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$177+ Cheap flights from Indiana to Winnipeg (YWG)

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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
IND — YWG
Jun 22 — Jun 291
Mon 6/22
Mon 6/29
1 adult, Economy
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Cheap flight deals from Indiana to Winnipeg

Cheapest flights from Indiana to Winnipeg
Explore the most affordable flight options available from Indiana to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1710:15 am
MDW
-
YWG
1 stop9h 34m
Porter Airlines
Wed 6/248:45 pm
YWG
-
MDW
1 stop12h 55m
Porter Airlines
Deal found 5/20$371
This Trip.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Wed 6/179:20 am
YWG
-
ORD
1 stop6h 58m
Multiple Airlines
Deal found 5/20$373
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Mon 8/317:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 5/19$378
This WestJet deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Mon 10/197:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 5/18$405
This FlightHub deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/25:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Wed 8/127:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 5/18$406
This FlightHub deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:20 pm
ORD
-
YWG
1 stop8h 20m
Multiple Airlines
Tue 11/312:10 pm
YWG
-
ORD
1 stop7h 10m
Multiple Airlines
Deal found 5/21$412
This Trip.com deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Wed 8/1912:00 pm
YWG
-
ORD
1 stop28h 40m
WestJet
Deal found 5/21$413
This Trip.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/65:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Fri 7/1712:15 pm
YWG
-
ORD
1 stop7h 14m
Multiple Airlines
Deal found 5/18$424
This WestJet deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/302:20 pm
ORD
-
YWG
1 stop8h 20m
WestJet
Sun 11/16:15 am
YWG
-
ORD
1 stop7h 20m
WestJet
Deal found 5/21$425
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1510:15 am
MDW
-
YWG
1 stop23h 30m
Multiple Airlines
Wed 6/178:45 pm
YWG
-
MDW
1 stop12h 55m
Multiple Airlines
Deal found 5/19$431
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/155:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Fri 6/195:05 pm
YWG
-
ORD
2 stops27h 38m
Multiple Airlines
Deal found 5/20$431
This FlightHub deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Sun 8/166:25 pm
YWG
-
ORD
1 stop22h 15m
WestJet
Deal found 5/18$437

Find flight deals from Indiana to Winnipeg

Keep the following information in mind while searching for Indiana to Winnipeg flight deals. Data was last updated May 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$371
(Kiwi.com)

One-way from

$177
(Kiwi.com)
Provider with most accurate pricing for Indianapolis-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-Winnipeg flights.
Search Deals
From Indiana to Winnipeg
Search Deals
One-way flight from Indiana to Winnipeg
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated May 23, 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

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Mon 8/17

1:55 pm-9:19 pm

1 stop8h 24m

Winnipeg

Wed 8/19

10:55 am-8:30 pm

1 stop8h 35m

$444

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Sat 6/27

1:56 pm-10:38 pm

1 stop9h 42m

Winnipeg

Thu 7/2

7:00 am-4:49 pm

1 stop8h 49m

$452

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Sat 6/27

11:20 am-8:20 pm

2 stops10h 00m

Winnipeg

Thu 7/2

9:05 pm-7:31 pm

2 stops21h 26m

$487

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Fri 6/19

5:48 pm-2:25 pm

2 stops21h 37m

Winnipeg

Thu 6/25

6:15 am-5:49 pm

2 stops10h 34m

$501

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Fri 8/14

3:15 pm-8:40 am

1 stop17h 25m

Winnipeg

Sun 8/16

8:45 pm-9:40 am

1 stop12h 55m

$516

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Mon 7/6

6:15 pm-11:15 am

2 stops18h 00m

Winnipeg

Mon 7/13

5:00 am-1:14 pm

1 stop7h 14m

$550

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 7/28

6:30 am-11:53 am

1 stop5h 23m

Winnipeg

Wed 7/29

10:45 am-8:31 pm

2 stops9h 46m

$566

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Thu 6/18

1:26 pm-7:49 pm

2 stops30h 23m

Winnipeg

Wed 6/24

11:40 am-9:40 am

2 stops22h 00m

$613

DaytonWinnipeg

DAY - YWG

DAYYWG

Dayton

Tue 11/10

7:45 pm-8:48 pm

2 stops26h 03m

Winnipeg

Sat 11/14

8:30 am-10:29 pm

1 stop12h 59m

$662

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 11/4

8:11 am-3:30 pm

1 stop7h 19m

Winnipeg

Mon 11/9

6:00 am-12:27 pm

1 stop6h 27m

$673

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/18

Showing 1-10 of 50 resultsSorted by cheapest first
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Best time to book a flight from Indiana to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Indiana 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 Indiana to Winnipeg
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Indiana to Winnipeg. 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 into for flights to Winnipeg from Indiana?

    Winnipeg (YWG) is the airport you will fly into if you book a flight from Indiana to Winnipeg. It is only a 4.6 mi journey from Winnipeg (YWG) to Winnipeg’s city center.

  • How long is the flight from Indiana to Winnipeg?

    A quick flight from Indiana to Winnipeg can take about 5h 23m. Air Canada provides one of the quickest options available for as low as $566. The distance from Indiana to Winnipeg is about 706 mi. This flight may include one or multiple stops.

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

    When deciding which route to take from Indiana to Winnipeg consider Chicago O'Hare Intl - Winnipeg, Chicago Midway - Winnipeg or Cincinnati Cinci./N. Kentucky - Winnipeg as they are the most popular.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Winnipeg?

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

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Top 3 airlines flying from Indiana to Winnipeg

Discover the top 3 airlines that operate flights from Indiana to Winnipeg. 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 2,558,603 searches. Data last updated May 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$393Average$793FlexibilityNo cancel feeOn-time69%
WestJetCheapest$419Average$431FlexibilityNo cancel feeOn-time60%
DeltaCheapest$435Average$761FlexibilityNo cancel feeOn-timeN/A

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