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$153+ Cheap flights from Kentucky 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — YWG
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find flight deals from Kentucky to Winnipeg

Cheapest flights from Kentucky to Winnipeg
Explore the most affordable flight options available from Kentucky to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/13:28 pmBNA - YWG
1 stop25h 58mMultiple Airlines
Fri 12/57:30 amYWG - BNA
2 stops38h 38mMultiple Airlines
Deal found 10/30$357
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:35 pmBNA - YWG
2 stops15h 14mUnited Airlines
Wed 11/198:40 amYWG - BNA
1 stop12h 53mUnited Airlines
Deal found 10/30$366
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:35 pmBNA - YWG
2 stops15h 14mUnited Airlines
Tue 11/117:05 pmYWG - BNA
2 stops17h 29mUnited Airlines
Deal found 10/30$369
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:10 pmBNA - YWG
1 stop9h 34mDelta
Wed 12/3112:35 pmYWG - BNA
1 stop9h 44mDelta
Deal found 10/29$393
This Air Canada deal was found by Cheapflights users on 10/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/248:15 amBNA - YWG
1 stop15h 39mAir Canada
Wed 12/315:30 amYWG - BNA
2 stops14h 01mAir Canada
Deal found 10/30$486
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:10 amCVG - YWG
1 stop5h 47mUnited Airlines
Thu 11/275:30 amYWG - CVG
2 stops8h 44mUnited Airlines
Deal found 10/30$519
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/228:20 pmCVG - YWG
2 stops43h 47mMultiple Airlines
Fri 1/27:30 amYWG - CVG
1 stop9h 44mMultiple Airlines
Deal found 10/28$547
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Sun 12/142:01 pmTYS - YWG
1 stop12h 27mMultiple Airlines
Sun 12/2112:10 pmYWG - TYS
2 stops32h 43mMultiple Airlines
Deal found 10/30$615
This Air Canada deal was found by Cheapflights users on 10/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:10 amCVG - YWG
1 stop5h 47mAir Canada
Thu 11/277:05 pmYWG - CVG
1 stop21h 55mAir Canada
Deal found 10/30$763
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:40 amTYS - YWG
1 stop10h 27mDelta
Sun 12/217:30 amYWG - TYS
1 stop9h 44mDelta
Deal found 10/30$850
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/208:45 amCVG - YWG
3 stops15h 50mAmerican Airlines
Thu 11/276:00 amYWG - CVG
2 stops8h 41mAmerican Airlines
Deal found 10/30$870

Cheap flight deals from Kentucky to Winnipeg

Keep the following information in mind while searching for Kentucky to Winnipeg flight deals. Data was last updated October 30, 2025.

Round-trip from

$352
(Air Canada)

One-way from

$153
(Kiwi.com)
From Kentucky to Winnipeg
Search Deals
One-way flight from Kentucky to Winnipeg
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky 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 October 30, 2025.
Use the filters below to find and compare flights from Kentucky to Winnipeg that are best for you.

Fly from

Kentucky

Fly to

Winnipeg

Route

Depart

Return

Price

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Thu 3/5

8:15 am-9:44 pm

1 stop13h 29m

Winnipeg

Mon 3/9

11:05 am-7:50 pm

1 stop8h 45m

$352

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Fri 11/14

6:35 pm-9:49 am

2 stops15h 14m

Winnipeg

Wed 11/19

8:40 am-9:33 pm

1 stop12h 53m

$366

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Wed 12/24

2:10 pm-11:44 pm

1 stop9h 34m

Winnipeg

Wed 12/31

12:35 pm-10:19 pm

1 stop9h 44m

$382

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Mon 12/1

6:00 am-6:06 pm

3 stops36h 06m

Winnipeg

Fri 12/5

7:30 am-10:22 am

2 stops26h 52m

$382

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Thu 3/5

12:30 pm-11:54 pm

2 stops11h 24m

Winnipeg

Mon 3/9

11:05 am-10:07 pm

2 stops11h 02m

$429

KnoxvilleWinnipeg

TYS - YWG

TYSYWG

Knoxville McGhee Tyson

Thu 3/5

7:00 am-11:39 am

1 stop5h 39m

Winnipeg

Mon 3/9

2:15 pm-8:54 pm

1 stop5h 39m

$432

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Mon 11/10

2:35 pm-8:56 pm

1 stop6h 21m

Winnipeg

Tue 11/11

8:40 am-9:33 pm

1 stop12h 53m

$480

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Thu 11/20

7:10 am-11:57 am

1 stop5h 47m

Winnipeg

Thu 11/27

5:30 am-3:14 pm

2 stops8h 44m

$519

LexingtonWinnipeg

LEX - YWG

LEXYWG

Lexington Blue Grass

Thu 3/5

7:30 am-11:39 am

1 stop5h 09m

Winnipeg

Mon 3/9

7:05 pm-1:13 pm

2 stops17h 08m

$542

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Mon 12/22

8:20 pm-3:07 pm

2 stops43h 47m

Winnipeg

Fri 1/2

7:30 am-6:14 pm

1 stop9h 44m

$547

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 19 results
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Best time to book a flight from Kentucky to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Kentucky 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 Kentucky 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 Kentucky 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 Kentucky?

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

  • How long is the flight from Kentucky to Winnipeg?

    Departing from Kentucky to Winnipeg will take you 12h 39m. There are 1029 mi between Kentucky and Winnipeg. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Kentucky to Winnipeg one-way?

    One-way options have recently been found by users for as low as $327 on Air Canada. Other airlines that offer cheap prices include WestJet from $331 and United Airlines from $443 one-way.

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

    The most popular flight routes from Kentucky to Winnipeg are Nashville Intl - Winnipeg, Cincinnati Cinci./N. Kentucky - Winnipeg and Knoxville McGhee Tyson - Winnipeg.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kentucky 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?

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Portage la Prairie

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