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$164+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — DTW
Apr 25 — May 21
Sat 4/25
Sat 5/2
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 March 26, 2026.

This oojo deal was found by Cheapflights users on 3/23. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
YWG
-
ORD
1 stop10h 40m
WestJet
Thu 5/145:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 3/23$309
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Thu 5/79:05 pm
YWG
-
ORD
2 stops13h 41m
Multiple Airlines
Thu 5/145:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Deal found 3/23$361
This FlightHub deal was found by Cheapflights users on 3/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/139:20 am
YWG
-
ORD
1 stop6h 58m
Multiple Airlines
Fri 5/155:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Deal found 3/22$369
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Mon 4/2012:10 pm
YWG
-
ORD
2 stops31h 47m
Multiple Airlines
Mon 4/275:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Deal found 3/23$428
This FlightHub deal was found by Cheapflights users on 3/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Sat 5/96:24 am
ORD
-
YWG
1 stop4h 30m
WestJet
Deal found 3/23$429
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Thu 4/237:30 am
YWG
-
ORD
1 stop22h 38m
Multiple Airlines
Sun 4/265:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Deal found 3/23$432
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1811:55 am
YWG
-
ORD
1 stop6h 16m
WestJet
Mon 4/275:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 3/22$433
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Thu 4/238:05 pm
YWG
-
MDW
1 stop19h 15m
Multiple Airlines
Thu 4/3011:00 am
MDW
-
YWG
1 stop22h 45m
Multiple Airlines
Deal found 3/26$436
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Thu 4/237:30 am
YWG
-
ORD
1 stop21h 55m
Multiple Airlines
Thu 4/305:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Deal found 3/26$436
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:00 pm
YWG
-
MDW
1 stop27h 20m
Multiple Airlines
Mon 5/43:20 pm
MDW
-
YWG
2 stops23h 58m
Multiple Airlines
Deal found 3/24$443
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Mon 4/208:10 pm
YWG
-
MDW
1 stop14h 05m
Multiple Airlines
Mon 4/2711:00 am
MDW
-
YWG
1 stop13h 55m
Multiple Airlines
Deal found 3/23$453
This Air Canada deal was found by Cheapflights users on 3/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:10 am
YWG
-
DTW
1 stop5h 03m
Air Canada
Sun 6/76:50 pm
DTW
-
YWG
1 stop5h 28m
Air Canada
Deal found 3/21$463

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 March 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(oojo)

One-way from

$164
(Kiwi.com)

Popular in

September

Cheapest in

April
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. 21% potential increase in price ($124 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($39 potential savings vs. average RT price).
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 March 26, 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

Tue 5/5

2:00 pm-11:44 pm

2 stops8h 44m

Detroit Metropolitan Wayne County

Wed 5/6

6:00 am-11:52 am

1 stop6h 52m

$469

WinnipegDetroit

YWG - DTW

YWGDTW

Winnipeg

Wed 6/3

7:00 am-7:02 pm

2 stops11h 02m

Detroit Metropolitan Wayne County

Sun 6/7

11:00 am-10:33 pm

1 stop12h 33m

$472

WinnipegDetroit

YWG - DTW

YWGDTW

Winnipeg

Wed 7/22

12:46 pm-8:21 pm

1 stop6h 35m

Detroit Metropolitan Wayne County

Tue 7/28

7:01 am-3:08 pm

1 stop9h 07m

$480

WinnipegDetroit

YWG - DTW

YWGDTW

Winnipeg

Wed 7/22

7:00 am-3:29 pm

1 stop7h 29m

Detroit Metropolitan Wayne County

Tue 7/28

10:13 am-11:52 am

2 stops26h 39m

$480

WinnipegDetroit

YWG - DTW

YWGDTW

Winnipeg

Mon 4/27

8:45 am-10:52 pm

1 stop13h 07m

Detroit Metropolitan Wayne County

Thu 4/30

6:00 am-11:52 am

1 stop6h 52m

$484

WinnipegDetroit

YWG - DTW

YWGDTW

Winnipeg

Sat 4/18

8:45 am-9:43 am

2 stops23h 58m

Detroit Metropolitan Wayne County

Sat 4/25

7:18 am-11:52 am

1 stop5h 34m

$484

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Tue 7/7

7:00 am-6:18 pm

2 stops11h 18m

Chicago Midway

Tue 7/14

7:06 pm-4:52 pm

1 stop21h 46m

$512

WinnipegTraverse City

YWG - TVC

YWGTVC

Winnipeg

Fri 8/21

6:00 am-5:48 pm

2 stops10h 48m

Traverse City Cherry Capital

Tue 8/25

6:25 pm-8:09 pm

1 stop26h 44m

$516

WinnipegTraverse City

YWG - TVC

YWGTVC

Winnipeg

Fri 5/8

7:00 am-11:59 pm

2 stops15h 59m

Traverse City Cherry Capital

Tue 5/12

6:26 am-12:55 am

2 stops19h 29m

$526

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Fri 5/1

5:20 pm-6:36 pm

1 stop25h 16m

Chicago Midway

Tue 5/5

1:24 pm-12:55 am

2 stops11h 31m

$529

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/23

Showing 1-10 of 60 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 $161). Flying from Winnipeg to Michigan in January is currently the most expensive (average of $625). 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?

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 7h 58m. Fly via WestJet, United Airlines, or Delta to get the fastest option. The distance from Winnipeg to Michigan is about 651 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 $161). Flying from Winnipeg to Michigan in January is currently the most expensive (average of $625). 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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