Find Cheap 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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

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: Tue Aug 1 2017 Return: Wed Aug 2 2017 Trip spans 2 days
Delta
Delta
DAL
MDW
4h 51m
1 stop
MDW
DAL
4h 45m
1 stop
Depart: Wed Nov 29 2017 Return: Wed Dec 6 2017 Trip spans 8 days
Virgin America
Virgin America
DAL
ORD
16h 02m
1 stop
ORD
DAL
14h 18m
1 stop
Depart: Tue Aug 1 2017 Return: Wed Aug 2 2017 Trip spans 2 days
Delta
Delta
DAL
ORD
5h 17m
1 stop
ORD
DAL
5h 10m
1 stop
Depart: Thu Nov 2 2017 Return: Mon Nov 6 2017 Trip spans 5 days
Alaska Airlines
Alaska Airlines
DAL
ORD
27h 00m
1 stop
ORD
DAL
28h 39m
1 stop
Depart: Tue Aug 8 2017 Return: Wed Aug 16 2017 Trip spans 9 days
Delta
Delta
DAL
MDW
5h 36m
1 stop
MDW
DAL
4h 35m
1 stop
Depart: Mon Aug 28 2017 Return: Tue Sep 19 2017 Trip spans 23 days
Delta
Delta
DAL
ORD
5h 10m
1 stop
ORD
DAL
5h 55m
1 stop
Depart: Sat Sep 2 2017 Return: Wed Sep 6 2017 Trip spans 5 days
Delta
Delta
DAL
MDW
7h 19m
1 stop
MDW
DAL
4h 43m
1 stop
Depart: Sat Sep 9 2017 Return: Tue Sep 12 2017 Trip spans 4 days
Delta
Delta
DAL
ORD
6h 41m
1 stop
ORD
DAL
5h 55m
1 stop
Depart: Tue Oct 17 2017 Return: Tue Oct 31 2017 Trip spans 15 days
Delta
Delta
DAL
ORD
5h 18m
1 stop
ORD
DAL
5h 57m
1 stop
Depart: Tue Oct 17 2017 Return: Sat Oct 21 2017 Trip spans 5 days
Delta
Delta
DAL
MDW
4h 47m
1 stop
MDW
DAL
4h 55m
1 stop
Depart: Wed Oct 25 2017 Return: Wed Nov 1 2017 Trip spans 8 days
Delta
Delta
DAL
MDW
5h 15m
1 stop
MDW
DAL
4h 37m
1 stop
Depart: Tue Oct 24 2017 Return: Mon Oct 30 2017 Trip spans 7 days
Virgin America
Virgin America
DAL
ORD
15h 40m
1 stop
ORD
DAL
14h 45m
1 stop
Depart: Tue Nov 7 2017 Return: Tue Nov 14 2017 Trip spans 8 days
Delta
Delta
DAL
MDW
4h 50m
1 stop
MDW
DAL
4h 37m
1 stop
Depart: Sat Dec 2 2017 Return: Tue Dec 5 2017 Trip spans 4 days
Delta
Delta
DAL
MDW
6h 07m
1 stop
MDW
DAL
4h 42m
1 stop
Depart: Fri Nov 10 2017 Return: Mon Nov 13 2017 Trip spans 4 days
Virgin America
Virgin America
DAL
ORD
9h 25m
1 stop
ORD
DAL
14h 19m
1 stop
Depart: Wed Dec 6 2017 Return: Sat Dec 9 2017 Trip spans 4 days
Delta
Delta
DAL
ORD
6h 43m
1 stop
ORD
DAL
4h 40m
1 stop
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
Alaska Airlines
Alaska Airlines
DAL
ORD
14h 30m
1 stop
ORD
DAL
28h 52m
1 stop
Depart: Thu Oct 26 2017 Return: Sun Oct 29 2017 Trip spans 4 days
Virgin America
Virgin America
DAL
ORD
15h 40m
1 stop
ORD
DAL
30h 54m
1 stop
Depart: Fri Sep 8 2017 Return: Sun Sep 10 2017 Trip spans 3 days
Alaska Airlines
Alaska Airlines
DAL
ORD
27h 10m
1 stop
ORD
DAL
28h 05m
1 stop
Depart: Sat Aug 12 2017 Return: Wed Aug 16 2017 Trip spans 5 days
Virgin America
Virgin America
DAL
ORD
14h 15m
1 stop
ORD
DAL
14h 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
4910 6:00 am 8:10 am Aug 20 - Aug 27
662 6:00 am 8:10 am Aug 16 - Sep 29
4184 6:05 am 8:20 am Jul 22 - Aug 12
662 6:05 am 8:15 am Aug 15 - Aug 15
700 6:05 am 8:20 am Jul 24 - Aug 14
2363 6:25 am 8:40 am Jul 23 - Aug 13
2243 6:30 am 8:40 am Aug 19 - Aug 26
228 7:15 am 9:25 am Aug 16 - Sep 1
1688 7:20 am 9:35 am Jul 24 - Aug 14
228 7:20 am 9:30 am Aug 15 - Aug 15
5999 7:35 am 9:50 am Jul 22 - Aug 12
3096 7:50 am 10:05 am Aug 19 - Aug 26
4306 8:30 am 10:45 am Jul 23 - Aug 13
12 11:00 am 1:10 pm Aug 15 - Sep 1
2721 11:05 am 1:15 pm Aug 19 - Sep 23
393 11:10 am 1:20 pm Jul 24 - Aug 14
396 11:20 am 1:30 pm Aug 20 - Aug 27
5229 11:55 am 2:05 pm Jul 23 - Aug 13
4122 12:40 pm 2:50 pm Jul 24 - Aug 14
1247 12:55 pm 3:05 pm Aug 15 - Sep 29
1524 1:15 pm 3:25 pm Jul 22 - Aug 12
3190 2:20 pm 4:30 pm Aug 20 - Aug 27
4548 2:30 pm 4:40 pm Jul 23 - Aug 13
5457 4:35 pm 6:45 pm Jul 22 - Aug 12
2722 5:05 pm 7:15 pm Aug 19 - Aug 26
1846 5:15 pm 7:25 pm Aug 15 - Sep 1
42 6:05 pm 8:20 pm Jul 24 - Aug 14
409 6:25 pm 8:35 pm Aug 19 - Aug 26
5032 6:40 pm 8:50 pm Jul 23 - Aug 13
710 7:05 pm 9:15 pm Aug 20 - Aug 27
2443 7:15 pm 9:25 pm Jul 22 - Aug 12
46 7:20 pm 9:30 pm Aug 15 - Aug 15
46 7:20 pm 9:30 pm Aug 16 - Sep 1
1638 7:45 pm 9:55 pm Jul 24 - Aug 14
2749 8:05 pm 10:10 pm Aug 19 - Aug 26
5070 8:10 pm 10:20 pm Jul 23 - Aug 13
4908 8:30 pm 10:40 pm Aug 20 - Aug 27
1305 8:45 pm 10:55 pm Jul 22 - Aug 12
421 9:05 pm 11:10 pm Aug 15 - Aug 15
871 9:05 pm 11:10 pm Aug 16 - Sep 1
1946 9:30 pm 11:40 pm Jul 24 - Aug 14
862 9:35 pm 11:45 pm Jul 23 - Aug 13
3180 10:00 pm 12:10 am Aug 20 - Aug 27
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

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.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Dallas
$184
Destination

Chicago
only $184
only $184