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Cheap flights from Manitoba to Illinois from C$ 245

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 26/5. 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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Find the cheapest flights from Manitoba to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
6:00 a.m. - 4:40 p.m.
YWG
-
ORD
10h 40m
1 stop
WestJet Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
C$ 316WestJet
Sat, 23 May - Sat, 30 May
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$ 373WestJet
Wed, 10 Jun - Mon, 15 Jun
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$ 384WestJet
Sat, 5 Sep - Tue, 8 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$ 395WestJet
Sat, 5 Sep - Tue, 8 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$ 419WestJet
Fri, 25 Sep - Sun, 27 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$ 448WestJet
Fri, 21 Aug - Mon, 24 Aug
Multiple Airlines Logo
8:45 p.m. - 9:35 a.m.
YWG
-
MDW
12h 50m
1 stop
Multiple Airlines Logo
3:20 p.m. - 9:45 a.m.
MDW
-
YWG
18h 25m
1 stop
C$ 593Multiple Airlines
Mon, 1 Jun - Mon, 8 Jun
Delta Logo
6:40 a.m. - 6:31 p.m.
YWG
-
MDW
11h 51m
2 stops
Delta Logo
6:58 p.m. - 3:04 p.m.
MDW
-
YWG
20h 06m
2 stops
C$ 712Delta
Tue, 23 Jun - Tue, 30 Jun
Delta Logo
6:40 a.m. - 9:46 p.m.
YWG
-
MDW
15h 06m
2 stops
Delta Logo
6:00 a.m. - 8:09 p.m.
MDW
-
YWG
14h 09m
2 stops
C$ 724Delta
Wed, 23 Sep - Sat, 26 Sep
Delta Logo
5:41 p.m. - 8:43 a.m.
YWG
-
MDW
15h 02m
2 stops
Delta Logo
5:12 p.m. - 2:55 p.m.
MDW
-
YWG
21h 43m
2 stops
C$ 732Delta
Sat, 23 May - Wed, 27 May

Porter Airlines flights from Manitoba to Illinois

Our best Porter Airlines deals on Manitoba to Illinois flight tickets
Porter Airlines
7 Oct
YWG9:20 a.m.Winnipeg
6h 35m
1 stop
ORD3:55 p.m.Chicago O'Hare Intl
21 Oct
ORD7:00 a.m.Chicago O'Hare Intl
10h 58m
2 stops
YWG5:58 p.m.Winnipeg
C$ 649
Porter Airlines
13 May
YWG4:15 p.m.Winnipeg
17h 30m
2 stops
MDW9:45 a.m.Chicago Midway
8 Jun
MDW10:15 a.m.Chicago Midway
7h 43m
2 stops
YWG5:58 p.m.Winnipeg
C$ 980

WestJet flights from Manitoba to Illinois

Our best WestJet deals on Manitoba to Illinois flight tickets
WestJet
23 May
YWG6:00 a.m.Winnipeg
10h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
30 May
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
C$ 316
WestJet
10 Jun
YWG7:00 a.m.Winnipeg
9h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
15 Jun
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
C$ 373
WestJet
5 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$ 384

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 7 May 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

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 23/5

6:00 a.m.-4:40 p.m.

1 stop10h 40m

Chicago O'Hare Intl

Sat 30/5

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

1 stop7h 25m

C$ 316
Quickest round-trip

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Wed 10/6

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

1 stop9h 40m

Chicago O'Hare Intl

Mon 15/6

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

1 stop7h 25m

C$ 373

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 5/9

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$ 384

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 5/9

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$ 395

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$ 419

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 21/8

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

1 stop9h 40m

Chicago O'Hare Intl

Mon 24/8

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

1 stop7h 25m

C$ 448

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Mon 1/6

8:45 p.m.-9:35 a.m.

1 stop12h 50m

Chicago Midway

Mon 8/6

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

1 stop18h 25m

C$ 593

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Tue 23/6

6:40 a.m.-6:31 p.m.

2 stops11h 51m

Chicago Midway

Tue 30/6

6:58 p.m.-3:04 p.m.

2 stops20h 06m

C$ 712

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Wed 23/9

6:40 a.m.-9:46 p.m.

2 stops15h 06m

Chicago Midway

Sat 26/9

6:00 a.m.-8:09 p.m.

2 stops14h 09m

C$ 724

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Sat 23/5

5:41 p.m.-8:43 a.m.

2 stops15h 02m

Chicago Midway

Wed 27/5

5:12 p.m.-2:55 p.m.

2 stops21h 43m

C$ 732

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$ 109. If you don’t want to visit Illinois in October, then you should wait until May to fly from Manitoba, when ticket prices are also cheap, with an average price of C$ 122.

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$ 768. 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$ 1,065.

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$ 821. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 941 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

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$ 396

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$ 396. The best round-trip flight deal from Manitoba to Illinois found on momondo in the last 72 hours is C$ 593.
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$ 266Free CancellationRating
7.2
3,331 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 359Free CancellationRating
7.1
11,004 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 474Free CancellationRating
7.4
9,690 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

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Find better results for your trip to Illinois

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