Find Deals on Flights from Dallas Love Field to Chicago Midway (DAL - MDW)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Dallas Love Field to Chicago Midway

(Round-trip)
Depart: Sat Apr 29 2017 Return: Tue May 2 2017 Trip spans 4 days
Southwest
Southwest
DAL
4:20p
MDW
6:25p
2h 05m
nonstop
MDW
1:40a
DAL
4:00a
2h 20m
nonstop
Depart: Sat Apr 15 2017 Return: Wed Apr 19 2017 Trip spans 5 days
Delta
Delta
DAL
8:52a
MDW
4:19p
7h 27m
1 stop
MDW
2:00a
DAL
8:12a
6h 12m
1 stop
Depart: Thu Apr 13 2017 Return: Sun Apr 16 2017 Trip spans 4 days
Major Airline
Major Airline
DAL
1:00a
MDW
2:35a
1h 35m
nonstop
MDW
1:00a
DAL
2:35a
1h 35m
nonstop
Depart: Sat May 6 2017 Return: Tue May 9 2017 Trip spans 4 days
Southwest
Southwest
DAL
2:35p
MDW
4:40p
2h 05m
nonstop
MDW
2:35p
DAL
4:55p
2h 20m
nonstop
Depart: Tue Apr 18 2017 Return: Fri Apr 21 2017 Trip spans 4 days
Delta
Delta
DAL
8:52a
MDW
4:20p
7h 28m
1 stop
MDW
2:00a
DAL
8:12a
6h 12m
1 stop
Depart: Sat May 13 2017 Return: Tue May 16 2017 Trip spans 4 days
Southwest
Southwest
DAL
2:35p
MDW
4:40p
2h 05m
nonstop
MDW
1:40a
DAL
4:00a
2h 20m
nonstop
Depart: Wed Apr 26 2017 Return: Thu May 4 2017 Trip spans 9 days
Delta
Delta
DAL
6:01a
MDW
11:17a
5h 16m
1 stop
MDW
3:20a
DAL
8:00a
4h 40m
1 stop
Depart: Sat May 20 2017 Return: Tue May 23 2017 Trip spans 4 days
Southwest
Southwest
DAL
4:20p
MDW
6:25p
2h 05m
nonstop
MDW
4:35p
DAL
6:55p
2h 20m
nonstop
Depart: Tue May 9 2017 Return: Tue May 16 2017 Trip spans 8 days
Delta
Delta
DAL
6:00a
MDW
11:20a
5h 20m
1 stop
MDW
2:00a
DAL
8:00a
6h 00m
1 stop
Depart: Sat Jun 3 2017 Return: Tue Jun 6 2017 Trip spans 4 days
Southwest
Southwest
DAL
2:45a
MDW
4:55a
2h 10m
nonstop
MDW
4:40p
DAL
6:55p
2h 15m
nonstop
Depart: Wed May 10 2017 Return: Wed May 17 2017 Trip spans 8 days
Delta
Delta
DAL
8:40a
MDW
1:17p
4h 37m
1 stop
MDW
3:20a
DAL
8:00a
4h 40m
1 stop
Depart: Sat Jun 10 2017 Return: Tue Jun 13 2017 Trip spans 4 days
Southwest
Southwest
DAL
9:15a
MDW
11:25a
2h 10m
nonstop
MDW
1:35a
DAL
3:45a
2h 10m
nonstop
Depart: Tue Apr 11 2017 Return: Wed Apr 12 2017 Trip spans 2 days
Delta
Delta
DAL
3:00a
MDW
7:48a
4h 48m
1 stop
MDW
6:12a
DAL
11:05a
4h 53m
1 stop
Depart: Sat Apr 22 2017 Return: Tue Apr 25 2017 Trip spans 4 days
Southwest
Southwest
DAL
3:35a
MDW
5:40a
2h 05m
nonstop
MDW
12:45p
DAL
3:10p
2h 25m
nonstop
Depart: Mon Apr 3 2017 Return: Tue Apr 25 2017 Trip spans 23 days
Major Airline
Major Airline
DAL
1:00a
MDW
2:35a
1h 35m
1 stop
MDW
1:00a
DAL
2:35a
1h 35m
1 stop
Depart: Wed Apr 12 2017 Return: Thu Apr 13 2017 Trip spans 2 days
Delta
Delta
DAL
3:00a
MDW
9:33a
6h 33m
1 stop
MDW
2:00a
DAL
8:12a
6h 12m
1 stop
Depart: Fri Apr 28 2017 Return: Tue May 2 2017 Trip spans 5 days
Southwest
Southwest
DAL
3:45p
MDW
5:50p
2h 05m
nonstop
MDW
1:40a
DAL
4:00a
2h 20m
nonstop
Depart: Sun Apr 30 2017 Return: Tue May 2 2017 Trip spans 3 days
Southwest
Southwest
DAL
2:05a
MDW
4:15a
2h 10m
nonstop
MDW
1:40a
DAL
4:00a
2h 20m
nonstop
Depart: Mon May 1 2017 Return: Sun May 7 2017 Trip spans 7 days
Delta
Delta
DAL
8:40a
MDW
4:00p
7h 20m
1 stop
MDW
2:00a
DAL
8:00a
6h 00m
1 stop
Depart: Sat Aug 5 2017 Return: Mon Aug 7 2017 Trip spans 3 days
Major Airline
Major Airline
DAL
1:00a
MDW
2:35a
1h 35m
1 stop
MDW
1:00a
DAL
2:35a
1h 35m
1 stop
Select an airline:  Southwest
Direct flights DAL to MDW on Southwest
Flight # Depart DAL Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
730 6:00 am 8:10 am Mar 29 - Apr 24
1599 6:05 am 8:15 am Apr 25 - Apr 25
1599 6:05 am 8:15 am Apr 26 - May 8
4135 6:05 am 8:15 am Apr 30 - May 21
3768 6:40 am 8:50 am Apr 2 - Apr 23
3771 6:45 am 8:55 am Apr 29 - Jun 3
668 7:15 am 9:25 am Apr 25 - May 8
2062 7:25 am 9:35 am Apr 30 - May 21
1856 7:30 am 9:35 am Mar 29 - Apr 24
6605 7:35 am 9:40 am Apr 1 - Apr 22
2383 10:00 am 12:10 pm Apr 29 - Jun 3
3928 10:15 am 12:20 pm Apr 2 - Apr 23
836 11:20 am 1:25 pm Mar 29 - Apr 24
1924 11:40 am 1:50 pm Apr 26 - May 8
450 11:40 am 1:50 pm Apr 25 - Apr 25
4287 11:55 am 2:05 pm Apr 30 - May 28
344 12:55 pm 3:00 pm Mar 29 - Apr 24
883 1:25 pm 3:30 pm Apr 1 - Apr 22
378 1:40 pm 3:45 pm Apr 25 - Jun 2
3529 2:10 pm 4:15 pm Apr 2 - Apr 23
5425 2:10 pm 4:20 pm Apr 30 - May 28
2972 3:50 pm 5:55 pm Apr 2 - Apr 23
2567 3:55 pm 6:05 pm Apr 29 - Jun 3
36 4:50 pm 7:00 pm Apr 30 - May 28
874 5:00 pm 7:05 pm Apr 1 - Apr 22
3121 6:05 pm 8:10 pm Apr 25 - Jun 2
3611 6:15 pm 8:20 pm Mar 29 - Apr 24
5019 6:35 pm 8:40 pm Apr 29 - May 6
2350 6:40 pm 8:45 pm Apr 2 - Apr 23
4658 7:40 pm 9:45 pm Mar 29 - Apr 24
1217 7:45 pm 9:50 pm Apr 25 - May 8
2125 8:20 pm 10:25 pm Apr 29 - May 27
3469 8:45 pm 10:50 pm Apr 30 - May 7
2304 9:15 pm 11:20 pm Apr 1 - Apr 22
4027 9:25 pm 11:35 pm Apr 25 - Jun 2
1026 9:35 pm 11:40 pm Mar 29 - Apr 24
3016 10:05 pm 12:15 am Apr 30 - May 7
2326 10:35 pm 12:40 am Apr 2 - Apr 23
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Airports
Origin

Dallas
$217
Destination

Chicago
$217
Airlines Airline reviews

5 travelers who booked a flight from Dallas to Chicago rated their chosen airlines with an average of 6.7.

Overall
6.4
Boarding
6.8
Crew
7.2
Comfort
7.2
Food
6.4
Entertainment
4.8