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Cheap flights from Winnipeg to Michigan from C$ 147

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — DTW
9 Nov — 16 Nov1
1 adult
1 adult, Economy

Cheap flight deals from Winnipeg to Michigan

Keep the following information in mind while searching for Winnipeg to Michigan flight deals. Data was last updated 10 October 2025.

Round-trip from

C$ 263

One-way from

C$ 184

Popular in

September

Cheapest in

April

Average price

C$ 551
WestJet
  • WestJet
  • 23/11-28/11
  • 2 total stops
  • 35h 01m total
  • Winnipeg to Michigan
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5/12
  • 5/12
  • 3 total stops
  • 28h 10m total
  • Winnipeg to Michigan
Search Deals
Highest demand for flights based on searches. 19% potential increase in price (C$ 229 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 68 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Find flight deals from Winnipeg to Michigan

Enter your travel dates to find the best prices.

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 10 October 2025.

Sun 23/1110:55 a.m.YWG - ORD
1 stop26h 40mWestJet
Fri 28/112:20 p.m.ORD - YWG
1 stop8h 21mWestJet
Deal found 8/10C$ 263
Fri 5/126:15 a.m.YWG - ORD
1 stop7h 20mWestJet
Mon 8/122:20 p.m.ORD - YWG
1 stop19h 48mWestJet
Deal found 9/10C$ 264
Mon 27/106:15 a.m.YWG - ORD
1 stop7h 20mWestJet
Fri 31/102:20 p.m.ORD - YWG
1 stop8h 21mWestJet
Deal found 9/10C$ 291
Tue 4/119:00 p.m.YWG - MDW
2 stops15h 41mMultiple Airlines
Tue 11/111:56 p.m.MDW - YWG
1 stop25h 11mMultiple Airlines
Deal found 7/10C$ 300
Fri 5/126:15 a.m.YWG - ORD
1 stop7h 20mMultiple Airlines
Sun 7/125:10 a.m.ORD - YWG
2 stops19h 31mMultiple Airlines
Deal found 9/10C$ 300
Fri 21/116:15 a.m.YWG - ORD
1 stop7h 20mWestJet
Fri 28/112:20 p.m.ORD - YWG
1 stop8h 21mWestJet
Deal found 9/10C$ 305
Fri 5/127:30 a.m.YWG - MDW
1 stop12h 12mMultiple Airlines
Mon 8/128:42 p.m.MDW - YWG
2 stops21h 24mMultiple Airlines
Deal found 9/10C$ 312
Mon 27/109:00 p.m.YWG - MDW
2 stops14h 38mMultiple Airlines
Thu 30/101:37 p.m.MDW - YWG
1 stop25h 30mMultiple Airlines
Deal found 7/10C$ 317
Fri 5/127:30 a.m.YWG - MDW
1 stop12h 12mMultiple Airlines
Sun 7/126:00 a.m.MDW - YWG
2 stops18h 41mMultiple Airlines
Deal found 9/10C$ 323
Sat 1/119:00 p.m.YWG - ORD
1 stop17h 35mMultiple Airlines
Mon 3/113:30 p.m.ORD - YWG
1 stop9h 13mMultiple Airlines
Deal found 9/10C$ 333
Mon 3/116:15 a.m.YWG - ORD
1 stop7h 20mWestJet
Fri 7/112:20 p.m.ORD - YWG
1 stop8h 21mWestJet
Deal found 7/10C$ 337
Fri 5/126:15 a.m.YWG - ORD
1 stop7h 20mMultiple Airlines
Mon 8/1211:45 a.m.ORD - YWG
1 stop12h 58mMultiple Airlines
Deal found 9/10C$ 342

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 629,999 searches. Data last updated 10 October 2025.
Use the filters below to find and compare flights from Winnipeg to Michigan that are best for you.

Fly from

Winnipeg

Fly to

Michigan

Route

Depart

Return

Price

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sun 23/11

10:55 a.m.-1:35 p.m.

1 stop26h 40m

Chicago O'Hare Intl

Fri 28/11

2:20 p.m.-10:41 p.m.

1 stop8h 21m

C$ 263

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sun 23/11

10:55 a.m.-1:35 p.m.

1 stop26h 40m

Chicago O'Hare Intl

Mon 1/12

2:20 p.m.-10:41 p.m.

1 stop8h 21m

C$ 280

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Tue 4/11

9:00 p.m.-12:41 p.m.

2 stops15h 41m

Chicago Midway

Tue 11/11

1:56 p.m.-3:07 p.m.

1 stop25h 11m

C$ 300

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 5/12

6:15 a.m.-1:35 p.m.

1 stop7h 20m

Chicago O'Hare Intl

Sun 7/12

5:10 a.m.-12:41 a.m.

2 stops19h 31m

C$ 300

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Fri 5/12

7:30 a.m.-7:42 p.m.

1 stop12h 12m

Chicago Midway

Mon 8/12

8:42 p.m.-6:06 p.m.

2 stops21h 24m

C$ 312

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Mon 27/10

9:00 p.m.-11:38 a.m.

2 stops14h 38m

Chicago Midway

Thu 30/10

1:37 p.m.-3:07 p.m.

1 stop25h 30m

C$ 317

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Fri 5/12

7:30 a.m.-7:42 p.m.

1 stop12h 12m

Chicago Midway

Sun 7/12

6:00 a.m.-12:41 a.m.

2 stops18h 41m

C$ 323

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 27/10

9:00 p.m.-11:14 a.m.

2 stops14h 14m

Chicago O'Hare Intl

Thu 30/10

2:20 p.m.-12:41 a.m.

1 stop10h 21m

C$ 330

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 3/11

9:00 p.m.-11:14 a.m.

2 stops14h 14m

Chicago O'Hare Intl

Fri 7/11

5:11 a.m.-3:07 p.m.

1 stop9h 56m

C$ 333

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 3/11

6:15 a.m.-1:35 p.m.

1 stop7h 20m

Chicago O'Hare Intl

Fri 7/11

2:20 p.m.-10:41 p.m.

1 stop8h 21m

C$ 337

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 45 results
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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 time of day to fly from YWG to MI?

Find hourly flight availability from Winnipeg to Michigan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 10 October 2025.

A simple way to save on the total cost of your ticket is to fly from Winnipeg to Michigan in the evening. If you’re flexible enough to do this you can expect to save up to 55% on your trip compared to booking a flight at noon.

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

Reviews of airlines servicing Michigan

Get insights into the airlines that provide service to Michigan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Michigan. Reviews last updated 10 October 2025.
Get a feel of what it's like to fly with Delta,United Airlines, andWestJet from Winnipeg to Michigan by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,970 reviews
Check prices

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Sally,Oct 2025

ATH - JFK

Only negative outcome of this trip was 3 hour delay, but everything else was fine.
Delta
8.0
Very good
7,970 reviews
Delta
8.0
Very good
7,970 reviews
Check prices

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Sally,Oct 2025

ATH - JFK

Only negative outcome of this trip was 3 hour delay, but everything else was fine.
United Airlines
7.4
Good
8,966 reviews
Delta
8.0
Very good
7,970 reviews
Check prices

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Sally,Oct 2025

ATH - JFK

Only negative outcome of this trip was 3 hour delay, but everything else was fine.
WestJet
7.2
Good
3,122 reviews
Delta
8.0
Very good
7,970 reviews
Check prices

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Sally,Oct 2025

ATH - JFK

Only negative outcome of this trip was 3 hour delay, but everything else was fine.
Air Canada
7.1
Good
10,263 reviews
Delta
8.0
Very good
7,970 reviews
Check prices

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Sally,Oct 2025

ATH - JFK

Only negative outcome of this trip was 3 hour delay, but everything else was fine.

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?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Michigan. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

  • How long is the flight from Winnipeg to Michigan?

    Departing from Winnipeg to Michigan will take you 6h 54m. Airlines will cover a distance of 1365 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    The most popular flight routes from Winnipeg to Michigan are Winnipeg - Chicago O'Hare Intl, Winnipeg - Chicago Midway and Winnipeg - Detroit Metropolitan Wayne County.

  • 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.

See more FAQs

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Alternative routes for Winnipeg to Michigan

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Top 4 airlines flying from Winnipeg to Michigan

Discover the top 4 airlines that operate flights from Winnipeg to Michigan. 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 629,999 searches. Data last updated 10 October 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 293AverageC$ 558FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 351AverageC$ 509FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 359AverageC$ 634FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 363AverageC$ 443FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Michigan?

Deals for Winnipeg to Michigan flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Michigan?

Cheapflights simply makes it quick and affordable to book flights from Winnipeg to Michigan by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Winnipeg to Michigan with no change fees?

Certainly. Search results for flights to Michigan from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Winnipeg to Michigan become cheaper?

Of course! You can now track prices for flights from Winnipeg to Michigan and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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