Direct flights from San Francisco to Chicago
All flights from SFO to MDW non-stop. There are direct flights from San Francisco International (SFO), California, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 14 weekly departures are currently scheduled on this route. Departure times range from 05:00 to 23:50 depending on the schedule period. The flight distance is 1860 miles (2993 km). Flight time ranges from 4 hours to 4 hours and 25 minutes.
San Francisco
, USA
Flight schedule from San Francisco to Chicago with Southwest Airlines
This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-06-29
San Francisco to Chicago scheduled departures
Select a date to see every published non-stop departure between SFO and MDW.
SFO - MDW route facts
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Distance1860 miles (2993 km)
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Flight time4 hours to 4 hours and 25 minutes
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Airline Southwest
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Airline alliancesLow-cost carrier
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CabinsEconomy
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Departure terminalsTerminal 2
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AircraftBoeing 737MAX 8 Passenger, Boeing 737-800 (winglets) Passenger/BBJ2 and Boeing 737-700 Passenger (Scimitar Winglets)
Route FAQ
Direct flights from San Francisco to IL, USA
From San Francisco to Chicago
ORD Chicago O Hare International
