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Cheap flights from Wisconsin to Winnipeg from C$ 228

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Winnipeg departing on 18/9. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Wisconsin to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
WestJet Logo
7:00 a.m. - 4:40 p.m.
YWG
-
ORD
9h 40m
1 stop
C$ 447WestJet
Fri, 2 Oct - Sun, 4 Oct
Multiple Airlines Logo
7:00 a.m. - 5:15 p.m.
ORD
-
YWG
10h 15m
1 stop
Multiple Airlines Logo
11:15 a.m. - 11:00 a.m.
YWG
-
ORD
23h 45m
2 stops
C$ 485Multiple Airlines
Wed, 23 Sep - Sun, 27 Sep
WestJet Logo
5:30 p.m. - 12:55 a.m.
ORD
-
YWG
7h 25m
1 stop
WestJet Logo
7:00 a.m. - 4:40 p.m.
YWG
-
ORD
9h 40m
1 stop
C$ 488WestJet
Tue, 8 Sep - Fri, 11 Sep
Multiple Airlines Logo
7:00 a.m. - 5:15 p.m.
ORD
-
YWG
10h 15m
1 stop
Multiple Airlines Logo
9:20 a.m. - 9:35 p.m.
YWG
-
ORD
12h 15m
1 stop
C$ 502Multiple Airlines
Wed, 23 Sep - Sun, 27 Sep
WestJet Logo
3:05 p.m. - 10:10 p.m.
MSP
-
YWG
7h 05m
1 stop
WestJet Logo
7:00 a.m. - 2:05 p.m.
YWG
-
MSP
7h 05m
1 stop
C$ 509WestJet
Mon, 10 Aug - Thu, 13 Aug
Delta Logo
6:19 p.m. - 11:29 p.m.
MSN
-
YWG
5h 10m
1 stop
Delta Logo
5:41 p.m. - 9:07 p.m.
YWG
-
MSN
3h 26m
1 stop
C$ 938Delta
Sat, 25 Jul - Sat, 1 Aug
United Airlines Logo
8:30 a.m. - 8:48 p.m.
MKE
-
YWG
12h 18m
1 stop
United Airlines Logo
8:30 a.m. - 9:23 p.m.
YWG
-
MKE
12h 53m
1 stop
C$ 1,025United Airlines
Tue, 8 Dec - Thu, 10 Dec
United Airlines Logo
8:10 a.m. - 12:37 p.m.
MSN
-
YWG
4h 27m
1 stop
United Airlines Logo
7:00 a.m. - 1:37 p.m.
YWG
-
MSN
6h 37m
1 stop
C$ 1,025United Airlines
Tue, 29 Sep - Fri, 2 Oct
Delta Logo
12:03 p.m. - 4:51 p.m.
MSN
-
YWG
4h 48m
1 stop
Delta Logo
5:42 p.m. - 11:00 p.m.
YWG
-
MSN
5h 18m
1 stop
C$ 1,039Delta
Thu, 30 Jul - Tue, 4 Aug
Air Canada Logo
5:56 p.m. - 10:33 p.m.
MSN
-
YWG
4h 37m
1 stop
Air Canada Logo
8:10 a.m. - 7:00 p.m.
YWG
-
MSN
10h 50m
2 stops
C$ 1,158Air Canada
Sat, 19 Sep - Tue, 22 Sep

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WestJet flights from Wisconsin to Winnipeg

Our best WestJet deals on Wisconsin to Winnipeg flight tickets
WestJet
2 Oct
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
4 Oct
YWG7:00 a.m.Winnipeg
9h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 447
WestJet
8 Sep
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
11 Sep
YWG7:00 a.m.Winnipeg
9h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 488
WestJet
10 Aug
MSP3:05 p.m.Minneapolis St Paul
7h 05m
1 stop
YWG10:10 p.m.Winnipeg
13 Aug
YWG7:00 a.m.Winnipeg
7h 05m
1 stop
MSP2:05 p.m.Minneapolis St Paul
C$ 509

Porter Airlines flights from Wisconsin to Winnipeg

Our best Porter Airlines deals on Wisconsin to Winnipeg flight tickets
Porter Airlines
2 Oct
ORD7:00 a.m.Chicago O'Hare Intl
10h 58m
2 stops
YWG5:58 p.m.Winnipeg
4 Oct
YWG11:40 a.m.Winnipeg
9h 55m
2 stops
ORD9:35 p.m.Chicago O'Hare Intl
C$ 718
Porter Airlines
4 Jul
ORD8:10 a.m.Chicago O'Hare Intl
7h 09m
1 stop
YWG3:19 p.m.Winnipeg
9 Jul
YWG9:20 a.m.Winnipeg
6h 59m
1 stop
ORD4:19 p.m.Chicago O'Hare Intl
C$ 1,001
Porter Airlines
11 Jul
ORD2:43 p.m.Chicago O'Hare Intl
20h 36m
1 stop
YWG11:19 a.m.Winnipeg
14 Jul
YWG12:15 p.m.Winnipeg
7h 14m
1 stop
ORD7:29 p.m.Chicago O'Hare Intl
C$ 1,015

momondo Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 96,600 searches. Data last updated 29 June 2026.
Use the filters below to find and compare flights from Wisconsin to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 2/10

5:30 p.m.-12:55 a.m.

1 stop7h 25m

Winnipeg

Sun 4/10

7:00 a.m.-4:40 p.m.

1 stop9h 40m

C$ 447

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 23/9

7:00 a.m.-5:15 p.m.

1 stop10h 15m

Winnipeg

Sun 27/9

11:15 a.m.-11:00 a.m.

2 stops23h 45m

C$ 485

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 8/9

5:30 p.m.-12:55 a.m.

1 stop7h 25m

Winnipeg

Fri 11/9

7:00 a.m.-4:40 p.m.

1 stop9h 40m

C$ 488

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 23/9

7:00 a.m.-5:15 p.m.

1 stop10h 15m

Winnipeg

Sun 27/9

9:20 a.m.-9:35 p.m.

1 stop12h 15m

C$ 502

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Mon 10/8

3:05 p.m.-10:10 p.m.

1 stop7h 05m

Winnipeg

Thu 13/8

7:00 a.m.-2:05 p.m.

1 stop7h 05m

C$ 509
Quickest round-trip

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 25/7

6:19 p.m.-11:29 p.m.

1 stop5h 10m

Winnipeg

Sat 1/8

5:41 p.m.-9:07 p.m.

1 stop3h 26m

C$ 938

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Tue 8/12

8:30 a.m.-8:48 p.m.

1 stop12h 18m

Winnipeg

Thu 10/12

8:30 a.m.-9:23 p.m.

1 stop12h 53m

C$ 1,025

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 29/9

8:10 a.m.-12:37 p.m.

1 stop4h 27m

Winnipeg

Fri 2/10

7:00 a.m.-1:37 p.m.

1 stop6h 37m

C$ 1,025

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 30/7

12:03 p.m.-4:51 p.m.

1 stop4h 48m

Winnipeg

Tue 4/8

5:42 p.m.-11:00 p.m.

1 stop5h 18m

C$ 1,039

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 19/9

5:56 p.m.-10:33 p.m.

1 stop4h 37m

Winnipeg

Tue 22/9

8:10 a.m.-7:00 p.m.

2 stops10h 50m

C$ 1,158

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Winnipeg from

How to get the cheapest flight ticket from Wisconsin 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 airline that flies from Wisconsin to Winnipeg?

WestJet, United Airlines, and Delta are the most popular carriers operating from Wisconsin to Winnipeg

Cheap Wisconsin to Winnipeg flight deals and tips

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

Fastest flight time

1h 35m

Direct flights

Every day

Airports in Winnipeg

1 airport
The fastest flight from Wisconsin to Winnipeg takes 1h 35m
Direct flights go from Wisconsin to Winnipeg every day.
There is 1 airport in Winnipeg. From Wisconsin there are direct flights to Winnipeg (YWG).
Search flight deals

Frequently asked questions about flying from Wisconsin to Winnipeg

  • When did momondo last update prices for flights from Wisconsin to Winnipeg Airport?

    Prices for flights from Wisconsin to Winnipeg Airport are updated daily.

  • How old do you have to be to fly from Wisconsin to Winnipeg Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Wisconsin to Winnipeg Airport.

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

    The necessary travel and health documents for your Winnipeg Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Winnipeg?

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

Why use momondo?

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

It is quick and easy to find Wisconsin to Winnipeg flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Winnipeg that suits you.

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

Yes. momondo enables you to select and highlight flights to Winnipeg from Wisconsin with this policy.

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

Once you have performed a search for Wisconsin to Winnipeg flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Wisconsin to Winnipeg now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Winnipeg and let you know when they change.

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