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Kentucky

$138+ Cheap flights from Winnipeg (YWG) to Kentucky

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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Winnipeg to Kentucky

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

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$248
(Delta)

One-way from

$138
(Air Canada)

Popular in

November

Cheapest in

April

Average price

$694
Provider with most accurate pricing for Winnipeg-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-Louisville Intl flights.
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From Winnipeg to Kentucky
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One-way flight from Winnipeg to Kentucky
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Highest demand for flights based on searches. 21% potential increase in price ($199 potential increase over avg. RT price).
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Cheapest flight prices on average. 12% potential price decrease ($76 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Winnipeg to Kentucky

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

This Delta deal was found by Cheapflights users on 10/27. 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.
Tue 12/912:35 pmYWG - BNA
1 stop9h 24mDelta
Sat 12/136:00 amBNA - YWG
1 stop5h 45mDelta
Deal found 10/27$248
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1012:35 pmYWG - BNA
1 stop4h 51mDelta
Sat 12/136:00 amBNA - YWG
1 stop5h 45mDelta
Deal found 10/28$249
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/45:30 amYWG - BNA
2 stops17h 19mUnited Airlines
Tue 11/111:00 pmBNA - YWG
2 stops22h 57mUnited Airlines
Deal found 10/28$262
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 12/88:00 amYWG - BNA
1 stop14h 27mMultiple Airlines
Thu 12/118:52 amBNA - YWG
2 stops30h 15mMultiple Airlines
Deal found 10/28$268
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:30 amYWG - BNA
1 stop9h 45mDelta
Wed 11/196:00 amBNA - YWG
1 stop5h 48mDelta
Deal found 10/28$284
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:30 amYWG - BNA
2 stops17h 19mUnited Airlines
Wed 11/198:00 amBNA - YWG
1 stop12h 56mUnited Airlines
Deal found 10/28$285
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Tue 12/98:00 amYWG - BNA
1 stop14h 08mMultiple Airlines
Sat 12/135:45 amBNA - YWG
2 stops33h 22mMultiple Airlines
Deal found 10/27$287
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.
Sun 11/25:00 amYWG - BNA
1 stop12h 20mMultiple Airlines
Fri 11/78:51 pmBNA - YWG
2 stops42h 16mMultiple Airlines
Deal found 10/28$290
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/25:00 amYWG - BNA
1 stop12h 20mWestJet
Fri 11/76:05 pmBNA - YWG
1 stop6h 37mWestJet
Deal found 10/28$293
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/256:40 amYWG - BNA
1 stop8h 21mDelta
Tue 12/26:00 amBNA - YWG
1 stop5h 45mDelta
Deal found 10/28$299
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/268:40 amYWG - SDF
1 stop12h 50mUnited Airlines
Wed 12/33:33 pmSDF - YWG
1 stop6h 22mUnited Airlines
Deal found 10/29$349
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.
Sat 11/112:20 pmYWG - SDF
2 stops10h 41mDelta
Fri 11/77:55 amSDF - YWG
2 stops12h 17mDelta
Deal found 10/30$826

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Kentucky 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 Winnipeg to Kentucky that are best for you.

Fly from

Winnipeg

Fly to

Kentucky

Route

Depart

Return

Price

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Tue 12/9

12:35 pm-9:59 pm

1 stop9h 24m

Nashville Intl

Sat 12/13

6:00 am-11:45 am

1 stop5h 45m

$248

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 11/28

8:40 am-9:33 pm

1 stop12h 53m

Nashville Intl

Fri 12/5

1:00 pm-11:57 am

2 stops22h 57m

$249

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 12/10

12:35 pm-5:26 pm

1 stop4h 51m

Nashville Intl

Sat 12/13

6:00 am-11:45 am

1 stop5h 45m

$249

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 12/10

2:20 pm-9:31 am

2 stops19h 11m

Nashville Intl

Sat 12/13

8:30 am-11:57 am

2 stops27h 27m

$249

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 11/28

8:40 am-5:31 pm

1 stop8h 51m

Nashville Intl

Tue 12/2

8:40 am-11:57 am

2 stops27h 17m

$249

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 11/26

12:38 pm-9:57 pm

1 stop9h 19m

Nashville Intl

Wed 12/3

6:00 am-11:45 am

1 stop5h 45m

$249

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Tue 11/25

8:40 am-5:31 pm

1 stop8h 51m

Nashville Intl

Tue 12/2

8:40 am-11:57 am

2 stops27h 17m

$249

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Mon 12/8

8:00 am-10:27 pm

1 stop14h 27m

Nashville Intl

Thu 12/11

8:52 am-3:07 pm

2 stops30h 15m

$268

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 1/28

2:20 pm-9:31 am

2 stops19h 11m

Nashville Intl

Fri 1/30

8:30 am-11:57 am

2 stops27h 27m

$280

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 1/28

2:20 pm-9:42 pm

1 stop7h 22m

Nashville Intl

Thu 2/5

1:32 pm-11:57 am

2 stops22h 25m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 28 results
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Best time to book a flight from Winnipeg to Kentucky

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

What is the cheapest time of day to fly from YWG to KY?

Find hourly flight availability from Winnipeg to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

It’s typically best to fly out from Winnipeg to Kentucky in the evening. Doing so could potentially save you 56% on the flight price compared to flying at noon, which is usually more expensive.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Kentucky. 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 Kentucky?

    Winnipeg (YWG), located 4.6 mi from the city center, is the airport you fly out of when you book flights from Winnipeg to Kentucky.

  • How long is the flight from Winnipeg to Kentucky?

    There are many flights that can get you from Winnipeg to Kentucky in 9h 24m. Fly via Delta or United Airlines to get the fastest option. There are 1088 mi between Winnipeg and Kentucky. This flight may include one or multiple stops.

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

    The cheapest airline one-way is Air Canada, with whom users have recently found tickets for as low as $138. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Winnipeg to Kentucky for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Winnipeg to Kentucky 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

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