Find Cheap Flights from Chicago to Winnipeg (CHI - 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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Book cheap flights from Chicago to Winnipeg

(Round-trip)
Depart: Wed Dec 6 2017 Return: Sun Dec 10 2017 Trip spans 5 days
Air Canada
Air Canada
ORD
YWG
12h 55m
2 stops
YWG
ORD
14h 32m
2 stops
Depart: Wed Nov 1 2017 Return: Thu Nov 2 2017 Trip spans 2 days
Delta
Delta
MDW
YWG
5h 33m
1 stop
YWG
MDW
7h 02m
1 stop
Depart: Thu Nov 2 2017 Return: Fri Nov 3 2017 Trip spans 2 days
WestJet
WestJet
ORD
YWG
7h 17m
1 stop
YWG
ORD
10h 01m
1 stop
Depart: Wed Dec 20 2017 Return: Fri Dec 22 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
ORD
YWG
2h 24m
nonstop
YWG
ORD
6h 47m
1 stop
Depart: Fri Nov 3 2017 Return: Mon Nov 6 2017 Trip spans 4 days
Air Canada
Air Canada
ORD
YWG
2h 24m
nonstop
YWG
ORD
11h 04m
2 stops
Depart: Thu Nov 16 2017 Return: Sat Nov 18 2017 Trip spans 3 days
Air Canada
Air Canada
ORD
YWG
5h 26m
1 stop
YWG
ORD
2h 25m
nonstop
Depart: Thu Nov 2 2017 Return: Sat Nov 4 2017 Trip spans 3 days
Air Canada
Air Canada
ORD
YWG
2h 24m
nonstop
YWG
ORD
2h 25m
nonstop
Depart: Thu Nov 16 2017 Return: Sun Nov 19 2017 Trip spans 4 days
Delta
Delta
MDW
YWG
10h 33m
2 stops
YWG
MDW
11h 13m
2 stops
Depart: Fri Nov 3 2017 Return: Sat Nov 4 2017 Trip spans 2 days
Air Canada
Air Canada
ORD
YWG
2h 24m
nonstop
YWG
ORD
2h 25m
nonstop
Depart: Sat Nov 18 2017 Return: Sun Nov 19 2017 Trip spans 2 days
Delta
Delta
MDW
YWG
6h 47m
1 stop
YWG
MDW
5h 08m
1 stop
Depart: Thu Nov 16 2017 Return: Fri Nov 17 2017 Trip spans 2 days
Air Canada
Air Canada
ORD
YWG
5h 36m
1 stop
YWG
ORD
6h 27m
1 stop
Depart: Mon Nov 6 2017 Return: Thu Nov 9 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
YWG
2h 24m
nonstop
YWG
ORD
6h 47m
1 stop
Depart: Wed Mar 14 2018 Return: Wed Mar 21 2018 Trip spans 8 days
Delta
Delta
MDW
YWG
3h 55m
1 stop
YWG
MDW
5h 04m
1 stop
Depart: Thu Nov 2 2017 Return: Fri Nov 3 2017 Trip spans 2 days
Air Canada
Air Canada
ORD
YWG
2h 24m
nonstop
YWG
ORD
6h 47m
1 stop
Depart: Sun Nov 5 2017 Return: Mon Nov 6 2017 Trip spans 2 days
Air Canada
Air Canada
ORD
YWG
2h 24m
nonstop
YWG
ORD
6h 47m
1 stop
Depart: Tue Oct 24 2017 Return: Wed Oct 25 2017 Trip spans 2 days
Multiple Airlines
Multiple Airlines
ORD
YWG
8h 25m
2 stops
YWG
ORD
8h 16m
1 stop
Depart: Fri Nov 3 2017 Return: Mon Nov 6 2017 Trip spans 4 days
Delta
Delta
MDW
YWG
6h 42m
2 stops
YWG
MDW
11h 13m
2 stops
Depart: Sat Nov 4 2017 Return: Mon Nov 6 2017 Trip spans 3 days
Air Canada
Air Canada
ORD
YWG
8h 28m
1 stop
YWG
ORD
6h 47m
1 stop
Depart: Tue Oct 24 2017 Return: Thu Oct 26 2017 Trip spans 3 days
WestJet
WestJet
ORD
YWG
7h 58m
1 stop
YWG
ORD
7h 28m
1 stop
Depart: Fri Nov 17 2017 Return: Sat Nov 18 2017 Trip spans 2 days
Air Canada
Air Canada
ORD
YWG
5h 36m
1 stop
YWG
ORD
2h 25m
nonstop
Direct flights CHI to YWG on United
Flight # Depart ORD Arrive YWG Sun Mon Tue Wed Thu Fri Sat Valid Between
5461 8:55 am 11:17 am Oct 7 - Oct 28
5284 9:15 am 11:39 am Nov 5 - Nov 24
5284 9:15 am 11:39 am Oct 29 - Nov 3
5284 9:15 am 11:39 am Nov 25 - Dec 19
5284 9:24 am 11:48 am Nov 1 - Nov 1
5284 10:25 am 12:49 pm Nov 4 - Nov 4
5284 10:25 am 12:49 pm Nov 11 - Nov 18
5794 12:35 pm 2:57 pm Oct 8 - Oct 27
5794 12:40 pm 3:04 pm Nov 5 - Nov 19
5794 12:40 pm 3:04 pm Nov 25 - Dec 1
5794 12:40 pm 3:04 pm Oct 29 - Nov 3
5868 4:25 pm 6:44 pm Oct 7 - Oct 28
5625 7:22 pm 9:41 pm Oct 8 - Oct 27
5466 7:35 pm 9:59 pm Oct 29 - Nov 4
5466 7:35 pm 9:59 pm Nov 24 - Dec 1
5466 7:35 pm 9:59 pm Nov 5 - Nov 22
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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,
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Airports
Origin

Chicago
only $408
only $498
Destination

Winnipeg
$408