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
Students
under 26
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 to Winnipeg

(Round-trip)
Depart: Thu Jul 6 2017 Return: Tue Jul 11 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
YWG
1h 24m
nonstop
YWG
ORD
1h 24m
nonstop
Depart: Fri Jul 21 2017 Return: Tue Jul 25 2017 Trip spans 5 days
WestJet
WestJet
ORD
YWG
7h 39m
1 stop
YWG
ORD
7h 32m
1 stop
Depart: Wed Jan 25 2017 Return: Tue Jan 31 2017 Trip spans 7 days
Delta
Delta
MDW
YWG
5h 35m
1 stop
YWG
MDW
4h 21m
1 stop
Depart: Thu Jun 8 2017 Return: Tue Jun 13 2017 Trip spans 6 days
Air Canada
Air Canada
ORD
YWG
5h 45m
1 stop
YWG
ORD
2h 13m
nonstop
Depart: Wed Jan 25 2017 Return: Fri Jan 27 2017 Trip spans 3 days
Major Airline
Major Airline
ORD
YWG
1h 24m
nonstop
YWG
ORD
1h 24m
nonstop
Depart: Wed Feb 1 2017 Return: Tue Feb 7 2017 Trip spans 7 days
Delta
Delta
MDW
YWG
5h 38m
1 stop
YWG
MDW
4h 37m
1 stop
Depart: Wed Mar 8 2017 Return: Fri Mar 10 2017 Trip spans 3 days
Major Airline
Major Airline
ORD
YWG
1h 24m
nonstop
YWG
ORD
1h 24m
nonstop
Depart: Fri Jul 21 2017 Return: Wed Jul 26 2017 Trip spans 6 days
WestJet
WestJet
ORD
YWG
7h 39m
1 stop
YWG
ORD
7h 32m
1 stop
Depart: Tue Apr 18 2017 Return: Wed Apr 19 2017 Trip spans 2 days
Delta
Delta
MDW
YWG
4h 21m
1 stop
YWG
MDW
5h 21m
1 stop
Depart: Wed Jun 21 2017 Return: Thu Jun 29 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
YWG
7h 40m
nonstop
YWG
ORD
4h 48m
nonstop
Depart: Tue Jul 25 2017 Return: Tue Aug 1 2017 Trip spans 8 days
Delta
Delta
MDW
YWG
3h 39m
1 stop
YWG
MDW
6h 04m
1 stop
Depart: Tue Mar 7 2017 Return: Fri Mar 10 2017 Trip spans 4 days
Delta
Delta
MDW
YWG
6h 41m
1 stop
YWG
MDW
7h 08m
1 stop
Depart: Fri Apr 28 2017 Return: Mon May 1 2017 Trip spans 4 days
Delta
Delta
MDW
YWG
4h 23m
1 stop
YWG
MDW
6h 52m
1 stop
Depart: Fri Jul 21 2017 Return: Tue Jul 25 2017 Trip spans 5 days
Delta
Delta
MDW
YWG
6h 43m
1 stop
YWG
MDW
3h 54m
1 stop
Depart: Fri Jun 9 2017 Return: Sat Jun 17 2017 Trip spans 9 days
Delta
Delta
MDW
YWG
4h 13m
1 stop
YWG
MDW
5h 10m
1 stop
Direct flights CHI to YWG on United
Flight # Depart ORD Arrive YWG Sun Mon Tue Wed Thu Fri Sat Valid Between
5206 9:25 am 11:49 am Jan 12 - Jan 31
5206 9:35 am 11:59 am Feb 1 - Mar 3
5263 7:36 pm 10:00 pm Feb 1 - Feb 14
5263 7:36 pm 10:00 pm Feb 3 - Feb 6
5263 7:36 pm 10:00 pm Feb 5 - Feb 12
5263 7:36 pm 10:00 pm Feb 13 - Feb 13
5263 7:40 pm 10:00 pm Feb 15 - Feb 15
5263 7:40 pm 10:04 pm Jan 13 - Jan 30
5263 7:40 pm 10:04 pm Jan 12 - Jan 31
5263 8:10 pm 10:30 pm Feb 16 - Mar 2
5263 8:10 pm 10:30 pm Feb 17 - Mar 6
* 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 $453
only $485
Destination

Winnipeg
$453