MSN - YWG

$432 Find Cheap Flights from Madison to Winnipeg

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Winnipeg departing on 2/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Winnipeg

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Winnipeg, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Winnipeg, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$432
United Airlines
火 2/17土 2/21
MSN - YWG • 1 stop
Cheapest one-way
Multiple Airlines
水 12/17
MSN - YWG • multi-stop
Top airlines
United Airlines
Cheapest • from $432 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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We hope you love your trip to Winnipeg!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Madison to Winnipeg (MSN-YWG)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Winnipeg that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Winnipeg

火, 2月 17 - 土, 2月 21
United Airlines Logo
6:30 am - 11:57 am
MSN
-
YWG
5h 27m1 stop
United Airlines Logo
2:20 pm - 9:07 pm
YWG
-
MSN
6h 47m1 stop
$432United Airlines
木, 1月 29 - 木, 2月 5
WestJet Logo
1:31 pm - 12:35 am
MSN
-
YWG
11h 04m2 stops
WestJet Logo
5:00 am - 12:51 pm
YWG
-
MSN
7h 51m2 stops
$483WestJet
火, 5月 26 - 木, 5月 28
WestJet Logo
1:45 pm - 1:43 pm
MSN
-
YWG
23h 58m2 stops
WestJet Logo
9:05 pm - 8:40 pm
YWG
-
MSN
23h 35m2 stops
$500WestJet
火, 5月 26 - 木, 5月 28
WestJet Logo
1:45 pm - 1:43 pm
MSN
-
YWG
23h 58m2 stops
WestJet Logo
8:50 am - 9:57 pm
YWG
-
MSN
13h 07m1 stop
$505WestJet
金, 1月 30 - 金, 2月 6
WestJet Logo
5:54 pm - 11:03 am
MSN
-
YWG
17h 09m1 stop
WestJet Logo
5:21 pm - 10:10 am
YWG
-
MSN
16h 49m1 stop
$508WestJet
木, 1月 29 - 木, 2月 5
Delta Logo
6:30 am - 11:03 am
MSN
-
YWG
4h 33m1 stop
Delta Logo
6:40 am - 2:10 pm
YWG
-
MSN
7h 30m1 stop
$511Delta
火, 2月 17 - 土, 2月 21
United Airlines Logo
6:30 am - 11:57 am
MSN
-
YWG
5h 27m1 stop
United Airlines Logo
7:05 am - 2:57 pm
YWG
-
MSN
7h 52m2 stops
$519United Airlines
金, 1月 30 - 金, 2月 6
Air Canada Logo
12:32 pm - 11:54 pm
MSN
-
YWG
11h 22m2 stops
Air Canada Logo
5:30 am - 2:52 pm
YWG
-
MSN
9h 22m2 stops
$531Air Canada
火, 2月 17 - 土, 2月 21
WestJet Logo
5:51 pm - 7:09 pm
MSN
-
YWG
25h 18m2 stops
WestJet Logo
5:00 am - 8:52 pm
YWG
-
MSN
15h 52m2 stops
$552WestJet
木, 1月 8 - 日, 1月 11
Delta Logo
6:30 am - 11:03 am
MSN
-
YWG
4h 33m1 stop
Delta Logo
5:21 pm - 10:50 pm
YWG
-
MSN
5h 29m1 stop
$586Delta
Booking Insights

KAYAK's insights & trends for Madison to Winnipeg flights

Get data-powered insights and trends into flights from Madison to Winnipeg to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Madison to Winnipeg?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Madison to Winnipeg were found on United Airlines ($432) and WestJet ($483).

Which airlines fly non-stop between Madison and Winnipeg?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Madison to Winnipeg.

There is just one airline that flies from Madison to Winnipeg direct and that is Delta. The best round-trip deal found from Delta for the route is $282.

Good to know

Cheapest flight$432
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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Madison to Winnipeg

  • What is the cheapest flight from Madison to Winnipeg?

    In the last 3 days, the lowest price for a flight from Madison to Winnipeg was $432 for a round-trip ticket.

  • Do I need a passport to fly between Madison and Winnipeg?

    Yes, you’ll need a passport to travel to Winnipeg from Madison.

  • Which airports will I be using when flying from Madison to Winnipeg?

    Madison and Winnipeg are both served by 1 main airport. You will leave Madison from Madison Truax Field and will be arriving at Winnipeg.

  • Which aircraft models fly most regularly from Madison to Winnipeg?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Madison to Winnipeg?

    SkyTeam is the only airline alliance operating flights between Madison and Winnipeg.

  • How does KAYAK find such low prices on flights from Madison to Winnipeg?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to Winnipeg.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Winnipeg?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to Winnipeg?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Madison with another airline. Booking your flights between Madison and YWG can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to Winnipeg?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Madison to Winnipeg

 
See real verified KAYAK customer reviews for airlines flying from Madison to Winnipeg. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Winnipeg? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8008 reviews
8.1Boarding
7.3Food
7.9Entertainment
7.9Comfort
8.5Crew
Airline reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

10.0 ExcellentMargaret, Dec 2025
BOS - PIT
Read more Delta reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Everything you need to know for your flight from Madison to Winnipeg

Information on your arrival and departure airports