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Cheap flights from Indiana to Winnipeg from C$ 186

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Indiana to Winnipeg departing on 2/9. 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 Indiana 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  Chicago O'Hare Intl-YWG Winnipeg
7h 25m1 stop Calgary
WestJet Logo
7:00 a.m. - 4:40 p.m.YWG  Winnipeg-ORD Chicago O'Hare Intl
9h 40m1 stop Calgary
C$ 400WestJet
Tue, 1 Sep - Sat, 5 Sep
WestJet Logo
5:30 p.m. - 12:55 a.m.ORD  Chicago O'Hare Intl-YWG Winnipeg
7h 25m1 stop Calgary
WestJet Logo
7:00 a.m. - 4:40 p.m.YWG  Winnipeg-ORD Chicago O'Hare Intl
9h 40m1 stop Calgary
C$ 404WestJet
Thu, 17 Sep - Sun, 20 Sep
Multiple Airlines Logo
2:41 p.m. - 8:15 p.m.ORD  Chicago O'Hare Intl-YWG Winnipeg
29h 34m2 stops Denver Intl Calgary
Multiple Airlines Logo
7:00 a.m. - 4:40 p.m.YWG  Winnipeg-ORD Chicago O'Hare Intl
9h 40m1 stop Calgary
C$ 415Multiple Airlines
Wed, 2 Sep - Fri, 11 Sep
WestJet Logo
5:30 p.m. - 12:55 a.m.ORD  Chicago O'Hare Intl-YWG Winnipeg
7h 25m1 stop Calgary
WestJet Logo
7:00 a.m. - 4:40 p.m.YWG  Winnipeg-ORD Chicago O'Hare Intl
9h 40m1 stop Calgary
C$ 427WestJet
Mon, 31 Aug - Sun, 6 Sep
WestJet Logo
5:30 p.m. - 12:55 a.m.ORD  Chicago O'Hare Intl-YWG Winnipeg
7h 25m1 stop Calgary
WestJet Logo
7:00 a.m. - 4:40 p.m.YWG  Winnipeg-ORD Chicago O'Hare Intl
9h 40m1 stop Calgary
C$ 429WestJet
Sun, 27 Sep - Sun, 4 Oct
WestJet Logo
5:30 p.m. - 12:55 a.m.ORD  Chicago O'Hare Intl-YWG Winnipeg
7h 25m1 stop Calgary
WestJet Logo
7:00 a.m. - 4:40 p.m.YWG  Winnipeg-ORD Chicago O'Hare Intl
9h 40m1 stop Calgary
C$ 434WestJet
Tue, 29 Sep - Tue, 6 Oct
WestJet Logo
5:30 p.m. - 12:55 a.m.ORD  Chicago O'Hare Intl-YWG Winnipeg
7h 25m1 stop Calgary
WestJet Logo
7:00 a.m. - 4:40 p.m.YWG  Winnipeg-ORD Chicago O'Hare Intl
9h 40m1 stop Calgary
C$ 436WestJet
Mon, 28 Sep - Mon, 5 Oct
WestJet Logo
5:30 p.m. - 12:55 a.m.ORD  Chicago O'Hare Intl-YWG Winnipeg
7h 25m1 stop Calgary
WestJet Logo
7:00 a.m. - 4:40 p.m.YWG  Winnipeg-ORD Chicago O'Hare Intl
9h 40m1 stop Calgary
C$ 438WestJet
Mon, 28 Sep - Mon, 5 Oct
WestJet Logo
5:30 p.m. - 12:55 a.m.ORD  Chicago O'Hare Intl-YWG Winnipeg
7h 25m1 stop Calgary
WestJet Logo
7:00 a.m. - 4:40 p.m.YWG  Winnipeg-ORD Chicago O'Hare Intl
9h 40m1 stop Calgary
C$ 443WestJet
Fri, 11 Sep - Fri, 18 Sep
WestJet Logo
5:30 p.m. - 12:55 a.m.ORD  Chicago O'Hare Intl-YWG Winnipeg
7h 25m1 stop Calgary
WestJet Logo
7:00 a.m. - 4:40 p.m.YWG  Winnipeg-ORD Chicago O'Hare Intl
9h 40m1 stop Calgary
C$ 445WestJet
Wed, 2 Sep - Sat, 5 Sep

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WestJet flights from Indiana to Winnipeg

Our best WestJet deals on Indiana to Winnipeg flight tickets
WestJet
1 Sep
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
5 Sep
YWG7:00 a.m.Winnipeg
9h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 400
WestJet
17 Sep
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
20 Sep
YWG7:00 a.m.Winnipeg
9h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 404
WestJet
31 Aug
ORD5:30 p.m.Chicago O'Hare Intl
7h 25m
1 stop
YWG12:55 a.m.Winnipeg
10 Sep
YWG7:00 a.m.Winnipeg
9h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 427

Porter Airlines flights from Indiana to Winnipeg

Our best Porter Airlines deals on Indiana to Winnipeg flight tickets
Porter Airlines
25 Sep
MDW11:45 a.m.Chicago Midway
30h 13m
2 stops
YWG5:58 p.m.Winnipeg
28 Sep
YWG4:15 p.m.Winnipeg
22h 20m
2 stops
MDW2:35 p.m.Chicago Midway
C$ 852
Porter Airlines
18 Sep
MDW3:20 p.m.Chicago Midway
26h 38m
2 stops
YWG5:58 p.m.Winnipeg
20 Sep
YWG4:15 p.m.Winnipeg
18h 45m
2 stops
MDW11:00 a.m.Chicago Midway
C$ 853
Porter Airlines
25 Sep
MDW11:45 a.m.Chicago Midway
30h 13m
2 stops
YWG5:58 p.m.Winnipeg
28 Sep
YWG11:15 a.m.Winnipeg
27h 20m
2 stops
MDW2:35 p.m.Chicago Midway
C$ 875

momondo Fare Finder

 
Customize your flight search to find flights from Indiana 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 17 August 2026.
Use the filters below to find and compare flights from Indiana to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Tue 1/9

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

1 stop7h 25m

Winnipeg

Sat 5/9

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

1 stop9h 40m

C$ 400

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Thu 17/9

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

1 stop7h 25m

Winnipeg

Sun 20/9

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

1 stop9h 40m

C$ 404

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Wed 2/9

2:41 p.m.-8:15 p.m.

2 stops29h 34m

Winnipeg

Fri 11/9

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

1 stop9h 40m

C$ 415

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Mon 31/8

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

1 stop7h 25m

Winnipeg

Sun 6/9

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

1 stop9h 40m

C$ 427

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Sun 27/9

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$ 429

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Tue 29/9

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

1 stop7h 25m

Winnipeg

Tue 6/10

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

1 stop9h 40m

C$ 434

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Mon 28/9

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

1 stop7h 25m

Winnipeg

Mon 5/10

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

1 stop9h 40m

C$ 436

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Mon 28/9

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

1 stop7h 25m

Winnipeg

Mon 5/10

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

1 stop9h 40m

C$ 438

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Fri 11/9

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

1 stop7h 25m

Winnipeg

Fri 18/9

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

1 stop9h 40m

C$ 443

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Wed 2/9

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

1 stop7h 25m

Winnipeg

Sat 5/9

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

1 stop9h 40m

C$ 445

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 Indiana 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 Indiana to Winnipeg?

WestJet, Porter Airlines, and Delta are the most popular carriers operating from Indiana to Winnipeg

Cheap Indiana to Winnipeg flight deals and tips

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

Fastest flight time

2h 24m

Direct flights

Every day

Airports in Winnipeg

1 airport
The fastest flight from Indiana to Winnipeg takes 2h 24m
Direct flights go from Indiana to Winnipeg every day.
There is 1 airport in Winnipeg. From Indiana there are direct flights to Winnipeg (YWG).
Search flight deals

Frequently asked questions about flying from Indiana to Winnipeg

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

    Prices for flights from Indiana to Winnipeg Airport are refreshed on a daily basis.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Indiana 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.

Travelling to a place near Winnipeg?

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

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Indiana to Winnipeg for you.

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Winnipeg from Indiana.

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

Yes. momondo can track prices for Indiana to Winnipeg flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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