YWG - MSN

C$ 478 Find Cheap Flights from Winnipeg to Madison – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest one-way flights
C$ 478
Typical prices: C$ 451-C$ 569
Multiple Airlines
Tue 18/12
YWG - MSN • 3 stops
Top layover airports
Minneapolis St Paul (MSP)
Cheapest • Avg C$ 558 (round-trip)
Chicago O'Hare Intl (ORD)
Shortest trip • 5h 20m (one-way)
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Cheap Flights from Winnipeg to Madison (YWG-MSN)

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

Recent round-trip flight deals from Winnipeg to Madison

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YWG  Winnipeg-MSN Madison Truax Field
1551 kmmulti-stop
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MSN  Madison Truax Field-YWG Winnipeg
1551 kmmulti-stop
Multiple Airlines
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Price, demand, and travel trends for Winnipeg to Madison flights

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

What’s the most popular layover airport when flying from Winnipeg to Madison?

Chicago O'Hare Intl (ORD) is the most popular layover for the Winnipeg to Madison route. 92% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via ORD.

What is the cheapest layover airport when flying from Winnipeg to Madison?

Flights via Minneapolis St Paul (MSP) offer the most affordable fares, with an average round-trip price of C$ 558. Based on KAYAK data over the past 3 months.

When flying from Winnipeg to Madison, which airport offers the shortest layover?

Minneapolis St Paul (MSP) had the shortest average connection time for Winnipeg to Madison layovers at 2h 43m over the past three months.

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Key details for Winnipeg to Madison flights

Cheapest flight

C$ 478
One-way flight from Winnipeg to Madison

When to book flights from Winnipeg to Madison

Are your dates flexible? Find out the best times to travel from Winnipeg to Madison 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 Madison flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

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

    There are currently no direct flights available from Winnipeg to Madison. Flights with 1 layover take between 4h 04m and 5h 20m in total, depending on the connection.

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

    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 are flight prices from Winnipeg to Madison looking right now?

    One-way fares from Winnipeg to Madison are currently lower than usual. Average one-way flight prices are about C$ 500, which is 13% below the typical average for this route.

  • What car rental options are available at Madison Truax Field Airport (MSN)?

    Madison Truax Field Airport (MSN) hosts 5 major car rental companies, with daily rates averaging C$ 123 for economy cars. Top options include:

    • Hertz
    • Alamo
    • Enterprise Rent-A-Car
    • Avis
    • Budget

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

    Flights from Winnipeg to Madison usually depart from Winnipeg (YWG) and arrive at Madison Truax Field (MSN).

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

    Connecting flights from Winnipeg to Madison most commonly pass through:

    • Chicago O'Hare Intl (ORD) – 92% of one-stop connections
    • Minneapolis St Paul (MSP) – 8% of one-stop connections

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

    Yes. Flexible dates can save you up to 51% on flights from Winnipeg to Madison. Tuesday is the cheapest departure day at C$ 558 round-trip on average, while Thursday is the most expensive at C$ 1,137, a difference of C$ 579.

    KAYAK's flexible dates feature shows options up to three 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 Madison?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 4h 04m, compared with 5h 20m via Chicago O'Hare Intl (ORD).

  • What is the time difference between Winnipeg and Madison?

    Madison is 1 hour behind Winnipeg (Central Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Winnipeg to Madison flights

Get tips on when to book, when to fly, and what to know before your trip.

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