YWG - MKE

C$ 438 Find Cheap Flights from Winnipeg to Milwaukee – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 934
Typical prices: C$ 768-C$ 1,053
WestJet
Mon 22/10Sat 27/10
YWG - MKE • 1 stop
Cheapest one-way flights
C$ 438
Typical prices: C$ 397-C$ 1,008
Multiple Airlines
Wed 7/11
YWG - MKE • 2 stops
When to travel
May
Cheapest • 41% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Chicago O'Hare Intl (ORD)
Cheapest • Avg C$ 809 (round-trip)
Minneapolis St Paul (MSP)
Shortest trip • 5h 54m (one-way)
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Flight Deals

Cheap Flights from Winnipeg to Milwaukee (YWG-MKE)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Milwaukee

Thu, 22 Oct - Tue, 27 Oct
WestJet Logo
5:40 p.m. - 7:30 p.m.YWG  Winnipeg-MKE Milwaukee-Mitchell
25h 50m1 stop Minneapolis St Paul
WestJet Logo
6:30 a.m. - 5:25 p.m.MKE  Milwaukee-Mitchell-YWG Winnipeg
10h 55m2 stops Minneapolis St Paul Calgary
C$ 934WestJet
Thu, 22 Oct - Wed, 28 Oct
WestJet Logo
5:40 p.m. - 7:30 p.m.YWG  Winnipeg-MKE Milwaukee-Mitchell
25h 50m1 stop Minneapolis St Paul
WestJet Logo
6:00 a.m. - 7:50 p.m.MKE  Milwaukee-Mitchell-YWG Winnipeg
13h 50m2 stops New York LaGuardia Toronto Pearson Intl
C$ 945WestJet
Thu, 22 Oct - Tue, 27 Oct
WestJet Logo
6:00 a.m. - 9:13 p.m.YWG  Winnipeg-MKE Milwaukee-Mitchell
39h 13m2 stops Vancouver Intl Minneapolis St Paul
WestJet Logo
6:30 a.m. - 5:25 p.m.MKE  Milwaukee-Mitchell-YWG Winnipeg
10h 55m2 stops Minneapolis St Paul Calgary
C$ 951WestJet
Thu, 22 Oct - Wed, 28 Oct
WestJet Logo
10:30 p.m. - 9:13 p.m.YWG  Winnipeg-MKE Milwaukee-Mitchell
22h 43m2 stops Edmonton Minneapolis St Paul
WestJet Logo
6:00 a.m. - 7:50 p.m.MKE  Milwaukee-Mitchell-YWG Winnipeg
13h 50m2 stops New York LaGuardia Toronto Pearson Intl
C$ 978WestJet
Fri, 23 Oct - Wed, 28 Oct
WestJet Logo
7:00 a.m. - 2:09 p.m.YWG  Winnipeg-MKE Milwaukee-Mitchell
31h 09m2 stops Edmonton Minneapolis St Paul
WestJet Logo
6:00 a.m. - 7:50 p.m.MKE  Milwaukee-Mitchell-YWG Winnipeg
13h 50m2 stops New York LaGuardia Toronto Pearson Intl
C$ 992WestJet
Thu, 22 Oct - Tue, 27 Oct
WestJet Logo
4:15 p.m. - 7:30 p.m.YWG  Winnipeg-MKE Milwaukee-Mitchell
27h 15m2 stops Edmonton Minneapolis St Paul
WestJet Logo
12:41 p.m. - 4:50 p.m.MKE  Milwaukee-Mitchell-YWG Winnipeg
4h 09m1 stop Minneapolis St Paul
C$ 1,014WestJet
Thu, 22 Oct - Tue, 27 Oct
WestJet Logo
4:15 p.m. - 7:30 p.m.YWG  Winnipeg-MKE Milwaukee-Mitchell
27h 15m2 stops Edmonton Minneapolis St Paul
WestJet Logo
6:30 a.m. - 5:25 p.m.MKE  Milwaukee-Mitchell-YWG Winnipeg
10h 55m2 stops Minneapolis St Paul Calgary
C$ 1,017WestJet
Fri, 23 Oct - Tue, 27 Oct
Delta Logo
5:40 p.m. - 9:13 p.m.YWG  Winnipeg-MKE Milwaukee-Mitchell
3h 33m1 stop Minneapolis St Paul
Delta Logo
9:35 a.m. - 12:44 a.m.MKE  Milwaukee-Mitchell-YWG Winnipeg
15h 09m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 1,049Delta
Fri, 23 Oct - Wed, 28 Oct
Delta Logo
5:40 p.m. - 9:13 p.m.YWG  Winnipeg-MKE Milwaukee-Mitchell
3h 33m1 stop Minneapolis St Paul
Delta Logo
7:15 a.m. - 7:50 p.m.MKE  Milwaukee-Mitchell-YWG Winnipeg
12h 35m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 1,049Delta
Fri, 23 Oct - Wed, 28 Oct
United Airlines Logo
2:00 p.m. - 10:59 p.m.YWG  Winnipeg-MKE Milwaukee-Mitchell
8h 59m1 stop Chicago O'Hare Intl
United Airlines Logo
6:47 a.m. - 12:23 p.m.MKE  Milwaukee-Mitchell-YWG Winnipeg
5h 36m1 stop Chicago O'Hare Intl
C$ 1,120United Airlines
Booking Insights

Price, demand, and travel trends for Winnipeg to Milwaukee flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Winnipeg to Milwaukee with more confidence.

How much is a round-trip flight from Winnipeg to Milwaukee?

Round-trip flights from Winnipeg to Milwaukee start at C$ 934. Prices are typical for this route right now, with typical round-trip fares ranging from C$ 768 to C$ 1,053. The lowest price found in the past 5 days was C$ 934 on WestJet.

What's the cheapest day of the week to fly from Winnipeg to Milwaukee?

Friday is the cheapest day of the week to fly from Winnipeg to Milwaukee and is 45% cheaper than the average day. Sunday is the most expensive day with flight prices 32% higher than average. Based on deals found by KAYAK users in the last 12 months.

Find deals

Key details for Winnipeg to Milwaukee flights

Low season

December

Cheapest flight

C$ 438
Most popular time to fly (25% more expensive on average)
Flights from Winnipeg to Milwaukee

When to book flights from Winnipeg to Milwaukee

Are your dates flexible? Find out the best times to travel from Winnipeg to Milwaukee based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Winnipeg to Milwaukee flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • Which cabin classes can I book on flights from Winnipeg to Milwaukee?

    Only Economy Class is available on flights from Winnipeg to Milwaukee.

  • How long does a flight from Winnipeg to Milwaukee take?

    There are currently no direct flights available from Winnipeg to Milwaukee. Flights with 1 layover take between 5h 54m and 6h 05m in total, depending on the connection.

  • Do I need a passport to fly from Winnipeg to Milwaukee?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Winnipeg to Milwaukee flight?

    Round-trip flights from Winnipeg to Milwaukee range from C$ 768 to C$ 1,053, with an average of C$ 915 over the past 12 months. Anything below C$ 768 counts as a good deal.

  • Have flight prices from Winnipeg to Milwaukee changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route varied from about C$ 934 to C$ 1,315. That means the highest observed fare was about 40% higher than the lowest one.

  • How are flight prices from Winnipeg to Milwaukee looking right now?

    One-way fares from Winnipeg to Milwaukee are currently lower than usual. Average one-way flight prices are about C$ 496, which is 27% below the typical average for this route.

  • What car rental options are available at Milwaukee-Mitchell Airport (MKE)?

    Milwaukee-Mitchell Airport (MKE) hosts 5 major car rental companies, with daily rates starting from around C$ 35 for economy cars. Top options include:
    • Dollar
    • Budget
    • Alamo
    • Hertz
    • Sixt

  • Which airports can I use when flying from Winnipeg to Milwaukee?

    Flights from Winnipeg to Milwaukee usually depart from Winnipeg (YWG) and arrive at Milwaukee-Mitchell (MKE).

  • Which airports do connecting flights from Winnipeg to Milwaukee pass through?

    Connecting flights from Winnipeg to Milwaukee most commonly pass through:

    • Minneapolis St Paul (MSP) – 59% of one-stop connections
    • Chicago O'Hare Intl (ORD) – 41% of one-stop connections
    Together, these airports account for 100% of one-stop bookings on this route.

  • Can I save money by using flexible dates for flights from Winnipeg to Milwaukee?

    Yes. Being flexible with your travel dates can save you up to 58% on the Winnipeg to Milwaukee route. Friday is the cheapest departure day at C$ 510 round-trip on average, while Sunday is the most expensive at C$ 1,214, a difference of C$ 704. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport when travelling from Winnipeg to Milwaukee?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 5h 54m, compared with 6h 05m via Chicago O'Hare Intl (ORD).

  • Which popular places can I visit in Milwaukee?

    Some of the most popular sights in Milwaukee are UW–Milwaukee Panther Arena, Fiserv Forum, and Potawatomi Hotel & Casino. These are among the most viewed places in Milwaukee on KAYAK.

Your guide to booking Winnipeg to Milwaukee flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Friday departure instead of Sunday. On this route, Friday flights average C$ 510 – about C$ 704 less than Sunday (58% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Winnipeg to Milwaukee trip for May. Fares historically average C$ 537 round-trip in that month – typically C$ 650 less than the most expensive month, which is October (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Milwaukee-Mitchell Airport.
    - Best Western Plus Milwaukee Airport Hotel & Conference Center
    - Hyatt Place Milwaukee Airport
    - Holiday Inn & Suites Milwaukee Airport By IHG

More options for your flight from Winnipeg to Milwaukee

Complete your trip to Milwaukee with a hotel stay or car rental

Car rentals in Milwaukee
Hotels in Milwaukee