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$186+ Cheap flights from Winnipeg (YWG) to Michigan

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 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — DTW
Jul 25 — Aug 11
Sat 7/25
Sat 8/1
1 adult, Economy
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Cheap flight deals from Winnipeg to Michigan

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 June 25, 2026.

This oojo deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Tue 10/65:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 6/24$297
This oojo deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Sun 9/135:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 6/20$298
This oojo deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:15 am
YWG
-
DTW
2 stops10h 05m
WestJet
Fri 8/216:10 pm
DTW
-
YWG
1 stop7h 45m
WestJet
Deal found 6/22$306
This Justfly.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Sun 10/45:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 6/23$307
This oojo deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
YWG
-
DTW
1 stop13h 55m
WestJet
Mon 8/246:10 pm
DTW
-
YWG
1 stop7h 45m
WestJet
Deal found 6/22$318
This Air Canada deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:15 am
YWG
-
DTW
1 stop4h 57m
Air Canada
Tue 9/296:50 pm
DTW
-
YWG
1 stop5h 27m
Air Canada
Deal found 6/22$327
This oojo deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Fri 9/115:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 6/22$333
This Justfly.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:55 pm
YWG
-
ORD
1 stop23h 45m
WestJet
Sun 10/45:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 6/23$337
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:15 am
YWG
-
ORD
2 stops23h 45m
Multiple Airlines
Fri 10/27:00 am
ORD
-
YWG
1 stop13h 30m
Multiple Airlines
Deal found 6/23$339
This oojo deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:15 am
YWG
-
DTW
2 stops10h 05m
WestJet
Sat 7/255:30 pm
DTW
-
YWG
1 stop29h 10m
WestJet
Deal found 6/21$340
This WestJet deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Tue 9/225:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 6/23$342
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:00 am
YWG
-
ORD
1 stop9h 40m
Multiple Airlines
Sun 9/133:20 pm
ORD
-
YWG
2 stops26h 38m
Multiple Airlines
Deal found 6/21$343

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 June 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$297
(oojo)

One-way from

$186
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$680
Provider with most accurate pricing for Winnipeg-Detroit (DTT) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-Detroit (DTT) flights.
Search Deals
From Winnipeg to Michigan
Search Deals
One-way flight from Winnipeg to Michigan
Search Deals
Highest demand for flights based on searches. 31% potential increase in price ($310 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 2,558,603 searches. Data last updated June 25, 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

WinnipegDetroit

YWG - DTW

YWGDTW

Winnipeg

Fri 9/25

8:15 am-2:12 pm

1 stop4h 57m

Detroit Metropolitan Wayne County

Tue 9/29

2:00 pm-11:17 pm

2 stops10h 17m

$330

WinnipegDetroit

YWG - DTW

YWGDTW

Winnipeg

Fri 7/17

6:15 am-5:20 pm

2 stops10h 05m

Detroit Metropolitan Wayne County

Sat 7/25

5:30 pm-2:25 pm

2 stops21h 55m

$346

WinnipegDetroit

YWG - DTW

YWGDTW

Winnipeg

Mon 7/20

6:15 am-5:20 pm

2 stops10h 05m

Detroit Metropolitan Wayne County

Mon 7/27

5:30 pm-8:20 pm

2 stops27h 50m

$347

WinnipegDetroit

YWG - DTW

YWGDTW

Winnipeg

Fri 9/25

8:15 am-8:40 pm

2 stops11h 25m

Detroit Metropolitan Wayne County

Tue 9/29

2:48 pm-10:33 pm

2 stops8h 45m

$384

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 9/21

9:20 am-4:18 pm

1 stop6h 58m

Chicago O'Hare Intl

Tue 9/22

8:03 am-3:19 pm

1 stop7h 16m

$459

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Wed 8/19

6:00 am-1:36 pm

2 stops31h 36m

Chicago O'Hare Intl

Sun 8/23

5:30 pm-12:55 am

1 stop7h 25m

$477

WinnipegTraverse City

YWG - TVC

YWGTVC

Winnipeg

Tue 10/20

6:35 am-11:08 pm

2 stops15h 33m

Traverse City Cherry Capital

Sat 10/24

6:00 am-8:16 pm

2 stops15h 16m

$579

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Wed 8/26

7:00 am-10:36 pm

2 stops15h 36m

Chicago Midway

Tue 9/1

9:59 am-10:10 pm

2 stops12h 11m

$587

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Fri 9/11

7:00 am-6:19 pm

2 stops11h 19m

Chicago Midway

Sun 9/13

9:20 am-10:10 pm

2 stops12h 50m

$587

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Mon 9/21

6:40 am-1:20 pm

1 stop6h 40m

Chicago Midway

Tue 9/22

7:01 pm-11:56 am

2 stops16h 55m

$589

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/20

Showing 1-10 of 51 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 $59). Flying from Winnipeg to Michigan in February is currently the most expensive (average of $585). 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.

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?

    Located just 4.6 mi from the city center, Winnipeg (YWG) is the airport most travelers will use when flying to Michigan from Winnipeg.

  • How long is the flight from Winnipeg to Michigan?

    There are many flights that can get you from Winnipeg to Michigan in 4h 57m. Fly via Air Canada, WestJet, or Porter Airlines to get the fastest option. The distance from Winnipeg to Michigan is about 848 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    When deciding which route to take from Winnipeg to Michigan consider Winnipeg - Chicago O'Hare Intl, Winnipeg - Chicago Midway or Winnipeg - Detroit Metropolitan Wayne County as they are the most popular.

  • 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 $59). Flying from Winnipeg to Michigan in February is currently the most expensive (average of $585). 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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