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Flights from Dallas to Chicago – Direct & connecting routes

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DAL to MDW flights and routes map DAL to MDW – All flight route options from Dallas Love Fld, Texas, USA to Chicago Midway International, Illinois, USA. These flights are operated by 2 airlines. Fly non-stop with Southwest Airlines or choose from 19 different transit flights. The shortest flight time is 2 hours and 10 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 DAL Dallas Love Fld Dallas, TX, USA
USA MDW Chicago Midway , IL, USA
DAL
Dallas Love Fld
USADallas, TX, USA
Chicago Midway
USAChicago, IL, USA
MDW
1 direct route found »
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20 routes with 1 stop found »
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Non-stop route options:

Duration

Southwest Airlines
Non-stop with Southwest Airlines. 5-7 flights per day.

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2h 10m

Southwest Airlines
Non-stop with Southwest Airlines.
2h 10m
5-7 flights per day.
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1 stop route options with the same airline:

Duration

Via Memphis MEM
1 stop with Southwest Airlines. 0-2 flights per day.
Begins in 30/11

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4h 05m

Begins in 30/11
Via Memphis MEM
1 stop with Southwest Airlines.
4h 05m
0-2 flights per day.
Begins in 30/11
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Via Louisville SDF
1 stop with Southwest Airlines. 0-1 flights per day.

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4h 15m

Via Louisville SDF
1 stop with Southwest Airlines.
4h 15m
0-1 flights per day.
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Via Kansas City MCI
1 stop with Southwest Airlines. 2-5 flights per day.

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4h 15m

Via Kansas City MCI
1 stop with Southwest Airlines.
4h 15m
2-5 flights per day.
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Via Tulsa TUL
1 stop with Southwest Airlines. 0-2 flights per day.
Begins in 10/8

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4h 50m

Begins in 10/8
Via Tulsa TUL
1 stop with Southwest Airlines.
4h 50m
0-2 flights per day.
Begins in 10/8
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Via Columbus CMH
1 stop with Southwest Airlines. 0-2 flights per day.

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4h 50m

Via Columbus CMH
1 stop with Southwest Airlines.
4h 50m
0-2 flights per day.
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Via Saint Louis STL
1 stop with Southwest Airlines. 0-4 flights per day.

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4h 55m

Via Saint Louis STL
1 stop with Southwest Airlines.
4h 55m
0-4 flights per day.
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Via Austin AUS
1 stop with Southwest Airlines. 1-6 flights per day.

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5h 30m

Via Austin AUS
1 stop with Southwest Airlines.
5h 30m
1-6 flights per day.
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Via Omaha OMA
1 stop with Southwest Airlines. 0-1 flights per day.
Sat & Sun

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5h 35m

Sat & Sun
Via Omaha OMA
1 stop with Southwest Airlines.
5h 35m
0-1 flights per day.
Sat & Sun
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Via Houston HOU
1 stop with Southwest Airlines. 6-8 flights per day.

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5h 50m

Via Houston HOU
1 stop with Southwest Airlines.
5h 50m
6-8 flights per day.
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Via New Orleans MSY
1 stop with Southwest Airlines. 2-4 flights per day.

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5h 50m

Via New Orleans MSY
1 stop with Southwest Airlines.
5h 50m
2-4 flights per day.
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Via Minneapolis MSP
1 stop with Southwest Airlines. 0-1 flights per day.
Only sundays

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5h 53m

Only sundays
Via Minneapolis MSP
1 stop with Southwest Airlines.
5h 53m
0-1 flights per day.
Only sundays
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Via San Antonio SAT
1 stop with Southwest Airlines. 0-2 flights per day.

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5h 53m

Via San Antonio SAT
1 stop with Southwest Airlines.
5h 53m
0-2 flights per day.
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Via Indianapolis IND
1 stop with Southwest Airlines.
Begins in 9/8

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5h 55m

Begins in 9/8
Via Indianapolis IND
1 stop with Southwest Airlines.
5h 55m
Begins in 9/8
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Via Atlanta ATL
1 stop with Southwest Airlines. 1-4 flights per day.

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5h 55m

Via Atlanta ATL
1 stop with Southwest Airlines.
5h 55m
1-4 flights per day.
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Via Atlanta ATL
1 stop with Delta Air Lines. 2-5 flights per day.

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5h 59m

Via Atlanta ATL
1 stop with Delta Air Lines.
5h 59m
2-5 flights per day.
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Via Nashville BNA
1 stop with Southwest Airlines. 3-9 flights per day.

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6h 00m

Via Nashville BNA
1 stop with Southwest Airlines.
6h 00m
3-9 flights per day.
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Via Birmingham BHM
1 stop with Southwest Airlines. 0-1 flights per day.
Begins in 5/10

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6h 20m

Begins in 5/10
Via Birmingham BHM
1 stop with Southwest Airlines.
6h 20m
0-1 flights per day.
Begins in 5/10
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Via Amarillo AMA
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

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6h 40m

Mon,Thu & Fri
Via Amarillo AMA
1 stop with Southwest Airlines.
6h 40m
0-1 flights per day.
Mon,Thu & Fri
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Via Pensacola PNS
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

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6h 40m

Mon,Thu & Fri
Via Pensacola PNS
1 stop with Southwest Airlines.
6h 40m
0-1 flights per day.
Mon,Thu & Fri
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Via Lubbock LBB
1 stop with Southwest Airlines.
Begins in 31/8

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7h 55m

Begins in 31/8
Via Lubbock LBB
1 stop with Southwest Airlines.
7h 55m
Begins in 31/8
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Dallas to Chicago flights

There are over 20 airlines and as many as 293 flights every week to this destination. You can fly non-stop to Chicago (MDW) from Dallas (DAL) with Southwest Airlines but if a stopover option suits you better you can choose to fly via Memphis, Louisville or any other of the 19 alternatives with connectiing airports.

Tip! You can also fly to Chicago from Dallas Fort Worth International (DFW).

Dallas to Chicago with Southwest Airlines

You can fly non-stop every weekday with flights departing from 6:00 am to 10:00 pm. You can also catch a transit flight via Memphis or Louisville.

With Delta Air Lines

If you fly from Dallas with Delta Air Lines you will do a stopover in Atlanta, ATL before reaching Chicago. This flight trip will take 5 hours and 59 minutes and you can fly every weekday with departures from 5:00 am to 4:00 pm. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Dallas Love Fld to Midway International Airport

The shortest flight time between DAL and MDW is 2 hours and 10 minutes.

ViaTotal flight timeLayover timeDistance
Direct2h 10m-798 miles (1284 km)
MEM Memphis4h 5m1h 0m907 miles (1459 km)
SDF Louisville4h 15m55m1000 miles (1609 km)
MCI Kansas City4h 15m2h 30m869 miles (1398 km)
TUL Tulsa4h 50m1h 45m824 miles (1326 km)
CMH Columbus4h 50m1h 10m1207 miles (1942 km)
STL Saint Louis4h 55m2h 35m800 miles (1287 km)
AUS Austin5h 30m1h 40m1167 miles (1878 km)
OMA Omaha5h 35m3h 0m1013 miles (1630 km)
HOU Houston5h 50m2h 25m1184 miles (1905 km)
MSY New Orleans5h 50m35m1269 miles (2042 km)
SAT San Antonio5h 53m2h 25m1291 miles (2077 km)
MSP Minneapolis5h 53m1h 15m1208 miles (1944 km)
IND Indianapolis5h 55m1h 50m921 miles (1482 km)
ATL Atlanta5h 59m54m1317 miles (2119 km)
BNA Nashville6h 0m3h 0m1022 miles (1644 km)
BHM Birmingham6h 20m2h 45m1161 miles (1868 km)
PNS Pensacola6h 40m2h 40m1380 miles (2220 km)
AMA Amarillo6h 40m45m1209 miles (1945 km)
LBB Lubbock7h 55m2h 10m1249 miles (2010 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.DAL-MDW flight routesDallas to Chicago flight routes illustrated on a map.
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You can fly non-stop from Dallas (DAL) to Chicago (MDW) with Southwest Airlines. The flight takes approximately 2 hours and 10 minutes. If you travel with a connecting flight instead, for example via Memphis, the total flight time will be 4 hours and 5 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 Dallas Love Fld (DAL) and Chicago Midway International (MDW) is approximately 2 hours and 10 minutes. The distance between the two airports is 1317 miles (or 2119 kilometers).

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