One Way

Popular Filters

One Way Price

SAR 1,940 SAR 3,400

Duration

2 h 35 m 8 h 30 m

Stops From Winnipeg

Departure From Winnipeg

Before 6 AM

SAR 1,966

6 AM - 12 PM

SAR 1,940

12 PM - 6 PM

SAR 1,940

Arrival at Chicago

6 AM - 12 PM

SAR 1,971

12 PM - 6 PM

SAR 1,940

After 6 PM

SAR 1,948

Alliances & Airlines

Oneworld

()

SkyTeam

(5)

Star Alliance

(13)

Layover Airports

Layover Duration

47 m 5 h 0 m

Winnipeg (YWG) to Chicago (CHI) Flight SAR

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 18 flights are operating from Winnipeg to Chicago. To save maximum on flight booking click on below Fare Calendar button and choose your dates.

Sorted By:
Departure
Duration
Arrival
Price
United Airlines

More Timing Options

SAR 1,940

Winnipeg to Chicago , 10 Apr

United Airlines UA | 5639

14:00

Fri, 10 Apr 26

Winnipeg, Canada

02 h 35 m

16:35

Fri, 10 Apr 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

SAR 1,948

Winnipeg to Chicago , 10 Apr

Air Canada AC | 374

13:45

Fri, 10 Apr 26

Winnipeg, Canada

02 h 47 m

17:32

Fri, 10 Apr 26

Montreal, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 8483

18:30

Fri, 10 Apr 26

Montreal, Canada

02 h 35 m

20:05

Fri, 10 Apr 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

More Timing Options

SAR 1,961

Winnipeg to Chicago , 10 Apr

Air Canada AC | 3711 | Operated By United Airlines

08:45

Fri, 10 Apr 26

Winnipeg, Canada

02 h 43 m

10:28

Fri, 10 Apr 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 3555 | Operated By United Airlines

11:15

Fri, 10 Apr 26

Denver, United States

02 h 37 m

14:52

Fri, 10 Apr 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

SAR 1,966

Winnipeg to Chicago , 10 Apr

Air Canada AC | 256

05:30

Fri, 10 Apr 26

Winnipeg, Canada

02 h 30 m

09:00

Fri, 10 Apr 26

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 505

12:05

Fri, 10 Apr 26

Terminal T1

Toronto, Canada

02 h

13:05

Fri, 10 Apr 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

SAR 1,971

Winnipeg to Chicago , 10 Apr

Air Canada AC | 256

05:30

Fri, 10 Apr 26

Winnipeg, Canada

02 h 30 m

09:00

Fri, 10 Apr 26

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 3495 | Operated By United Airlines

10:15

Fri, 10 Apr 26

Terminal T1

Toronto, Canada

02 h 03 m

11:18

Fri, 10 Apr 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

SAR 2,005

Winnipeg to Chicago , 10 Apr

Delta Air Lines DL | 3660

06:40

Fri, 10 Apr 26

Winnipeg, Canada

01 h 36 m

08:16

Fri, 10 Apr 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 3936

10:00

Fri, 10 Apr 26

Terminal T1

Minneapolis, United States

01 h 35 m

11:35

Fri, 10 Apr 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet, United Airlines

SAR 3,139

Winnipeg to Chicago , 10 Apr

WestJet WS | 6336 | Operated By Delta Air Lines

06:40

Fri, 10 Apr 26

Winnipeg, Canada

01 h 36 m

08:16

Fri, 10 Apr 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 1929

10:00

Fri, 10 Apr 26

Terminal T1

Minneapolis, United States

01 h 35 m

11:35

Fri, 10 Apr 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet, Delta Air Lines

SAR 3,304

Winnipeg to Chicago , 10 Apr

WestJet WS | 6336 | Operated By Delta Air Lines

06:40

Fri, 10 Apr 26

Winnipeg, Canada

01 h 36 m

08:16

Fri, 10 Apr 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 3936

10:00

Fri, 10 Apr 26

Terminal T1

Minneapolis, United States

01 h 35 m

11:35

Fri, 10 Apr 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet, United Airlines

SAR 3,363

Winnipeg to Chicago , 10 Apr

WestJet WS | 6770 | Operated By Delta Air Lines

11:55

Fri, 10 Apr 26

Winnipeg, Canada

01 h 34 m

13:29

Fri, 10 Apr 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 1531

15:21

Fri, 10 Apr 26

Terminal T1

Minneapolis, United States

01 h 39 m

17:00

Fri, 10 Apr 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Winnipeg to Chicago Flights Information:-

Looking for flights from Winnipeg to Chicago? Hereโ€™s 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 4 airlines operating flights between the two destinations and approximately 18 flights take off from Winnipeg to Chicago every week.

Need information on Winnipeg to Chicago airfare?

The cheapest fare for a Winnipeg to Chicago flight would be 1940, which may go up to 3363 depending on the route, booking time and availability.
It is recommended that you compare round-trip and one-way flights, to work out which is 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, Delta Air Lines, United Airlines, WestJet. Out of these, only 2 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cheaper than direct flights.

The number of flights operated by each airline is as follows:Air Canada : 7, Delta Air Lines : 7, United Airlines : 7, WestJet : 7

To board the first Winnipeg to Chicago flight, choose Air Canada, which departs at 05:30 The last flight for this route is WestJet, Delta Air Lines, departing at 17:20

Chicago Airport Information

Chicago Midway Intl

About Winnipeg (YWG)

Winnipeg

Frequently Asked Questions - Winnipeg to Chicago Flights

Q: Which are the most preferred airlines in the world?

A: The most preferred airlines in the world are Qatar Airways, Emirates, Lufthansa, Singapore Airlines, Oman Air and AirAsia.

Q: Do I have to present an ID proof during check-in?

A: Yes, you need to present your passport during check-in for your international flight.

Q: Do airlines from Winnipeg to Chicago offer sleeping areas?

A: Several airlines flying from Winnipeg to Chicago provide space for sleeping. In most cases, this service is available on a pay per use basis.

Q: What are the most booked classes for a Winnipeg to Chicago flight?

A: For Winnipeg to Chicago flights, most travellers prefer economy or business class tickets.

Q: Can I book tickets for another person from my own account?

A: Yes, you can book a ticket for someone else too. For that, you will have to provide their personal details while booking the flight.

Q: How much baggage can I carry on a Winnipeg to Chicago flight?

A: Each airline has a different baggage policy. So you must contact the airline for exact details on the same.

Q: Can I pay later for my flight tickets for Winnipeg to Chicago?

A: No, currently MakeMyTrip does not offer any such option for flight bookings.

Q: How can I recover my lost baggage from my Winnipeg to Chicago flight?

A: Check with your airline and register a complaint with them. Provide them the details with your proof of address, ID and travel for recovering your lost baggage.

Q: Can I carry food on my Winnipeg to Chicago flight?

A: Airlines have varying rules on allowing passengers to carry their own food on the flight. Please check with the specific airline for further clarity on the same.

Q: How much time does it take to get confirmation on a flight ticket?

A: It only takes a few minutes to receive a ticket confirmation at your registered email address.

Q: What is the largest number of seats that I can reserve in a single booking?

A: You can reserve seats for up to 9 people in a single transaction.

Q: What are the latest flight offers at MakeMyTrip for Winnipeg to Chicago?

A: MakeMyTrip offers cashback and instant discounts for Winnipeg to Chicago flights. Check the flights booking page for the exciting deals.

Q: Why should I choose business class over economy class?

A: Business class comes with its own unique perks like spacious seats, fancier meal options and personalised services that make it worth the high price. Most airlines also offer access to airport lounges where you can unwind and entertain yourself while waiting for your flight.

Q: How can I get a boarding pass after booking a ticket for my Winnipeg to Chicago flight?

A: Avail your boarding pass by sharing your booking confirmation at the airport. The staff will hand over the boarding pass to you after verifying your details. You can also visit the airlineโ€™s website for web check-in and take a printout of your boarding pass.

Important Information about Winnipeg to Chicago Flight

Lowest Fare for Winnipeg to Chicago Flight SAR undefined- 10 Apr
Today's Lowest Fare SAR undefined
Total flights from Winnipeg to Chicago in a Week 18 Flights
First Flight Air Canada, departs at 05:30
Last Flight WestJet, Delta Air Lines, departs at 17:20
Non-Stop Flights from Winnipeg to Chicago 2
Airport Name & codes of Winnipeg & Chicago Winnipeg Intl, Winnipeg-YWG, Chicago Midway Intl, Chicago-CHI

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.

Chicago Address