San Francisco to Chicago (SFO–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
SFO–MDW is served by 3 airlines with nonstop service. Southwest Airlines and United Airlines lead the route. The flight covers 1,850 miles in approximately 4h 10m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 14 | 737, 73H, 7M8 | 3h55-4h10 | – | – | |
| UA United Airlines | 1 | – | – | Star Alliance | – | |
| TWY TWY | 0 | – | – | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Chicago from San Francisco
| Metric | SFO→MDW | OAK→MDW | SJC→MDW |
|---|---|---|---|
| Distance from SFO | – | 11 mi | 30 mi |
| Nonstop airlines | 3 | 8 | 7 |
| Weekly flights | 14 | 13 | 16 |
| Flight time | 4h 10m | 4h 5m | 3h 30m |
| Departure OTP | 45% | – | – |
Travel Essentials
SFO: PDT · MDW: CDT
When it's 6:00 PM in San Francisco, it's 8:00 PM in Chicago.
BART (Bay Area Rapid Transit) runs from downtown San Francisco (Embarcadero, Powell St.) to the SFO station and then a free AirTrain shuttle to all terminals (30–40 min from Embarcadero, $10.45). BART also connects Oakland and Berkeley; useful for East Bay travelers. Trains run from ~4am to midnight.Taxis from downtown San Francisco cost $40–60. Ride-hails (Uber, Lyft) pick up in the designated area in the garage and are often $30–50 depending on surge pricing. SamTrans buses serve Peninsula cities. Highway 101 and I-280 are heavily congested during commute hours; BART is faster than driving at those times.
SFO–MDW Quick Facts
Frequently Asked Questions
Flights from SFO to MDW
San Francisco International Airport (SFO) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines and United Airlines. With 14 weekly departures, this is a well served route.
SFO to MDW Flight Duration and Schedule
Nonstop flight time from SFO to MDW is about 4 hours 10 minutes gate to gate. The route covers a distance of 1,850 miles (2,977 km). There are approximately 14 weekly flights outbound and 15 return, totaling 29 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via St. Louis Lambert, Salt Lake City and Denver. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Oakland (OAK), San Jose (SJC) and Santa Rosa (STS).