What is the cheapest airline that flies from Manitoba to Chicago?

Porter Airlines is the most popular carrier operating from Manitoba to Chicago

How many flights depart from Manitoba to Chicago on average per week?

56 flights are operational weekly from Manitoba to Chicago as of August 2026. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.

How many flights depart from Manitoba to Chicago on average per day?

8 flights are operational daily from Manitoba to Chicago as of August 2026. The most popular departure time for this route is 7:00a.m., with 62% of flights per day taking off at noon.

Which airlines fly to Chicago?

United Airlines, WestJet and Air Canada are the top three most popular airlines that fly to Chicago from Manitoba according to our data. United Airlines is the first choice among our users, with 42% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Manitoba to Chicago?

Prices for flights from Manitoba to Chicago refresh daily.

How many operators does momondo search for flights from Manitoba to Chicago?

There are 3 operators available for flights from Manitoba to Chicago as of August 2026.

How old do you have to be to fly from Manitoba to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Manitoba to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 238 Cheap Flights from Manitoba to Chicago in 2026

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Find the cheapest flights from Manitoba to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 a.m. - 4:40 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

9h 40m1 stop Calgary

5:30 p.m. - 12:55 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

7h 25m1 stop Calgary

C$ 413WestJet

Fri, 18 Sep - Mon, 21 Sep

7:00 a.m. - 4:40 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

9h 40m1 stop Calgary

5:30 p.m. - 12:55 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

7h 25m1 stop Calgary

C$ 438WestJet

Fri, 16 Oct - Thu, 22 Oct

11:15 a.m. - 11:00 a.m.YWG Winnipeg-MDW Chicago Midway

23h 45m2 stops Montreal St Hubert Toronto Pearson Intl

11:45 a.m. - 9:45 a.m.MDW Chicago Midway-YWG Winnipeg

22h 00m1 stop Toronto Island

C$ 446Multiple Airlines

Thu, 10 Sep - Sun, 13 Sep

8:45 p.m. - 11:00 a.m.YWG Winnipeg-MDW Chicago Midway

14h 15m1 stop Toronto Pearson Intl

11:45 a.m. - 9:45 a.m.MDW Chicago Midway-YWG Winnipeg

22h 00m1 stop Toronto Island

C$ 457Multiple Airlines

Thu, 10 Sep - Sun, 13 Sep

11:15 a.m. - 2:35 p.m.YWG Winnipeg-MDW Chicago Midway

27h 20m2 stops Montreal St Hubert Toronto Pearson Intl

11:45 a.m. - 8:40 a.m.MDW Chicago Midway-YWG Winnipeg

20h 55m1 stop Toronto Island

C$ 461Multiple Airlines

Thu, 10 Sep - Sun, 13 Sep

7:00 a.m. - 4:40 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

9h 40m1 stop Calgary

5:30 p.m. - 2:40 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

21h 10m2 stops Calgary Vancouver Intl

C$ 470WestJet

Fri, 18 Sep - Mon, 21 Sep

12:20 p.m. - 7:48 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

7h 28m1 stop Toronto Pearson Intl

9:55 a.m. - 4:27 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

6h 32m1 stop Toronto Pearson Intl

C$ 691Air Canada

Sat, 12 Sep - Tue, 15 Sep

5:00 a.m. - 11:21 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

6h 21m1 stop Toronto Pearson Intl

9:50 a.m. - 4:27 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

6h 37m1 stop Toronto Pearson Intl

C$ 697Air Canada

Wed, 23 Sep - Fri, 25 Sep

5:00 a.m. - 9:59 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

16h 59m2 stops Toronto Pearson Intl Atlanta Hartsfield-Jackson

9:25 p.m. - 4:27 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

19h 02m2 stops Nashville Intl Toronto Pearson Intl

C$ 862United Airlines

Wed, 23 Sep - Fri, 25 Sep

5:00 a.m. - 9:59 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

16h 59m2 stops Toronto Pearson Intl Atlanta Hartsfield-Jackson

9:25 p.m. - 4:27 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

19h 02m2 stops Nashville Intl Toronto Pearson Intl

C$ 908United Airlines

Wed, 23 Sep - Fri, 25 Sep

Cheap last-minute flights

Enter your travel dates to find the best prices.

7:00 a.m. - 9:35 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

9:15 a.m. - 11:52 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mdirect

C$ 1,087Air Canada

Tue, 18 Aug - Sat, 22 Aug

7:00 a.m. - 9:35 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

8:40 a.m. - 3:14 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

6h 34m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,099Air Canada

Tue, 18 Aug - Sat, 22 Aug

8:15 a.m. - 2:55 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

6h 40m1 stop Toronto Pearson Intl

8:40 a.m. - 3:14 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

6h 34m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,118Air Canada

Tue, 18 Aug - Sat, 22 Aug

5:42 p.m. - 9:47 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

4h 05m1 stop Minneapolis St Paul

8:28 a.m. - 4:52 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

8h 24m1 stop Minneapolis St Paul

C$ 1,158Delta

Fri, 14 Aug - Sun, 16 Aug

12:46 p.m. - 7:30 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

6h 44m1 stop Minneapolis St Paul

8:28 a.m. - 4:52 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

8h 24m1 stop Minneapolis St Paul

C$ 1,167Delta

Sun, 16 Aug - Thu, 20 Aug

12:46 p.m. - 7:30 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

6h 44m1 stop Minneapolis St Paul

8:28 a.m. - 4:52 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

8h 24m1 stop Minneapolis St Paul

C$ 1,168Delta

Sun, 16 Aug - Thu, 20 Aug

6:00 a.m. - 9:47 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

15h 47m2 stops Calgary Minneapolis St Paul

2:30 p.m. - 12:55 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

10h 25m2 stops Detroit Metropolitan Wayne County Calgary

C$ 1,192WestJet

Tue, 18 Aug - Sat, 22 Aug

9:05 p.m. - 4:15 p.m.YWG Winnipeg-MDW Chicago Midway

19h 10m2 stops Calgary Atlanta Hartsfield-Jackson

1:25 p.m. - 12:55 a.m.MDW Chicago Midway-YWG Winnipeg

11h 30m2 stops Detroit Metropolitan Wayne County Calgary

C$ 1,192WestJet

Tue, 18 Aug - Sat, 22 Aug

2:00 p.m. - 4:35 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

9:15 a.m. - 11:52 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mdirect

C$ 1,427United Airlines

Fri, 14 Aug - Sun, 16 Aug

8:45 a.m. - 3:00 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

6h 15m1 stop Denver Intl

9:15 a.m. - 11:52 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mdirect

C$ 1,480United Airlines

Fri, 14 Aug - Sun, 16 Aug

Cheap direct flights

Enter your travel dates to find the best prices.

7:00 a.m. - 9:35 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

7:54 p.m. - 10:33 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 39mdirect

C$ 864Air Canada

Wed, 30 Sep - Wed, 30 Sep

2:00 p.m. - 4:35 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

9:15 a.m. - 11:52 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mdirect

C$ 864Air Canada

Sat, 12 Sep - Tue, 15 Sep

2:15 p.m. - 4:50 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

9:35 a.m. - 12:23 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 48mdirect

C$ 864Air Canada

Fri, 20 Nov - Sat, 28 Nov

2:00 p.m. - 4:35 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

9:15 a.m. - 11:52 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mdirect

C$ 864Air Canada

Thu, 17 Sep - Sun, 20 Sep

2:00 p.m. - 4:35 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

10:00 a.m. - 12:37 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mdirect

C$ 864Air Canada

Tue, 13 Oct - Sun, 18 Oct

7:00 a.m. - 9:35 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

10:00 a.m. - 12:37 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mdirect

C$ 958United Airlines

Thu, 1 Oct - Thu, 22 Oct

7:00 a.m. - 9:35 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

10:00 a.m. - 12:37 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mdirect

C$ 958United Airlines

Sat, 3 Oct - Thu, 22 Oct

7:00 a.m. - 9:35 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

7:54 p.m. - 10:33 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 39mdirect

C$ 958United Airlines

Mon, 5 Oct - Sun, 18 Oct

2:00 p.m. - 4:35 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

7:54 p.m. - 10:33 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 39mdirect

C$ 958United Airlines

Sat, 3 Oct - Sun, 18 Oct

7:00 a.m. - 9:35 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

7:54 p.m. - 10:33 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 39mdirect

C$ 1,055Multiple Airlines

Fri, 18 Sep - Mon, 21 Sep

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WestJet flights from Manitoba to Chicago

Our best WestJet deals on Manitoba to Chicago flight tickets

WestJet

11 Sep

YWG7:00 a.m.Winnipeg

9h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

18 Sep

ORD5:30 p.m.Chicago O'Hare Intl

7h 25m

1 stop

YWG12:55 a.m.Winnipeg

C$ 393

WestJet

10 Sep

YWG6:00 a.m.Winnipeg

10h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

17 Sep

ORD5:30 p.m.Chicago O'Hare Intl

7h 25m

1 stop

YWG12:55 a.m.Winnipeg

C$ 411

WestJet

16 Oct

YWG7:00 a.m.Winnipeg

9h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

22 Oct

ORD5:30 p.m.Chicago O'Hare Intl

7h 25m

1 stop

YWG12:55 a.m.Winnipeg

C$ 438

Air Canada flights from Manitoba to Chicago

Our best Air Canada deals on Manitoba to Chicago flight tickets

Air Canada

26 Aug

YWG5:00 a.m.Winnipeg

6h 21m

1 stop

ORD11:21 a.m.Chicago O'Hare Intl

26 Aug

ORD7:54 p.m.Chicago O'Hare Intl

2h 39m

YWG10:33 p.m.Winnipeg

C$ 938

Air Canada

26 Aug

YWG7:00 a.m.Winnipeg

2h 35m

ORD9:35 a.m.Chicago O'Hare Intl

26 Aug

ORD7:54 p.m.Chicago O'Hare Intl

2h 39m

YWG10:33 p.m.Winnipeg

C$ 944

Air Canada

27 Aug

YWG2:00 p.m.Winnipeg

2h 35m

ORD4:35 p.m.Chicago O'Hare Intl

30 Aug

ORD9:15 a.m.Chicago O'Hare Intl

2h 37m

YWG11:52 a.m.Winnipeg

C$ 949

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Fri 18/9

7:00 a.m.-4:40 p.m.

1 stop9h 40m

Chicago O'Hare Intl

Mon 21/9

5:30 p.m.-12:55 a.m.

1 stop7h 25m

C$ 413

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Fri 16/10

7:00 a.m.-4:40 p.m.

1 stop9h 40m

Chicago O'Hare Intl

Thu 22/10

5:30 p.m.-12:55 a.m.

1 stop7h 25m

C$ 438

WinnipegChicago

YWG Winnipeg - MDW Chicago Midway

YWGMDW

Winnipeg

Thu 10/9

11:15 a.m.-11:00 a.m.

2 stops23h 45m

Chicago Midway

Sun 13/9

11:45 a.m.-9:45 a.m.

1 stop22h 00m

C$ 446

WinnipegChicago

YWG Winnipeg - MDW Chicago Midway

YWGMDW

Winnipeg

Thu 10/9

8:45 p.m.-11:00 a.m.

1 stop14h 15m

Chicago Midway

Sun 13/9

11:45 a.m.-9:45 a.m.

1 stop22h 00m

C$ 457

WinnipegChicago

YWG Winnipeg - MDW Chicago Midway

YWGMDW

Winnipeg

Thu 10/9

11:15 a.m.-2:35 p.m.

2 stops27h 20m

Chicago Midway

Sun 13/9

11:45 a.m.-8:40 a.m.

1 stop20h 55m

C$ 461

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Fri 18/9

7:00 a.m.-4:40 p.m.

1 stop9h 40m

Chicago O'Hare Intl

Mon 21/9

5:30 p.m.-2:40 p.m.

2 stops21h 10m

C$ 470

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Sat 12/9

12:20 p.m.-7:48 p.m.

1 stop7h 28m

Chicago O'Hare Intl

Tue 15/9

9:55 a.m.-4:27 p.m.

1 stop6h 32m

C$ 691

Quickest round-trip

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Wed 23/9

5:00 a.m.-11:21 a.m.

1 stop6h 21m

Chicago O'Hare Intl

Fri 25/9

9:50 a.m.-4:27 p.m.

1 stop6h 37m

C$ 697

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Wed 23/9

5:00 a.m.-9:59 p.m.

2 stops16h 59m

Chicago O'Hare Intl

Fri 25/9

9:25 p.m.-4:27 p.m.

2 stops19h 02m

C$ 862

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Wed 23/9

5:00 a.m.-9:59 p.m.

2 stops16h 59m

Chicago O'Hare Intl

Fri 25/9

9:25 p.m.-4:27 p.m.

2 stops19h 02m

C$ 908

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Manitoba to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of October is another great option to travel to Chicago, with average flight prices from Manitoba averaging around C$ 623.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as C$ 824. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 1,166. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the morning is the cheapest time of day to fly from Manitoba to Chicago when you can find flight prices for as low as C$ 872. Flying to Chicago in the morning is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 991 per ticket.

What is the cheapest Manitoba to Chicago flight route?

Fly from Winnipeg to Chicago O'Hare Intl for the best Manitoba - Chicago flight prices

What cabin class options are available on Manitoba to Chicago flights?

There are 4 cabin classes available to choose from on Manitoba to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Manitoba to Chicago flights?

You could potentially save up to 28% on your flight if you consider stops on a Manitoba to Chicago flight.

Cheap Manitoba to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Manitoba to Chicago

Best price found	C$ 614
Fastest flight time	2h 21m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Manitoba in the past 72 hours is C$ 614. The best round-trip flight deal from Manitoba to Chicago found on momondo in the last 72 hours is C$ 709.

The fastest flight from Manitoba to Chicago takes 2h 21m

Direct flights go from Manitoba to Chicago every day.

There are 3 airports in Chicago. From Manitoba there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Manitoba to Chicago

When did momondo last update prices for flights from Manitoba to Chicago?
Prices for flights from Manitoba to Chicago refresh daily.
How many operators does momondo search for flights from Manitoba to Chicago?
There are 3 operators available for flights from Manitoba to Chicago as of August 2026.
How old do you have to be to fly from Manitoba to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Manitoba to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Manitoba to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Manitoba to Chicago is Embraer 175 (Enhanced Winglets), representing 84.03% of all bookings. The subsequent popular models are Boeing 737-700 Passenger/BBJ1 (winglets) at 6.72%, Boeing 737 MAX 8 at 3.36%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 1.68%.

Best airlines flying from Manitoba to Chicago

Compare and see reviews for airlines that fly from Manitoba to Chicago with momondo

Airline	Rating	Free Cancellation	Price
WestJet	PriceFrom C$ 273	Free Cancellation	Rating 7.2 3,433 reviews	Search WestJet flights
United Airlines	PriceFrom C$ 491	Free Cancellation	Rating 7.4 10,113 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 710	Free Cancellation	Rating 7.1 11,469 reviews	Search Air Canada flights

Merrillville

Hammond

Munster

Valparaiso

Portage

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Why should I use momondo to find a flight deal from Manitoba to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Manitoba to Chicago for you.

Can I find flights from Manitoba to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Manitoba with this policy.

How can momondo help me find flights from Manitoba to Chicago?

momondo helps you find the best flight between Manitoba and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Manitoba to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Manitoba and alert you when they change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Cheap flights from Manitoba to Chicago from C$ 238

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Manitoba to Chicago departing on 9/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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WestJet flights from Manitoba to Chicago

Our best WestJet deals on Manitoba to Chicago flight tickets

Air Canada flights from Manitoba to Chicago

Our best Air Canada deals on Manitoba to Chicago flight tickets

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See travel insights to Chicago from

How to get the cheapest flight ticket from Manitoba to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Manitoba to Chicago flight route?

What cabin class options are available on Manitoba to Chicago flights?

Can stopping save me money on Manitoba to Chicago flights?

What is the cheapest airline that flies from Manitoba to Chicago?

Which airlines fly to Chicago?

How many flights depart from Manitoba to Chicago on average per day?

How many flights depart from Manitoba to Chicago on average per week?

Cheap Manitoba to Chicago flight deals and tips

Best price found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Manitoba to Chicago

Best airlines flying from Manitoba to Chicago

Compare and see reviews for airlines that fly from Manitoba to Chicago with momondo

Travelling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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