Find flights
Deals
When to book
FAQs

Cheap flights from Winnipeg to Indiana from C$ 201

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — IND
28 Feb — 7 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Indiana

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Indiana
Explore the most affordable flight options available from Winnipeg to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 January 2026.

Sat 25/46:55 p.m.
YWG
-
ORD
1 stop21h 45m
WestJet
Thu 30/45:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 27/1C$ 349
Fri 5/67:00 a.m.
YWG
-
ORD
2 stops9h 40m
WestJet
Tue 9/65:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 27/1C$ 353
Fri 6/36:15 a.m.
YWG
-
ORD
1 stop7h 20m
WestJet
Mon 9/32:20 p.m.
ORD
-
YWG
1 stop8h 20m
WestJet
Deal found 27/1C$ 356
Fri 6/37:30 a.m.
YWG
-
ORD
1 stop27h 46m
Multiple Airlines
Tue 10/37:41 p.m.
ORD
-
YWG
2 stops28h 59m
Multiple Airlines
Deal found 28/1C$ 392
Thu 5/39:00 p.m.
YWG
-
ORD
1 stop16h 35m
WestJet
Mon 9/32:20 p.m.
ORD
-
YWG
1 stop8h 20m
WestJet
Deal found 27/1C$ 399
Wed 25/27:30 a.m.
YWG
-
ORD
1 stop9h 22m
Multiple Airlines
Wed 4/36:02 p.m.
ORD
-
YWG
2 stops30h 38m
Multiple Airlines
Deal found 28/1C$ 419
Sat 13/69:05 p.m.
YWG
-
ORD
1 stop19h 35m
WestJet
Tue 16/65:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 27/1C$ 432
Fri 6/37:30 a.m.
YWG
-
MDW
1 stop12h 17m
Multiple Airlines
Tue 10/36:00 a.m.
MDW
-
YWG
2 stops18h 40m
Multiple Airlines
Deal found 28/1C$ 434
Wed 25/27:30 a.m.
YWG
-
MDW
1 stop11h 37m
Multiple Airlines
Wed 4/37:15 a.m.
MDW
-
YWG
2 stops17h 25m
Multiple Airlines
Deal found 28/1C$ 472
Fri 6/37:30 a.m.
YWG
-
MDW
1 stop12h 17m
Multiple Airlines
Mon 9/39:51 p.m.
MDW
-
YWG
2 stops37h 41m
Multiple Airlines
Deal found 27/1C$ 487
Mon 2/35:19 p.m.
YWG
-
IND
1 stop4h 45m
Delta
Wed 4/37:00 a.m.
IND
-
YWG
1 stop5h 01m
Delta
Deal found 28/1C$ 510
Tue 24/25:19 p.m.
YWG
-
IND
1 stop4h 45m
WestJet
Tue 3/37:55 p.m.
IND
-
YWG
1 stop16h 06m
WestJet
Deal found 27/1C$ 512

Find flight deals from Winnipeg to Indiana

Keep the following information in mind while searching for Winnipeg to Indiana flight deals. Data was last updated 29 January 2026.

Round-trip from

C$ 349

One-way from

C$ 201

Popular in

January

Cheapest in

March

Average price

C$ 1,242
WestJet
  • WestJet
  • 25/4-30/4
  • 2 total stops
  • 29h 10m total
  • Winnipeg to Indiana
Search Deals
WestJet
  • WestJet
  • 29/5
  • 1 total stop
  • 9h 40m total
  • Winnipeg to Indiana
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 204 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Indiana 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, Cheapflights users made 629,999 searches. Data last updated 29 January 2026.
Use the filters below to find and compare flights from Winnipeg to Indiana that are best for you.

Fly from

Winnipeg

Fly to

Indiana

Route

Depart

Return

Price

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 25/4

6:55 p.m.-4:40 p.m.

1 stop21h 45m

Chicago O'Hare Intl

Thu 30/4

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

1 stop7h 25m

C$ 349

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 5/6

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

2 stops9h 40m

Chicago O'Hare Intl

Tue 9/6

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

1 stop7h 25m

C$ 353

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 6/3

6:15 a.m.-1:35 p.m.

1 stop7h 20m

Chicago O'Hare Intl

Mon 9/3

2:20 p.m.-10:40 p.m.

1 stop8h 20m

C$ 356

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Wed 25/2

7:30 a.m.-4:52 p.m.

1 stop9h 22m

Chicago O'Hare Intl

Wed 4/3

6:02 p.m.-12:40 a.m.

2 stops30h 38m

C$ 419

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 13/3

6:15 a.m.-1:35 p.m.

1 stop7h 20m

Chicago O'Hare Intl

Mon 30/3

2:20 p.m.-10:40 p.m.

1 stop8h 20m

C$ 419

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 13/6

9:05 p.m.-4:40 p.m.

1 stop19h 35m

Chicago O'Hare Intl

Tue 16/6

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

1 stop7h 25m

C$ 432

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Wed 25/2

7:30 a.m.-7:07 p.m.

1 stop11h 37m

Chicago Midway

Wed 4/3

7:15 a.m.-12:40 a.m.

2 stops17h 25m

C$ 472

WinnipegIndianapolis

YWG - IND

YWGIND

Winnipeg

Mon 2/3

5:19 p.m.-11:04 p.m.

1 stop4h 45m

Indianapolis

Wed 4/3

7:00 a.m.-11:01 a.m.

1 stop5h 01m

C$ 510

WinnipegIndianapolis

YWG - IND

YWGIND

Winnipeg

Tue 24/2

5:19 p.m.-11:04 p.m.

1 stop4h 45m

Indianapolis

Tue 3/3

7:55 p.m.-11:01 a.m.

1 stop16h 06m

C$ 512

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Thu 12/3

11:55 a.m.-11:51 a.m.

1 stop22h 56m

Louisville Intl

Mon 16/3

12:34 p.m.-11:01 a.m.

1 stop23h 27m

C$ 513

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/1

Showing 1-10 of 41 results
1
2
3
...
5

Best time to book a flight from Winnipeg to Indiana

Have a flexible travel schedule? Discover the best time to fly to Indiana from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Indiana

What is the cheapest month to book a flight from Winnipeg to Indiana?

Currently, March is the cheapest month in which you can book a flight from Winnipeg to Indiana (average of C$ 638). Flying from Winnipeg to Indiana in September is currently the most expensive (average of C$ 1,163). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Indiana. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Indiana?

    For a flight from Winnipeg to Indiana, you will be flying from Winnipeg. Winnipeg (YWG) is just 7.3 km from the centre of the city.

  • How long is the flight from Winnipeg to Indiana?

    For as low as C$ 510, WestJet can have you in Indiana from Winnipeg in 4h 45m. Winnipeg and Indiana are separated by a distance of 1419 km. This flight may include one or multiple stops.

  • What are the most popular routes from Winnipeg to Indiana?

    The most popular flight routes from Winnipeg to Indiana are Winnipeg - Chicago O'Hare Intl, Winnipeg - Chicago Midway and Winnipeg - Louisville Intl.

  • Can I find deals for flights from Winnipeg to Indiana that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Indiana flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Indiana?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Indiana.

  • Can I find deals for business class flights from Winnipeg to Indiana?

    Yes. Cheapflights offers flight deals from Winnipeg to Indiana by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Indiana?

    Currently, March is the cheapest month in which you can book a flight from Winnipeg to Indiana (average of C$ 638). Flying from Winnipeg to Indiana in September is currently the most expensive (average of C$ 1,163). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Winnipeg to Indiana

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Las Vegas flights
Winnipeg to Sky Harbor Intl flights
Winnipeg to Orlando flights
Winnipeg to Seattle flights
Winnipeg to Miami flights
Winnipeg to Hobby flights
Winnipeg to Honolulu flights
Winnipeg to Los Angeles flights
Winnipeg to Fort Lauderdale flights
Winnipeg to George Bush Intcntl flights
Winnipeg to O'Hare Intl flights
Winnipeg to John F Kennedy Intl flights
Winnipeg to Newark flights
Winnipeg to Ontario flights
Winnipeg to Sacramento flights
Winnipeg to LaGuardia flights
Winnipeg to Minneapolis flights
Winnipeg to Tampa flights
Winnipeg to Dulles Intl flights
Winnipeg to Reagan-National flights
Winnipeg to Dallas/Fort Worth flights
Winnipeg to Palm Springs flights
Winnipeg to Portland flights
Winnipeg to San Francisco flights
Winnipeg to Baltimore flights
Winnipeg to Boston flights
Winnipeg to Santa Ana flights
Winnipeg to Austin flights
Winnipeg to San Diego flights
Winnipeg to New Orleans flights
Winnipeg to Nashville flights
Winnipeg to Atlanta flights
Winnipeg to Fort Myers flights
Winnipeg to Denver flights
Winnipeg to Columbus flights
Winnipeg to Philadelphia flights
Winnipeg to Kahului flights
Winnipeg to Jacksonville flights
Winnipeg to Harrisburg flights
Winnipeg to Detroit flights
Winnipeg to San Antonio flights
Winnipeg to Love Field flights
Winnipeg to Tulsa flights
Winnipeg to Louisville flights
Winnipeg to Burbank flights
Winnipeg to Kailua-Kona flights
Winnipeg to Buffalo flights
Winnipeg to Daytona Beach flights
Winnipeg to Des Moines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Indiana?

When you search for this flight from Winnipeg to Indiana, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Indiana?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Winnipeg to Indiana.

Can Cheapflights find flights from Winnipeg to Indiana with no change fees?

Need flexible booking options for your flight to Indiana from Winnipeg? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Winnipeg to Indiana become cheaper?

Not ready to book yet? You can track prices for flights from Winnipeg to Indiana on Cheapflights with our Price Alert feature and get notified when better prices are available.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.