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Winnipeg

$140+ 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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — YWG
Feb 22 — Mar 11
Sun 2/22
Sun 3/1
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 January 23, 2026.

This FlightHub deal was found by Cheapflights users on 1/23. 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.
Fri 6/55:30 pm
ORD
-
YWG
1 stop21h 00m
WestJet
Sun 6/78:30 am
YWG
-
ORD
1 stop8h 13m
WestJet
Deal found 1/23$318
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Thu 2/1211:05 am
MDW
-
YWG
1 stop12h 30m
Multiple Airlines
Fri 2/208:20 pm
YWG
-
MDW
1 stop15h 35m
Multiple Airlines
Deal found 1/22$325
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 2/1412:50 pm
MDW
-
YWG
1 stop10h 45m
Multiple Airlines
Fri 2/208:20 pm
YWG
-
MDW
1 stop15h 35m
Multiple Airlines
Deal found 1/22$326
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Thu 2/1211:05 am
MDW
-
YWG
1 stop12h 30m
Multiple Airlines
Mon 2/238:20 pm
YWG
-
MDW
1 stop13h 50m
Multiple Airlines
Deal found 1/22$337
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 2/1412:50 pm
MDW
-
YWG
1 stop10h 45m
Multiple Airlines
Mon 2/238:20 pm
YWG
-
MDW
1 stop13h 50m
Multiple Airlines
Deal found 1/22$338
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Thu 2/1211:05 am
MDW
-
YWG
1 stop12h 30m
Multiple Airlines
Tue 2/178:05 pm
YWG
-
MDW
1 stop14h 05m
Multiple Airlines
Deal found 1/22$340
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 2/1412:50 pm
MDW
-
YWG
1 stop10h 45m
Multiple Airlines
Thu 2/195:55 am
YWG
-
MDW
2 stops17h 46m
Multiple Airlines
Deal found 1/22$341
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Thu 2/1211:05 am
MDW
-
YWG
1 stop12h 30m
Multiple Airlines
Sun 2/228:05 pm
YWG
-
MDW
1 stop14h 05m
Multiple Airlines
Deal found 1/22$342
This FlightHub deal was found by Cheapflights users on 1/21. 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.
Fri 5/15:30 pm
ORD
-
YWG
1 stop18h 10m
WestJet
Sun 5/38:30 am
YWG
-
ORD
1 stop8h 13m
WestJet
Deal found 1/21$344
This FlightHub deal was found by Cheapflights users on 1/21. 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.
Mon 3/22:20 pm
ORD
-
YWG
1 stop19h 47m
Multiple Airlines
Wed 3/412:10 pm
YWG
-
ORD
1 stop7h 07m
Multiple Airlines
Deal found 1/21$363
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Tue 3/36:30 am
ORD
-
YWG
2 stops12h 39m
WestJet
Wed 3/47:30 am
YWG
-
ORD
1 stop11h 49m
WestJet
Deal found 1/21$378
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Wed 2/116:15 am
MDW
-
YWG
1 stop8h 54m
Multiple Airlines
Fri 2/208:20 pm
YWG
-
MDW
1 stop15h 35m
Multiple Airlines
Deal found 1/22$397

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 January 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$321
(FlightHub)

One-way from

$140
(Trip.com)

Popular in

December

Cheapest in

June

Average price

$494
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. 13% potential increase in price ($63 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 January 2026
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 January 23, 2026.
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

Sat 2/14

12:50 pm-11:35 pm

1 stop10h 45m

Winnipeg

Thu 2/19

8:05 pm-10:10 am

1 stop14h 05m

$342

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 5/1

5:30 pm-11:40 am

1 stop18h 10m

Winnipeg

Sun 5/3

8:30 am-4:43 pm

1 stop8h 13m

$344

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sat 2/14

12:50 pm-11:35 pm

1 stop10h 45m

Winnipeg

Sun 2/22

8:05 pm-10:10 am

1 stop14h 05m

$347

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 6/5

5:30 pm-11:10 pm

2 stops29h 40m

Winnipeg

Sun 6/7

8:30 am-4:43 pm

1 stop8h 13m

$349

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Tue 3/3

7:30 am-12:40 am

2 stops17h 10m

Winnipeg

Wed 3/4

7:30 am-7:07 pm

1 stop11h 37m

$365

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sat 2/14

12:50 pm-11:35 pm

1 stop10h 45m

Winnipeg

Fri 2/20

9:00 pm-11:55 am

2 stops14h 55m

$368

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 5/11

5:30 pm-5:40 pm

1 stop24h 10m

Winnipeg

Mon 6/1

8:30 am-4:43 pm

1 stop8h 13m

$397

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Thu 2/12

11:05 am-11:35 pm

1 stop12h 30m

Winnipeg

Fri 2/20

9:00 pm-11:55 am

2 stops14h 55m

$401

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Wed 2/11

6:15 am-12:40 am

2 stops18h 25m

Winnipeg

Wed 2/18

8:05 pm-10:10 am

1 stop14h 05m

$409

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Wed 2/11

6:15 am-12:40 am

2 stops18h 25m

Winnipeg

Tue 2/17

8:05 pm-10:10 am

1 stop14h 05m

$409

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 44 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.

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 and Delta can get you from Michigan to Winnipeg in just under 4h 56m. Your travel time can differ by up to 13h 14m. Airlines will cover a distance of 771 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 Detroit Metropolitan Wayne County - Winnipeg or Chicago Midway - 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 January 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$144Average$540FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$186Average$517FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$190Average$417FlexibilityNo cancel feeOn-time69%

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