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Cheap flight deals from Madison to Winnipeg Starting at €461

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

  • One way
  • Round-trip
      • MSN15:00
        9h 41m
        1 stop
        YWG00:41
        Mon, Feb 17|Madison - Winnipeg|Sun Country Airlines
        €461€1,159
        60% OFF
        60% OFF
        €1,159€461

        Choose Sun Country Airlines flights from Madison to Winnipeg. The one-way connecting flight with Sun Country Airlines departs from Dane County Regional Airport on Mon, Feb 17, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €461 including taxes and charges.

      • MSN06:30
        8h 58m
        1 stop
        YWG15:28
        Wed, Feb 19|Madison - Winnipeg|United Airlines
        €506€1,159
        56% OFF
        56% OFF
        €1,159€506

        Choose United Airlines flights from Madison to Winnipeg. The one-way connecting flight with United Airlines departs from Dane County Regional Airport on Wed, Feb 19, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €506 including taxes and charges.

      • MSN05:30
        9h 58m
        1 stop
        YWG15:28
        Wed, Feb 19|Madison - Winnipeg|American Airlines
        €563€1,159
        51% OFF
        51% OFF
        €1,159€563

        Choose American Airlines flights from Madison to Winnipeg. The one-way connecting flight with American Airlines departs from Dane County Regional Airport on Wed, Feb 19, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €563 including taxes and charges.

      • MSN08:40
        6h 48m
        1 stop
        YWG15:28
        Mon, Feb 17|Madison - Winnipeg|United Airlines
        €587
        €587

        Choose United Airlines flights from Madison to Winnipeg. The one-way connecting flight with United Airlines departs from Dane County Regional Airport on Mon, Feb 17, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €587 including taxes and charges.

      • MSN09:38
        7h 5m
        1 stop
        YWG16:43
        Mon, Feb 17|Madison - Winnipeg|Delta Air Lines
        €1,020
        €1,020

        Choose Delta Air Lines flights from Madison to Winnipeg. The one-way connecting flight with Delta Air Lines departs from Dane County Regional Airport on Mon, Feb 17, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €1,020 including taxes and charges.

      • MSN01:00 pm
        3h 5m
        Nonstop
        YWG02:00 pm
        Sun, Feb 23|Madison - Winnipeg|Sun Country Airlines
        Find More Flights
        Find More Flights

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

Madison to Winnipeg flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA6059

    American Airlines

    05:30

    MSN

    1.0h

    06:28

    ORD

    SMTWT--
    Search

  2. AA3604

    American Airlines

    08:11

    ORD

    1.7h

    10:51

    YYZ

    SMTWTFS

  3. PD437

    Porter Airlines

    22:10

    YYZ

    2.8h

    23:55

    YWG

    SMTWTFS

  4. AA6059

    American Airlines

    05:30

    MSN

    1.0h

    06:28

    ORD

    SMTWT--
    Search

  5. UA5748

    United Airlines

    12:58

    ORD

    2.5h

    15:28

    YWG

    SMTWTFS

  6. UA691

    United Airlines

    06:30

    MSN

    1.1h

    07:37

    ORD

    SMTWTFS
    Search

  7. UA567

    United Airlines

    10:40

    ORD

    1.7h

    13:24

    YYZ

    SMTWTFS

  8. WS525

    WestJet

    08:00

    YYZ

    2.7h

    09:43

    YWG

    SMTWTFS

  9. UA691

    United Airlines

    06:30

    MSN

    1.1h

    07:37

    ORD

    SMTWTFS
    Search

  10. UA567

    United Airlines

    10:40

    ORD

    1.7h

    13:24

    YYZ

    SMTWTFS

  11. F8641

    Flair Airlines

    14:45

    YYZ

    2.7h

    16:25

    YWG

    SMTWTFS

  12. UA691

    United Airlines

    06:30

    MSN

    1.1h

    07:37

    ORD

    SMTWTFS
    Search

  13. UA5748

    United Airlines

    12:58

    ORD

    2.5h

    15:28

    YWG

    SMTWTFS

  14. UA3664

    United Airlines

    07:09

    MSN

    2.3h

    10:26

    EWR

    SMTWTFS
    Search

  15. UA3557

    United Airlines

    16:55

    EWR

    2.1h

    19:00

    YYZ

    SMTWTFS

  16. PD437

    Porter Airlines

    22:10

    YYZ

    2.8h

    23:55

    YWG

    SMTWTFS

  17. UA3617

    United Airlines

    08:12

    MSN

    1.2h

    09:25

    ORD

    SMTWTFS
    Search

  18. UA5748

    United Airlines

    12:58

    ORD

    2.5h

    15:28

    YWG

    SMTWTFS

  19. DL3773

    Delta Air Lines

    09:38

    MSN

    1.3h

    10:55

    MSP

    SMTWTFS
    Search

  20. DL4147

    Delta Air Lines

    15:20

    MSP

    1.7h

    17:00

    YWG

    SMTWTFS

  21. SY686

    Sun Country Airlines

    16:15

    MSN

    3.8h

    18:00

    PHX

    S---T--
    Search

  22. WS1397

    WestJet

    19:25

    PHX

    3.3h

    00:44

    YWG

    S-T-T-S

  23. DL5645

    Delta Air Lines

    17:50

    MSN

    2.1h

    20:54

    DCA

    SMTWT-S
    Search

  24. DL1193

    Delta Air Lines

    06:10

    DCA

    2.9h

    08:02

    MSP

    SMTWTFS

  25. DL3683

    Delta Air Lines

    10:00

    MSP

    1.7h

    11:43

    YWG

    SMTWTFS
Find more flights and airlines

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

Explore the best time to buy affordable tickets to Winnipeg with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

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 Madison (MSN) to Winnipeg (YWG) the cheapest?

    Airlines adjust prices for flights from Madison 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 Madison (MSN) to Winnipeg (YWG) cost?

    According to Trip.com's data, the lowest price is around €568.

  • 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 Madison to Winnipeg

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.
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 | Madison to Winnipeg

Cheapest direct flight price€461
Off-season for travelFebruary
Peak season for travelNovember
Flight distance958.69 km
Popular airlineAmerican Airlines

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