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Cheap flights from Manitoba to Illinois from C$ 224

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 18/3. 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
9:00 p.m. - 4:40 p.m.
YWG
-
ORD
19h 40m
1 stop
WestJet Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
C$ 399WestJet
Sat, 25 Apr - Thu, 30 Apr
WestJet Logo
6:55 p.m. - 4:40 p.m.
YWG
-
ORD
21h 45m
1 stop
WestJet Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
C$ 400WestJet
Sat, 25 Apr - Thu, 30 Apr
WestJet Logo
7:50 a.m. - 1:35 p.m.
YWG
-
ORD
29h 45m
1 stop
WestJet Logo
2:20 p.m. - 10:40 p.m.
ORD
-
YWG
8h 20m
1 stop
C$ 401WestJet
Thu, 5 Mar - Mon, 9 Mar
WestJet Logo
7:50 a.m. - 1:35 p.m.
YWG
-
ORD
29h 45m
1 stop
WestJet Logo
2:20 p.m. - 10:40 p.m.
ORD
-
YWG
8h 20m
1 stop
C$ 403WestJet
Thu, 5 Mar - Mon, 9 Mar
WestJet Logo
5:00 p.m. - 4:40 p.m.
YWG
-
ORD
23h 40m
2 stops
WestJet Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
C$ 407WestJet
Sat, 25 Apr - Thu, 30 Apr
WestJet Logo
5:00 p.m. - 4:40 p.m.
YWG
-
ORD
23h 40m
2 stops
WestJet Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
C$ 408WestJet
Sat, 25 Apr - Thu, 30 Apr
WestJet Logo
5:00 p.m. - 4:40 p.m.
YWG
-
ORD
23h 40m
2 stops
WestJet Logo
5:30 p.m. - 9:35 a.m.
ORD
-
YWG
16h 05m
2 stops
C$ 456WestJet
Sat, 25 Apr - Thu, 30 Apr
WestJet Logo
5:00 p.m. - 4:40 p.m.
YWG
-
ORD
23h 40m
2 stops
WestJet Logo
5:30 p.m. - 9:35 a.m.
ORD
-
YWG
16h 05m
2 stops
C$ 463WestJet
Sat, 25 Apr - Thu, 30 Apr
Multiple Airlines Logo
12:20 p.m. - 3:52 p.m.
YWG
-
ORD
27h 32m
2 stops
Multiple Airlines Logo
7:41 p.m. - 3:09 p.m.
ORD
-
YWG
19h 28m
1 stop
C$ 466Multiple Airlines
Tue, 3 Mar - Tue, 10 Mar
Multiple Airlines Logo
8:20 p.m. - 10:05 a.m.
YWG
-
MDW
13h 45m
1 stop
Multiple Airlines Logo
9:51 p.m. - 7:35 p.m.
MDW
-
YWG
21h 44m
2 stops
C$ 500Multiple Airlines
Thu, 5 Mar - Mon, 9 Mar

WestJet flights from Manitoba to Illinois

Our best WestJet deals on Manitoba to Illinois flight tickets
WestJet
25 Apr
YWG9:00 p.m.Winnipeg
19h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
30 Apr
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
C$ 399
WestJet
25 Apr
YWG6:55 p.m.Winnipeg
21h 45m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
30 Apr
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
C$ 400
WestJet
5 Mar
YWG7:50 a.m.Winnipeg
29h 45m
1 stop
ORD1:35 p.m.Chicago O'Hare Intl
9 Mar
ORD2:20 p.m.Chicago O'Hare Intl
8h 20m
1 stop
YWG10:40 p.m.Winnipeg
C$ 401

Delta flights from Manitoba to Illinois

Our best Delta deals on Manitoba to Illinois flight tickets
Delta
16 Jun
YWG12:40 p.m.Winnipeg
5h 25m
1 stop
MDW6:05 p.m.Chicago Midway
22 Jun
MDW9:20 a.m.Chicago Midway
6h 03m
1 stop
YWG3:23 p.m.Winnipeg
C$ 818
Delta
2 Jul
YWG12:40 p.m.Winnipeg
5h 25m
1 stop
MDW6:05 p.m.Chicago Midway
5 Jul
MDW9:20 a.m.Chicago Midway
7h 34m
1 stop
YWG4:54 p.m.Winnipeg
C$ 860
Delta
19 Mar
YWG6:40 a.m.Winnipeg
6h 45m
1 stop
MDW1:25 p.m.Chicago Midway
26 Mar
MDW9:30 a.m.Chicago Midway
6h 53m
1 stop
YWG4:23 p.m.Winnipeg
C$ 862

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 5 February 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

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 25/4

9:00 p.m.-4:40 p.m.

1 stop19h 40m

Chicago O'Hare Intl

Thu 30/4

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

1 stop7h 25m

C$ 399

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 25/4

6:55 p.m.-4:40 p.m.

1 stop21h 45m

Chicago O'Hare Intl

Thu 30/4

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

1 stop7h 25m

C$ 400

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Thu 5/3

7:50 a.m.-1:35 p.m.

1 stop29h 45m

Chicago O'Hare Intl

Mon 9/3

2:20 p.m.-10:40 p.m.

1 stop8h 20m

C$ 401

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Thu 5/3

7:50 a.m.-1:35 p.m.

1 stop29h 45m

Chicago O'Hare Intl

Mon 9/3

2:20 p.m.-10:40 p.m.

1 stop8h 20m

C$ 403

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 25/4

5:00 p.m.-4:40 p.m.

2 stops23h 40m

Chicago O'Hare Intl

Thu 30/4

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

1 stop7h 25m

C$ 407

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 25/4

5:00 p.m.-4:40 p.m.

2 stops23h 40m

Chicago O'Hare Intl

Thu 30/4

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

1 stop7h 25m

C$ 408

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 25/4

5:00 p.m.-4:40 p.m.

2 stops23h 40m

Chicago O'Hare Intl

Thu 30/4

5:30 p.m.-9:35 a.m.

2 stops16h 05m

C$ 456

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 25/4

5:00 p.m.-4:40 p.m.

2 stops23h 40m

Chicago O'Hare Intl

Thu 30/4

5:30 p.m.-9:35 a.m.

2 stops16h 05m

C$ 463

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Tue 3/3

12:20 p.m.-3:52 p.m.

2 stops27h 32m

Chicago O'Hare Intl

Tue 10/3

7:41 p.m.-3:09 p.m.

1 stop19h 28m

C$ 466

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Thu 5/3

8:20 p.m.-10:05 a.m.

1 stop13h 45m

Chicago Midway

Mon 9/3

9:51 p.m.-7:35 p.m.

2 stops21h 44m

C$ 500

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, September 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$ 483. If you don’t want to visit Illinois in September, then you should wait until October to fly from Manitoba, when ticket prices are also cheap, with an average price of C$ 489.

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$ 764. 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 Sunday, with ticket prices averaging around C$ 1,014.

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$ 834. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 916 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 64% 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$ 259

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$ 259. The best round-trip flight deal from Manitoba to Illinois found on momondo in the last 72 hours is C$ 568.
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

  • 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$ 197Free CancellationRating
7.2
3,255 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 357Free CancellationRating
7.1
10,688 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 480Free CancellationRating
7.4
9,236 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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Popular flights according to clicks in the last 7 days on momondo
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