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

26 flights are operational weekly from Manitoba to Chicago as of November 2026. The most popular departure day for this route is Mon, with 15% of flights per week taking off on this day.

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

WestJet is the most popular carrier operating from Manitoba to Chicago

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

3 flights are operational daily from Manitoba to Chicago as of November 2026. The most popular departure time for this route is 3:00p.m., with 100% of flights per day taking off in the afternoon.

Which airlines fly to Chicago?

United Airlines, Air Canada and WestJet 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 35% 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 November 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$ 278 Cheap Flights from Manitoba to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

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. - 5:18 p.m.YWG Winnipeg-MDW Chicago Midway

10h 18m1 stop Atlanta Hartsfield-Jackson

5:13 p.m. - 4:25 p.m.MDW Chicago Midway-YWG Winnipeg

23h 12m2 stops Atlanta Hartsfield-Jackson Calgary

C$ 562Multiple Airlines

Fri, 15 Jan - Mon, 18 Jan

9:35 p.m. - 1:10 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

15h 35m2 stops Calgary Atlanta Hartsfield-Jackson

1:33 p.m. - 1:40 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

24h 07m1 stop Atlanta Hartsfield-Jackson

C$ 567Multiple Airlines

Wed, 6 Jan - Tue, 19 Jan

7:00 a.m. - 11:00 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

16h 00m1 stop Atlanta Hartsfield-Jackson

4:59 p.m. - 4:25 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

23h 26m2 stops Atlanta Hartsfield-Jackson Calgary

C$ 570Multiple Airlines

Wed, 16 Dec - Mon, 21 Dec

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$ 655WestJet

Mon, 26 Apr - Mon, 3 May

12:22 p.m. - 5:43 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

5h 21m1 stop Minneapolis St Paul

6:20 a.m. - 10:31 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

4h 11m1 stop Minneapolis St Paul

C$ 656WestJet

Thu, 3 Dec - Thu, 10 Dec

9:35 p.m. - 6:06 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

20h 31m2 stops Calgary Atlanta Hartsfield-Jackson

6:20 a.m. - 11:39 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

17h 19m1 stop Minneapolis St Paul

C$ 663WestJet

Thu, 3 Dec - Mon, 7 Dec

8:15 a.m. - 4:38 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

8h 23m1 stop Toronto Pearson Intl

9:00 a.m. - 9:24 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

12h 24m2 stops Newark Toronto Pearson Intl

C$ 930Air Canada

Sat, 9 Jan - Sat, 23 Jan

8:00 a.m. - 10:45 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 45mdirect

3:50 p.m. - 6:28 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 38mdirect

C$ 950United Airlines

Thu, 7 Jan - Sat, 23 Jan

3:15 p.m. - 6:00 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 45mdirect

10:00 a.m. - 12:52 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 52mdirect

C$ 950United Airlines

Wed, 16 Dec - Mon, 21 Dec

2:15 p.m. - 4:36 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 21mdirect

9:15 a.m. - 11:39 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 24mdirect

C$ 974Air Canada

Mon, 26 Apr - Mon, 3 May

Cheap last-minute flights

Enter your travel dates to find the best prices.

9:35 p.m. - 7:45 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

22h 10m2 stops Calgary Atlanta Hartsfield-Jackson

5:15 a.m. - 10:45 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

17h 30m1 stop Las Vegas Harry Reid Intl

C$ 1,106Multiple Airlines

Wed, 11 Nov - Mon, 23 Nov

9:35 p.m. - 7:45 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

22h 10m2 stops Calgary Atlanta Hartsfield-Jackson

12:15 p.m. - 9:52 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

9h 37m1 stop Toronto Island

C$ 1,150Multiple Airlines

Wed, 11 Nov - Mon, 23 Nov

9:05 p.m. - 12:34 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

15h 29m1 stop Toronto Pearson Intl

12:15 p.m. - 12:44 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

12h 29m1 stop Toronto Island

C$ 1,215Multiple Airlines

Wed, 11 Nov - Mon, 23 Nov

9:35 p.m. - 1:20 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

15h 45m2 stops Calgary Atlanta Hartsfield-Jackson

5:42 p.m. - 10:54 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

17h 12m1 stop Minneapolis St Paul

C$ 1,219WestJet

Fri, 13 Nov - Fri, 20 Nov

12:44 p.m. - 12:50 p.m.YWG Winnipeg-MDW Chicago Midway

24h 06m1 stop Minneapolis St Paul

5:29 p.m. - 10:54 a.m.MDW Chicago Midway-YWG Winnipeg

17h 25m1 stop Minneapolis St Paul

C$ 1,222WestJet

Fri, 13 Nov - Fri, 20 Nov

6:00 a.m. - 7:04 p.m.YWG Winnipeg-MDW Chicago Midway

13h 04m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County

5:29 p.m. - 3:55 p.m.MDW Chicago Midway-YWG Winnipeg

22h 26m1 stop Minneapolis St Paul

C$ 1,232WestJet

Fri, 13 Nov - Fri, 20 Nov

3:15 p.m. - 5:50 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

7:00 a.m. - 8:57 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

13h 57m1 stop Denver Intl

C$ 1,384United Airlines

Thu, 12 Nov - Tue, 17 Nov

3:15 p.m. - 5:50 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$ 1,384United Airlines

Thu, 12 Nov - Tue, 17 Nov

3:15 p.m. - 5:50 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

5:54 p.m. - 10:00 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

16h 06m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,436Air Canada

Sat, 14 Nov - Mon, 16 Nov

3:15 p.m. - 5:50 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mdirect

10:15 a.m. - 11:44 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

13h 29m1 stop Toronto Pearson Intl

C$ 1,441Air Canada

Thu, 12 Nov - Tue, 17 Nov

Cheap direct flights

Enter your travel dates to find the best prices.

8:00 a.m. - 10:45 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 45mdirect

3:50 p.m. - 6:28 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 38mdirect

C$ 950United Airlines

Tue, 5 Jan - Wed, 20 Jan

8:00 a.m. - 10:45 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 45mdirect

3:50 p.m. - 6:28 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 38mdirect

C$ 950United Airlines

Thu, 7 Jan - Fri, 22 Jan

3:15 p.m. - 6:02 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 47mdirect

3:50 p.m. - 6:28 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 38mdirect

C$ 950United Airlines

Mon, 4 Jan - Sat, 23 Jan

8:00 a.m. - 10:45 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 45mdirect

3:50 p.m. - 6:28 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 38mdirect

C$ 950United Airlines

Fri, 15 Jan - Mon, 18 Jan

2:15 p.m. - 4:36 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 21mdirect

9:15 a.m. - 11:39 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 24mdirect

C$ 974Air Canada

Mon, 26 Apr - Mon, 3 May

2:15 p.m. - 4:36 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 21mdirect

9:15 a.m. - 11:39 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 24mdirect

C$ 1,040Air Canada

Mon, 26 Apr - Mon, 3 May

2:15 p.m. - 4:36 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 21mdirect

9:15 a.m. - 11:39 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 24mdirect

C$ 1,062Air Canada

Mon, 26 Apr - Mon, 3 May

8:00 a.m. - 10:45 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 45mdirect

3:50 p.m. - 6:28 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 38mdirect

C$ 1,085Multiple Airlines

Fri, 22 Jan - Thu, 4 Feb

8:00 a.m. - 10:31 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

2h 31mdirect

3:35 p.m. - 6:26 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

2h 51mdirect

C$ 1,119Multiple Airlines

Mon, 15 Feb - Sat, 20 Feb

3:15 p.m. - 5:50 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$ 1,151Multiple Airlines

Wed, 25 Nov - Sat, 28 Nov

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WestJet flights from Manitoba to Chicago

Our best WestJet deals on Manitoba to Chicago flight tickets

WestJet

3 Dec

YWG12:22 p.m.Winnipeg

5h 21m

1 stop

ORD5:43 p.m.Chicago O'Hare Intl

10 Dec

ORD6:20 a.m.Chicago O'Hare Intl

4h 11m

1 stop

YWG10:31 a.m.Winnipeg

C$ 656

WestJet

3 Dec

YWG9:35 p.m.Winnipeg

20h 31m

2 stops

ORD6:06 p.m.Chicago O'Hare Intl

7 Dec

ORD6:20 a.m.Chicago O'Hare Intl

17h 19m

1 stop

YWG11:39 p.m.Winnipeg

C$ 663

WestJet

8 Feb

YWG7:00 a.m.Winnipeg

28h 04m

1 stop

MDW11:04 a.m.Chicago Midway

16 Feb

MDW10:50 a.m.Chicago Midway

26h 50m

1 stop

YWG1:40 p.m.Winnipeg

C$ 669

Porter Airlines flights from Manitoba to Chicago

Our best Porter Airlines deals on Manitoba to Chicago flight tickets

Porter Airlines

20 Nov

YWG7:00 a.m.Winnipeg

8h 36m

1 stop

ORD3:36 p.m.Chicago O'Hare Intl

27 Nov

ORD2:50 p.m.Chicago O'Hare Intl

7h 02m

1 stop

YWG9:52 p.m.Winnipeg

C$ 920

Porter Airlines

22 Nov

YWG7:00 a.m.Winnipeg

7h 10m

1 stop

ORD2:10 p.m.Chicago O'Hare Intl

27 Nov

ORD6:20 p.m.Chicago O'Hare Intl

23h 46m

2 stops

YWG6:06 p.m.Winnipeg

C$ 940

Porter Airlines

23 Nov

YWG7:00 a.m.Winnipeg

7h 10m

1 stop

ORD2:10 p.m.Chicago O'Hare Intl

27 Nov

ORD2:50 p.m.Chicago O'Hare Intl

7h 02m

1 stop

YWG9:52 p.m.Winnipeg

C$ 999

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegChicago

YWG Winnipeg - MDW Chicago Midway

YWGMDW

Winnipeg

Fri 15/1

7:00 a.m.-5:18 p.m.

1 stop10h 18m

Chicago Midway

Mon 18/1

5:13 p.m.-4:25 p.m.

2 stops23h 12m

C$ 562

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Wed 6/1

9:35 p.m.-1:10 p.m.

2 stops15h 35m

Chicago O'Hare Intl

Tue 19/1

1:33 p.m.-1:40 p.m.

1 stop24h 07m

C$ 567

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Wed 16/12

7:00 a.m.-11:00 p.m.

1 stop16h 00m

Chicago O'Hare Intl

Mon 21/12

4:59 p.m.-4:25 p.m.

2 stops23h 26m

C$ 570

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Mon 26/4

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

1 stop9h 40m

Chicago O'Hare Intl

Mon 3/5

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

1 stop7h 25m

C$ 655

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Thu 3/12

12:22 p.m.-5:43 p.m.

1 stop5h 21m

Chicago O'Hare Intl

Thu 10/12

6:20 a.m.-10:31 a.m.

1 stop4h 11m

C$ 656

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Thu 3/12

9:35 p.m.-6:06 p.m.

2 stops20h 31m

Chicago O'Hare Intl

Mon 7/12

6:20 a.m.-11:39 p.m.

1 stop17h 19m

C$ 663

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Sat 9/1

8:15 a.m.-4:38 p.m.

1 stop8h 23m

Chicago O'Hare Intl

Sat 23/1

9:00 a.m.-9:24 p.m.

2 stops12h 24m

C$ 930

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Thu 7/1

8:00 a.m.-10:45 a.m.

Nonstop2h 45m

Chicago O'Hare Intl

Sat 23/1

3:50 p.m.-6:28 p.m.

Nonstop2h 38m

C$ 950

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Wed 16/12

3:15 p.m.-6:00 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Mon 21/12

10:00 a.m.-12:52 p.m.

Nonstop2h 52m

C$ 950

Quickest round-trip

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Mon 26/4

2:15 p.m.-4:36 p.m.

Nonstop2h 21m

Chicago O'Hare Intl

Mon 3/5

9:15 a.m.-11:39 a.m.

Nonstop2h 24m

C$ 974

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 May is another great option to travel to Chicago, with average flight prices from Manitoba averaging around C$ 765.

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 Saturday when prices can be found for as low as C$ 916. 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$ 1,180. 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$ 919. Flying to Chicago in the morning is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 1,102 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 37% 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$ 278
Fastest flight time	2h 31m
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$ 278. The best round-trip flight deal from Manitoba to Chicago found on momondo in the last 72 hours is C$ 562.

The fastest flight from Manitoba to Chicago takes 2h 31m

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 November 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 80.00% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 6.96%, Boeing 737-700 Passenger/BBJ1 (winglets) at 6.96%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 2.61%.

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$ 276	Free Cancellation	Rating 7.2 3,436 reviews	Search WestJet flights
United Airlines	PriceFrom C$ 700	Free Cancellation	Rating 7.3 10,471 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 718	Free Cancellation	Rating 7.1 11,880 reviews	Search Air Canada flights

Merrillville

Benton Harbor

Hammond

Munster

Valparaiso

Portage

Why use momondo?

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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Complete your trip

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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$ 278

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 16/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Manitoba to Chicago

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Big names, great deals

Filter for what you want

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WestJet flights from Manitoba to Chicago

Our best WestJet deals on Manitoba to Chicago flight tickets

Porter Airlines flights from Manitoba to Chicago

Our best Porter Airlines deals on Manitoba to Chicago flight tickets

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Use the filters below to find and compare flights from Manitoba to Chicago that are best for you.

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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