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$86+ Cheap flights from Michigan to Winnipeg (YWG)

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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — YWG
nov. 22 — nov. 291
sáb. 11/22
sáb. 11/29
1 adult, Economy
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Find flight deals from Michigan to Winnipeg

Cheapest flights from Michigan to Winnipeg
Explore the most affordable flight options available from Michigan to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
vie. 12/55:50 amDTW - YWG
1 stop10h 17mMultiple Airlines
vie. 12/127:30 amYWG - DTW
1 stop26h 09mMultiple Airlines
Deal found 10/21$225
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/58:42 pmMDW - YWG
2 stops27h 59mMultiple Airlines
vie. 12/127:30 amYWG - MDW
1 stop12h 12mMultiple Airlines
Deal found 10/20$233
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
mar. 10/281:56 pmMDW - YWG
1 stop25h 11mMultiple Airlines
vie. 10/317:30 amYWG - MDW
1 stop14h 15mMultiple Airlines
Deal found 10/22$234
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
mar. 10/2812:37 pmORD - YWG
1 stop26h 30mMultiple Airlines
vie. 10/317:30 amYWG - ORD
1 stop16h 09mMultiple Airlines
Deal found 10/22$234
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/56:11 amORD - YWG
1 stop8h 56mMultiple Airlines
vie. 12/127:30 amYWG - ORD
1 stop14h 54mMultiple Airlines
Deal found 10/20$243
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
sáb. 12/61:29 pmORD - YWG
1 stop25h 38mMultiple Airlines
sáb. 12/139:00 pmYWG - ORD
2 stops47h 17mMultiple Airlines
Deal found 10/22$275
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
vie. 11/216:05 amMDW - YWG
1 stop9h 02mMultiple Airlines
lun. 11/249:00 pmYWG - MDW
2 stops25h 03mMultiple Airlines
Deal found 10/22$286
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
mié. 12/247:10 pmDTW - YWG
2 stops30h 29mMultiple Airlines
dom. 1/114:55 pmYWG - DTW
1 stop26h 14mMultiple Airlines
Deal found 10/22$289
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
jue. 11/203:53 pmORD - YWG
2 stops23h 14mMultiple Airlines
jue. 11/277:30 amYWG - ORD
1 stop10h 00mMultiple Airlines
Deal found 10/23$293
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
vie. 11/216:00 amORD - YWG
1 stop9h 07mMultiple Airlines
lun. 11/246:15 amYWG - ORD
1 stop7h 20mMultiple Airlines
Deal found 10/22$298
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
mié. 11/122:06 pmMDW - YWG
2 stops34h 33mMultiple Airlines
dom. 11/167:30 amYWG - MDW
1 stop14h 33mMultiple Airlines
Deal found 10/22$306
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/272:56 pmDTW - YWG
1 stop10h 47mMultiple Airlines
lun. 11/39:00 pmYWG - DTW
2 stops14h 03mMultiple Airlines
Deal found 10/20$326

Cheap flight deals from Michigan to Winnipeg

Keep the following information in mind while searching for Michigan to Winnipeg flight deals. Data was last updated octubre 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$225
(Kiwi.com)

One-way from

$86
(Trip.com)

Popular in

September

Cheapest in

June

Average price

$481
Provider with most accurate pricing for Detroit (DTT)-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Detroit (DTT)-Winnipeg flights.
Search Deals
From Michigan to Winnipeg
Search Deals
One-way flight from Michigan to Winnipeg
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Michigan to Winnipeg 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 octubre 23, 2025.
Use the filters below to find and compare flights from Michigan to Winnipeg that are best for you.

Fly from

Michigan

Fly to

Winnipeg

Route

Depart

Return

Price

DetroitWinnipeg

DTW - YWG

DTWYWG

Detroit Metropolitan Wayne County

vie. 12/5

9:21 am-12:41 am

2 stops16h 20m

Winnipeg

vie. 12/12

7:30 am-8:07 am

1 stop23h 37m

$241

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

vie. 12/5

6:15 am-3:07 pm

1 stop8h 52m

Winnipeg

vie. 12/12

7:30 am-10:12 pm

1 stop14h 42m

$243

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

vie. 12/5

6:11 am-12:41 am

2 stops18h 30m

Winnipeg

vie. 12/12

6:15 am-1:35 pm

1 stop7h 20m

$268

DetroitWinnipeg

DTW - YWG

DTWYWG

Detroit Metropolitan Wayne County

mié. 12/24

7:10 pm-12:39 am

2 stops30h 29m

Winnipeg

dom. 1/11

4:55 pm-8:09 pm

1 stop26h 14m

$289

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

jue. 11/20

3:53 pm-3:07 pm

2 stops23h 14m

Winnipeg

jue. 11/27

7:30 am-5:30 pm

1 stop10h 00m

$293

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

mié. 11/12

2:06 pm-12:39 am

2 stops34h 33m

Winnipeg

dom. 11/16

7:30 am-10:03 pm

1 stop14h 33m

$306

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

vie. 11/14

6:15 am-3:07 pm

1 stop8h 52m

Winnipeg

dom. 11/30

8:05 pm-10:05 am

1 stop14h 00m

$346

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

sáb. 12/6

1:29 pm-3:07 pm

1 stop25h 38m

Winnipeg

sáb. 12/13

5:45 pm-11:40 am

1 stop17h 55m

$351

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

jue. 11/13

9:00 am-12:39 am

2 stops15h 39m

Winnipeg

vie. 11/14

7:30 am-6:39 pm

1 stop11h 09m

$354

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

vie. 11/21

6:05 am-3:07 pm

1 stop9h 02m

Winnipeg

lun. 11/24

8:05 pm-10:05 am

1 stop14h 00m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 42 results
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Best time to book a flight from Michigan to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Michigan 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 Michigan to Winnipeg

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

Currently, March is the cheapest month in which you can book a flight from Michigan to Winnipeg (average of $126). Flying from Michigan to Winnipeg in February is currently the most expensive (average of $743). 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.

What is the cheapest time of day to fly from MI to YWG?

Find hourly flight availability from Michigan to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 23, 2025.

One of the essential ways to save on airfare from Michigan to Winnipeg is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 28% on airfare.

Related info for your journey

Find useful and relevant information for your journey from Michigan to Winnipeg. 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 into for flights to Winnipeg from Michigan?

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

  • How long is the flight from Michigan to Winnipeg?

    WestJet can get you from Michigan to Winnipeg in just under 24h 16m. Your travel time can differ by up to . Airlines will cover a distance of 706 mi.

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

    The most popular route from Michigan to Winnipeg is Chicago O'Hare Intl - Winnipeg. You may also consider Chicago Midway - Winnipeg or Detroit Metropolitan Wayne County - Winnipeg.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Michigan to Winnipeg 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 Michigan to Winnipeg?

    Currently, March is the cheapest month in which you can book a flight from Michigan to Winnipeg (average of $126). Flying from Michigan to Winnipeg in February is currently the most expensive (average of $743). 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

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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Top 3 airlines flying from Michigan to Winnipeg

Discover the top 3 airlines that operate flights from Michigan to Winnipeg. 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 2,558,603 searches. Data last updated octubre 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$144Average$469FlexibilityNo cancel feeOn-time67%
DeltaCheapest$181Average$540FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$417FlexibilityNo cancel feeOn-time69%

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