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Kentucky

$169+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
Apr 18 — Apr 251
Sat 4/18
Sat 4/25
1 adult, Economy
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Cheap 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 March 19, 2026.

This United Airlines deal was found by Cheapflights users on 3/14. 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 4/158:45 am
YWG
-
BNA
1 stop13h 01m
United Airlines
Sat 4/186:00 am
BNA
-
YWG
1 stop5h 52m
United Airlines
Deal found 3/14$280
This United Airlines deal was found by Cheapflights users on 3/15. 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 4/132:00 pm
YWG
-
BNA
1 stop7h 59m
United Airlines
Thu 4/168:00 pm
BNA
-
YWG
1 stop15h 52m
United Airlines
Deal found 3/15$283
This Delta deal was found by Cheapflights users on 3/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:20 pm
YWG
-
BNA
1 stop5h 32m
Delta
Wed 4/226:00 am
BNA
-
YWG
1 stop4h 56m
Delta
Deal found 3/18$314
This Delta deal was found by Cheapflights users on 3/17. 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 5/25:20 pm
YWG
-
BNA
1 stop5h 32m
Delta
Wed 5/66:00 am
BNA
-
YWG
1 stop4h 56m
Delta
Deal found 3/17$315
This Delta deal was found by Cheapflights users on 3/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:40 am
YWG
-
SDF
2 stops13h 51m
Delta
Wed 4/226:04 am
SDF
-
YWG
1 stop5h 52m
Delta
Deal found 3/18$316
This Flightnetwork deal was found by Cheapflights users on 3/17. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:10 am
YWG
-
BNA
2 stops12h 46m
Air Canada
Sat 5/98:15 am
BNA
-
YWG
2 stops15h 03m
Air Canada
Deal found 3/17$320
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Sat 5/22:00 pm
YWG
-
BNA
1 stop7h 57m
United Airlines
Wed 5/61:00 pm
BNA
-
YWG
2 stops22h 52m
United Airlines
Deal found 3/17$322
This Air Canada deal was found by Cheapflights users on 3/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:30 am
YWG
-
BNA
2 stops9h 26m
Air Canada
Wed 4/296:00 am
BNA
-
YWG
1 stop5h 52m
Air Canada
Deal found 3/18$328
This United Airlines deal was found by Cheapflights users on 3/16. 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 4/132:00 pm
YWG
-
BNA
1 stop9h 28m
United Airlines
Mon 4/208:00 pm
BNA
-
YWG
1 stop15h 52m
United Airlines
Deal found 3/16$336
This United Airlines deal was found by Cheapflights users on 3/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:45 am
YWG
-
BNA
2 stops9h 41m
United Airlines
Wed 4/226:00 am
BNA
-
YWG
1 stop5h 52m
United Airlines
Deal found 3/18$366
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 6/165:10 pm
YWG
-
BNA
1 stop19h 00m
Multiple Airlines
Fri 6/1912:55 pm
BNA
-
YWG
1 stop20h 50m
Multiple Airlines
Deal found 3/16$367
This Gotogate deal was found by Cheapflights users on 3/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:05 pm
YWG
-
BNA
2 stops19h 51m
Air Canada
Wed 4/228:10 am
BNA
-
YWG
1 stop15h 38m
Air Canada
Deal found 3/18$368

Find flight deals from Winnipeg to Kentucky

Keep the following information in mind while searching for Winnipeg to Kentucky flight deals. Data was last updated March 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$280
(United Airlines)

One-way from

$169
(United Airlines)
Provider with most accurate pricing for Winnipeg-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-Louisville Intl flights.
Search Deals
From Winnipeg to Kentucky
Search Deals
One-way flight from Winnipeg to Kentucky
Search Deals

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 March 19, 2026.
Use the filters below to find and compare flights from Winnipeg to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 4/15

8:45 am-9:27 am

2 stops24h 42m

Nashville Intl

Sat 4/18

12:50 pm-11:52 am

2 stops23h 02m

$283

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sun 5/10

2:00 pm-11:43 pm

1 stop9h 43m

Nashville Intl

Wed 5/13

6:00 am-11:52 am

1 stop5h 52m

$283

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Mon 4/13

2:00 pm-9:59 pm

1 stop7h 59m

Nashville Intl

Thu 4/16

8:00 pm-11:52 am

1 stop15h 52m

$283

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Mon 4/13

5:20 pm-10:52 pm

1 stop5h 32m

Nashville Intl

Wed 4/22

6:00 am-10:56 am

1 stop4h 56m

$314
Quickest round-trip

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Sat 4/18

5:20 pm-10:48 pm

1 stop4h 28m

Louisville Intl

Wed 4/22

6:04 am-10:56 am

1 stop5h 52m

$316

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Thu 4/16

12:20 pm-1:31 pm

2 stops24h 11m

Louisville Intl

Sun 4/26

6:00 am-3:25 pm

2 stops10h 25m

$387

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Mon 4/13

5:20 pm-10:52 pm

1 stop5h 32m

Nashville Intl

Thu 4/16

6:05 pm-12:39 am

1 stop6h 34m

$392

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Sat 4/18

5:30 am-11:59 pm

2 stops17h 29m

Louisville Intl

Wed 4/22

5:00 am-11:52 am

1 stop7h 52m

$392

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 4/17

2:00 pm-9:59 pm

1 stop7h 59m

Nashville Intl

Wed 4/22

8:30 am-11:52 am

2 stops27h 22m

$395

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Sat 4/18

11:55 am-11:55 am

1 stop23h 00m

Louisville Intl

Wed 4/22

7:05 am-3:09 pm

1 stop9h 04m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/15

Showing 1-10 of 22 resultsSorted by cheapest first
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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
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 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 4h 28m. Fly via United Airlines or Delta to get the fastest option. There are 988 mi between Winnipeg and Kentucky. This flight may include one or multiple stops.

  • 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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