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Cheap flights from Winnipeg to Michigan from C$ 239

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 28/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — DTW
15 Feb — 22 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Michigan

Keep the following information in mind while searching for Winnipeg to Michigan flight deals. Data was last updated 16 January 2026.

Round-trip from

C$ 370

One-way from

C$ 239

Popular in

September

Cheapest in

April

Average price

C$ 549
WestJet
  • WestJet
  • 13/2-16/2
  • 2 total stops
  • 27h 07m total
  • Winnipeg to Michigan
Search Deals
Porter Airlines
  • Porter Airlines
  • 28/2
  • 1 total stop
  • 6h 35m total
  • Winnipeg to Michigan
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 199 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 65 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Find flight deals from Winnipeg to Michigan

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Michigan
Explore the most affordable flight options available from Winnipeg to Michigan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 January 2026.

Fri 4/98:30 a.m.
YWG
-
ORD
1 stop8h 13m
WestJet
Mon 7/95:30 p.m.
ORD
-
YWG
1 stop26h 45m
WestJet
Deal found 14/1C$ 353
Fri 13/26:15 a.m.
YWG
-
ORD
1 stop7h 20m
WestJet
Mon 16/22:20 p.m.
ORD
-
YWG
1 stop19h 47m
WestJet
Deal found 13/1C$ 370
Sat 25/412:40 p.m.
YWG
-
ORD
1 stop28h 03m
WestJet
Thu 30/45:30 p.m.
ORD
-
YWG
1 stop16h 30m
WestJet
Deal found 14/1C$ 391
Fri 21/812:15 p.m.
YWG
-
ORD
1 stop24h 24m
WestJet
Tue 25/85:30 p.m.
ORD
-
YWG
1 stop18h 10m
WestJet
Deal found 15/1C$ 396
Mon 2/38:00 a.m.
YWG
-
ORD
1 stop15h 47m
Multiple Airlines
Mon 9/32:20 p.m.
ORD
-
YWG
1 stop8h 20m
Multiple Airlines
Deal found 15/1C$ 439
Wed 21/17:30 a.m.
YWG
-
DTW
1 stop25h 50m
Multiple Airlines
Tue 3/22:36 p.m.
DTW
-
YWG
1 stop25h 33m
Multiple Airlines
Deal found 14/1C$ 474
Tue 24/28:00 a.m.
YWG
-
ORD
1 stop11h 47m
Multiple Airlines
Thu 26/28:16 p.m.
ORD
-
YWG
2 stops39h 16m
Multiple Airlines
Deal found 13/1C$ 484
Fri 8/58:30 a.m.
YWG
-
ORD
1 stop8h 13m
Multiple Airlines
Tue 12/51:35 p.m.
ORD
-
YWG
2 stops28h 05m
Multiple Airlines
Deal found 15/1C$ 496
Tue 3/311:53 a.m.
YWG
-
TVC
2 stops11h 05m
Delta
Tue 10/36:00 a.m.
TVC
-
YWG
2 stops11h 54m
Delta
Deal found 13/1C$ 532
Tue 21/78:15 a.m.
YWG
-
DTW
1 stop4h 56m
Air Canada
Mon 27/76:50 p.m.
DTW
-
YWG
1 stop5h 20m
Air Canada
Deal found 14/1C$ 536
Mon 2/25:21 p.m.
YWG
-
DTW
1 stop4h 13m
Delta
Thu 5/212:45 p.m.
DTW
-
YWG
1 stop4h 44m
Delta
Deal found 14/1C$ 567
Tue 21/72:35 p.m.
YWG
-
DTW
2 stops25h 40m
WestJet
Mon 27/76:05 p.m.
DTW
-
YWG
1 stop25h 05m
WestJet
Deal found 14/1C$ 581

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Michigan 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, Cheapflights users made 629,999 searches. Data last updated 16 January 2026.
Use the filters below to find and compare flights from Winnipeg to Michigan that are best for you.

Fly from

Winnipeg

Fly to

Michigan

Route

Depart

Return

Price

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 13/2

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

1 stop7h 20m

Chicago O'Hare Intl

Mon 16/2

2:20 p.m.-10:07 a.m.

1 stop19h 47m

C$ 370

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 25/4

12:40 p.m.-4:43 p.m.

1 stop28h 03m

Chicago O'Hare Intl

Thu 30/4

5:30 p.m.-11:33 a.m.

2 stops18h 03m

C$ 420

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 2/3

8:00 a.m.-11:47 p.m.

1 stop15h 47m

Chicago O'Hare Intl

Mon 9/3

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

1 stop8h 20m

C$ 439

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 8/5

8:30 a.m.-4:43 p.m.

1 stop8h 13m

Chicago O'Hare Intl

Tue 12/5

1:35 p.m.-5:40 p.m.

2 stops28h 05m

C$ 496

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Thu 12/2

9:00 p.m.-1:35 p.m.

1 stop16h 35m

Chicago O'Hare Intl

Mon 16/2

6:15 a.m.-11:01 a.m.

1 stop4h 46m

C$ 504

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Wed 18/2

7:30 a.m.-4:52 p.m.

1 stop9h 22m

Chicago O'Hare Intl

Tue 24/2

9:05 a.m.-1:52 p.m.

2 stops28h 47m

C$ 507

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 20/6

8:30 a.m.-4:43 p.m.

1 stop8h 13m

Chicago O'Hare Intl

Sat 11/7

1:40 p.m.-9:25 p.m.

1 stop7h 45m

C$ 509

WinnipegTraverse City

YWG - TVC

YWGTVC

Winnipeg

Tue 3/3

11:53 a.m.-11:58 p.m.

2 stops11h 05m

Traverse City Cherry Capital

Tue 10/3

6:00 a.m.-4:54 p.m.

2 stops11h 54m

C$ 532

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sun 21/6

7:00 a.m.-6:41 p.m.

2 stops11h 41m

Chicago O'Hare Intl

Sat 11/7

1:40 p.m.-9:25 p.m.

1 stop7h 45m

C$ 536

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sun 22/3

7:30 a.m.-10:52 a.m.

1 stop27h 22m

Chicago O'Hare Intl

Sun 14/6

5:30 p.m.-11:33 a.m.

2 stops18h 03m

C$ 557

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/1

Showing 1-10 of 45 results
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Best time to book a flight from Winnipeg to Michigan

Have a flexible travel schedule? Discover the best time to fly to Michigan from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Michigan

What is the cheapest month to book a flight from Winnipeg to Michigan?

Currently, September is the cheapest month in which you can book a flight from Winnipeg to Michigan (average of C$ 236). Flying from Winnipeg to Michigan in January is currently the most expensive (average of C$ 869). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Michigan

Get insights into the airlines that provide service to Michigan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Michigan. Reviews last updated 16 January 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andWestJet from Winnipeg to Michigan by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,050 reviews
Check prices

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,050 reviews
Delta
7.9
Good
8,050 reviews
Check prices

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,163 reviews
Delta
7.9
Good
8,050 reviews
Check prices

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
WestJet
7.2
Good
3,242 reviews
Delta
7.9
Good
8,050 reviews
Check prices

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Air Canada
7.1
Good
10,624 reviews
Delta
7.9
Good
8,050 reviews
Check prices

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Michigan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Michigan?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Michigan. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

  • How long is the flight from Winnipeg to Michigan?

    Departing from Winnipeg to Michigan will take you 7h 12m. Airlines will cover a distance of 1365 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the most popular routes from Winnipeg to Michigan?

    The most popular flight routes from Winnipeg to Michigan are Winnipeg - Chicago O'Hare Intl, Winnipeg - Chicago Midway and Winnipeg - Detroit Metropolitan Wayne County.

  • Can I find deals for flights from Winnipeg to Michigan that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Michigan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Michigan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Michigan.

  • Can I find deals for business class flights from Winnipeg to Michigan?

    Yes. Cheapflights offers flight deals from Winnipeg to Michigan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Michigan?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to Michigan (average of C$ 236). Flying from Winnipeg to Michigan in January is currently the most expensive (average of C$ 869). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Winnipeg to Michigan

Discover the top 3 airlines that operate flights from Winnipeg to Michigan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 16 January 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 241AverageC$ 440FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 291AverageC$ 408FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 357AverageC$ 556FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Michigan?

Deals for Winnipeg to Michigan flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Michigan?

Cheapflights simply makes it quick and affordable to book flights from Winnipeg to Michigan by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Winnipeg to Michigan with no change fees?

Certainly. Search results for flights to Michigan from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Winnipeg to Michigan become cheaper?

Of course! You can now track prices for flights from Winnipeg to Michigan and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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