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Stops From Winnipeg
Departure From Winnipeg
KWD 145.09
KWD 131.09
KWD 131.09
KWD 145.09
Arrival at Chicago
KWD 145.09
KWD 131.09
KWD 131.09
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Oneworld
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(10)
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Winnipeg To Chicago Flights
Book Winnipeg to Chicago flight tickets at lowest price. Get best deals on your upcoming Winnipeg to Chicago flights only on MakeMyTrip. Also Book Chicago to Winnipeg Flights. Currently 60 flights flying from Winnipeg to Chicago. To save maximum on flight booking click on below Fare Calendar button and choose your dates.
KWD 134
Winnipeg to Chicago , 30 Sep
WestJet WS | 6333 | Operated By Delta Air Lines
06:40
Tue, 30 Sep 25
Winnipeg, Canada
01 h 34 m
08:14
Tue, 30 Sep 25
Terminal T1
Minneapolis, United States
BAGGAGE : CHECK INCABIN
Information not available
WestJet WS | 8204 | Operated By Delta Air Lines
10:30
Tue, 30 Sep 25
Terminal T1
Minneapolis, United States
01 h 30 m
12:00
Tue, 30 Sep 25
Terminal T5
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
KWD 140
Winnipeg to Chicago-Midway , 30 Sep
WestJet WS | 546
10:45
Tue, 30 Sep 25
Winnipeg, Canada
02 h 27 m
14:12
Tue, 30 Sep 25
Terminal T3
Toronto, Canada
BAGGAGE : CHECK INCABIN
Information not available
WestJet WS | 6767 | Operated By Delta Air Lines
16:12
Tue, 30 Sep 25
Terminal T3
Toronto, Canada
01 h 19 m
17:31
Tue, 30 Sep 25
Terminal M
Detroit, United States
BAGGAGE : CHECK INCABIN
Information not available
WestJet WS | 7056 | Operated By Delta Air Lines
18:20
Tue, 30 Sep 25
Terminal M
Detroit, United States
01 h 15 m
18:35
Tue, 30 Sep 25
Chicago-Midway, United States
BAGGAGE : CHECK INCABIN
Information not available
KWD 148
Winnipeg to Chicago , 30 Sep
United Airlines UA | 8444 | Operated By Air Canada
05:00
Tue, 30 Sep 25
Winnipeg, Canada
02 h 25 m
08:25
Tue, 30 Sep 25
Terminal T1
Toronto, Canada
BAGGAGE : CHECK INCABIN
Information not available
United Airlines UA | 3605
13:00
Tue, 30 Sep 25
Terminal T1
Toronto, Canada
02 h 01 m
14:01
Tue, 30 Sep 25
Terminal T2
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
KWD 150
Winnipeg to Chicago , 30 Sep
Air Canada AC | 4135 | Operated By United Airlines
07:00
Tue, 30 Sep 25
Winnipeg, Canada
02 h 31 m
09:31
Tue, 30 Sep 25
Terminal T2
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
KWD 151
Winnipeg to Chicago , 30 Sep
Delta Air Lines DL | 3660
06:40
Tue, 30 Sep 25
Winnipeg, Canada
01 h 34 m
08:14
Tue, 30 Sep 25
Terminal T1
Minneapolis, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta Air Lines DL | 1567
10:30
Tue, 30 Sep 25
Terminal T1
Minneapolis, United States
01 h 30 m
12:00
Tue, 30 Sep 25
Terminal T5
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
KWD 152
Winnipeg to Chicago , 30 Sep
Delta Air Lines DL | 3526
08:35
Tue, 30 Sep 25
Winnipeg, Canada
01 h 34 m
10:09
Tue, 30 Sep 25
Terminal T1
Minneapolis, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta Air Lines DL | 1533
13:28
Tue, 30 Sep 25
Terminal T1
Minneapolis, United States
01 h 33 m
15:01
Tue, 30 Sep 25
Terminal T5
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
KWD 153
Winnipeg to Chicago , 30 Sep
Air Canada AC | 256
05:00
Tue, 30 Sep 25
Winnipeg, Canada
02 h 25 m
08:25
Tue, 30 Sep 25
Terminal T1
Toronto, Canada
BAGGAGE : CHECK INCABIN
Information not available
Air Canada AC | 8903
10:00
Tue, 30 Sep 25
Terminal T1
Toronto, Canada
01 h 53 m
10:53
Tue, 30 Sep 25
Terminal T2
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
KWD 159
Winnipeg to Chicago , 30 Sep
Air Canada AC | 256
05:00
Tue, 30 Sep 25
Winnipeg, Canada
02 h 25 m
08:25
Tue, 30 Sep 25
Terminal T1
Toronto, Canada
BAGGAGE : CHECK INCABIN
Information not available
Air Canada AC | 5588 | Operated By United Airlines
13:00
Tue, 30 Sep 25
Terminal T1
Toronto, Canada
02 h 01 m
14:01
Tue, 30 Sep 25
Terminal T2
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
KWD 174
Winnipeg to Chicago , 30 Sep
WestJet WS | 261
08:30
Tue, 30 Sep 25
Winnipeg, Canada
02 h 14 m
09:44
Tue, 30 Sep 25
Calgary, Canada
BAGGAGE : CHECK INCABIN
Information not available
WestJet WS | 1588
12:15
Tue, 30 Sep 25
Calgary, Canada
03 h 28 m
16:43
Tue, 30 Sep 25
Terminal T5
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
KWD 183
Winnipeg to Chicago , 30 Sep
WestJet WS | 223
06:30
Tue, 30 Sep 25
Winnipeg, Canada
02 h 14 m
07:44
Tue, 30 Sep 25
Calgary, Canada
BAGGAGE : CHECK INCABIN
Information not available
WestJet WS | 1588
12:15
Tue, 30 Sep 25
Calgary, Canada
03 h 28 m
16:43
Tue, 30 Sep 25
Terminal T5
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
Winnipeg to Chicago Flights Information:-
Looking for Winnipeg to Chicago Flight? Hereโs all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Chicago is Chicago Midway Intl and the IATA code for the same is CHI.
Currently, there are 6 airlines operating flights between the two destinations and approximately 60 flights take off from Winnipeg to Chicago every week.
Need information on Winnipeg to Chicago airfare?
The minimum airfare for a Winnipeg to Chicago flight would be 131, which may go up to 340 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.
Flight Details for Winnipeg to Chicago
If you are looking for Winnipeg to Chicago flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are Air Canada, Alaska Airlines, Delta Air Lines, Porter Airlines, United Airlines, WestJet. Out of these, only 4 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.
The number of flights operated by each airline is as follows:Air Canada : 19, Alaska Airlines : 19, Delta Air Lines : 19, Porter Airlines : 19, United Airlines : 19, WestJet : 19
To board the first Winnipeg to Chicago flight, choose United Airlines, which departs at 05:00 The last flight for this route is Air Canada, departing at 20:10
Chicago Airport Information
Chicago Midway Intl
About Winnipeg (YWG)
Winnipeg
Winnipeg Address
About Chicago (CHI)
The most populous city in the U.S. State of Illinois and the third most populous city in United States, Chicago is the city full of glittering lights and joyous atmosphere. It is a huge vibrant city with metropolitan luxuries of theater, shopping and fine dining. Chicago is one of the world's great cities with the asset of iconic sights and neighborhoods. The meaning of Chicago is found in movement through elevated tracks and subways, in the honor of tired feet and eyes raised once more towards the sky. It is a city full of world-class museums of art and science, sandy beaches, huge parks, public art and one of the finest collections of architectures in the entire world. The Adler Planetarium has all the information for space and astronomy, the Field Museum of Natural History has all the information of Egyptian treasures and Shedd Aquarium has the best collection of marine life, together called as Museum campus is one the most beautiful spot along the lake. The Art Institute of Chicago has an exclusive collection of Impressions, modern and classical art, and tons of historical artifacts. It is a place of beaches and waterfront parks where you can go for a quite picnic and enjoy the calm and peaceful evening away from the crowded city. It is a delightful snow-filled wonderland and even referred to as a very passionate sports town. Chicago is a place for shoppers where you can buy things on a budget or in luxury. The most famous shopping street is The Magnificent Mile which includes designer boutiques and multi-storey malls. State Street is great for department stores. It is one of the great restaurant towns and you can find every cuisine which reflects the city's ethnic and working class roots. It is a major transport hub and has the third largest inter-modal port. Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you with a host of services such as hotel deals, flight deals and holiday packages. You have the freedom to book cheap air tickets and hotels to any destinations in the world according to your budget and need.