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$101+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — YWG
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap 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 December 9, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/158:42 pmMDW - YWG
2 stops27h 59mMultiple Airlines
Mon 1/54:55 pmYWG - MDW
1 stop19h 58mMultiple Airlines
Deal found 12/6$357
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 12/132:59 pmMDW - YWG
2 stops24h 08mMultiple Airlines
Fri 1/307:30 amYWG - MDW
1 stop14h 49mMultiple Airlines
Deal found 12/9$383
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/158:42 pmMDW - YWG
2 stops27h 59mMultiple Airlines
Mon 12/294:55 pmYWG - MDW
1 stop17h 24mMultiple Airlines
Deal found 12/6$470
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/159:14 pmORD - YWG
2 stops41h 53mMultiple Airlines
Mon 1/58:00 amYWG - ORD
1 stop16h 30mMultiple Airlines
Deal found 12/6$549
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/132:59 pmMDW - YWG
2 stops24h 08mMultiple Airlines
Tue 12/308:00 amYWG - MDW
1 stop13h 58mMultiple Airlines
Deal found 12/7$594
This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Wed 12/102:50 pmDTW - YWG
2 stops34h 00mMultiple Airlines
Wed 12/174:55 pmYWG - DTW
1 stop24h 32mMultiple Airlines
Deal found 12/9$601
This Kiwi.com deal was found by Cheapflights users on 12/8. 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.
Wed 12/108:55 amORD - YWG
2 stops34h 06mMultiple Airlines
Sun 12/147:30 amYWG - ORD
1 stop14h 54mMultiple Airlines
Deal found 12/8$625
This Kiwi.com deal was found by Cheapflights users on 12/7. 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.
Wed 12/108:00 amORD - YWG
2 stops39h 50mMultiple Airlines
Mon 12/155:45 pmYWG - ORD
1 stop3h 55mMultiple Airlines
Deal found 12/7$701
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/93:26 pmORD - YWG
2 stops28h 09mMultiple Airlines
Sun 12/147:30 amYWG - ORD
1 stop14h 54mMultiple Airlines
Deal found 12/7$710
This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Wed 12/102:49 pmMDW - YWG
2 stops33h 01mMultiple Airlines
Wed 12/317:30 amYWG - MDW
1 stop14h 42mMultiple Airlines
Deal found 12/9$728
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/255:00 amORD - YWG
2 stops14h 35mMultiple Airlines
Sun 12/285:40 pmYWG - ORD
1 stop8h 12mMultiple Airlines
Deal found 12/6$735
This Kiwi.com deal was found by Cheapflights users on 12/6. 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.
Sun 12/217:00 amORD - YWG
2 stops41h 43mMultiple Airlines
Sun 12/285:40 pmYWG - ORD
1 stop8h 12mMultiple Airlines
Deal found 12/6$737

Find flight deals from Michigan to Winnipeg

Keep the following information in mind while searching for Michigan to Winnipeg flight deals. Data was last updated December 9, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$234
(Kiwi.com)

One-way from

$101
(Trip.com)

Popular in

December

Cheapest in

June

Average price

$539
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. 14% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 9, 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

Sat 1/17

5:40 pm-12:43 am

1 stop32h 03m

Winnipeg

Sat 1/24

9:00 pm-12:11 pm

2 stops14h 11m

$256

DetroitWinnipeg

DTW - YWG

DTWYWG

Detroit Metropolitan Wayne County

Mon 1/12

6:00 am-12:43 am

1 stop19h 43m

Winnipeg

Mon 1/19

8:00 am-1:30 pm

2 stops28h 30m

$260

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 1/7

5:50 am-3:07 pm

1 stop9h 17m

Winnipeg

Wed 1/14

4:10 pm-7:36 pm

2 stops27h 26m

$266

DetroitWinnipeg

DTW - YWG

DTWYWG

Detroit Metropolitan Wayne County

Thu 1/22

7:14 pm-3:07 pm

1 stop20h 53m

Winnipeg

Thu 1/29

4:10 pm-11:59 pm

2 stops30h 49m

$270

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 4/6

2:20 pm-10:40 pm

1 stop8h 20m

Winnipeg

Mon 4/13

6:15 am-1:35 pm

1 stop7h 20m

$281

DetroitWinnipeg

DTW - YWG

DTWYWG

Detroit Metropolitan Wayne County

Tue 1/13

7:00 am-5:26 pm

1 stop11h 26m

Winnipeg

Fri 1/16

5:05 pm-9:56 pm

1 stop27h 51m

$295

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 1/22

2:42 pm-3:07 pm

1 stop24h 25m

Winnipeg

Thu 1/29

9:00 pm-1:35 pm

1 stop16h 35m

$305

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 1/30

2:20 pm-10:41 pm

1 stop8h 21m

Winnipeg

Mon 2/2

6:15 am-1:35 pm

1 stop7h 20m

$327

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 1/8

5:50 am-12:41 am

2 stops18h 51m

Winnipeg

Sun 1/11

6:55 pm-1:35 pm

1 stop18h 40m

$330

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 4/6

2:20 pm-10:40 pm

1 stop8h 20m

Winnipeg

Mon 4/13

6:15 am-12:01 am

2 stops17h 46m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/6

Showing 1-10 of 54 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 December 9, 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.

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

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 8h 20m. 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 December 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$181Average$540FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$417FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$210Average$534FlexibilityNo cancel feeOn-time67%

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