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Flights from San Francisco to Chicago – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

SFO to MDW flights and routes map SFO to MDW – All flight route options from San Francisco International, California, USA to Chicago Midway International, Illinois, USA. These flights are operated by 4 airlines. Fly non-stop with Southwest Airlines or choose from 12 different transit flights. The shortest flight time is 4 hours and 5 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
USA SFO San Francisco San Francisco, CA, USA
USA MDW Chicago Midway , IL, USA
SFO
San Francisco
USASan Francisco, CA, USA
Chicago Midway
USAChicago, IL, USA
MDW
1 direct route found »
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16 routes with 1 stop found »
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Non-stop route options:

Duration

Southwest Airlines
Non-stop with Southwest Airlines. 1 flight per day.

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4h 05m

Southwest Airlines
Non-stop with Southwest Airlines.
4h 05m
1 flight per day.
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1 stop route options with the same airline:

Duration

Via Minneapolis MSP
1 stop with Delta Air Lines. 0-1 flights per day.

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5h 55m

Via Minneapolis MSP
1 stop with Delta Air Lines.
5h 55m
0-1 flights per day.
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Via Saint Louis STL
1 stop with Southwest Airlines. 0-1 flights per day.

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6h 45m

Via Saint Louis STL
1 stop with Southwest Airlines.
6h 45m
0-1 flights per day.
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Via Denver DEN
1 stop with Southwest Airlines. 1-5 flights per day.

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7h 05m

Via Denver DEN
1 stop with Southwest Airlines.
7h 05m
1-5 flights per day.
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Via Las Vegas LAS
1 stop with Frontier Airlines. 0-1 flights per day.
Mon,Fri & Sun

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7h 11m

Mon,Fri & Sun
Via Las Vegas LAS
1 stop with Frontier Airlines.
7h 11m
0-1 flights per day.
Mon,Fri & Sun
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Via Los Angeles LAX
1 stop with Southwest Airlines. 0-1 flights per day.
Tue,Wed & Sun

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7h 20m

Tue,Wed & Sun
Via Los Angeles LAX
1 stop with Southwest Airlines.
7h 20m
0-1 flights per day.
Tue,Wed & Sun
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Via Las Vegas LAS
1 stop with Southwest Airlines. 2-5 flights per day.

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7h 28m

Via Las Vegas LAS
1 stop with Southwest Airlines.
7h 28m
2-5 flights per day.
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Via Phoenix PHX
1 stop with Southwest Airlines. 1-3 flights per day.

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7h 30m

Via Phoenix PHX
1 stop with Southwest Airlines.
7h 30m
1-3 flights per day.
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Via Kansas City MCI
1 stop with Southwest Airlines. 0-1 flights per day.
Begins in 31/10

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7h 38m

Begins in 31/10
Via Kansas City MCI
1 stop with Southwest Airlines.
7h 38m
0-1 flights per day.
Begins in 31/10
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Via San Diego SAN
1 stop with Southwest Airlines. 1-2 flights per day.

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7h 45m

Via San Diego SAN
1 stop with Southwest Airlines.
7h 45m
1-2 flights per day.
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Via Phoenix PHX
1 stop with Frontier Airlines. 0-1 flights per day.
Begins in 4/9

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7h 56m

Begins in 4/9
Via Phoenix PHX
1 stop with Frontier Airlines.
7h 56m
0-1 flights per day.
Begins in 4/9
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Via Detroit DTW
1 stop with Delta Air Lines. 1-2 flights per day.

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7h 58m

Via Detroit DTW
1 stop with Delta Air Lines.
7h 58m
1-2 flights per day.
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Via Detroit DTW
1 stop with Southwest Airlines.
Begins in 2/10

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8h 10m

Begins in 2/10
Via Detroit DTW
1 stop with Southwest Airlines.
8h 10m
Begins in 2/10
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Via Nashville BNA
1 stop with Southwest Airlines. 0-1 flights per day.

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8h 25m

Via Nashville BNA
1 stop with Southwest Airlines.
8h 25m
0-1 flights per day.
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Via El Paso ELP
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

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8h 55m

Mon,Thu & Fri
Via El Paso ELP
1 stop with Southwest Airlines.
8h 55m
0-1 flights per day.
Mon,Thu & Fri
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Via Dallas DAL
1 stop with Southwest Airlines. 0-1 flights per day.
Begins in 5/10

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9h 00m

Begins in 5/10
Via Dallas DAL
1 stop with Southwest Airlines.
9h 00m
0-1 flights per day.
Begins in 5/10
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1 stop route options with codeshare or different airlines:

Duration

Via Minneapolis MSP With United Airlines & Delta Air Lines 1-2 flights per day.

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7h 00m

Via Minneapolis MSP
7h 00m
With United Airlines & Delta Air Lines 1-2 flights per day.
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San Francisco to Chicago flights

There are over 13 airlines and as many as 147 flights every week to this destination. You can fly non-stop to Chicago (MDW) from San Francisco (SFO) with Southwest Airlines but if a stopover option suits you better you can choose to fly via Minneapolis, Saint Louis or any other of the 12 alternatives with connectiing airports.

San Francisco to Chicago with Southwest Airlines

You can fly non-stop every weekday with flights departing between 5:00 am and 1:00 pm. You can also catch a transit flight via Saint Louis or Denver.

With Frontier Airlines

If you choose to fly with Frontier Airlines from San Francisco to Chicago you can make a transit either via Las Vegas or via Phoenix. The route via Las Vegas is 45 minutes faster.

Distance & flight times: SFO Airport to Midway International Airport

The shortest flight time between SFO and MDW is 4 hours and 5 minutes.

ViaTotal flight timeLayover timeDistance
Direct4h 5m-1860 miles (2993 km)
MSP Minneapolis5h 55m1h 3m1944 miles (3128 km)
STL Saint Louis6h 45m1h 45m1992 miles (3205 km)
DEN Denver7h 5m1h 35m1868 miles (3006 km)
LAS Las Vegas7h 11m1h 54m1940 miles (3121 km)
LAX Los Angeles7h 20m1h 35m2095 miles (3371 km)
PHX Phoenix7h 30m2h 45m2102 miles (3382 km)
MCI Kansas City7h 38m1h 30m1908 miles (3070 km)
SAN San Diego7h 45m2h 25m2183 miles (3512 km)
DTW Detroit7h 58m1h 55m2314 miles (3723 km)
BNA Nashville8h 25m2h 35m2371 miles (3815 km)
ELP El Paso8h 55m2h 10m2239 miles (3603 km)
DAL Dallas9h 0m2h 35m2278 miles (3665 km)
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.SFO-MDW flight routesSan Francisco to Chicago flight routes illustrated on a map.
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San Francisco - Chicago route map and flight paths
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Show all destinations from SFO Show all destinations from MDW

You can fly non-stop from San Francisco (SFO) to Chicago (MDW) with Southwest Airlines. The flight takes approximately 4 hours and 5 minutes. If you travel with a connecting flight instead, for example via Minneapolis, the total flight time will be 5 hours and 55 minutes.

If you're interested in direct flights, Southwest Airlines is available. For flights with stopovers, Delta Air Lines, Southwest Airlines or Frontier Airlines is also an option.

The flight time between San Francisco (SFO) and Chicago Midway International (MDW) is approximately 4 hours and 5 minutes. The distance between the two airports is 2314 miles (or 3723 kilometers).

Yes, you can fly non-stop to MDW from SFO with Southwest Airlines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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