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

The number of flights available between Winnipeg and Michigan is 52 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, Porter Airlines, and United 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 refresh daily.

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

The number of operators available for flights from Winnipeg Airport to Michigan is 1 as of August 2026.

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

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 Winnipeg Airport to Michigan.

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

The travel and health documents required for your trip to Michigan 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 Michigan. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$157 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 am - 4:40 pmYWG Winnipeg-DTW Detroit Metropolitan Wayne County

9h 40m1 stop Calgary

6:10 pm - 12:55 amDTW Detroit Metropolitan Wayne County-YWG Winnipeg

7h 45m1 stop Calgary

$268WestJet

Thu, Sep 3 - Sun, Sep 13

6:00 am - 4:40 pmYWG Winnipeg-DTW Detroit Metropolitan Wayne County

9h 40m1 stop Calgary

6:10 pm - 12:55 amDTW Detroit Metropolitan Wayne County-YWG Winnipeg

7h 45m1 stop Calgary

$272WestJet

Thu, Sep 3 - Wed, Sep 9

7:00 am - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

9h 40m1 stop Calgary

5:30 pm - 12:55 amORD Chicago O'Hare Intl-YWG Winnipeg

7h 25m1 stop Calgary

$280WestJet

Sun, Sep 6 - Fri, Sep 11

7:00 am - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

9h 40m1 stop Calgary

5:30 pm - 12:55 amORD Chicago O'Hare Intl-YWG Winnipeg

7h 25m1 stop Calgary

$282WestJet

Fri, Oct 16 - Mon, Oct 19

7:00 am - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

9h 40m1 stop Calgary

5:30 pm - 12:55 amORD Chicago O'Hare Intl-YWG Winnipeg

7h 25m1 stop Calgary

$288WestJet

Sun, Sep 20 - Sun, Sep 27

7:00 am - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

9h 40m1 stop Calgary

5:30 pm - 12:55 amORD Chicago O'Hare Intl-YWG Winnipeg

7h 25m1 stop Calgary

$290WestJet

Thu, Oct 15 - Mon, Oct 19

7:00 am - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

9h 40m1 stop Calgary

5:30 pm - 12:55 amORD Chicago O'Hare Intl-YWG Winnipeg

7h 25m1 stop Calgary

$296WestJet

Thu, Sep 10 - Sun, Sep 13

7:10 pm - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

21h 30m1 stop Calgary

5:30 pm - 12:55 amORD Chicago O'Hare Intl-YWG Winnipeg

7h 25m1 stop Calgary

$315WestJet

Thu, Oct 1 - Tue, Oct 6

8:45 am - 10:39 pmYWG Winnipeg-DTW Detroit Metropolitan Wayne County

12h 54m1 stop Denver Intl

7:26 am - 12:23 pmDTW Detroit Metropolitan Wayne County-YWG Winnipeg

5h 57m1 stop Chicago O'Hare Intl

$356United Airlines

Tue, Sep 15 - Wed, Oct 28

5:00 am - 10:30 pmYWG Winnipeg-ORD Chicago O'Hare Intl

17h 30m2 stops Toronto Pearson Intl Boston Logan Intl

9:40 pm - 11:12 amORD Chicago O'Hare Intl-YWG Winnipeg

13h 32m2 stops Boston Logan Intl Toronto Pearson Intl

$659United Airlines

Thu, Sep 17 - Mon, Sep 21

Cheap last minute flights

Enter your travel dates to find the best prices.

7:00 am - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

9h 40m1 stop Calgary

8:30 am - 9:40 pmORD Chicago O'Hare Intl-YWG Winnipeg

13h 10m2 stops Minneapolis St Paul Edmonton

$460Multiple Airlines

Fri, Aug 28 - Sun, Aug 30

9:05 pm - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

19h 35m1 stop Calgary

8:30 am - 9:40 pmORD Chicago O'Hare Intl-YWG Winnipeg

13h 10m2 stops Minneapolis St Paul Edmonton

$485Multiple Airlines

Thu, Aug 27 - Sun, Aug 30

9:05 pm - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

19h 35m1 stop Calgary

8:30 am - 9:40 pmORD Chicago O'Hare Intl-YWG Winnipeg

13h 10m2 stops Minneapolis St Paul Edmonton

$612Multiple Airlines

Thu, Aug 27 - Sun, Aug 30

9:05 pm - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

19h 35m1 stop Calgary

5:30 pm - 8:20 pmORD Chicago O'Hare Intl-YWG Winnipeg

26h 50m1 stop Calgary

$667Multiple Airlines

Thu, Aug 27 - Sun, Aug 30

7:00 am - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

9h 40m1 stop Calgary

5:30 pm - 12:55 amORD Chicago O'Hare Intl-YWG Winnipeg

7h 25m1 stop Calgary

$697WestJet

Fri, Aug 28 - Sun, Aug 30

9:05 pm - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

19h 35m1 stop Calgary

5:30 pm - 12:55 amORD Chicago O'Hare Intl-YWG Winnipeg

7h 25m1 stop Calgary

$713WestJet

Thu, Aug 27 - Sun, Aug 30

8:00 pm - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

20h 40m2 stops Edmonton Calgary

12:30 pm - 8:40 amORD Chicago O'Hare Intl-YWG Winnipeg

20h 10m3 stops Quincy Regional Nashville Intl Toronto Pearson Intl

$747Multiple Airlines

Thu, Aug 27 - Sun, Aug 30

8:00 pm - 4:40 pmYWG Winnipeg-ORD Chicago O'Hare Intl

20h 40m2 stops Edmonton Calgary

12:30 pm - 8:40 amORD Chicago O'Hare Intl-YWG Winnipeg

20h 10m3 stops Quincy Regional Nashville Intl Toronto Pearson Intl

$751Multiple Airlines

Thu, Aug 27 - Sun, Aug 30

8:45 am - 10:00 pmYWG Winnipeg-ORD Chicago O'Hare Intl

13h 15m1 stop Denver Intl

9:15 am - 11:52 amORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mnonstop

$956United Airlines

Thu, Aug 27 - Sun, Aug 30

8:45 am - 10:00 pmYWG Winnipeg-ORD Chicago O'Hare Intl

13h 15m1 stop Denver Intl

9:15 am - 11:52 amORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mnonstop

$956United Airlines

Thu, Aug 27 - Sun, Aug 30

Cheap direct flights

Enter your travel dates to find the best prices.

2:15 pm - 4:50 pmYWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mnonstop

9:35 am - 12:23 pmORD Chicago O'Hare Intl-YWG Winnipeg

2h 48mnonstop

$699United Airlines

Wed, Nov 18 - Sun, Nov 22

2:00 pm - 4:35 pmYWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mnonstop

7:54 pm - 10:33 pmORD Chicago O'Hare Intl-YWG Winnipeg

2h 39mnonstop

$699United Airlines

Thu, Oct 1 - Sun, Oct 4

2:00 pm - 4:35 pmYWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mnonstop

10:00 am - 12:37 pmORD Chicago O'Hare Intl-YWG Winnipeg

2h 37mnonstop

$699United Airlines

Sat, Oct 3 - Sat, Oct 10

2:15 pm - 4:50 pmYWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mnonstop

9:35 am - 12:23 pmORD Chicago O'Hare Intl-YWG Winnipeg

2h 48mnonstop

$699United Airlines

Thu, Nov 12 - Tue, Nov 17

2:15 pm - 4:50 pmYWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mnonstop

10:00 am - 12:52 pmORD Chicago O'Hare Intl-YWG Winnipeg

2h 52mnonstop

$699United Airlines

Fri, Nov 27 - Sun, Dec 27

7:00 am - 9:35 amYWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mnonstop

9:35 am - 12:23 pmORD Chicago O'Hare Intl-YWG Winnipeg

2h 48mnonstop

$700United Airlines

Sat, Oct 24 - Sat, Nov 21

7:00 am - 9:35 amYWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mnonstop

7:54 pm - 10:33 pmORD Chicago O'Hare Intl-YWG Winnipeg

2h 39mnonstop

$701United Airlines

Fri, Sep 25 - Sun, Sep 27

2:15 pm - 5:02 pmYWG Winnipeg-ORD Chicago O'Hare Intl

2h 47mnonstop

9:15 am - 11:39 amORD Chicago O'Hare Intl-YWG Winnipeg

2h 24mnonstop

$701United Airlines

Thu, Dec 24 - Sat, Jan 23

2:00 pm - 4:35 pmYWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mnonstop

7:54 pm - 10:33 pmORD Chicago O'Hare Intl-YWG Winnipeg

2h 39mnonstop

$720Air Canada

Thu, Sep 24 - Sun, Sep 27

2:15 pm - 4:50 pmYWG Winnipeg-ORD Chicago O'Hare Intl

2h 35mnonstop

9:35 am - 12:23 pmORD Chicago O'Hare Intl-YWG Winnipeg

2h 48mnonstop

$759Air Canada

Thu, Nov 19 - Sun, Nov 22

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Porter Airlines flights from Winnipeg to Michigan

Our best Porter Airlines deals on Winnipeg to Michigan flight tickets

Porter Airlines

Sep 24

YWG8:45 pmWinnipeg

14h 15m

1 stop

MDW11:00 amChicago Midway

Sep 27

MDW11:45 amChicago Midway

8h 04m

1 stop

YWG7:49 pmWinnipeg

$420

Porter Airlines

Sep 16

YWG11:15 amWinnipeg

27h 20m

2 stops

MDW2:35 pmChicago Midway

Sep 18

MDW3:20 pmChicago Midway

26h 38m

2 stops

YWG5:58 pmWinnipeg

$657

Porter Airlines

Sep 2

YWG12:15 pmWinnipeg

8h 05m

1 stop

ORD8:20 pmChicago O'Hare Intl

Sep 5

ORD8:32 pmChicago O'Hare Intl

21h 26m

2 stops

YWG5:58 pmWinnipeg

$693

WestJet flights from Winnipeg to Michigan

Our best WestJet deals on Winnipeg to Michigan flight tickets

WestJet

Sep 3

YWG6:00 amWinnipeg

9h 40m

1 stop

DTW4:40 pmDetroit Metropolitan Wayne County

Sep 13

DTW6:10 pmDetroit Metropolitan Wayne County

7h 45m

1 stop

YWG12:55 amWinnipeg

$268

WestJet

Sep 3

YWG6:00 amWinnipeg

9h 40m

1 stop

DTW4:40 pmDetroit Metropolitan Wayne County

Sep 9

DTW6:10 pmDetroit Metropolitan Wayne County

7h 45m

1 stop

YWG12:55 amWinnipeg

$272

WestJet

Sep 6

YWG7:00 amWinnipeg

9h 40m

1 stop

ORD4:40 pmChicago O'Hare Intl

Sep 11

ORD5:30 pmChicago O'Hare Intl

7h 25m

1 stop

YWG12:55 amWinnipeg

$280

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegDetroit

YWG Winnipeg - DTW Detroit Metropolitan Wayne County

YWGDTW

Winnipeg

Thu 9/3

6:00 am-4:40 pm

1 stop9h 40m

Detroit Metropolitan Wayne County

Sun 9/13

6:10 pm-12:55 am

1 stop7h 45m

$268

WinnipegDetroit

YWG Winnipeg - DTW Detroit Metropolitan Wayne County

YWGDTW

Winnipeg

Thu 9/3

6:00 am-4:40 pm

1 stop9h 40m

Detroit Metropolitan Wayne County

Wed 9/9

6:10 pm-12:55 am

1 stop7h 45m

$272

Quickest round-trip

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Sun 9/6

7:00 am-4:40 pm

1 stop9h 40m

Chicago O'Hare Intl

Fri 9/11

5:30 pm-12:55 am

1 stop7h 25m

$280

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Fri 10/16

7:00 am-4:40 pm

1 stop9h 40m

Chicago O'Hare Intl

Mon 10/19

5:30 pm-12:55 am

1 stop7h 25m

$282

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Sun 9/20

7:00 am-4:40 pm

1 stop9h 40m

Chicago O'Hare Intl

Sun 9/27

5:30 pm-12:55 am

1 stop7h 25m

$288

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Thu 10/15

7:00 am-4:40 pm

1 stop9h 40m

Chicago O'Hare Intl

Mon 10/19

5:30 pm-12:55 am

1 stop7h 25m

$290

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Thu 9/10

7:00 am-4:40 pm

1 stop9h 40m

Chicago O'Hare Intl

Sun 9/13

5:30 pm-12:55 am

1 stop7h 25m

$296

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Thu 10/1

7:10 pm-4:40 pm

1 stop21h 30m

Chicago O'Hare Intl

Tue 10/6

5:30 pm-12:55 am

1 stop7h 25m

$315

WinnipegDetroit

YWG Winnipeg - DTW Detroit Metropolitan Wayne County

YWGDTW

Winnipeg

Tue 9/15

8:45 am-10:39 pm

1 stop12h 54m

Detroit Metropolitan Wayne County

Wed 10/28

7:26 am-12:23 pm

1 stop5h 57m

$356

WinnipegChicago

YWG Winnipeg - ORD Chicago O'Hare Intl

YWGORD

Winnipeg

Thu 9/17

5:00 am-10:30 pm

2 stops17h 30m

Chicago O'Hare Intl

Mon 9/21

9:40 pm-11:12 am

2 stops13h 32m

$659

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?

If you aren’t able to travel to Michigan during the month of May, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $394.

Can stopping save me money on Winnipeg to Michigan flights?

You could potentially save up to 15% 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

Best Price Found	$157
Fastest flight time	2h 21m
Direct flights	Every day
Airports in Michigan	115 airports

The best one-way flight to Michigan from Winnipeg in the past 72 hours is $157. The best round-trip flight deal from Winnipeg to Michigan found on momondo in the last 72 hours is $268.

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 refresh daily.
How many operators does momondo search for flights from Winnipeg Airport to Michigan?
The number of operators available for flights from Winnipeg Airport to Michigan is 1 as of August 2026.
How old do you have to be to fly from Winnipeg Airport to Michigan?
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 Winnipeg Airport to Michigan.
What documentation or ID do you need to fly to Michigan?
The travel and health documents required for your trip to Michigan 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 Michigan. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Winnipeg to Michigan. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Winnipeg to Michigan flights to just show those with flexible booking policies.

How can momondo help me find flights from Winnipeg to Michigan?

momondo provides multiple filters to help you find the best flight to Michigan from Winnipeg. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

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