Find Deals on 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.
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 to Winnipeg

(Round-trip)
Depart: Thu Jun 8 2017 Return: Fri Jun 16 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
YWG
1h 24m
nonstop
YWG
ORD
1h 24m
nonstop
Depart: Tue May 16 2017 Return: Sun May 21 2017 Trip spans 6 days
Air Canada
Air Canada
ORD
YWG
6h 53m
1 stop
YWG
ORD
2h 20m
nonstop
Depart: Tue Aug 8 2017 Return: Wed Aug 9 2017 Trip spans 2 days
WestJet
WestJet
ORD
YWG
7h 59m
1 stop
YWG
ORD
9h 24m
1 stop
Depart: Sat Apr 22 2017 Return: Sat Apr 29 2017 Trip spans 8 days
Delta
Delta
MDW
YWG
6h 47m
1 stop
YWG
MDW
5h 25m
1 stop
Depart: Thu Mar 30 2017 Return: Fri Mar 31 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
YWG
11h 28m
2 stops
YWG
ORD
13h 54m
2 stops
Depart: Thu Jun 8 2017 Return: Tue Jun 13 2017 Trip spans 6 days
Air Canada
Air Canada
ORD
YWG
7h 33m
1 stop
YWG
ORD
5h 49m
1 stop
Depart: Thu Jun 1 2017 Return: Tue Jun 6 2017 Trip spans 6 days
Major Airline
Major Airline
MDW
YWG
1h 26m
nonstop
YWG
MDW
1h 26m
nonstop
Depart: Wed Jul 19 2017 Return: Sun Jul 23 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
YWG
1h 24m
1 stop
YWG
ORD
1h 24m
1 stop
Depart: Fri Jul 21 2017 Return: Wed Jul 26 2017 Trip spans 6 days
WestJet
WestJet
ORD
YWG
7h 59m
1 stop
YWG
ORD
9h 24m
1 stop
Depart: Fri May 19 2017 Return: Tue May 23 2017 Trip spans 5 days
Delta
Delta
MDW
YWG
3h 41m
1 stop
YWG
MDW
4h 41m
1 stop
Depart: Thu May 11 2017 Return: Sun May 14 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
YWG
1h 24m
nonstop
YWG
ORD
1h 24m
nonstop
Depart: Fri Jun 30 2017 Return: Tue Jul 4 2017 Trip spans 5 days
Delta
Delta
MDW
YWG
6h 16m
1 stop
YWG
MDW
5h 10m
1 stop
Depart: Fri Jul 28 2017 Return: Wed Aug 2 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
YWG
1h 24m
1 stop
YWG
ORD
1h 24m
1 stop
Depart: Sat Jul 1 2017 Return: Tue Jul 4 2017 Trip spans 4 days
Delta
Delta
MDW
YWG
4h 52m
1 stop
YWG
MDW
5h 00m
1 stop
Depart: Sun Jul 2 2017 Return: Sat Jul 8 2017 Trip spans 7 days
Delta
Delta
MDW
YWG
6h 43m
1 stop
YWG
MDW
5h 10m
1 stop
Depart: Sat Apr 22 2017 Return: Fri Apr 28 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
YWG
2h 19m
nonstop
YWG
ORD
2h 24m
nonstop
Depart: Wed Aug 2 2017 Return: Sat Aug 5 2017 Trip spans 4 days
Delta
Delta
MDW
YWG
3h 41m
1 stop
YWG
MDW
5h 10m
1 stop
Depart: Sat Mar 25 2017 Return: Sat Apr 1 2017 Trip spans 8 days
WestJet
WestJet
ORD
YWG
12h 26m
1 stop
YWG
ORD
7h 37m
1 stop
Depart: Fri Mar 31 2017 Return: Fri Apr 14 2017 Trip spans 15 days
Delta
Delta
MDW
YWG
6h 20m
1 stop
YWG
MDW
4h 47m
1 stop
Depart: Sat Mar 25 2017 Return: Sat Apr 1 2017 Trip spans 8 days
$1115
Select
Delta
Delta
MDW
YWG
5h 45m
1 stop
YWG
MDW
8h 38m
2 stops
Direct flights CHI to YWG on United
Flight # Depart ORD Arrive YWG Sun Mon Tue Wed Thu Fri Sat Valid Between
4243 9:30 am 11:49 am Apr 30 - Apr 30
4243 9:30 am 11:49 am Apr 15 - Apr 15
4243 9:30 am 11:54 am Apr 1 - Apr 3
4243 9:30 am 11:54 am Mar 20 - Mar 31
5760 9:30 am 11:49 am Apr 4 - Apr 14
5760 9:30 am 11:49 am Apr 16 - Apr 29
3838 7:25 pm 9:49 pm Mar 28 - Apr 3
3838 7:35 pm 9:54 pm Apr 8 - Apr 29
5263 7:35 pm 9:54 pm Apr 4 - May 3
* 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
only $442
only $458
Destination

Winnipeg
$442