Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Milwaukee to Winnipeg from $295

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Winnipeg departing on 9/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Milwaukee to Winnipeg

Cheap round-trip flights

Logo
7:02 pm - 6:06 pmMKE-YWG
23h 04m2 stops
Logo
12:20 pm - 11:02 amYWG-MKE
22h 42m2 stops
$640
Find Deal
Thu, Nov 20 - Sat, Nov 22
Logo
7:02 pm - 11:50 pmMKE-YWG
28h 48m3 stops
Logo
12:20 pm - 11:02 amYWG-MKE
22h 42m2 stops
$676
Find Deal
Thu, Nov 20 - Sat, Nov 22
Logo
5:34 pm - 5:41 pmMKE-YWG
24h 07m3 stops
Logo
11:45 am - 4:39 pmYWG-MKE
28h 54m3 stops
$692
Find Deal
Fri, Aug 29 - Sun, Aug 31
United Airlines Logo
6:00 am - 3:31 pmMKE-YWG
9h 31m1 stop
United Airlines Logo
4:25 pm - 1:27 pmYWG-MKE
21h 02m1 stop
$718United Airlines
Find Deal
Fri, Aug 29 - Sun, Aug 31
Logo
5:34 pm - 5:41 pmMKE-YWG
24h 07m3 stops
Logo
5:45 pm - 11:06 pmYWG-MKE
29h 21m2 stops
$719
Find Deal
Fri, Aug 29 - Sun, Aug 31
United Airlines Logo
7:00 am - 3:31 pmMKE-YWG
8h 31m1 stop
United Airlines Logo
2:20 pm - 11:30 amYWG-MKE
21h 10m1 stop
$724United Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
WestJet Logo
6:45 am - 7:12 pmMKE-YWG
12h 27m2 stops
WestJet Logo
12:40 pm - 9:27 pmYWG-MKE
8h 47m1 stop
$752WestJet
Find Deal
Thu, Nov 20 - Sat, Nov 22
WestJet Logo
12:13 pm - 12:13 amMKE-YWG
12h 00m2 stops
WestJet Logo
6:30 am - 4:04 pmYWG-MKE
9h 34m2 stops
$777WestJet
Find Deal
Wed, Oct 1 - Mon, Oct 6
Delta Logo
12:13 pm - 8:11 pmMKE-YWG
7h 58m1 stop
Delta Logo
12:43 pm - 11:36 pmYWG-MKE
10h 53m2 stops
$867Delta
Find Deal
Wed, Aug 20 - Wed, Aug 27
Delta Logo
10:10 am - 8:11 pmMKE-YWG
10h 01m2 stops
Delta Logo
6:40 am - 12:28 pmYWG-MKE
5h 48m2 stops
$873Delta
Find Deal
Wed, Aug 20 - Wed, Aug 27

United Airlines flights from Milwaukee to Winnipeg

Our best United Airlines deals on Milwaukee to Winnipeg flight tickets
United Airlines
Aug 29
MKE6:00 amMilwaukee-Mitchell
9h 31m
1 stop
YWG3:31 pmWinnipeg
Aug 31
YWG4:25 pmWinnipeg
21h 02m
1 stop
MKE1:27 pmMilwaukee-Mitchell
$718
Find similar
United Airlines
Sep 12
MKE7:00 amMilwaukee-Mitchell
8h 31m
1 stop
YWG3:31 pmWinnipeg
Sep 19
YWG2:20 pmWinnipeg
21h 10m
1 stop
MKE11:30 amMilwaukee-Mitchell
$724
Find similar
United Airlines
Sep 12
MKE6:00 amMilwaukee-Mitchell
16h 33m
1 stop
YWG10:33 pmWinnipeg
Sep 19
YWG4:25 pmWinnipeg
17h 48m
2 stops
MKE10:13 amMilwaukee-Mitchell
$734
Find similar

WestJet flights from Milwaukee to Winnipeg

Our best WestJet deals on Milwaukee to Winnipeg flight tickets
WestJet
Nov 20
MKE6:45 amMilwaukee-Mitchell
12h 27m
2 stops
YWG7:12 pmWinnipeg
Nov 22
YWG12:40 pmWinnipeg
8h 47m
1 stop
MKE9:27 pmMilwaukee-Mitchell
$752
Find similar
WestJet
Oct 1
MKE12:13 pmMilwaukee-Mitchell
12h 00m
2 stops
YWG12:13 amWinnipeg
Oct 6
YWG6:30 amWinnipeg
9h 34m
2 stops
MKE4:04 pmMilwaukee-Mitchell
$777
Find similar
WestJet
Aug 29
MKE9:38 amMilwaukee-Mitchell
28h 05m
2 stops
YWG1:43 pmWinnipeg
Aug 31
YWG6:30 amWinnipeg
15h 20m
2 stops
MKE9:50 pmMilwaukee-Mitchell
$817
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Milwaukee to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Milwaukee to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Thu 11/20

7:02 pm-6:06 pm

2 stops23h 04m

Winnipeg

Sat 11/22

12:20 pm-11:02 am

2 stops22h 42m

$640

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Thu 11/20

7:02 pm-11:50 pm

3 stops28h 48m

Winnipeg

Sat 11/22

12:20 pm-11:02 am

2 stops22h 42m

$676

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Fri 8/29

5:34 pm-5:41 pm

3 stops24h 07m

Winnipeg

Sun 8/31

11:45 am-4:39 pm

3 stops28h 54m

$692

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Fri 8/29

6:00 am-3:31 pm

1 stop9h 31m

Winnipeg

Sun 8/31

4:25 pm-1:27 pm

1 stop21h 02m

$718

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Fri 8/29

5:34 pm-5:41 pm

3 stops24h 07m

Winnipeg

Sun 8/31

5:45 pm-11:06 pm

2 stops29h 21m

$719

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Fri 9/12

7:00 am-3:31 pm

1 stop8h 31m

Winnipeg

Fri 9/19

2:20 pm-11:30 am

1 stop21h 10m

$724

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Thu 11/20

6:45 am-7:12 pm

2 stops12h 27m

Winnipeg

Sat 11/22

12:40 pm-9:27 pm

1 stop8h 47m

$752

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 10/1

12:13 pm-12:13 am

2 stops12h 00m

Winnipeg

Mon 10/6

6:30 am-4:04 pm

2 stops9h 34m

$777

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 8/20

12:13 pm-8:11 pm

1 stop7h 58m

Winnipeg

Wed 8/27

12:43 pm-11:36 pm

2 stops10h 53m

$867

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 8/20

10:10 am-8:11 pm

2 stops10h 01m

Winnipeg

Wed 8/27

6:40 am-12:28 pm

2 stops5h 48m

$873

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

See travel insights to Winnipeg from

How to get the cheapest flight ticket from Milwaukee to Winnipeg

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Winnipeg?

The cheapest day to depart on your flight to Winnipeg is on a Sunday when prices can be found for as low as $686. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Milwaukee because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,177.

What is the cheapest time of day to depart on your flight to Winnipeg?

The cheapest time of day to fly to Winnipeg is in the afternoon when flights can be purchased for as low as $799. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $845 on average. Flights to Winnipeg from Milwaukee in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Milwaukee to Winnipeg

Are you open to changing your travel dates? Check out the ideal times to fly from Milwaukee to Winnipeg according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Milwaukee to Winnipeg (MKE to YWG) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Winnipeg

Best Price Found

$295

Fastest flight time

4h 10m

Direct flights

None

Airports in Winnipeg

1 airport
The best one-way flight to Winnipeg from Milwaukee in the past 72 hours is $295. The best round-trip flight deal from Milwaukee to Winnipeg found on momondo in the last 72 hours is $640.
The fastest flight from Milwaukee to Winnipeg takes 4h 10m
There are no direct flights from Milwaukee to Winnipeg. Popular non-direct route for this connection is Milwaukee-Mitchell Airport - Winnipeg Airport.
There is 1 airport near Winnipeg: Winnipeg (YWG)
Search flight deals

  • How far is Milwaukee-Mitchell to Winnipeg by plane?

    The distance between Milwaukee-Mitchell and Winnipeg is about 644.3 mi. A reasonable flight in good conditions will take 4h 10m.

  • When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Winnipeg Airport?

    Prices for flights from Milwaukee-Mitchell Airport to Winnipeg Airport refresh daily.

  • How old do you have to be to fly from Milwaukee-Mitchell Airport to Winnipeg Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Winnipeg Airport.

  • What documentation or ID do you need to fly to Winnipeg Airport?

    The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Scanterbury
Selkirk
Morden
Portage la Prairie

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Winnipeg?

Finding the right flight to Winnipeg from Milwaukee is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Winnipeg quick and easy, saving you time and money.

Can I find flights from Milwaukee to Winnipeg with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Milwaukee to Winnipeg flights to just show those with flexible booking policies.

How can momondo help me find flights from Milwaukee to Winnipeg?

momondo helps you find the best flight between Milwaukee and Winnipeg by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Milwaukee to Winnipeg right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Milwaukee to Winnipeg flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Winnipeg trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 8/5
Tue 8/12
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Canada