Find Deals on Flights from Chicago Midway to Winnipeg (MDW - YWG)

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 Chicago Midway to Winnipeg

(Round-trip)
Depart: Thu Mar 16 2017 Return: Fri Mar 17 2017 Trip spans 2 days
Delta
Delta
MDW
2:30a
YWG
6:53a
4h 23m
1 stop
YWG
1:23p
MDW
6:11p
4h 48m
1 stop
Depart: Tue Mar 21 2017 Return: Wed Mar 22 2017 Trip spans 2 days
Delta
Delta
MDW
2:30a
YWG
8:50a
6h 20m
1 stop
YWG
1:23p
MDW
6:11p
4h 48m
1 stop
Depart: Fri May 19 2017 Return: Mon May 22 2017 Trip spans 4 days
Delta
Delta
MDW
2:25a
YWG
8:41a
6h 16m
1 stop
YWG
3:45a
MDW
8:01a
4h 16m
1 stop
Depart: Sat May 20 2017 Return: Mon May 22 2017 Trip spans 3 days
Delta
Delta
MDW
2:25a
YWG
8:40a
6h 15m
1 stop
YWG
7:25a
MDW
12:49p
5h 24m
1 stop
Depart: Thu Jun 1 2017 Return: Sun Jun 11 2017 Trip spans 11 days
Delta
Delta
MDW
2:25a
YWG
6:38a
4h 13m
1 stop
YWG
3:45a
MDW
8:01a
4h 16m
1 stop
Depart: Mon Apr 17 2017 Return: Wed Apr 19 2017 Trip spans 3 days
Delta
Delta
MDW
11:10a
YWG
5:53p
6h 43m
1 stop
YWG
3:30a
MDW
7:47a
4h 17m
1 stop
Depart: Tue Jun 27 2017 Return: Thu Jun 29 2017 Trip spans 3 days
Delta
Delta
MDW
2:30a
YWG
6:11a
3h 41m
1 stop
YWG
2:30a
MDW
7:40a
5h 10m
1 stop
Depart: Mon Aug 14 2017 Return: Mon Aug 21 2017 Trip spans 8 days
Delta
Delta
MDW
11:24a
YWG
6:07p
6h 43m
1 stop
YWG
2:30a
MDW
7:40a
5h 10m
1 stop
Depart: Wed Mar 8 2017 Return: Wed Mar 15 2017 Trip spans 7 days
Delta
Delta
MDW
5:57a
YWG
11:31a
5h 34m
1 stop
YWG
9:30a
MDW
3:16p
5h 46m
1 stop
Depart: Thu Mar 9 2017 Return: Wed Mar 15 2017 Trip spans 6 days
Delta
Delta
MDW
6:00a
YWG
11:48a
5h 48m
1 stop
YWG
1:23p
MDW
6:11p
4h 48m
1 stop
Depart: Fri Mar 10 2017 Return: Wed Mar 15 2017 Trip spans 5 days
Delta
Delta
MDW
1:30a
YWG
5:43a
4h 13m
1 stop
YWG
7:28a
MDW
12:57p
5h 29m
1 stop
Depart: Fri Jul 7 2017 Return: Sun Jul 16 2017 Trip spans 10 days
Delta
Delta
MDW
5:08a
YWG
8:47a
3h 39m
1 stop
YWG
9:20a
MDW
6:15p
8h 55m
1 stop
Depart: Sat Mar 4 2017 Return: Wed Mar 15 2017 Trip spans 11 days
Delta
Delta
MDW
12:29p
YWG
5:14p
4h 45m
1 stop
YWG
3:30a
MDW
7:36a
4h 06m
1 stop
Depart: Sun Mar 5 2017 Return: Wed Mar 15 2017 Trip spans 10 days
Delta
Delta
MDW
5:57a
YWG
11:31a
5h 34m
1 stop
YWG
7:28a
MDW
12:57p
5h 29m
1 stop
Depart: Mon Mar 6 2017 Return: Wed Mar 15 2017 Trip spans 9 days
Delta
Delta
MDW
12:29p
YWG
5:14p
4h 45m
1 stop
YWG
1:23p
MDW
6:11p
4h 48m
1 stop
Depart: Tue Mar 7 2017 Return: Wed Mar 15 2017 Trip spans 8 days
Delta
Delta
MDW
12:29p
YWG
5:14p
4h 45m
1 stop
YWG
3:30a
MDW
7:36a
4h 06m
1 stop
Depart: Fri Aug 18 2017 Return: Sun Aug 20 2017 Trip spans 3 days
Delta
Delta
MDW
2:30a
YWG
6:11a
3h 41m
1 stop
YWG
1:15p
MDW
6:15p
5h 00m
1 stop
Depart: Mon Mar 13 2017 Return: Tue Mar 14 2017 Trip spans 2 days
Delta
Delta
MDW
2:30a
YWG
6:53a
4h 23m
1 stop
YWG
9:30a
MDW
6:10p
8h 40m
2 stops
Depart: Fri Feb 24 2017 Return: Sat Feb 25 2017 Trip spans 2 days
$1199
Select
Delta
Delta
MDW
1:20a
YWG
5:47a
4h 27m
1 stop
YWG
8:40a
MDW
5:05p
8h 25m
2 stops
Depart: Mon Feb 27 2017 Return: Wed Mar 1 2017 Trip spans 3 days
$1312
Select
Delta
Delta
MDW
1:20a
YWG
5:47a
4h 27m
1 stop
YWG
6:25a
MDW
5:45p
11h 20m
2 stops
* 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.

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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

Chicago
$548
Destination

Winnipeg
$548
Airlines