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Cheap flights from Manitoba to Illinois from C$ 243

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 Illinois departing on 25/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Manitoba to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
6:15 a.m. - 1:35 p.m.
YWG
-
ORD
7h 20m
1 stop
WestJet Logo
2:20 p.m. - 9:40 p.m.
ORD
-
YWG
7h 20m
1 stop
C$ 411WestJet
Fri, 30 Oct - Sun, 1 Nov
WestJet Logo
7:00 a.m. - 4:40 p.m.
YWG
-
ORD
9h 40m
1 stop
WestJet Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
C$ 428WestJet
Fri, 25 Sep - Sun, 27 Sep
Multiple Airlines Logo
11:15 a.m. - 11:00 a.m.
YWG
-
ORD
23h 45m
2 stops
Multiple Airlines Logo
3:20 p.m. - 9:45 a.m.
ORD
-
YWG
18h 25m
1 stop
C$ 473Multiple Airlines
Mon, 14 Sep - Mon, 21 Sep
WestJet Logo
7:00 a.m. - 4:40 p.m.
YWG
-
ORD
9h 40m
1 stop
WestJet Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
C$ 476WestJet
Tue, 1 Sep - Tue, 8 Sep
Multiple Airlines Logo
7:00 a.m. - 4:40 p.m.
YWG
-
ORD
9h 40m
1 stop
Multiple Airlines Logo
7:00 a.m. - 5:58 p.m.
ORD
-
YWG
10h 58m
2 stops
C$ 487Multiple Airlines
Sun, 13 Sep - Mon, 14 Sep
Multiple Airlines Logo
8:45 p.m. - 11:00 a.m.
YWG
-
ORD
14h 15m
1 stop
Multiple Airlines Logo
3:20 p.m. - 9:45 a.m.
ORD
-
YWG
18h 25m
1 stop
C$ 491Multiple Airlines
Mon, 14 Sep - Mon, 21 Sep
WestJet Logo
2:55 p.m. - 4:40 p.m.
YWG
-
ORD
25h 45m
1 stop
WestJet Logo
5:30 p.m. - 12:15 p.m.
ORD
-
YWG
18h 45m
1 stop
C$ 511WestJet
Wed, 16 Sep - Sun, 20 Sep
WestJet Logo
7:00 a.m. - 4:40 p.m.
YWG
-
ORD
9h 40m
1 stop
WestJet Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
C$ 514WestJet
Fri, 2 Oct - Sun, 4 Oct
Multiple Airlines Logo
11:15 a.m. - 11:00 a.m.
YWG
-
ORD
23h 45m
2 stops
Multiple Airlines Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
C$ 520Multiple Airlines
Tue, 1 Sep - Tue, 8 Sep
Multiple Airlines Logo
10:45 a.m. - 8:29 p.m.
YWG
-
ORD
9h 44m
1 stop
Multiple Airlines Logo
5:35 p.m. - 10:43 a.m.
ORD
-
YWG
17h 08m
2 stops
C$ 521Multiple Airlines
Fri, 17 Jul - Sun, 19 Jul

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WestJet flights from Manitoba to Illinois

Our best WestJet deals on Manitoba to Illinois flight tickets
WestJet
30 Oct
YWG6:15 a.m.Winnipeg
7h 20m
1 stop
ORD1:35 p.m.Chicago O'Hare Intl
1 Nov
ORD2:20 p.m.Chicago O'Hare Intl
7h 20m
1 stop
YWG9:40 p.m.Winnipeg
C$ 411
WestJet
25 Sep
YWG7:00 a.m.Winnipeg
9h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
27 Sep
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
C$ 428
WestJet
1 Sep
YWG7:00 a.m.Winnipeg
9h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
8 Sep
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
C$ 476

Air Canada flights from Manitoba to Illinois

Our best Air Canada deals on Manitoba to Illinois flight tickets
Air Canada
1 Jul
YWG12:56 p.m.Winnipeg
2h 34m
ORD3:30 p.m.Chicago O'Hare Intl
8 Jul
ORD9:50 a.m.Chicago O'Hare Intl
8h 25m
1 stop
YWG6:15 p.m.Winnipeg
C$ 928
Air Canada
1 Jul
YWG7:20 a.m.Winnipeg
9h 44m
1 stop
ORD5:04 p.m.Chicago O'Hare Intl
8 Jul
ORD3:50 p.m.Chicago O'Hare Intl
7h 30m
1 stop
YWG11:20 p.m.Winnipeg
C$ 935
Air Canada
1 Jul
YWG7:20 a.m.Winnipeg
9h 44m
1 stop
ORD5:04 p.m.Chicago O'Hare Intl
8 Jul
ORD3:50 p.m.Chicago O'Hare Intl
7h 30m
1 stop
YWG11:20 p.m.Winnipeg
C$ 938

momondo Fare Finder

 
Customize your flight search to find flights from Manitoba to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 19 June 2026.
Use the filters below to find and compare flights from Manitoba to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 30/10

6:15 a.m.-1:35 p.m.

1 stop7h 20m

Chicago O'Hare Intl

Sun 1/11

2:20 p.m.-9:40 p.m.

1 stop7h 20m

C$ 411

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 25/9

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

1 stop9h 40m

Chicago O'Hare Intl

Sun 27/9

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

1 stop7h 25m

C$ 428

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 14/9

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

2 stops23h 45m

Chicago O'Hare Intl

Mon 21/9

3:20 p.m.-9:45 a.m.

1 stop18h 25m

C$ 473

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Tue 1/9

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

1 stop9h 40m

Chicago O'Hare Intl

Tue 8/9

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

1 stop7h 25m

C$ 476

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sun 13/9

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

1 stop9h 40m

Chicago O'Hare Intl

Mon 14/9

7:00 a.m.-5:58 p.m.

2 stops10h 58m

C$ 487

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 14/9

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

1 stop14h 15m

Chicago O'Hare Intl

Mon 21/9

3:20 p.m.-9:45 a.m.

1 stop18h 25m

C$ 491

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Wed 16/9

2:55 p.m.-4:40 p.m.

1 stop25h 45m

Chicago O'Hare Intl

Sun 20/9

5:30 p.m.-12:15 p.m.

1 stop18h 45m

C$ 511

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 2/10

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

1 stop9h 40m

Chicago O'Hare Intl

Sun 4/10

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

1 stop7h 25m

C$ 514

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Tue 1/9

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

2 stops23h 45m

Chicago O'Hare Intl

Tue 8/9

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

1 stop7h 25m

C$ 520

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 17/7

10:45 a.m.-8:29 p.m.

1 stop9h 44m

Chicago O'Hare Intl

Sun 19/7

5:35 p.m.-10:43 a.m.

2 stops17h 08m

C$ 521

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Manitoba to Illinois

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

What is the cheapest month to fly to Illinois?

In general, October is the cheapest month to fly from Manitoba to Illinois. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 113. If you don’t want to visit Illinois in October, then you should wait until November to fly from Manitoba, when ticket prices are also cheap, with an average price of C$ 179.

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

According to our data, Friday is the cheapest day to fly to Illinois from Manitoba. The lowest ticket price found for a Friday departure recently was C$ 851. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Illinois is Monday, with ticket prices averaging around C$ 1,176.

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

Our most recent data shows that the best time of day to fly to Illinois is in the morning. Flights from Manitoba to Illinois during this time can be as low as C$ 870. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,008 on average. Flights to Illinois from Manitoba at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Manitoba to Illinois flight route?

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

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

There are 4 cabin classes available to choose from on Manitoba to Illinois 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 Illinois flights?

You could potentially save up to 42% on your flight if you consider stops on a Manitoba to Illinois flight.

Cheap Manitoba to Illinois flight deals and tips

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

Best price found

C$ 388

Fastest flight time

2h 21m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Manitoba in the past 72 hours is C$ 388. The best round-trip flight deal from Manitoba to Illinois found on momondo in the last 72 hours is C$ 780.
The fastest flight from Manitoba to Illinois takes 2h 21m
Direct flights go from Manitoba to Illinois every day.
There are 98 airports in Illinois. From Manitoba there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Manitoba to Illinois

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

    Prices for flights from Manitoba to Illinois were last updated today.

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

  • How old do you have to be to fly from Manitoba to Illinois?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Manitoba to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The required travel and health documents for your Illinois trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Illinois. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Manitoba to Illinois?

Best airlines flying from Manitoba to Illinois

Compare and see reviews for airlines that fly from Manitoba to Illinois with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 276Free CancellationRating
7.2
3,375 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 373Free CancellationRating
7.1
11,217 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 497Free CancellationRating
7.4
9,861 reviews
Search United Airlines flights

Why use momondo?

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

Finding the right flight to Illinois from Manitoba is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Illinois quick and easy, saving you time and money.

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

Flights from Manitoba to Illinois with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Manitoba to Illinois.

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

If you are not ready to book a flight from Manitoba to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.

An easier way to manage your Illinois 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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Find better results for your trip to Illinois

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