San Francisco (SFO) to Chicago (MDW) flights
One airline flies nonstop from San Francisco (SFO) to Chicago (MDW): Southwest Airlines. The two airports are 1,852 miles (2,980 km) apart. There are also 49 ways to fly it with one stop, through Omaha, Salt Lake City and Denver and more.
Airlines flying nonstop from SFO to MDW
- Southwest AirlinesNot in an allianceWho books it
SFO to MDW with one stop
49 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Omaha (OMA)United Airlines, then Southwest Airlines
- Via Salt Lake City (SLC)Delta Air Lines, United Airlines and 1 more, then Southwest Airlines
- Via Denver (DEN)Southwest Airlines the whole way
- Via Reno (RNO)United Airlines, then Southwest Airlines
- Via Sacramento (SMF)United Airlines, then Southwest Airlines
- Via Kansas City (MCI)Southwest Airlines the whole way
- Via Las Vegas (LAS)Southwest Airlines the whole way
+1 - Via Minneapolis (MSP)Delta Air Lines the whole way
- Via Boise (BOI)United Airlines and Alaska Airlines, then Southwest Airlines
- Via Saint Louis (STL)Southwest Airlines the whole way
- Via Bozeman (BZN)United Airlines and Alaska Airlines, then Southwest Airlines
- Via Albuquerque (ABQ)United Airlines, then Southwest Airlines
- Via Burbank (BUR)Southwest Airlines the whole way
- Via Ontario (ONT)United Airlines and Frontier Airlines, then Southwest Airlines
- Via Palm Springs (PSP)Alaska Airlines and United Airlines, then Southwest Airlines
SFO to MDW: common questions
Which airlines fly nonstop from SFO to MDW?
Southwest Airlines flies nonstop from San Francisco (SFO) to Chicago (MDW).
How far is San Francisco from Chicago by plane?
San Francisco (SFO) and Chicago (MDW) are 1,852 miles (2,980 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does SFO to MDW cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for SFO to MDW with taxes and fees.
Where can I connect between San Francisco and Chicago?
The most direct connections are through Omaha (OMA), Salt Lake City (SLC), Denver (DEN), Reno (RNO) and Sacramento (SMF). On 16 of them the same airline flies both flights, for example Southwest Airlines through Denver.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.