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$277+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
Jul 13 — Jul 201
Mon 7/13
Mon 7/20
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 June 13, 2026.

This Justfly.com deal was found by Cheapflights users on 6/10. 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.
Sun 10/115:50 pm
MKE
-
YWG
1 stop5h 44m
WestJet
Fri 10/238:00 am
YWG
-
MKE
1 stop3h 27m
WestJet
Deal found 6/10$694
This lastminute.com deal was found by Cheapflights users on 6/11. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/269:39 am
MKE
-
YWG
2 stops26h 06m
WestJet
Sun 8/29:05 pm
YWG
-
MKE
2 stops38h 18m
WestJet
Deal found 6/11$697
This oojo deal was found by Cheapflights users on 6/11. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/206:40 pm
MKE
-
YWG
2 stops30h 15m
WestJet
Fri 7/247:00 am
YWG
-
MKE
2 stops11h 16m
WestJet
Deal found 6/11$698
This Justfly.com deal was found by Cheapflights users on 6/10. 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.
Thu 10/2912:44 pm
MKE
-
YWG
1 stop7h 32m
WestJet
Tue 11/310:55 am
YWG
-
MKE
2 stops24h 32m
WestJet
Deal found 6/10$699
This oojo deal was found by Cheapflights users on 6/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/199:39 am
MKE
-
YWG
2 stops15h 16m
WestJet
Sat 7/257:00 am
YWG
-
MKE
2 stops11h 16m
WestJet
Deal found 6/9$704

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 June 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$694
(Justfly.com)

One-way from

$277
(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.
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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 June 13, 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

Sun 10/11

5:50 pm-11:34 pm

1 stop5h 44m

Winnipeg

Fri 10/23

8:00 am-11:27 am

1 stop3h 27m

$694

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Fri 7/24

5:00 am-11:52 am

1 stop6h 52m

Winnipeg

Fri 7/31

12:56 pm-10:29 pm

1 stop9h 33m

$712

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Thu 10/29

12:44 pm-8:16 pm

1 stop7h 32m

Winnipeg

Tue 11/3

5:35 pm-9:37 pm

1 stop4h 02m

$712
Quickest round-trip

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Tue 7/28

12:07 pm-4:51 pm

1 stop4h 44m

Winnipeg

Tue 8/4

5:42 pm-9:22 pm

1 stop3h 40m

$712

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sun 7/19

6:20 am-11:52 am

1 stop5h 32m

Winnipeg

Sat 7/25

7:00 am-4:42 pm

1 stop9h 42m

$712

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sat 9/5

5:17 pm-10:33 pm

1 stop5h 16m

Winnipeg

Wed 9/9

7:00 am-3:11 pm

1 stop8h 11m

$712
Cheapest one-way
Quickest one-way

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sun 7/26

5:00 am-11:52 am

1 stop6h 52m

$329

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Tue 7/28

8:50 am-10:38 pm

1 stop13h 48m

$329

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sun 7/26

1:22 pm-4:40 pm

3 stops27h 18m

$471

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 June 13, 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
8,405 reviews

Entertainment

7.8

Comfort

7.8

Overall

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.9
Good
8,405 reviews
Delta
7.9
Good
8,405 reviews

Entertainment

7.8

Comfort

7.8

Overall

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
9,815 reviews
Delta
7.9
Good
8,405 reviews

Entertainment

7.8

Comfort

7.8

Overall

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 and United Airlines fly from Milwaukee to Winnipeg in about 5h 37m. The time it takes to get you to your destination can typically vary by up to 07m. The distance between Milwaukee and Winnipeg is about 653 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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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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 June 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$170Average$205FlexibilityNo cancel feeOn-time69%
DeltaCheapest$193Average$640FlexibilityNo cancel feeOn-timeN/A

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