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Cheap flights from Milwaukee to Winnipeg from $431

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Winnipeg departing on 1/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

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United Airlines Logo
6:00 am - 11:57 amMKE-YWG
5h 57m1 stop
United Airlines Logo
2:20 pm - 10:56 pmYWG-MKE
8h 36m1 stop
$431United Airlines
Find Deal
Wed, Jan 14 - Sun, Jan 18
United Airlines Logo
11:30 am - 11:54 pmMKE-YWG
12h 24m2 stops
United Airlines Logo
2:20 pm - 6:53 pmYWG-MKE
4h 33m1 stop
$518United Airlines
Find Deal
Wed, Jan 14 - Sun, Jan 18
United Airlines Logo
11:30 am - 9:44 pmMKE-YWG
10h 14m2 stops
United Airlines Logo
7:05 am - 3:43 pmYWG-MKE
8h 38m2 stops
$530United Airlines
Find Deal
Wed, Jan 14 - Sun, Jan 18
Multiple Airlines Logo
10:52 am - 3:07 pmMKE-YWG
28h 15m3 stops
Multiple Airlines Logo
5:00 pm - 5:33 pmYWG-MKE
24h 33m2 stops
$828Multiple Airlines
Find Deal
Sat, Dec 20 - Sat, Dec 27
Multiple Airlines Logo
10:52 am - 3:07 pmMKE-YWG
28h 15m3 stops
Multiple Airlines Logo
6:15 am - 5:33 pmYWG-MKE
35h 18m3 stops
$938Multiple Airlines
Find Deal
Sat, Dec 20 - Sat, Dec 27
American Airlines Logo
6:58 pm - 11:35 pmMKE-YWG
52h 37m3 stops
American Airlines Logo
12:10 pm - 11:00 amYWG-MKE
22h 50m2 stops
$951American Airlines
Find Deal
Wed, Jan 14 - Sun, Jan 18
American Airlines Logo
4:05 pm - 11:35 pmMKE-YWG
55h 30m3 stops
American Airlines Logo
12:10 pm - 11:00 amYWG-MKE
22h 50m3 stops
$964American Airlines
Find Deal
Wed, Jan 14 - Sun, Jan 18
Delta Logo
6:10 am - 11:48 amMKE-YWG
5h 38m1 stop
Delta Logo
12:38 pm - 11:55 pmYWG-MKE
11h 17m2 stops
$991Delta
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Mon, Nov 17 - Wed, Nov 19
WestJet Logo
5:49 pm - 7:12 pmMKE-YWG
25h 23m2 stops
WestJet Logo
8:05 pm - 10:27 amYWG-MKE
14h 22m2 stops
$1,097WestJet
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Sun, Dec 21 - Sun, Dec 28
Delta Logo
11:37 am - 11:36 pmMKE-YWG
11h 59m2 stops
Delta Logo
12:38 pm - 11:55 pmYWG-MKE
11h 17m2 stops
$1,232Delta
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Mon, Nov 17 - Wed, Nov 19

American Airlines flights from Milwaukee to Winnipeg

Our best American Airlines deals on Milwaukee to Winnipeg flight tickets
American Airlines
Jan 14
MKE6:58 pmMilwaukee-Mitchell
52h 37m
3 stops
YWG11:35 pmWinnipeg
Jan 18
YWG12:10 pmWinnipeg
22h 50m
2 stops
MKE11:00 amMilwaukee-Mitchell
$951
Find similar
American Airlines
Jan 14
MKE4:05 pmMilwaukee-Mitchell
55h 30m
3 stops
YWG11:35 pmWinnipeg
Jan 18
YWG12:10 pmWinnipeg
22h 50m
3 stops
MKE11:00 amMilwaukee-Mitchell
$964
Find similar

United Airlines flights from Milwaukee to Winnipeg

Our best United Airlines deals on Milwaukee to Winnipeg flight tickets
United Airlines
Jan 14
MKE6:00 amMilwaukee-Mitchell
5h 57m
1 stop
YWG11:57 amWinnipeg
Jan 18
YWG2:20 pmWinnipeg
8h 36m
1 stop
MKE10:56 pmMilwaukee-Mitchell
$431
Find similar
United Airlines
Jan 14
MKE11:30 amMilwaukee-Mitchell
12h 24m
2 stops
YWG11:54 pmWinnipeg
Jan 18
YWG2:20 pmWinnipeg
4h 33m
1 stop
MKE6:53 pmMilwaukee-Mitchell
$518
Find similar
United Airlines
Jan 14
MKE11:30 amMilwaukee-Mitchell
10h 14m
2 stops
YWG9:44 pmWinnipeg
Jan 18
YWG7:05 amWinnipeg
8h 38m
2 stops
MKE3:43 pmMilwaukee-Mitchell
$530
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 November 6, 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

Wed 1/14

6:00 am-11:57 am

1 stop5h 57m

Winnipeg

Sun 1/18

2:20 pm-10:56 pm

1 stop8h 36m

$431

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 1/14

11:30 am-11:54 pm

2 stops12h 24m

Winnipeg

Sun 1/18

2:20 pm-6:53 pm

1 stop4h 33m

$518

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 1/14

11:30 am-9:44 pm

2 stops10h 14m

Winnipeg

Sun 1/18

7:05 am-3:43 pm

2 stops8h 38m

$530

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sat 12/20

10:52 am-3:07 pm

3 stops28h 15m

Winnipeg

Sat 12/27

5:00 pm-5:33 pm

2 stops24h 33m

$828

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sat 12/20

10:52 am-3:07 pm

3 stops28h 15m

Winnipeg

Sat 12/27

6:15 am-5:33 pm

3 stops35h 18m

$938

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 1/14

6:58 pm-11:35 pm

3 stops52h 37m

Winnipeg

Sun 1/18

12:10 pm-11:00 am

2 stops22h 50m

$951

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 1/14

4:05 pm-11:35 pm

3 stops55h 30m

Winnipeg

Sun 1/18

12:10 pm-11:00 am

3 stops22h 50m

$964

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 11/17

6:10 am-11:48 am

1 stop5h 38m

Winnipeg

Wed 11/19

12:38 pm-11:55 pm

2 stops11h 17m

$991

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sun 12/21

5:49 pm-7:12 pm

2 stops25h 23m

Winnipeg

Sun 12/28

8:05 pm-10:27 am

2 stops14h 22m

$1,097

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 11/17

11:37 am-11:36 pm

2 stops11h 59m

Winnipeg

Wed 11/19

12:38 pm-11:55 pm

2 stops11h 17m

$1,232

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

Direct flights

None
There are no direct flights from Milwaukee to Winnipeg. There are no popular flight routes from Milwaukee to Winnipeg.
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  • 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 49m.

  • 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

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.

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