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$92+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — YWG
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
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 23, 2025.

This United Airlines deal was found by Cheapflights users on 12/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2611:20 amDTW - YWG
2 stops10h 31mUnited Airlines
Fri 1/22:20 pmYWG - DTW
1 stop7h 10mUnited Airlines
Deal found 12/21$922
This FlightHub deal was found by Cheapflights users on 12/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2611:48 amMDW - YWG
1 stop11h 56mWestJet
Mon 12/2912:20 pmYWG - MDW
2 stops20h 29mWestJet
Deal found 12/20$1,012
This Air Canada deal was found by Cheapflights users on 12/21. 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.
Fri 12/267:15 amDTW - YWG
1 stop5h 42mAir Canada
Fri 1/22:20 pmYWG - DTW
1 stop7h 10mAir Canada
Deal found 12/21$1,017
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Thu 12/256:35 amORD - YWG
1 stop5h 10mMultiple Airlines
Sun 12/286:00 amYWG - ORD
1 stop8h 11mMultiple Airlines
Deal found 12/22$1,072
This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:48 amMDW - YWG
1 stop23h 57mWestJet
Sun 12/2812:20 pmYWG - MDW
2 stops20h 29mWestJet
Deal found 12/21$1,126
This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/254:01 pmORD - YWG
1 stop24h 54mWestJet
Sun 12/2812:20 pmYWG - ORD
2 stops24h 34mWestJet
Deal found 12/21$1,143
This Air Canada deal was found by Cheapflights users on 12/22. 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.
Sat 12/279:10 amORD - YWG
Nonstop2h 47mAir Canada
Tue 12/305:30 amYWG - ORD
1 stop7h 31mAir Canada
Deal found 12/22$1,161
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Sat 12/277:05 pmORD - YWG
1 stop4h 39mWestJet
Tue 12/3012:55 pmYWG - ORD
2 stops32h 39mWestJet
Deal found 12/22$1,163
This Kiwi.com deal was found by Cheapflights users on 12/20. 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.
Fri 12/2611:48 amMDW - YWG
1 stop5h 07mMultiple Airlines
Mon 12/294:55 pmYWG - MDW
1 stop17h 24mMultiple Airlines
Deal found 12/20$1,169
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Tue 12/236:30 pmORD - YWG
1 stop5h 14mMultiple Airlines
Sat 1/36:45 amYWG - ORD
2 stops53h 37mMultiple Airlines
Deal found 12/22$1,203
This Air Canada deal was found by Cheapflights users on 12/21. 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.
Thu 12/259:10 amORD - YWG
Nonstop2h 47mAir Canada
Sun 12/282:20 pmYWG - ORD
Nonstop2h 43mAir Canada
Deal found 12/21$1,220
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Tue 12/235:59 pmMDW - YWG
1 stop5h 45mWestJet
Sat 1/35:00 amYWG - MDW
2 stops30h 58mWestJet
Deal found 12/22$1,240

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 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$216
(Kiwi.com)

One-way from

$92
(Kiwi.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 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

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Mon 1/19

12:57 pm-12:43 am

1 stop11h 46m

Winnipeg

Mon 1/26

9:00 pm-12:05 pm

2 stops15h 05m

$260

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 1/22

2:42 pm-3:07 pm

1 stop24h 25m

Winnipeg

Sun 1/25

8:05 pm-11:22 am

2 stops39h 17m

$262

DetroitWinnipeg

DTW - YWG

DTWYWG

Detroit Metropolitan Wayne County

Mon 2/2

6:20 am-12:36 am

1 stop19h 16m

Winnipeg

Sun 2/8

7:30 am-10:20 am

1 stop25h 50m

$263

DetroitWinnipeg

DTW - YWG

DTWYWG

Detroit Metropolitan Wayne County

Sun 1/18

3:12 pm-6:03 pm

1 stop27h 51m

Winnipeg

Sun 1/25

4:55 pm-6:19 pm

2 stops24h 24m

$264

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 2/13

5:05 am-3:09 pm

1 stop10h 04m

Winnipeg

Mon 2/16

9:00 pm-10:30 am

2 stops13h 30m

$272

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 3/2

6:00 am-12:36 am

1 stop18h 36m

Winnipeg

Wed 3/4

7:30 am-4:52 pm

1 stop9h 22m

$273

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Fri 2/13

6:00 am-3:09 pm

1 stop9h 09m

Winnipeg

Mon 2/16

9:00 pm-7:07 pm

2 stops22h 07m

$277

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Mon 3/2

3:29 pm-12:36 am

1 stop9h 07m

Winnipeg

Wed 3/4

7:30 am-7:07 pm

1 stop11h 37m

$295

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Thu 1/22

5:01 pm-3:07 pm

1 stop22h 06m

Winnipeg

Sun 1/25

8:20 pm-10:10 am

1 stop13h 50m

$303

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 6/5

5:30 pm-2:30 pm

1 stop21h 00m

Winnipeg

Sun 6/7

8:30 am-4:43 pm

1 stop8h 13m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 46 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 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 30% 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 21h. 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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$168Average$540FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$417FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$210Average$534FlexibilityNo cancel feeOn-time67%

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