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Cheap flight deals from Milwaukee to Winnipeg Starting at $326

Discover our range of affordable one-way and round-trip flights from Milwaukee to Winnipeg and kick-start your next adventure today!

  • One way
  • Round-trip
      • MKE10:15
        5h 13m
        1 stop
        YWG15:28
        Tue, Feb 18|Milwaukee - Winnipeg|United Airlines
        $326$3,697
        91% OFF
        91% OFF
        $3,697$326

        Choose United Airlines flights from Milwaukee to Winnipeg. The one-way connecting flight with United Airlines departs from General Mitchell International Airport on Tue, Feb 18, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from $326 including taxes and charges.

      • MKE08:25
        7h 3m
        1 stop
        YWG15:28
        Wed, Feb 19|Milwaukee - Winnipeg|United Airlines
        $326$3,697
        91% OFF
        91% OFF
        $3,697$326

        Choose United Airlines flights from Milwaukee to Winnipeg. The one-way connecting flight with United Airlines departs from General Mitchell International Airport on Wed, Feb 19, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from $326 including taxes and charges.

      • MKE07:00
        8h 28m
        1 stop
        YWG15:28
        Sat, Mar 29|Milwaukee - Winnipeg|United Airlines
        $364$3,697
        90% OFF
        90% OFF
        $3,697$364

        Choose United Airlines flights from Milwaukee to Winnipeg. The one-way connecting flight with United Airlines departs from General Mitchell International Airport on Sat, Mar 29, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from $364 including taxes and charges.

      • MKE10:15
        5h 13m
        1 stop
        YWG15:28
        Sun, Mar 23|Milwaukee - Winnipeg|United Airlines
        $366
        $366

        Choose United Airlines flights from Milwaukee to Winnipeg. The one-way connecting flight with United Airlines departs from General Mitchell International Airport on Sun, Mar 23, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from $366 including taxes and charges.

      • MKE08:08
        7h 20m
        1 stop
        YWG15:28
        Mon, Mar 10|Milwaukee - Winnipeg|Alaska Airlines
        $2,999
        $2,999

        Choose Alaska Airlines flights from Milwaukee to Winnipeg. The one-way connecting flight with Alaska Airlines departs from General Mitchell International Airport on Mon, Mar 10, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from $2,999 including taxes and charges.

      • MKE06:20
        9h 8m
        1 stop
        YWG15:28
        Sun, Mar 23|Milwaukee - Winnipeg|Alaska Airlines
        $3,244
        $3,244

        Choose Alaska Airlines flights from Milwaukee to Winnipeg. The one-way connecting flight with Alaska Airlines departs from General Mitchell International Airport on Sun, Mar 23, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from $3,244 including taxes and charges.

      • MKE06:20
        9h 8m
        1 stop
        YWG15:28
        Sat, Mar 29|Milwaukee - Winnipeg|Alaska Airlines
        $3,253
        $3,253

        Choose Alaska Airlines flights from Milwaukee to Winnipeg. The one-way connecting flight with Alaska Airlines departs from General Mitchell International Airport on Sat, Mar 29, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from $3,253 including taxes and charges.

      • MKE01:00 pm
        3h 5m
        Nonstop
        YWG02:00 pm
        Sun, Feb 23|Milwaukee - Winnipeg|United Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Milwaukee to Winnipeg flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. AS4181

    Alaska Airlines

    05:00

    MKE

    1.0h

    06:01

    ORD

    SMTWTFS
    Search

  2. UA5748

    United Airlines

    12:58

    ORD

    2.5h

    15:28

    YWG

    SMTWTFS

  3. AS4465

    Alaska Airlines

    06:20

    MKE

    1.0h

    07:21

    ORD

    SMTWTFS
    Search

  4. UA5748

    United Airlines

    12:58

    ORD

    2.5h

    15:28

    YWG

    SMTWTFS

  5. UA4803

    United Airlines

    06:50

    MKE

    1.1h

    07:58

    ORD

    SMTWTFS
    Search

  6. UA5748

    United Airlines

    12:58

    ORD

    2.5h

    15:28

    YWG

    SMTWTFS

  7. WS8017

    WestJet

    07:00

    MKE

    1.3h

    09:16

    DTW

    SMTWTFS
    Search

  8. WS6303

    WestJet

    21:20

    DTW

    1.8h

    23:08

    YUL

    SMTWTFS

  9. WS327

    WestJet

    15:15

    YUL

    3.1h

    17:23

    YWG

    SMTWT--

  10. UA5402

    United Airlines

    08:25

    MKE

    1.1h

    09:30

    ORD

    SMTWTFS
    Search

  11. UA5748

    United Airlines

    12:58

    ORD

    2.5h

    15:28

    YWG

    SMTWTFS

  12. UA5671

    United Airlines

    10:45

    MKE

    1.0h

    11:45

    ORD

    SMTWTFS
    Search

  13. UA3505

    United Airlines

    13:04

    ORD

    1.7h

    15:45

    YYZ

    SMTWT-S

  14. PD437

    Porter Airlines

    15:55

    YYZ

    2.7h

    17:39

    YWG

    SMTWTFS

  15. UA5671

    United Airlines

    10:45

    MKE

    1.0h

    11:45

    ORD

    SMTWTFS
    Search

  16. UA5748

    United Airlines

    12:58

    ORD

    2.5h

    15:28

    YWG

    SMTWTFS

  17. WS7589

    WestJet

    12:15

    MKE

    2.3h

    15:32

    LGA

    SMTWT--
    Search

  18. WS6316

    WestJet

    18:40

    LGA

    1.8h

    20:29

    YYZ

    SMTWT-S

  19. WS535

    WestJet

    22:30

    YYZ

    2.7h

    00:13

    YWG

    SMTWTFS

  20. UA5863

    United Airlines

    13:25

    MKE

    1.1h

    14:30

    ORD

    SMTWTFS
    Search

  21. UA5727

    United Airlines

    17:01

    ORD

    1.7h

    19:45

    YYZ

    SMTWT-S

  22. PD437

    Porter Airlines

    15:55

    YYZ

    2.7h

    17:39

    YWG

    SMTWTFS

  23. UA5863

    United Airlines

    13:25

    MKE

    1.1h

    14:30

    ORD

    SMTWTFS
    Search

  24. UA8308

    United Airlines

    16:00

    ORD

    1.7h

    18:41

    YYZ

    SMTWTFS

  25. PD437

    Porter Airlines

    15:55

    YYZ

    2.7h

    17:39

    YWG

    SMTWTFS
Find more flights and airlines

When is the cheapest time to fly from Milwaukee to Winnipeg?

These price trend charts carefully monitor and predict how flight prices from Milwaukee to Winnipeg will change. Keep a close eye on them to understand when the best time to buy your tickets is.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Milwaukee (MKE) to Winnipeg (YWG) the cheapest?

    Airlines adjust prices for flights from Milwaukee to Winnipeg based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Milwaukee (MKE) to Winnipeg (YWG) cost?

    According to Trip.com's data, the lowest price is around $515.

  • What is the transportation method from the main airport to downtown in Winnipeg?

    • The distance from Winnipeg James Armstrong Richardson International Airport to downtown is about 7 km, by taxi about 20 minutes.

  • How many airports are there in Winnipeg (YWG)?

    There are 1 airport(s) near Winnipeg (YWG): Winnipeg James Armstrong Richardson International Airport.

How to find a cheap flight from Milwaukee to Winnipeg

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Milwaukee to Winnipeg

Cheapest direct flight price$326
Off-season for travelJanuary
Peak season for travelMarch
Flight distance1,046.53 km
Popular airlineUnited Airlines

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