MKE - YWG

$692 Find Cheap Flights from Milwaukee to Winnipeg - Compare and Save

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Winnipeg departing on 10/29. 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 Milwaukee 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 Milwaukee to Winnipeg, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$692
WestJet
Thu 10/29Tue 11/3
MKE - YWG • 1 stop
Top airlines
Cheapest • from $692 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Milwaukee and Winnipeg. You'll need at least 1 connection.
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Flight Deals

Cheap Flights from Milwaukee to Winnipeg (MKE-YWG)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee 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 Milwaukee to Winnipeg

Thu, Oct 29 - Tue, Nov 3
WestJet Logo
5:50 pm - 11:34 pm
MKE
-
YWG
5h 44m
1 stop
WestJet Logo
6:35 am - 11:27 am
YWG
-
MKE
4h 52m
1 stop
$692WestJet
Thu, Oct 29 - Tue, Nov 3
WestJet Logo
5:50 pm - 11:34 pm
MKE
-
YWG
5h 44m
1 stop
WestJet Logo
10:55 am - 11:27 am
YWG
-
MKE
24h 32m
2 stops
$698WestJet
Mon, Jul 20 - Fri, Jul 24
WestJet Logo
9:39 am - 12:55 am
MKE
-
YWG
15h 16m
2 stops
WestJet Logo
5:41 pm - 10:19 am
YWG
-
MKE
16h 38m
1 stop
$705WestJet
Mon, Jul 20 - Fri, Jul 24
WestJet Logo
6:40 pm - 5:15 pm
MKE
-
YWG
22h 35m
2 stops
WestJet Logo
7:00 am - 6:16 pm
YWG
-
MKE
11h 16m
2 stops
$706WestJet
Sat, Sep 19 - Tue, Sep 22
United Airlines Logo
10:35 am - 8:57 pm
MKE
-
YWG
10h 22m
1 stop
United Airlines Logo
7:00 am - 5:10 pm
YWG
-
MKE
10h 10m
1 stop
$711United Airlines
Sat, Sep 19 - Tue, Sep 22
United Airlines Logo
2:20 pm - 10:33 pm
MKE
-
YWG
8h 13m
1 stop
United Airlines Logo
7:00 am - 5:10 pm
YWG
-
MKE
10h 10m
1 stop
$712United Airlines
Mon, Jul 20 - Fri, Jul 24
WestJet Logo
6:40 pm - 5:15 pm
MKE
-
YWG
22h 35m
2 stops
WestJet Logo
5:41 pm - 10:19 am
YWG
-
MKE
16h 38m
1 stop
$713WestJet
Thu, Jul 23 - Sun, Jul 26
WestJet Logo
9:39 am - 12:55 am
MKE
-
YWG
15h 16m
2 stops
WestJet Logo
6:15 am - 8:20 pm
YWG
-
MKE
14h 05m
2 stops
$732WestJet
Sun, Jul 19 - Sat, Jul 25
WestJet Logo
9:39 am - 6:10 pm
MKE
-
YWG
32h 31m
2 stops
WestJet Logo
6:15 am - 4:02 pm
YWG
-
MKE
9h 47m
2 stops
$737WestJet
Mon, Jul 20 - Fri, Jul 24
WestJet Logo
6:40 pm - 5:15 pm
MKE
-
YWG
22h 35m
2 stops
WestJet Logo
10:45 am - 4:02 pm
YWG
-
MKE
29h 17m
2 stops
$739WestJet
Booking Insights

KAYAK's insights & trends for Milwaukee to Winnipeg flights

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

Which airlines provide the cheapest flights from Milwaukee to Winnipeg?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Milwaukee to Winnipeg were found on WestJet ($692) and United Airlines ($711).

Good to know

Cheapest flight$692
Flight from Milwaukee to Winnipeg

When to book flights from Milwaukee to Winnipeg

Are your dates flexible? Find out the best times to travel from Milwaukee 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 Milwaukee to Winnipeg

  • What is the cheapest flight from Milwaukee to Winnipeg?

    In the last 5 days, the lowest price for a flight from Milwaukee to Winnipeg was $692 for a round-trip ticket.

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

    Yes

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

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

  • Which airline alliances offer flights from Milwaukee to Winnipeg?

    Star Alliance, and SkyTeam are the airline alliances operating flights between Milwaukee and Winnipeg, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Milwaukee to Winnipeg, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Milwaukee to Winnipeg are Delta and United Airlines. With an average price for the route of $640 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $185 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Milwaukee 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 Milwaukee to Winnipeg.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Milwaukee 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 Milwaukee 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 Milwaukee with another airline. Booking your flights between Milwaukee 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 Milwaukee 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 Milwaukee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Milwaukee to Winnipeg

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee 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 Milwaukee 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.
7.8
DeltaOverall score based on 8423 reviews
8.1Boarding
7.8Entertainment
7.8Comfort
7.2Food
8.5Crew
Airline reviews

Very good flight. Crew was great. No issues and we even arrived early.

10.0 ExcellentAnonymous, Jun 2026
SAN - DTW
Read more Delta reviews

Very good flight. Crew was great. No issues and we even arrived early.

The flights are constantly late anymore, and they won't even give you a glass of water on the plane. For years, they were able to do a service on this flight from Atlanta to Knoxville and Knoxville Atlanta now they say it's too short of a flight. You can't even get a quick drink of water.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

The entertainment they offer could use some games, and maybe they could add some cookies to the snack menu. And the automated messages are a bit repetitive. But it was comfortable temperature wise and the seats were comfortable. The crew is very polite and helpful

I felt scammed. The priced advertised was different than what I paid. I paid the whole some online. I then got a call 20 minutes later saying I need to paid 70 more person. She said the price online is not the guaranteed price.

Some crew were unfriendly or in some cases just straight up rude.

Putting people that close to the bathroom, where you have to look into the bathroom as people are exiting and entering was not great and the smell was also not great. I know the airlines are desperate for more chairs, but that seat is a crime.

one staffer was frustrated (it happen); the flight was late and the pilot mentioned they'll make amend but the snacks were the same, other than that the aircraft was clean and everything went smooth, no complaints

ticket agent lady wás very helpful , she arranged wheel chair for my elderly mother

Entertainment kept turning itself off. Gave up on watching a movie.

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Not United Airlines' fault. It's ORL airport's fault.

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

Information on your arrival and departure airports