airlines
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Frequently asked questions
Is there a direct flight from San Jose to Chicago?
Yes, Southwest Airlines operates nonstop flights from San Jose (SJC) to Chicago (MDW).
Which airlines fly direct from San Jose to Chicago?
Southwest Airlines operates nonstop flights from San Jose to Chicago.
How long is the flight from San Jose to Chicago?
The nonstop flight from San Jose to Chicago takes ~4h 17m (approximately 2950 km).
What is the on-time performance for flights from San Jose to Chicago?
Arrivals run on time 80.3% at SJC and 72.8% at MDW — BTS data for the last three months, counting arrivals within 15 minutes of schedule.
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