Find Deals on Flights from Winnipeg to Chicago O'Hare International (YWG - ORD)

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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Book cheap flights from Winnipeg to Chicago O'Hare International

(Round-trip)
Depart: Tue Jan 24 2017 Return: Fri Jan 27 2017 Trip spans 4 days
Delta
Delta
YWG
12:15p
ORD
12:57p
24h 42m
2 stops
ORD
1:10a
YWG
11:36a
10h 26m
2 stops
Depart: Sat Feb 4 2017 Return: Tue Feb 7 2017 Trip spans 4 days
Major Airline
Major Airline
YWG
8:00p
ORD
2:55a
6h 55m
1 stop
ORD
6:10a
YWG
8:57a
26h 47m
1 stop
Depart: Mon Jan 9 2017 Return: Tue Jan 24 2017 Trip spans 16 days
WestJet
WestJet
YWG
2:45p
ORD
7:39a
16h 54m
1 stop
ORD
7:00a
YWG
1:25p
6h 25m
1 stop
Depart: Tue Jan 10 2017 Return: Wed Jan 25 2017 Trip spans 16 days
American Airlines
American Airlines
YWG
4:40a
ORD
3:20a
22h 40m
2 stops
ORD
2:30a
YWG
3:10p
12h 40m
2 stops
Depart: Fri Jan 13 2017 Return: Fri Jan 27 2017 Trip spans 15 days
United
United
YWG
2:05a
ORD
4:40a
2h 35m
nonstop
ORD
8:45a
YWG
7:36p
10h 51m
2 stops
Depart: Fri Dec 30 2016 Return: Fri Jan 13 2017 Trip spans 15 days
Air Canada
Air Canada
YWG
2:00a
ORD
10:00a
8h 00m
1 stop
ORD
4:25a
YWG
6:49a
2h 24m
nonstop
Depart: Wed Jan 18 2017 Return: Mon Jan 23 2017 Trip spans 6 days
Major Airline
Major Airline
YWG
10:55a
ORD
9:10a
22h 15m
1 stop
ORD
5:35a
YWG
12:41p
7h 06m
1 stop
Depart: Wed Jan 25 2017 Return: Thu Jan 26 2017 Trip spans 2 days
WestJet
WestJet
YWG
3:30a
ORD
11:10a
7h 40m
1 stop
ORD
3:45a
YWG
11:00a
7h 15m
1 stop
Depart: Fri Jan 6 2017 Return: Tue Jan 17 2017 Trip spans 12 days
American Airlines
American Airlines
YWG
3:30a
ORD
3:47p
12h 17m
2 stops
ORD
2:30a
YWG
1:25p
10h 55m
2 stops
Depart: Sat Jan 7 2017 Return: Wed Jan 11 2017 Trip spans 5 days
United
United
YWG
7:30a
ORD
9:53a
2h 23m
nonstop
ORD
4:25a
YWG
6:49a
2h 24m
nonstop
Depart: Sat Feb 18 2017 Return: Wed Feb 22 2017 Trip spans 5 days
Major Airline
Major Airline
YWG
8:35a
ORD
11:15p
14h 40m
1 stop
ORD
8:34p
YWG
2:10a
5h 36m
1 stop
Depart: Sun Jan 15 2017 Return: Tue Jan 17 2017 Trip spans 3 days
WestJet
WestJet
YWG
12:00a
ORD
7:39a
7h 39m
1 stop
ORD
3:30a
YWG
10:20a
6h 50m
1 stop
Depart: Thu Jan 12 2017 Return: Sat Jan 14 2017 Trip spans 3 days
United
United
YWG
7:30a
ORD
9:53a
2h 23m
nonstop
ORD
4:25a
YWG
6:49a
2h 24m
nonstop
Depart: Wed Dec 14 2016 Return: Sun Dec 25 2016 Trip spans 12 days
American Airlines
American Airlines
YWG
3:30a
ORD
3:47p
12h 17m
2 stops
ORD
1:25a
YWG
3:10p
13h 45m
2 stops
Depart: Sat Feb 25 2017 Return: Sun Feb 26 2017 Trip spans 2 days
Major Airline
Major Airline
YWG
4:00a
ORD
11:25a
7h 25m
1 stop
ORD
10:50p
YWG
4:35a
5h 45m
1 stop
Depart: Sat Jan 14 2017 Return: Mon Jan 16 2017 Trip spans 3 days
United
United
YWG
7:30a
ORD
9:53a
2h 23m
nonstop
ORD
4:25a
YWG
6:49a
2h 24m
nonstop
Depart: Sat Dec 31 2016 Return: Fri Jan 13 2017 Trip spans 14 days
Air Canada
Air Canada
YWG
2:00a
ORD
10:00a
8h 00m
1 stop
ORD
4:25a
YWG
6:49a
2h 24m
nonstop
Depart: Wed Jan 4 2017 Return: Wed Jan 11 2017 Trip spans 8 days
WestJet
WestJet
YWG
3:30a
ORD
11:05a
7h 35m
1 stop
ORD
3:30a
YWG
10:20a
6h 50m
1 stop
Depart: Wed Mar 8 2017 Return: Thu Mar 23 2017 Trip spans 15 days
Major Airline
Major Airline
YWG
8:00p
ORD
2:55a
6h 55m
2 stops
ORD
1:30a
YWG
3:54a
2h 24m
2 stops
Depart: Thu Dec 15 2016 Return: Sun Dec 25 2016 Trip spans 11 days
American Airlines
American Airlines
YWG
4:40a
ORD
3:56a
23h 16m
2 stops
ORD
4:00a
YWG
3:10p
11h 10m
2 stops
Direct flights YWG to ORD on United
Flight # Depart YWG Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
5701 7:03 am 9:38 am Dec 28 - Jan 3
5701 7:03 am 9:38 am Dec 26 - Dec 27
5701 7:03 am 9:38 am Dec 24 - Dec 24
5701 7:03 am 9:38 am Dec 16 - Dec 23
5701 7:05 am 9:40 am Jan 10 - Feb 15
5701 7:05 am 9:40 am Jan 4 - Jan 9
5701 7:05 am 9:40 am Jan 13 - Feb 13
5666 11:55 am 2:18 pm Dec 28 - Jan 3
5666 11:55 am 2:18 pm Dec 25 - Dec 27
5666 11:55 am 2:18 pm Dec 24 - Dec 24
5666 11:55 am 2:18 pm Dec 16 - Dec 23
5666 12:30 pm 2:53 pm Jan 10 - Feb 15
5666 12:30 pm 2:53 pm Jan 4 - Jan 9
5666 12:30 pm 2:53 pm Jan 13 - Feb 13
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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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Airports
Origin

Winnipeg
$388
Destination

Chicago
$388
Airlines Airline reviews

4 travelers who booked a flight from Winnipeg to Chicago rated their chosen airlines with an average of 7.5.

Overall
7.5
Boarding
7.5
Crew
7.5
Comfort
7.5
Food
7.5
Entertainment
7.5