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Cheap flights from Winnipeg to Indiana from C$ 249

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 22/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — IND
16 Jul — 23 Jul1
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 16 June 2026.

Mon 14/911:15 a.m.
YWG
-
ORD
2 stops23h 45m
Multiple Airlines
Mon 21/93:20 p.m.
ORD
-
YWG
1 stop18h 25m
Multiple Airlines
Deal found 15/6C$ 469
Tue 1/97:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Tue 8/95:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 16/6C$ 472
Fri 2/107:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Sun 4/105:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 13/6C$ 510
Tue 1/911:15 a.m.
YWG
-
ORD
2 stops23h 45m
Multiple Airlines
Tue 8/95:30 p.m.
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Deal found 16/6C$ 515
Thu 10/97:00 a.m.
YWG
-
ORD
1 stop9h 40m
Multiple Airlines
Sun 13/93:20 p.m.
ORD
-
YWG
2 stops26h 38m
Multiple Airlines
Deal found 14/6C$ 517
Thu 17/97:00 a.m.
YWG
-
ORD
1 stop9h 40m
Multiple Airlines
Sat 19/97:00 a.m.
ORD
-
YWG
2 stops10h 58m
Multiple Airlines
Deal found 14/6C$ 521
Thu 16/74:15 p.m.
YWG
-
ORD
2 stops16h 45m
Multiple Airlines
Sun 19/78:40 p.m.
ORD
-
YWG
2 stops13h 40m
Multiple Airlines
Deal found 15/6C$ 524
Sat 31/107:50 a.m.
YWG
-
ORD
1 stop29h 45m
WestJet
Fri 6/112:20 p.m.
ORD
-
YWG
1 stop9h 35m
WestJet
Deal found 15/6C$ 529
Fri 21/87:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Mon 24/85:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 15/6C$ 531
Thu 3/97:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Fri 18/95:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 12/6C$ 532
Thu 16/74:55 p.m.
YWG
-
MDW
2 stops21h 40m
Multiple Airlines
Sun 19/73:20 p.m.
MDW
-
YWG
1 stop9h 35m
Multiple Airlines
Deal found 13/6C$ 552
Thu 5/115:00 a.m.
YWG
-
SDF
2 stops15h 41m
WestJet
Sun 8/114:00 p.m.
SDF
-
YWG
1 stop5h 16m
WestJet
Deal found 13/6C$ 577

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 16 June 2026.

Round-trip from

C$ 469

One-way from

C$ 249

Popular in

September

Cheapest in

March

Average price

C$ 536
14/9-21/9
  • 14/9-21/9
  • 3 total stops
  • 42h 10m total
  • Winnipeg to Indiana
Search Deals
Porter Airlines
  • Porter Airlines
  • 22/9
  • 2 total stops
  • 23h 45m total
  • Winnipeg to Indiana
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 210 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 53 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 16 June 2026.
Use the filters below to find and compare flights from Winnipeg to Indiana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Thu 5/11

6:55 p.m.-11:36 a.m.

2 stops15h 41m

Louisville Intl

Sun 8/11

7:30 p.m.-11:42 p.m.

2 stops29h 12m

C$ 581

WinnipegIndianapolis

YWG - IND

YWGIND

Winnipeg

Thu 27/8

3:58 p.m.-6:25 p.m.

1 stop25h 27m

Indianapolis

Sun 30/8

7:35 p.m.-3:08 p.m.

1 stop20h 33m

C$ 598

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Sat 31/10

5:35 p.m.-10:55 p.m.

1 stop4h 20m

Louisville Intl

Wed 4/11

6:36 a.m.-11:50 a.m.

1 stop6h 14m

C$ 616

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Sat 1/8

5:10 p.m.-9:40 a.m.

1 stop16h 30m

Chicago Midway

Thu 6/8

3:15 p.m.-3:19 p.m.

1 stop24h 04m

C$ 662

WinnipegIndianapolis

YWG - IND

YWGIND

Winnipeg

Sun 25/10

6:15 a.m.-12:32 a.m.

2 stops17h 17m

Indianapolis

Mon 26/10

1:48 p.m.-6:05 p.m.

2 stops29h 17m

C$ 662

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 21/9

9:20 a.m.-4:18 p.m.

1 stop6h 58m

Chicago O'Hare Intl

Tue 22/9

8:03 a.m.-3:19 p.m.

1 stop7h 16m

C$ 690

WinnipegIndianapolis

YWG - IND

YWGIND

Winnipeg

Thu 3/9

5:42 p.m.-11:05 p.m.

1 stop4h 23m

Indianapolis

Tue 8/9

7:00 a.m.-3:08 p.m.

1 stop9h 08m

C$ 690

WinnipegIndianapolis

YWG - IND

YWGIND

Winnipeg

Mon 6/7

6:05 p.m.-12:36 p.m.

2 stops17h 31m

Indianapolis

Fri 10/7

4:16 p.m.-9:40 p.m.

2 stops30h 24m

C$ 697

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Sat 12/9

6:40 a.m.-10:50 p.m.

1 stop15h 10m

Louisville Intl

Fri 25/9

6:50 a.m.-3:08 p.m.

1 stop9h 18m

C$ 700

WinnipegIndianapolis

YWG - IND

YWGIND

Winnipeg

Thu 5/11

9:00 p.m.-7:48 p.m.

2 stops21h 48m

Indianapolis

Sun 8/11

6:15 p.m.-11:34 p.m.

1 stop6h 19m

C$ 703

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/6

Showing 1-10 of 56 resultsSorted by cheapest first
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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$ 491). Flying from Winnipeg to Indiana in September is currently the most expensive (average of C$ 1,200). 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.

Reviews of airlines servicing Indiana

Get insights into the airlines that provide service to Indiana. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Indiana. Reviews last updated 16 June 2026.
Check out reviews from past customers who have flown with Delta from Winnipeg to Indiana to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,404 reviews
Check prices

Boarding

8.1

Food

7.2

Comfort

7.8

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Delta
7.9
Good
8,404 reviews
Delta
7.9
Good
8,404 reviews
Check prices

Boarding

8.1

Food

7.2

Comfort

7.8

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

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$ 690, WestJet can have you in Indiana from Winnipeg in 4h 23m. 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 - Indianapolis and Winnipeg - Chicago Midway.

  • 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$ 491). Flying from Winnipeg to Indiana in September is currently the most expensive (average of C$ 1,200). 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

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Top airline flying from Winnipeg to Indiana

Discover the top airline that operate flights from Winnipeg to Indiana. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 16 June 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 492AverageC$ 522FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

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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.

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