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Cheap flights from Winnipeg to Milwaukee from C$ 893

YWG — MKE
17 Oct — 24 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Milwaukee

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Milwaukee

Sat 24/105:40 p.m. -
1 stop3h 33m
Sun 1/118:12 a.m. -
1 stop3h 36m
Deal found 13/9C$ 893
Sat 24/106:00 a.m. -
2 stops14h 06m
Sun 1/116:30 a.m. -
1 stop5h 18m
Deal found 13/9C$ 927
Fri 30/105:40 p.m. -
1 stop25h 50m
Fri 6/115:45 p.m. -
1 stop18h 03m
Deal found 15/9C$ 934
Fri 23/105:40 p.m. -
1 stop3h 33m
Sun 1/116:30 a.m. -
1 stop5h 18m
Deal found 13/9C$ 1,001
Sun 25/1012:38 p.m. -
1 stop8h 35m
Sat 31/108:12 a.m. -
1 stop8h 38m
Deal found 13/9C$ 1,057
Sat 24/1012:38 p.m. -
1 stop6h 52m
Sat 31/108:12 a.m. -
1 stop8h 38m
Deal found 13/9C$ 1,173
Sun 25/102:15 p.m. -
1 stop8h 00m
Sun 1/116:47 a.m. -
1 stop5h 36m
Deal found 13/9C$ 1,257
Fri 30/107:00 a.m. -
3 stops16h 34m
Fri 6/117:29 p.m. -
2 stops26h 28m
Deal found 15/9C$ 1,287
Fri 23/1012:38 p.m. -
1 stop6h 52m
Sat 31/1011:30 a.m. -
1 stop5h 20m
Deal found 13/9C$ 1,353

Find flight deals from Winnipeg to Milwaukee

Round-trip from

C$ 893
Delta
  • Delta
  • 24/10-1/11
  • 2 total stops
  • 7h 09m total
  • Winnipeg to Milwaukee
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Winnipeg to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegMilwaukee

YWG Winnipeg - MKE Milwaukee-Mitchell

YWGMKE

Winnipeg

Sat 24/10

5:40 p.m.-9:13 p.m.

1 stop3h 33m

Milwaukee-Mitchell

Sun 1/11

8:12 a.m.-11:48 a.m.

1 stop3h 36m

C$ 893

WinnipegMilwaukee

YWG Winnipeg - MKE Milwaukee-Mitchell

YWGMKE

Winnipeg

Fri 30/10

5:40 p.m.-7:30 p.m.

1 stop25h 50m

Milwaukee-Mitchell

Fri 6/11

5:45 p.m.-11:48 a.m.

1 stop18h 03m

C$ 934

WinnipegMilwaukee

YWG Winnipeg - MKE Milwaukee-Mitchell

YWGMKE

Winnipeg

Fri 23/10

5:40 p.m.-9:13 p.m.

1 stop3h 33m

Milwaukee-Mitchell

Sun 1/11

6:30 a.m.-11:48 a.m.

1 stop5h 18m

C$ 1,001

WinnipegMilwaukee

YWG Winnipeg - MKE Milwaukee-Mitchell

YWGMKE

Winnipeg

Sun 25/10

12:38 p.m.-9:13 p.m.

1 stop8h 35m

Milwaukee-Mitchell

Sat 31/10

8:12 a.m.-4:50 p.m.

1 stop8h 38m

C$ 1,057

WinnipegMilwaukee

YWG Winnipeg - MKE Milwaukee-Mitchell

YWGMKE

Winnipeg

Sat 24/10

12:38 p.m.-7:30 p.m.

1 stop6h 52m

Milwaukee-Mitchell

Sat 31/10

8:12 a.m.-4:50 p.m.

1 stop8h 38m

C$ 1,173

WinnipegMilwaukee

YWG Winnipeg - MKE Milwaukee-Mitchell

YWGMKE

Winnipeg

Fri 30/10

7:00 a.m.-11:34 p.m.

3 stops16h 34m

Milwaukee-Mitchell

Fri 6/11

7:29 p.m.-9:57 p.m.

2 stops26h 28m

C$ 1,287

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/9

Sorted by cheapest first

Best time to book a flight from Winnipeg to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Winnipeg with our price prediction graph.
Estimated round-trip price

Reviews of airlines servicing Milwaukee

Get a feel of what it's like to fly with WestJet from Winnipeg to Milwaukee 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.
WestJet
7.2
Good
3,446 reviews
Check prices

Boarding

7.4

Comfort

7.1

Crew

7.9

Entertainment

6.1

Food

6.2

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment
WestJet
7.2
Good
3,446 reviews
WestJet
7.2
Good
3,446 reviews
Check prices

Boarding

7.4

Comfort

7.1

Crew

7.9

Entertainment

6.1

Food

6.2

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment

Related info for your journey

  • How long is the flight from Winnipeg to Milwaukee?

    There are many flights that can get you from Winnipeg to Milwaukee in 3h 33m. Fly via WestJet or Delta to get the fastest option. The distance from Winnipeg to Milwaukee is about 1051 km. Both multi-stop and direct flights can be found to your destination and back.

  • What is the cheapest airline to fly from Winnipeg to Milwaukee round-trip?

    Our cheapest airline available from Winnipeg to Milwaukee is WestJet. Our recent data shows that you can find tickets from as low as C$ 522 on this airline.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Winnipeg to Milwaukee 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Winnipeg to Milwaukee

Winnipeg to O'Hare Intl flights
Winnipeg to Minneapolis flights

Top airline flying from Winnipeg to Milwaukee

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 522AverageC$ 1,045FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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