Direct flights from San Francisco to Chicago SFO → MDW
Southwest Airlines flies nonstop from San Francisco (SFO) to Chicago (MDW), daily. The flight takes about 4h 19m and covers 1,850 miles (2,977 km). Arrivals run on time 64.6% at SFO and 72.8% at MDW — BTS data for the last three months, counting arrivals within 15 minutes of schedule. Schedule data from 23 July 2026.
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Southwest Airlines
WN
Departure Schedule typical week
Typical weekly schedule · 14 flights per week (~2 per day) · Updated 39d ago
Southwest Airlines
Frequently asked questions
Is there a direct flight from San Francisco to Chicago?
Yes, Southwest Airlines operates nonstop flights from San Francisco (SFO) to Chicago (MDW).
Which airlines fly direct from San Francisco to Chicago?
Southwest Airlines operates nonstop flights from San Francisco to Chicago.
How long is the flight from San Francisco to Chicago?
The nonstop flight from San Francisco to Chicago takes ~4h 19m (approximately 2977 km).
How often do direct flights operate from San Francisco to Chicago?
Nonstop flights from San Francisco to Chicago operate daily — 14 flights per week (~2 per day).
What is the on-time performance for flights from San Francisco to Chicago?
Arrivals run on time 64.6% at SFO and 72.8% at MDW — BTS data for the last three months, counting arrivals within 15 minutes of schedule.
What days of the week are there direct flights from San Francisco to Chicago?
Direct flights from San Francisco to Chicago operate every day of the week.
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