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$218+ Cheap flights from Milwaukee (MKE) 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
May 27 — Jun 31
Wed 5/27
Wed 6/3
1 adult, Economy
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Cheap flight deals from Milwaukee to Winnipeg

Cheapest flights from Milwaukee to Winnipeg
Explore the most affordable flight options available from Milwaukee to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 27, 2026.

This FlightHub deal was found by Cheapflights users on 4/25. 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.
Wed 6/249:37 am
MKE
-
YWG
2 stops15h 18m
WestJet
Thu 7/25:42 pm
YWG
-
MKE
1 stop17h 35m
WestJet
Deal found 4/25$434
This FlightHub deal was found by Cheapflights users on 4/22. 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.
Mon 7/208:00 am
MKE
-
YWG
2 stops14h 10m
WestJet
Fri 7/247:00 am
YWG
-
MKE
2 stops11h 17m
WestJet
Deal found 4/22$440
This Priceline deal was found by Cheapflights users on 4/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/89:57 am
MKE
-
YWG
2 stops11h 43m
WestJet
Mon 6/155:42 pm
YWG
-
MKE
1 stop4h 01m
WestJet
Deal found 4/24$451
This Justfly.com deal was found by Cheapflights users on 4/23. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:00 am
MKE
-
YWG
2 stops17h 55m
WestJet
Sat 5/233:50 pm
YWG
-
MKE
1 stop3h 57m
WestJet
Deal found 4/23$467
This FlightHub deal was found by Cheapflights users on 4/26. 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 5/2510:15 am
MKE
-
YWG
1 stop24h 39m
WestJet
Tue 5/265:41 pm
YWG
-
MKE
1 stop21h 28m
WestJet
Deal found 4/26$470
This Justfly.com deal was found by Cheapflights users on 4/23. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/254:02 pm
MKE
-
YWG
1 stop18h 52m
WestJet
Fri 5/297:00 am
YWG
-
MKE
2 stops9h 51m
WestJet
Deal found 4/23$476
This WestJet deal was found by Cheapflights users on 4/22. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:00 pm
MKE
-
YWG
2 stops11h 55m
WestJet
Wed 10/217:00 am
YWG
-
MKE
2 stops9h 45m
WestJet
Deal found 4/22$490

Find flight deals from Milwaukee to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$434
(FlightHub)

One-way from

$218
(Kiwi.com)
Provider with most accurate pricing for Milwaukee-Mitchell-Winnipeg flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Winnipeg flights.
Search Deals
From Milwaukee-Mitchell to Winnipeg
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One-way flight from Milwaukee-Mitchell to Winnipeg
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee 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 April 27, 2026.
Use the filters below to find and compare flights from Milwaukee to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 5/20

6:30 am-10:10 pm

2 stops15h 40m

Winnipeg

Sat 5/23

11:55 am-7:47 pm

1 stop7h 52m

$434

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 5/25

12:15 pm-9:40 pm

2 stops9h 25m

Winnipeg

Tue 5/26

5:41 pm-11:20 am

1 stop17h 39m

$434

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 7/20

8:00 am-11:40 pm

2 stops15h 40m

Winnipeg

Fri 7/24

7:00 am-6:16 pm

2 stops11h 16m

$440
Quickest round-trip

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 6/8

9:57 am-9:40 pm

2 stops11h 43m

Winnipeg

Mon 6/15

5:42 pm-9:43 pm

1 stop4h 01m

$451

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Fri 8/7

6:30 am-10:10 pm

2 stops15h 40m

Winnipeg

Wed 8/12

7:00 am-4:42 pm

2 stops9h 42m

$472

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Tue 10/20

12:44 pm-11:34 pm

1 stop10h 50m

Winnipeg

Wed 10/21

7:00 am-4:45 pm

2 stops9h 45m

$490
Cheapest one-way

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 6/8

9:57 am-11:56 am

1 stop25h 59m

$219

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 6/10

2:50 pm-10:33 pm

1 stop7h 43m

$266
Quickest one-way

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 5/20

5:50 am-11:52 am

1 stop6h 02m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on Milwaukee-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Winnipeg flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Winnipeg flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Milwaukee to Winnipeg

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

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated April 27, 2026.
Read reviews from past customers who have flown Delta and United Airlines from Milwaukee to Winnipeg. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,463 reviews

Entertainment

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,463 reviews
Delta
7.9
Good
8,463 reviews

Entertainment

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,665 reviews
Delta
7.9
Good
8,463 reviews

Entertainment

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Milwaukee to Winnipeg?

    Airlines like WestJet fly from Milwaukee to Winnipeg in about 15h 40m. The time it takes to get you to your destination can typically vary by up to . The distance between Milwaukee and Winnipeg is about 653 mi.

  • What are the cheapest airlines flying from Milwaukee to Winnipeg round-trip?

    United Airlines, at $170, was found to be the cheapest airline from Milwaukee to Winnipeg. An alternate airline flying to your destination would be Delta.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee 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.

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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Alternative routes for Milwaukee to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
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Duluth to Winnipeg flights

Top 2 airlines flying from Milwaukee to Winnipeg

Discover the top 2 airlines that operate flights from Milwaukee 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 April 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$170Average$205FlexibilityNo cancel feeOn-time69%
DeltaCheapest$193Average$471FlexibilityNo cancel feeOn-timeN/A

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