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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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — DTW
17 May — 24 May1
1 adult
1 adult, Economy, 0 bags

Cheap 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 17 April 2026.

Mon 25/57:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Fri 29/55:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 13/4C$ 425
Tue 23/67:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Thu 25/65:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 15/4C$ 427
Sun 3/57:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Fri 8/55:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 13/4C$ 429
Fri 22/57:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Sun 24/55:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 14/4C$ 435
Wed 27/57:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Fri 29/55:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 13/4C$ 440
Sun 18/107:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Thu 22/105:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 15/4C$ 453
Tue 8/97:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Tue 22/95:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 14/4C$ 454
Sun 31/512:00 p.m.
YWG
-
ORD
1 stop28h 40m
WestJet
Sun 7/65:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 16/4C$ 468
Wed 27/59:05 p.m.
YWG
-
ORD
2 stops34h 50m
Multiple Airlines
Fri 29/55:30 p.m.
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Deal found 13/4C$ 470
Tue 23/67:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Tue 30/65:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 15/4C$ 473
Wed 10/612:46 p.m.
YWG
-
MDW
1 stop5h 32m
Delta
Sat 13/69:54 a.m.
MDW
-
YWG
1 stop5h 25m
Delta
Deal found 13/4C$ 517
Thu 28/59:05 p.m.
YWG
-
MDW
2 stops14h 04m
Multiple Airlines
Mon 1/63:20 p.m.
MDW
-
YWG
1 stop18h 25m
Multiple Airlines
Deal found 13/4C$ 527

Find flight deals from Winnipeg to Michigan

Keep the following information in mind while searching for Winnipeg to Michigan flight deals. Data was last updated 17 April 2026.

Round-trip from

C$ 425

One-way from

C$ 239

Popular in

April

Cheapest in

May

Average price

C$ 1,378
WestJet
  • WestJet
  • 25/5-29/5
  • 2 total stops
  • 17h 05m total
  • Winnipeg to Michigan
Search Deals
WestJet
  • WestJet
  • 3/5
  • 1 total stop
  • 9h 40m total
  • Winnipeg to Michigan
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 168 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease (C$ 101 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 17 April 2026.
Use the filters below to find and compare flights from Winnipeg to Michigan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 7/9

8:50 a.m.-4:48 p.m.

1 stop7h 58m

Chicago O'Hare Intl

Wed 23/9

6:00 a.m.-11:34 a.m.

1 stop5h 34m

C$ 514

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Wed 9/9

8:50 a.m.-2:58 p.m.

1 stop6h 08m

Chicago O'Hare Intl

Tue 22/9

6:00 a.m.-11:34 a.m.

1 stop5h 34m

C$ 514

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 1/5

6:30 a.m.-1:20 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Tue 5/5

8:35 p.m.-10:03 a.m.

1 stop13h 28m

C$ 520

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 30/5

3:50 p.m.-9:20 p.m.

1 stop5h 30m

Chicago O'Hare Intl

Sat 6/6

5:41 p.m.-11:26 p.m.

1 stop5h 45m

C$ 550
Quickest round-trip

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 2/5

2:00 p.m.-4:35 p.m.

Nonstop2h 35m

Chicago O'Hare Intl

Wed 6/5

9:18 a.m.-11:52 a.m.

Nonstop2h 34m

C$ 569

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sun 14/6

5:42 p.m.-9:55 p.m.

1 stop4h 13m

Chicago O'Hare Intl

Mon 22/6

8:36 a.m.-4:52 p.m.

1 stop8h 16m

C$ 598

WinnipegDetroit

YWG - DTW

YWGDTW

Winnipeg

Sat 9/5

9:05 p.m.-4:40 p.m.

1 stop18h 35m

Detroit Metropolitan Wayne County

Sat 30/5

6:10 p.m.-9:40 p.m.

1 stop28h 30m

C$ 612

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sun 12/7

5:10 a.m.-1:22 p.m.

1 stop8h 12m

Chicago O'Hare Intl

Wed 15/7

7:55 p.m.-10:33 p.m.

Nonstop2h 38m

C$ 620

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Tue 8/9

12:40 p.m.-4:48 p.m.

1 stop4h 08m

Chicago O'Hare Intl

Fri 25/9

8:00 a.m.-11:27 p.m.

2 stops15h 27m

C$ 657

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Sat 30/5

6:40 a.m.-1:19 p.m.

1 stop6h 39m

Chicago Midway

Sat 6/6

1:22 p.m.-11:26 p.m.

2 stops10h 04m

C$ 686

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/4

Showing 1-10 of 59 resultsSorted by cheapest first
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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$ 81). Flying from Winnipeg to Michigan in February is currently the most expensive (average of C$ 802). 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.

How much does it cost to fly round-trip from Winnipeg to Michigan?

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 17 April 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
8,422 reviews
Check prices

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

7.9

Entertainment

7.8

Food

7.2

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
8,422 reviews
Delta
7.9
Good
8,422 reviews
Check prices

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

7.9

Entertainment

7.8

Food

7.2

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
9,604 reviews
Delta
7.9
Good
8,422 reviews
Check prices

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

7.9

Entertainment

7.8

Food

7.2

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
3,321 reviews
Delta
7.9
Good
8,422 reviews
Check prices

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

7.9

Entertainment

7.8

Food

7.2

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 6h 50m. Airlines will cover a distance of 1136 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$ 81). Flying from Winnipeg to Michigan in February is currently the most expensive (average of C$ 802). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Winnipeg to Michigan

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Top airline flying from Winnipeg to Michigan

Discover the top airline 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 17 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 332AverageC$ 548FlexibilityNo 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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