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Flights from San Antonio to Chicago – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

SAT to MDW flights and routes map SAT to MDW – All flight route options from San Antonio International, Texas, USA to Chicago Midway International, Illinois, USA. These flights are operated by 4 airlines. Fly non-stop with Southwest Airlines or choose from 11 different transit flights. The shortest flight time is 2 hours and 35 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 SAT San Antonio San Antonio, TX, USA
USA MDW Chicago Midway , IL, USA
SAT
San Antonio
USASan Antonio, TX, USA
Chicago Midway
USAChicago, IL, USA
MDW
1 direct route found »
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14 routes with 1 stop found »
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Non-stop route options:

Duration

Southwest Airlines
Non-stop with Southwest Airlines. 1-2 flights per day.

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2h 35m

Southwest Airlines
Non-stop with Southwest Airlines.
2h 35m
1-2 flights per day.
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1 stop route options with the same airline:

Duration

Via Saint Louis STL
1 stop with Southwest Airlines. 0-2 flights per day.

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4h 55m

Via Saint Louis STL
1 stop with Southwest Airlines.
4h 55m
0-2 flights per day.
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Via Houston HOU
1 stop with Southwest Airlines. 2-4 flights per day.

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5h 30m

Via Houston HOU
1 stop with Southwest Airlines.
5h 30m
2-4 flights per day.
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Via Kansas City MCI
1 stop with Southwest Airlines. 0-1 flights per day.

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5h 30m

Via Kansas City MCI
1 stop with Southwest Airlines.
5h 30m
0-1 flights per day.
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Via Dallas DAL
1 stop with Southwest Airlines. 4-6 flights per day.

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5h 40m

Via Dallas DAL
1 stop with Southwest Airlines.
5h 40m
4-6 flights per day.
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Via Atlanta ATL
1 stop with Delta Air Lines. 3-6 flights per day.

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5h 42m

Via Atlanta ATL
1 stop with Delta Air Lines.
5h 42m
3-6 flights per day.
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Via Oklahoma City OKC
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

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5h 45m

Mon,Thu & Fri
Via Oklahoma City OKC
1 stop with Southwest Airlines.
5h 45m
0-1 flights per day.
Mon,Thu & Fri
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Via Atlanta ATL
1 stop with Frontier Airlines. 0-1 flights per day.
Mon & Fri

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5h 50m

Mon & Fri
Via Atlanta ATL
1 stop with Frontier Airlines.
5h 50m
0-1 flights per day.
Mon & Fri
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Via New Orleans MSY
1 stop with Southwest Airlines. 0-1 flights per day.

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5h 50m

Via New Orleans MSY
1 stop with Southwest Airlines.
5h 50m
0-1 flights per day.
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Via Nashville BNA
1 stop with Southwest Airlines. 1-3 flights per day.

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6h 00m

Via Nashville BNA
1 stop with Southwest Airlines.
6h 00m
1-3 flights per day.
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Via Atlanta ATL
1 stop with Southwest Airlines. 0-2 flights per day.

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6h 10m

Via Atlanta ATL
1 stop with Southwest Airlines.
6h 10m
0-2 flights per day.
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Via Minneapolis MSP
1 stop with Delta Air Lines. 0-1 flights per day.

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6h 38m

Via Minneapolis MSP
1 stop with Delta Air Lines.
6h 38m
0-1 flights per day.
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Via Detroit DTW
1 stop with Delta Air Lines. 2 flights per day.

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7h 15m

Via Detroit DTW
1 stop with Delta Air Lines.
7h 15m
2 flights per day.
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Via Indianapolis IND
1 stop with Southwest Airlines.
Begins in 8/11

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9h 35m

Begins in 8/11
Via Indianapolis IND
1 stop with Southwest Airlines.
9h 35m
Begins in 8/11
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1 stop route options with codeshare or different airlines:

Duration

Via Atlanta ATL With United Airlines & Delta Air Lines
Begins in 19/8

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10h 32m

Begins in 19/8
Via Atlanta ATL
10h 32m
With United Airlines & Delta Air Lines
Begins in 19/8
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San Antonio to Chicago flights

There are over 12 airlines and as many as 160 flights every week to this destination. You can fly non-stop to Chicago (MDW) from San Antonio (SAT) with Southwest Airlines but if a stopover option suits you better you can choose to fly via Saint Louis, Kansas City or any other of the 11 alternatives with connectiing airports.

San Antonio to Chicago with Southwest Airlines

You can fly non-stop every weekday with flights departing from 5:00 am to 6:00 pm. You can also catch a transit flight via Saint Louis or Houston.

With Delta Air Lines

If you fly to Chicago from San Antonio with Delta Air Lines you will do a stopover in Atlanta. Delta Air Lines is a member of SkyTeam.

Distance & flight times: San Antonio International to Midway International Airport

The shortest flight time between SAT and MDW is 2 hours and 35 minutes.

ViaTotal flight timeLayover timeDistance
Direct2h 35m-1042 miles (1677 km)
STL Saint Louis4h 55m55m1042 miles (1677 km)
MCI Kansas City5h 30m3h 0m1116 miles (1796 km)
HOU Houston5h 30m2h 45m1135 miles (1826 km)
DAL Dallas5h 40m3h 0m1047 miles (1685 km)
ATL Atlanta5h 42m2h 14m1471 miles (2367 km)
OKC Oklahoma City5h 45m2h 35m1104 miles (1776 km)
MSY New Orleans5h 50m1h 20m1327 miles (2135 km)
BNA Nashville6h 0m2h 10m1222 miles (1966 km)
MSP Minneapolis6h 38m2h 6m1454 miles (2339 km)
DTW Detroit7h 15m2h 49m1450 miles (2333 km)
IND Indianapolis9h 35m2h 45m1152 miles (1854 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.SAT-MDW flight routesSan Antonio to Chicago flight routes illustrated on a map.
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San Antonio - Chicago route map and flight paths
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Show all destinations from SAT Show all destinations from MDW

You can fly non-stop from San Antonio (SAT) to Chicago (MDW) with Southwest Airlines. The flight takes approximately 2 hours and 35 minutes. If you travel with a connecting flight instead, for example via Saint Louis, the total flight time will be 4 hours and 55 minutes.

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

The flight time between San Antonio (SAT) and Chicago Midway International (MDW) is approximately 2 hours and 35 minutes. The distance between the two airports is 1454 miles (or 2339 kilometers).

Yes, you can fly non-stop to MDW from SAT 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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