How many flights depart from Winnipeg to Michigan on average per week?

The number of flights available between Winnipeg and Michigan is 54 per week as of August 2026. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.

What is the cheapest airline that flies from Winnipeg to Michigan?

WestJet and Porter Airlines are the most popular carriers operating from Winnipeg to Michigan

When did momondo last update prices for flights from Winnipeg Airport to Michigan?

Prices for flights from Winnipeg Airport to Michigan are refreshed on a daily basis.

How many operators does momondo search for flights from Winnipeg Airport to Michigan?

As of August 2026, there are 3 operators available to choose from for flights from Winnipeg Airport to Michigan.

How old do you have to be to fly from Winnipeg Airport to Michigan?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Michigan.

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

The travel and health documents you'll need for your trip to Michigan may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Michigan. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 223 Cheap Flights from Winnipeg to Michigan in 2026

Find the cheapest flights from Winnipeg to Michigan

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 a.m. - 4:40 p.m.YWG Winnipeg-DTW Detroit Metropolitan Wayne County

9h 40m1 stop Calgary

6:10 p.m. - 12:55 a.m.DTW Detroit Metropolitan Wayne County-YWG Winnipeg

7h 45m1 stop Calgary

C$ 334WestJet

Thu, 27 Aug - Sun, 30 Aug

6:00 a.m. - 4:40 p.m.YWG Winnipeg-DTW Detroit Metropolitan Wayne County

9h 40m1 stop Calgary

6:10 p.m. - 12:55 a.m.DTW Detroit Metropolitan Wayne County-YWG Winnipeg

7h 45m1 stop Calgary

C$ 361WestJet

Thu, 27 Aug - Wed, 2 Sep

6:00 a.m. - 4:40 p.m.YWG Winnipeg-DTW Detroit Metropolitan Wayne County

9h 40m1 stop Calgary

6:10 p.m. - 12:55 a.m.DTW Detroit Metropolitan Wayne County-YWG Winnipeg

7h 45m1 stop Calgary

C$ 368WestJet

Thu, 27 Aug - Wed, 2 Sep

5:10 p.m. - 11:00 a.m.YWG Winnipeg-MDW Chicago Midway

17h 50m1 stop Toronto Pearson Intl

3:20 p.m. - 12:55 a.m.MDW Chicago Midway-YWG Winnipeg

9h 35m1 stop Toronto Island

C$ 466Multiple Airlines

Sat, 19 Sep - Mon, 21 Sep

6:00 a.m. - 2:17 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

32h 17m2 stops Calgary Houston George Bush Intcntl

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

7h 25m1 stop Calgary

C$ 466Multiple Airlines

Fri, 18 Sep - Mon, 21 Sep

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

23h 45m2 stops Montreal St Hubert Toronto Island

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

9h 00m1 stop Toronto Island

C$ 480Multiple Airlines

Sat, 19 Sep - Mon, 21 Sep

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

6h 21m1 stop Toronto Pearson Intl

3:45 p.m. - 11:27 p.m.ORD Chicago O'Hare Intl-YWG Winnipeg

7h 42m1 stop Toronto Pearson Intl

C$ 707Air Canada

Wed, 30 Sep - Wed, 30 Sep

5:00 a.m. - 12:00 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

7h 00m1 stop Toronto Pearson Intl

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

2h 39mdirect

C$ 780Air Canada

Wed, 9 Sep - Mon, 14 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$ 965United Airlines

Wed, 18 Nov - Sun, 22 Nov

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$ 965United Airlines

Thu, 29 Oct - Mon, 2 Nov

Cheap last-minute flights

Enter your travel dates to find the best prices.

12:15 p.m. - 12:23 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

24h 08m2 stops Saskatoon Minneapolis St Paul

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

7h 25m1 stop Calgary

C$ 566Multiple Airlines

Thu, 20 Aug - Mon, 24 Aug

12:15 p.m. - 12:23 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

24h 08m2 stops Saskatoon Minneapolis St Paul

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

7h 25m1 stop Calgary

C$ 581Multiple Airlines

Thu, 20 Aug - Mon, 24 Aug

7:10 p.m. - 12:49 a.m.YWG Winnipeg-ORD Chicago O'Hare Intl

29h 39m2 stops Calgary Houston George Bush Intcntl

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

7h 25m1 stop Calgary

C$ 742Multiple Airlines

Sat, 22 Aug - Mon, 14 Sep

3:58 p.m. - 2:59 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

23h 01m1 stop Minneapolis St Paul

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

7h 25m1 stop Calgary

C$ 817WestJet

Thu, 20 Aug - Mon, 24 Aug

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

4h 05m1 stop Minneapolis St Paul

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

7h 25m1 stop Calgary

C$ 821WestJet

Sat, 22 Aug - Mon, 14 Sep

3:58 p.m. - 9:47 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

5h 49m1 stop Minneapolis St Paul

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

7h 25m1 stop Calgary

C$ 825WestJet

Thu, 20 Aug - Mon, 24 Aug

12:20 p.m. - 7:52 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

7h 32m1 stop Toronto Pearson Intl

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

2h 37mdirect

C$ 1,039Air Canada

Sat, 22 Aug - Sun, 30 Aug

12:20 p.m. - 7:52 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

7h 32m1 stop Toronto Pearson Intl

5:35 p.m. - 12:10 a.m.ORD Chicago O'Hare Intl-YWG Winnipeg

6h 35m1 stop Toronto Pearson Intl

C$ 1,058Air Canada

Sat, 22 Aug - Sun, 30 Aug

8:45 a.m. - 9:30 p.m.YWG Winnipeg-ORD Chicago O'Hare Intl

12h 45m1 stop Denver Intl

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

2h 37mdirect

C$ 1,194United Airlines

Sat, 22 Aug - Mon, 14 Sep

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$ 1,235United Airlines

Sat, 22 Aug - Sat, 29 Aug

Cheap direct flights

Enter your travel dates to find the best prices.

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$ 873Air Canada

Wed, 18 Nov - Sun, 22 Nov

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$ 873Air 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$ 873Air Canada

Thu, 1 Oct - Sun, 4 Oct

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$ 873Air Canada

Thu, 17 Sep - Mon, 21 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$ 965United Airlines

Thu, 29 Oct - Mon, 2 Nov

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$ 965United Airlines

Wed, 18 Nov - Sun, 22 Nov

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$ 967United Airlines

Sat, 12 Dec - Sun, 13 Dec

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$ 967United Airlines

Fri, 16 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$ 1,050Multiple Airlines

Fri, 18 Sep - Mon, 21 Sep

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

2h 35mdirect

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

2h 24mdirect

C$ 1,096Multiple Airlines

Sun, 29 Nov - Thu, 3 Dec

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Porter Airlines flights from Winnipeg to Michigan

Our best Porter Airlines deals on Winnipeg to Michigan flight tickets

Porter Airlines

23 Sep

YWG9:20 a.m.Winnipeg

6h 58m

1 stop

ORD4:18 p.m.Chicago O'Hare Intl

26 Sep

ORD8:03 a.m.Chicago O'Hare Intl

7h 16m

1 stop

YWG3:19 p.m.Winnipeg

C$ 641

Porter Airlines

30 Aug

YWG9:20 a.m.Winnipeg

6h 59m

1 stop

ORD4:19 p.m.Chicago O'Hare Intl

3 Sep

ORD3:40 p.m.Chicago O'Hare Intl

19h 39m

1 stop

YWG11:19 a.m.Winnipeg

C$ 818

Porter Airlines

22 Sep

YWG11:40 a.m.Winnipeg

23h 20m

2 stops

MDW11:00 a.m.Chicago Midway

25 Sep

MDW11:45 a.m.Chicago Midway

30h 13m

2 stops

YWG5:58 p.m.Winnipeg

C$ 845

WestJet flights from Winnipeg to Michigan

Our best WestJet deals on Winnipeg to Michigan flight tickets

WestJet

27 Aug

YWG6:00 a.m.Winnipeg

9h 40m

1 stop

DTW4:40 p.m.Detroit Metropolitan Wayne County

2 Sep

DTW6:10 p.m.Detroit Metropolitan Wayne County

7h 45m

1 stop

YWG12:55 a.m.Winnipeg

C$ 361

WestJet

27 Aug

YWG6:00 a.m.Winnipeg

9h 40m

1 stop

DTW4:40 p.m.Detroit Metropolitan Wayne County

2 Sep

DTW6:10 p.m.Detroit Metropolitan Wayne County

7h 45m

1 stop

YWG12:55 a.m.Winnipeg

C$ 368

WestJet

10 Sep

YWG7:00 a.m.Winnipeg

9h 40m

1 stop

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

13 Sep

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

7h 25m

1 stop

YWG12:55 a.m.Winnipeg

C$ 376

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegDetroit

YWG Winnipeg - DTW Detroit Metropolitan Wayne County

YWGDTW

Winnipeg

Thu 27/8

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

1 stop9h 40m

Detroit Metropolitan Wayne County

Sun 30/8

6:10 p.m.-12:55 a.m.

1 stop7h 45m

C$ 334

WinnipegDetroit

YWG Winnipeg - DTW Detroit Metropolitan Wayne County

YWGDTW

Winnipeg

Thu 27/8

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

1 stop9h 40m

Detroit Metropolitan Wayne County

Wed 2/9

6:10 p.m.-12:55 a.m.

1 stop7h 45m

C$ 361

WinnipegDetroit

YWG Winnipeg - DTW Detroit Metropolitan Wayne County

YWGDTW

Winnipeg

Thu 27/8

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

1 stop9h 40m

Detroit Metropolitan Wayne County

Wed 2/9

6:10 p.m.-12:55 a.m.

1 stop7h 45m

C$ 368

WinnipegChicago

YWG Winnipeg - MDW Chicago Midway

YWGMDW

Winnipeg

Sat 19/9

5:10 p.m.-11:00 a.m.

1 stop17h 50m

Chicago Midway

Mon 21/9

3:20 p.m.-12:55 a.m.

1 stop9h 35m

C$ 466

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Fri 18/9

6:00 a.m.-2:17 p.m.

2 stops32h 17m

Chicago O'Hare Intl

Mon 21/9

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

1 stop7h 25m

C$ 466

WinnipegChicago

YWG Winnipeg - MDW Chicago Midway

YWGMDW

Winnipeg

Sat 19/9

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

2 stops23h 45m

Chicago Midway

Mon 21/9

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

1 stop9h 00m

C$ 480

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Wed 30/9

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

1 stop6h 21m

Chicago O'Hare Intl

Wed 30/9

3:45 p.m.-11:27 p.m.

1 stop7h 42m

C$ 707

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Wed 9/9

5:00 a.m.-12:00 p.m.

1 stop7h 00m

Chicago O'Hare Intl

Mon 14/9

7:54 p.m.-10:33 p.m.

Nonstop2h 39m

C$ 780

Quickest round-trip

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Wed 18/11

2:15 p.m.-4:50 p.m.

Nonstop2h 35m

Chicago O'Hare Intl

Sun 22/11

9:35 a.m.-12:23 p.m.

Nonstop2h 48m

C$ 965

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Thu 29/10

2:15 p.m.-4:50 p.m.

Nonstop2h 35m

Chicago O'Hare Intl

Mon 2/11

9:35 a.m.-12:23 p.m.

Nonstop2h 48m

C$ 965

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 Winnipeg to Michigan

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 Michigan?

The month of October is another great option to travel to Michigan, with average flight prices from Winnipeg averaging around C$ 547.

Can stopping save me money on Winnipeg to Michigan flights?

You could potentially save up to 58% on your flight if you consider stops on a Winnipeg to Michigan flight.

Cheap Winnipeg to Michigan flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Michigan

Fastest flight time	2h 21m
Direct flights	Every day
Airports in Michigan	115 airports

The fastest flight from Winnipeg to Michigan takes 2h 21m

Direct flights go from Winnipeg to Michigan every day.

There are 115 airports in Michigan. From Winnipeg there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Winnipeg to Michigan

When did momondo last update prices for flights from Winnipeg Airport to Michigan?
Prices for flights from Winnipeg Airport to Michigan are refreshed on a daily basis.
How many operators does momondo search for flights from Winnipeg Airport to Michigan?
As of August 2026, there are 3 operators available to choose from for flights from Winnipeg Airport to Michigan.
How old do you have to be to fly from Winnipeg Airport to Michigan?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Michigan.
What documentation or ID do you need to fly to Michigan?
The travel and health documents you'll need for your trip to Michigan may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Michigan. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Winnipeg to Michigan

Compare and see reviews for airlines that fly from Winnipeg to Michigan with momondo

Airline	Rating	Free Cancellation	Price
WestJet	PriceFrom C$ 783	Free Cancellation	Rating 7.2 3,432 reviews		Search WestJet flights

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Why should I use momondo to find a flight deal from Winnipeg to Michigan?

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Can I find flights from Winnipeg to Michigan with flexible booking policies on momondo?

Flights from Winnipeg to Michigan 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 Winnipeg to Michigan?

Once all potential Winnipeg to Michigan flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Of course. momondo tracks the price of Winnipeg to Michigan flights. All you need is a valid email address and we will do the rest; it is that quick and easy.