MSN - YWG

$873 Find Cheap Flights from Madison to Winnipeg - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$873
Typical prices: $526-$743
United Airlines
Sat 1/6Wed 1/10
MSN - YWG • 1 stop
Top layover airports
Cheapest • Avg $605 (round-trip)
Shortest trip • 4h 38m (one-way)
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Cheap Flights from Madison to Winnipeg (MSN-YWG)

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

Recent round-trip flight deals from Madison to Winnipeg

Wed, Jan 6 - Sun, Jan 10
United Airlines Logo
8:15 am - 6:28 pmMSN  Madison Truax Field-YWG Winnipeg
10h 13m1 stop Chicago O'Hare Intl
United Airlines Logo
8:00 am - 3:11 pmYWG  Winnipeg-MSN Madison Truax Field
7h 11m1 stop Chicago O'Hare Intl
$873United Airlines
Wed, Jan 6 - Sun, Jan 10
United Airlines Logo
8:15 am - 6:28 pmMSN  Madison Truax Field-YWG Winnipeg
10h 13m1 stop Chicago O'Hare Intl
United Airlines Logo
8:00 am - 3:11 pmYWG  Winnipeg-MSN Madison Truax Field
7h 11m1 stop Chicago O'Hare Intl
$912United Airlines
Wed, Jan 6 - Sat, Jan 9
United Airlines Logo
6:06 am - 6:28 pmMSN  Madison Truax Field-YWG Winnipeg
12h 22m1 stop Chicago O'Hare Intl
United Airlines Logo
8:00 am - 3:11 pmYWG  Winnipeg-MSN Madison Truax Field
7h 11m1 stop Chicago O'Hare Intl
$923United Airlines
Wed, Jan 6 - Sat, Jan 9
Air Canada Logo
12:27 pm - 12:32 amMSN  Madison Truax Field-YWG Winnipeg
12h 05m2 stops Chicago O'Hare Intl Vancouver Intl
Air Canada Logo
12:10 pm - 11:19 pmYWG  Winnipeg-MSN Madison Truax Field
11h 09m2 stops Vancouver Intl Chicago O'Hare Intl
$927Air Canada
Wed, Jan 6 - Sat, Jan 9
Air Canada Logo
12:27 pm - 12:32 amMSN  Madison Truax Field-YWG Winnipeg
12h 05m2 stops Chicago O'Hare Intl Vancouver Intl
Air Canada Logo
12:10 pm - 11:19 pmYWG  Winnipeg-MSN Madison Truax Field
11h 09m2 stops Vancouver Intl Chicago O'Hare Intl
$937Air Canada
Wed, Jan 6 - Sun, Jan 10
Air Canada Logo
6:25 am - 12:32 amMSN  Madison Truax Field-YWG Winnipeg
18h 07m2 stops Chicago O'Hare Intl Vancouver Intl
Air Canada Logo
12:10 pm - 11:19 pmYWG  Winnipeg-MSN Madison Truax Field
11h 09m2 stops Vancouver Intl Chicago O'Hare Intl
$941Air Canada
Wed, Jan 6 - Sun, Jan 10
Air Canada Logo
12:27 pm - 12:32 amMSN  Madison Truax Field-YWG Winnipeg
12h 05m2 stops Chicago O'Hare Intl Vancouver Intl
Air Canada Logo
11:05 pm - 9:45 pmYWG  Winnipeg-MSN Madison Truax Field
22h 40m2 stops Vancouver Intl Denver Intl
$949Air Canada
Wed, Jan 6 - Sun, Jan 10
Air Canada Logo
6:25 am - 6:22 pmMSN  Madison Truax Field-YWG Winnipeg
11h 57m2 stops Chicago O'Hare Intl Vancouver Intl
Air Canada Logo
8:00 am - 11:19 pmYWG  Winnipeg-MSN Madison Truax Field
15h 19m1 stop Chicago O'Hare Intl
$956Air Canada
Wed, Jan 6 - Sun, Jan 10
Air Canada Logo
6:25 am - 6:22 pmMSN  Madison Truax Field-YWG Winnipeg
11h 57m2 stops Chicago O'Hare Intl Vancouver Intl
Air Canada Logo
8:00 am - 11:19 pmYWG  Winnipeg-MSN Madison Truax Field
15h 19m1 stop Chicago O'Hare Intl
$960Air Canada
Wed, Jan 6 - Sat, Jan 9
Air Canada Logo
12:27 pm - 12:32 amMSN  Madison Truax Field-YWG Winnipeg
12h 05m2 stops Chicago O'Hare Intl Vancouver Intl
Air Canada Logo
9:40 am - 9:45 pmYWG  Winnipeg-MSN Madison Truax Field
12h 05m1 stop Denver Intl
$965Air Canada
Booking Insights

Price, demand and travel trends for Madison to Winnipeg flights

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

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

Round-trip flights from Madison to Winnipeg typically range from $526 to $743. The lowest price found in the past 5 days was $873, on United Airlines.

Key details for Madison to Winnipeg flights

Cheapest flight

$873
Round-trip flight from Madison to Winnipeg

When to book flights from Madison to Winnipeg

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

Your Madison to Winnipeg flight questions, answered

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

  • What cabin classes can I book on flights from Madison to Winnipeg?

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

  • How long is a flight from Madison to Winnipeg?

    There are currently no nonstop flights available from Madison to Winnipeg. Flights with 1 layover take between 4h 38m and 5h 12m in total, depending on the connection.

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

    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.

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

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route varied from about $873 to $1,659. That means the highest observed fare was about 90% higher than the lowest one.

  • What car rental options are available at Winnipeg Airport (YWG)?

    Winnipeg Airport (YWG) hosts 5 major car rental companies, with daily rates averaging $43 for economy cars. Top options include:

    • Thrifty
    • Dollar
    • Hertz
    • Alamo
    • Fox

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

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

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

    Connecting flights from Madison to Winnipeg most commonly pass through:

    • Minneapolis St Paul (MSP) - 56% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 44% of one-stop connections

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

    Yes. Flexible dates can save you up to 48% on flights from Madison to Winnipeg. Thursday is the cheapest departure day at $431 round-trip on average, while Tuesday is the most expensive at $815, a difference of $384.

    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 from Madison to Winnipeg?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 4h 38m, compared with 5h 12m via Chicago O'Hare Intl (ORD).

Your guide to booking Madison to Winnipeg flights

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

More options for your flight from Madison to Winnipeg

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