Find Cheap 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.
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 Chicago Midway to Winnipeg

(Round-trip)
Depart: Sun Jun 25 2017 Return: Mon Jun 26 2017 Trip spans 2 days
Delta
Delta
MDW
5:12a
YWG
9:11a
3h 59m
1 stop
YWG
1:14p
MDW
6:19p
5h 05m
1 stop
Depart: Sat May 20 2017 Return: Tue May 23 2017 Trip spans 4 days
Delta
Delta
MDW
2:30a
YWG
8:49a
6h 19m
1 stop
YWG
7:12a
MDW
12:57p
5h 45m
1 stop
Depart: Sun May 21 2017 Return: Sun May 28 2017 Trip spans 8 days
Delta
Delta
MDW
7:04a
YWG
12:44p
5h 40m
1 stop
YWG
3:15a
MDW
7:38a
4h 23m
1 stop
Depart: Tue May 23 2017 Return: Sun May 28 2017 Trip spans 6 days
Delta
Delta
MDW
5:10a
YWG
8:51a
3h 41m
1 stop
YWG
11:20a
MDW
6:10p
6h 50m
1 stop
Depart: Wed May 24 2017 Return: Sun May 28 2017 Trip spans 5 days
Delta
Delta
MDW
5:10a
YWG
8:51a
3h 41m
1 stop
YWG
11:20a
MDW
6:10p
6h 50m
1 stop
Depart: Thu May 25 2017 Return: Sun May 28 2017 Trip spans 4 days
Delta
Delta
MDW
2:30a
YWG
6:29a
3h 59m
1 stop
YWG
3:15a
MDW
7:38a
4h 23m
1 stop
Depart: Fri May 26 2017 Return: Sun May 28 2017 Trip spans 3 days
Delta
Delta
MDW
11:20a
YWG
5:30p
6h 10m
1 stop
YWG
3:15a
MDW
7:38a
4h 23m
1 stop
Depart: Sat Jun 10 2017 Return: Fri Jun 16 2017 Trip spans 7 days
Delta
Delta
MDW
2:30a
YWG
8:49a
6h 19m
1 stop
YWG
2:30a
MDW
7:35a
5h 05m
1 stop
Depart: Mon Jun 19 2017 Return: Sat Jun 24 2017 Trip spans 6 days
Delta
Delta
MDW
1:13p
YWG
6:16p
5h 03m
1 stop
YWG
2:30a
MDW
7:34a
5h 04m
1 stop
Depart: Mon Jul 24 2017 Return: Sat Jul 29 2017 Trip spans 6 days
Delta
Delta
MDW
11:24a
YWG
6:07p
6h 43m
1 stop
YWG
2:30a
MDW
7:40a
5h 10m
1 stop
Depart: Tue Jul 25 2017 Return: Sat Jul 29 2017 Trip spans 5 days
Delta
Delta
MDW
2:30a
YWG
6:11a
3h 41m
1 stop
YWG
2:30a
MDW
7:40a
5h 10m
1 stop
Depart: Wed Jul 26 2017 Return: Sat Jul 29 2017 Trip spans 4 days
Delta
Delta
MDW
5:08a
YWG
8:47a
3h 39m
1 stop
YWG
2:30a
MDW
7:40a
5h 10m
1 stop
Depart: Sat Jul 29 2017 Return: Tue Aug 1 2017 Trip spans 4 days
Delta
Delta
MDW
11:24a
YWG
6:07p
6h 43m
1 stop
YWG
2:30a
MDW
6:32a
4h 02m
1 stop
Depart: Wed Aug 2 2017 Return: Sat Aug 5 2017 Trip spans 4 days
Delta
Delta
MDW
2:30a
YWG
6:11a
3h 41m
1 stop
YWG
2:30a
MDW
7:40a
5h 10m
1 stop
Depart: Thu Aug 3 2017 Return: Sat Aug 5 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: Fri Jul 28 2017 Return: Sat Aug 5 2017 Trip spans 9 days
Delta
Delta
MDW
2:30a
YWG
6:11a
3h 41m
1 stop
YWG
2:30a
MDW
7:40a
5h 10m
1 stop
Depart: Fri May 19 2017 Return: Mon May 22 2017 Trip spans 4 days
Delta
Delta
MDW
8:15a
YWG
12:44p
4h 29m
1 stop
YWG
7:12a
MDW
6:20p
11h 08m
2 stops
Depart: Fri Jun 30 2017 Return: Fri Jul 28 2017 Trip spans 29 days
Delta
Delta
MDW
1:13p
YWG
6:16p
5h 03m
1 stop
YWG
1:15p
MDW
6:15p
5h 00m
1 stop
Depart: Fri Jul 14 2017 Return: Sun Jul 16 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: Fri Aug 18 2017 Return: Tue Aug 22 2017 Trip spans 5 days
Delta
Delta
MDW
2:30a
YWG
8:47a
6h 17m
1 stop
YWG
2:30a
MDW
7:40a
5h 10m
1 stop
* 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

Chicago
$547
Destination

Winnipeg
$547
Airlines