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

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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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Dallas Love Field to Chicago

(Round-trip)
Depart: Mon Apr 17 2017 Return: Wed Apr 19 2017 Trip spans 3 days
Major Airline
Major Airline
DAL
ORD
9h 10m
1 stop
ORD
DAL
25h 15m
1 stop
Depart: Sat May 6 2017 Return: Tue May 9 2017 Trip spans 4 days
Southwest
Southwest
DAL
MDW
2h 05m
nonstop
MDW
DAL
2h 20m
nonstop
Depart: Tue Apr 18 2017 Return: Tue Apr 25 2017 Trip spans 8 days
Delta
Delta
DAL
MDW
4h 48m
1 stop
MDW
DAL
6h 12m
1 stop
Depart: Tue May 16 2017 Return: Sat May 20 2017 Trip spans 5 days
Major Airline
Major Airline
DAL
ORD
18h 24m
1 stop
ORD
DAL
19h 30m
1 stop
Depart: Thu May 25 2017 Return: Mon May 29 2017 Trip spans 5 days
Major Airline
Major Airline
DAL
ORD
10h 00m
1 stop
ORD
DAL
8h 30m
1 stop
Depart: Tue Jun 6 2017 Return: Tue Jun 13 2017 Trip spans 8 days
Major Airline
Major Airline
DAL
ORD
28h 37m
1 stop
ORD
DAL
8h 50m
1 stop
Depart: Thu Sep 7 2017 Return: Sun Sep 10 2017 Trip spans 4 days
Alaska Airlines
Alaska Airlines
DAL
ORD
15h 30m
1 stop
ORD
DAL
20h 00m
1 stop
Depart: Wed Aug 2 2017 Return: Wed Aug 9 2017 Trip spans 8 days
Delta
Delta
DAL
MDW
8h 11m
1 stop
MDW
DAL
5h 57m
1 stop
Depart: Fri May 19 2017 Return: Mon May 22 2017 Trip spans 4 days
Southwest
Southwest
DAL
MDW
2h 10m
nonstop
MDW
DAL
2h 20m
nonstop
Depart: Tue Apr 11 2017 Return: Sat Apr 15 2017 Trip spans 5 days
Major Airline
Major Airline
DAL
ORD
9h 10m
1 stop
ORD
DAL
20h 50m
1 stop
Depart: Mon Jul 3 2017 Return: Sat Jul 8 2017 Trip spans 6 days
Major Airline
Major Airline
DAL
ORD
28h 37m
1 stop
ORD
DAL
28h 05m
1 stop
Depart: Wed Jun 7 2017 Return: Sun Jun 11 2017 Trip spans 5 days
Virgin America
Virgin America
DAL
ORD
15h 25m
2 stops
ORD
DAL
16h 52m
1 stop
Depart: Wed Aug 30 2017 Return: Wed Sep 6 2017 Trip spans 8 days
Delta
Delta
DAL
MDW
7h 18m
1 stop
MDW
DAL
5h 34m
1 stop
Depart: Tue Jul 18 2017 Return: Tue Jul 25 2017 Trip spans 8 days
Major Airline
Major Airline
DAL
ORD
8h 45m
1 stop
ORD
DAL
8h 41m
1 stop
Depart: Thu Apr 20 2017 Return: Sat Apr 22 2017 Trip spans 3 days
Delta
Delta
DAL
MDW
4h 48m
1 stop
MDW
DAL
6h 40m
1 stop
Depart: Fri Apr 7 2017 Return: Tue Apr 11 2017 Trip spans 5 days
Major Airline
Major Airline
DAL
ORD
9h 10m
1 stop
ORD
DAL
13h 05m
1 stop
Depart: Mon Jul 31 2017 Return: Thu Aug 17 2017 Trip spans 18 days
Major Airline
Major Airline
DAL
ORD
21h 50m
1 stop
ORD
DAL
27h 40m
1 stop
Depart: Fri Sep 29 2017 Return: Sun Oct 1 2017 Trip spans 3 days
Alaska Airlines
Alaska Airlines
DAL
ORD
8h 45m
1 stop
ORD
DAL
28h 55m
1 stop
Depart: Wed Aug 16 2017 Return: Tue Aug 22 2017 Trip spans 7 days
Major Airline
Major Airline
DAL
ORD
8h 40m
2 stops
ORD
DAL
8h 41m
2 stops
Depart: Mon Mar 27 2017 Return: Wed Mar 29 2017 Trip spans 3 days
Delta
Delta
DAL
MDW
4h 41m
1 stop
MDW
DAL
4h 51m
1 stop
Select an airline:  Southwest
Direct flights DAL to CHI on Southwest
Flight # Depart DAL Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
730 6:00 am 8:10 am Mar 22 - Apr 24
1599 6:05 am 8:15 am Apr 26 - May 8
1599 6:05 am 8:15 am Apr 25 - Apr 25
4135 6:05 am 8:15 am Apr 30 - May 21
3768 6:40 am 8:50 am Mar 26 - 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 22 - 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 Mar 26 - Apr 23
836 11:20 am 1:25 pm Mar 22 - 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 22 - Apr 24
883 1:25 pm 3:30 pm Mar 25 - Apr 22
378 1:40 pm 3:45 pm Apr 25 - Jun 2
3529 2:10 pm 4:15 pm Mar 26 - Apr 23
5425 2:10 pm 4:20 pm Apr 30 - May 28
2972 3:50 pm 5:55 pm Mar 26 - 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 Mar 25 - Apr 22
3121 6:05 pm 8:10 pm Apr 25 - Jun 2
3611 6:15 pm 8:20 pm Mar 22 - Apr 24
5019 6:35 pm 8:40 pm Apr 29 - May 6
2350 6:40 pm 8:45 pm Mar 26 - Apr 23
4658 7:40 pm 9:45 pm Mar 22 - 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 Mar 25 - Apr 22
4027 9:25 pm 11:35 pm Apr 25 - Jun 2
1026 9:35 pm 11:40 pm Mar 22 - Apr 24
3016 10:05 pm 12:15 am Apr 30 - May 7
2326 10:35 pm 12:40 am Mar 26 - Apr 23
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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We’re not the seller.
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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Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Dallas
$189
Destination

Chicago
only $189
only $215
Airlines Airline reviews

4 travelers who booked a flight from Dallas to Chicago rated their chosen airlines with an average of 6.3.

Overall
6.0
Boarding
6.0
Crew
7.0
Comfort
7.0
Food
6.0
Entertainment
6.0