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Kentucky

$144+ 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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
May 29 — Jun 51
Fri 5/29
Fri 6/5
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 April 29, 2026.

This United Airlines deal was found by Cheapflights users on 4/26. 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 7/88:45 am
YWG
-
BNA
1 stop12h 28m
United Airlines
Sat 7/116:30 pm
BNA
-
YWG
2 stops17h 22m
United Airlines
Deal found 4/26$267
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 5/2010:45 am
YWG
-
BNA
1 stop7h 15m
WestJet
Thu 5/286:50 pm
BNA
-
YWG
1 stop14h 55m
WestJet
Deal found 4/27$271
This FlightHub deal was found by Cheapflights users on 4/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/146:05 pm
YWG
-
BNA
1 stop23h 55m
WestJet
Thu 6/186:50 pm
BNA
-
YWG
1 stop6h 05m
WestJet
Deal found 4/27$274
This United Airlines deal was found by Cheapflights users on 4/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/192:00 pm
YWG
-
BNA
3 stops19h 28m
United Airlines
Thu 5/287:40 am
BNA
-
YWG
1 stop14h 58m
United Airlines
Deal found 4/27$275
This United Airlines deal was found by Cheapflights users on 4/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:00 am
YWG
-
BNA
1 stop5h 29m
United Airlines
Wed 6/36:00 am
BNA
-
YWG
1 stop16h 33m
United Airlines
Deal found 4/27$280
This Justfly.com deal was found by Cheapflights users on 4/24. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:25 pm
YWG
-
BNA
1 stop25h 35m
WestJet
Sun 10/254:05 pm
BNA
-
YWG
1 stop19h 30m
WestJet
Deal found 4/24$281
This Delta deal was found by Cheapflights users on 4/27. 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.
Thu 6/45:41 pm
YWG
-
BNA
1 stop4h 55m
Delta
Mon 6/86:00 am
BNA
-
YWG
1 stop9h 04m
Delta
Deal found 4/27$283
This Justfly.com deal was found by Cheapflights users on 4/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:15 am
YWG
-
BNA
1 stop11h 45m
WestJet
Wed 8/196:50 pm
BNA
-
YWG
1 stop19h 35m
WestJet
Deal found 4/27$284
This United Airlines deal was found by Cheapflights users on 4/24. 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 5/237:00 am
YWG
-
BNA
1 stop14h 44m
United Airlines
Wed 6/36:00 am
BNA
-
YWG
1 stop5h 52m
United Airlines
Deal found 4/24$291
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 5/2010:45 am
YWG
-
BNA
1 stop7h 15m
WestJet
Wed 5/276:50 pm
BNA
-
YWG
1 stop14h 55m
WestJet
Deal found 4/27$294
This United Airlines deal was found by Cheapflights users on 4/28. 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 6/97:00 am
YWG
-
SDF
1 stop12h 23m
United Airlines
Sat 6/135:46 pm
SDF
-
YWG
1 stop5h 47m
United Airlines
Deal found 4/28$326
This Delta deal was found by Cheapflights users on 4/28. 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 6/96:40 am
YWG
-
SDF
1 stop4h 17m
Delta
Sat 6/136:00 am
SDF
-
YWG
2 stops11h 51m
Delta
Deal found 4/28$334

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 April 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$267
(United Airlines)

One-way from

$144
(Trip.com)
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 April 29, 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

Sat 5/30

7:00 am-12:29 pm

1 stop5h 29m

Nashville Intl

Wed 6/3

8:30 am-10:33 pm

2 stops14h 03m

$290

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Tue 6/9

7:00 am-8:23 pm

1 stop12h 23m

Louisville Intl

Sat 6/13

5:46 pm-10:33 pm

1 stop5h 47m

$326

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sun 6/21

10:45 am-6:00 pm

1 stop7h 15m

Nashville Intl

Sat 6/27

6:35 pm-10:00 am

1 stop15h 25m

$328

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Tue 6/9

6:40 am-11:57 am

1 stop4h 17m

Louisville Intl

Sat 6/13

6:00 am-4:51 pm

2 stops11h 51m

$334

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Fri 6/12

6:40 am-11:57 am

1 stop4h 17m

Louisville Intl

Fri 6/26

6:00 am-4:51 pm

2 stops11h 51m

$337

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Thu 8/13

8:15 am-11:29 pm

2 stops15h 14m

Nashville Intl

Wed 8/19

9:47 am-11:20 pm

2 stops13h 33m

$338

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 6/3

6:40 am-3:14 pm

1 stop8h 34m

Nashville Intl

Mon 6/8

6:00 am-3:04 pm

1 stop9h 04m

$339

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sat 5/23

7:00 am-9:44 pm

1 stop14h 44m

Nashville Intl

Tue 6/2

7:00 am-9:28 pm

2 stops14h 28m

$357

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 7/8

8:45 am-9:13 pm

1 stop12h 28m

Nashville Intl

Sat 7/11

10:05 am-9:30 pm

1 stop11h 25m

$367

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Thu 6/11

5:10 am-11:21 pm

2 stops18h 11m

Nashville Intl

Fri 6/12

7:51 pm-11:52 am

1 stop16h 01m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/26

Showing 1-10 of 27 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 17m. 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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