- Fastest outbound flight
- Fastest inbound flight
- non-stop flights
- 12x / week
- Flight distance
- 2,981 km
- Time difference
- Most popular airlines
- Southwest Airlines
- Southwest Airlines
Flight schedule from San Francisco (SFO) to Chicago Midway (MDW)
Select a travel date in the flight schedule for the route from San Francisco (SFO) to Chicago Midway (MDW) and compare affordable flight deals.
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Matching outbound flightsSFO–MDW · 6 of 6
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durationstopovers
- September 13 – 19, 2026
- September 20 – 26, 2026
- Sep 27 – Oct 3, 2026
- SFOMDWnonstop
- SFOMDWnonstop
- SFOMDWnonstop
- SFOMDWnonstop
- SFOMDWnonstop
- SFOMDWnonstop
Tips and tricks to help you find cheap flights from San Francisco to Chicago Midway
Favorite airline: Frontier Airlines
The favorite airline for flights from San Francisco to Chicago Midway is Frontier Airlines.
Frontier Airlines
91 %
Delta
8 %
Alaska Airlines
2 %
Important flight information
Frequently Asked Questions (FAQ)
How long is the flight from San Francisco to Chicago Midway?
A nonstop flight from San Francisco to Chicago Midway typically takes around 4 hours 10 minutes. This makes the nonstop service the fastest and most convenient way to travel between San Francisco and Chicago Midway. It is worth checking flight times when searching, as they can vary by airline and travel date.
Are there nonstop flights from San Francisco to Chicago Midway?
Yes, there are nonstop flights from San Francisco to Chicago Midway, although not necessarily every day. On average, around 12 to 13 flights per week are available. If you have flexibility with your travel dates, you will have an easier time finding a suitable nonstop connection.
Which airlines fly from San Francisco to Chicago Midway?
Direct flights from San Francisco to Chicago Midway are operated by, among others, Southwest. These flights take you to Chicago Midway nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
On which days are there nonstop flights from San Francisco to Chicago Midway?
Nonstop flights from San Francisco to Chicago Midway operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
How many flights are there per day from San Francisco to Chicago Midway?
On the route from San Francisco to Chicago Midway, there are on average around 1 to 2 flights per day. The number of flights can vary by day of the week and season. If you are flexible with your dates, it is worth comparing several departure days.
How many flights per week are there from San Francisco to Chicago Midway?
On the route from San Francisco to Chicago Midway, there are around 12 to 13 flights per week. The number of flights can vary depending on the season and day of the week. If you have flexibility, it is worth looking at several departure days.
When does the first flight from San Francisco to Chicago Midway depart?
The earliest nonstop flight from San Francisco to Chicago Midway usually departs at 5:00 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Chicago Midway.
When does the last flight from San Francisco to Chicago Midway depart?
The last nonstop flight from San Francisco to Chicago Midway usually departs at 11:50 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.