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Kentucky

$230+ 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 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
feb. 28 — mar. 71
sáb. 2/28
sáb. 3/7
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 enero 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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.
mar. 3/242:20 pm
YWG
-
BNA
1 stop7h 23m
United Airlines
jue. 3/266:00 am
BNA
-
YWG
1 stop5h 57m
United Airlines
Deal found 1/26$277
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
vie. 5/14:15 pm
YWG
-
BNA
2 stops25h 55m
Multiple Airlines
mié. 5/66:50 pm
BNA
-
YWG
1 stop13h 50m
Multiple Airlines
Deal found 1/27$303
This United Airlines deal was found by Cheapflights users on 1/27. 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.
vie. 5/12:00 pm
YWG
-
BNA
2 stops19h 28m
United Airlines
mié. 5/64:34 pm
BNA
-
YWG
2 stops19h 18m
United Airlines
Deal found 1/27$307
This Trip.com deal was found by Cheapflights users on 1/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/12:55 pm
YWG
-
BNA
1 stop27h 15m
WestJet
mié. 5/66:50 pm
BNA
-
YWG
1 stop6h 05m
WestJet
Deal found 1/27$325
This Air Canada deal was found by Cheapflights users on 1/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/17:10 pm
YWG
-
BNA
1 stop14h 29m
Air Canada
mar. 5/58:15 am
BNA
-
YWG
1 stop6h 49m
Air Canada
Deal found 1/27$350
This United Airlines deal was found by Cheapflights users on 1/29. 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.
jue. 3/57:00 am
YWG
-
BNA
2 stops10h 23m
United Airlines
lun. 3/94:33 pm
BNA
-
YWG
2 stops19h 24m
United Airlines
Deal found 1/29$356
This Air Canada deal was found by Cheapflights users on 1/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/185:10 am
YWG
-
BNA
2 stops9h 55m
Air Canada
vie. 5/226:45 pm
BNA
-
YWG
1 stop16h 23m
Air Canada
Deal found 1/28$359
This Delta deal was found by Cheapflights users on 1/28. 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.
mar. 3/245:20 pm
YWG
-
BNA
1 stop5h 31m
Delta
jue. 3/266:05 pm
BNA
-
YWG
1 stop6h 34m
Delta
Deal found 1/28$366
This FlightHub deal was found by Cheapflights users on 1/28. 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.
jue. 3/1211:55 am
YWG
-
SDF
1 stop22h 56m
WestJet
lun. 3/1612:34 pm
SDF
-
YWG
1 stop23h 27m
WestJet
Deal found 1/28$378
This United Airlines deal was found by Cheapflights users on 1/28. 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.
mié. 5/138:45 am
YWG
-
BNA
1 stop13h 12m
United Airlines
dom. 5/176:00 am
BNA
-
YWG
1 stop5h 52m
United Airlines
Deal found 1/28$378
This FlightHub deal was found by Cheapflights users on 1/27. 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.
vie. 3/67:30 am
YWG
-
SDF
1 stop10h 32m
WestJet
lun. 3/95:35 pm
SDF
-
YWG
2 stops25h 30m
WestJet
Deal found 1/27$382
This oojo deal was found by Cheapflights users on 1/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/610:45 am
YWG
-
BNA
1 stop7h 15m
WestJet
lun. 8/106:50 pm
BNA
-
YWG
1 stop14h 53m
WestJet
Deal found 1/27$382

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 enero 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(United Airlines)

One-way from

$230
(Delta)
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 enero 29, 2026.
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

mar. 3/24

2:20 pm-9:43 pm

1 stop7h 23m

Nashville Intl

jue. 3/26

6:00 am-11:57 am

1 stop5h 57m

$277

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

vie. 5/1

2:00 pm-9:28 am

2 stops19h 28m

Nashville Intl

mar. 5/5

4:28 pm-11:52 am

2 stops19h 24m

$307

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

vie. 5/1

2:00 pm-9:28 am

2 stops19h 28m

Nashville Intl

mié. 5/6

4:34 pm-11:52 am

2 stops19h 18m

$307

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

vie. 5/1

2:55 pm-6:10 pm

1 stop27h 15m

Nashville Intl

mié. 5/6

6:50 pm-12:55 am

1 stop6h 05m

$325

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

vie. 5/1

7:10 pm-9:39 am

1 stop14h 29m

Nashville Intl

mar. 5/5

8:15 am-3:04 pm

1 stop6h 49m

$350

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

jue. 3/5

7:00 am-5:23 pm

2 stops10h 23m

Nashville Intl

lun. 3/9

4:33 pm-11:57 am

2 stops19h 24m

$356

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

lun. 5/18

5:10 am-3:05 pm

2 stops9h 55m

Nashville Intl

vie. 5/22

6:45 pm-11:08 am

1 stop16h 23m

$359

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

mar. 3/24

5:20 pm-10:51 pm

1 stop5h 31m

Nashville Intl

jue. 3/26

6:05 pm-12:39 am

1 stop6h 34m

$366

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

jue. 3/12

11:55 am-11:51 am

1 stop22h 56m

Louisville Intl

lun. 3/16

12:34 pm-11:01 am

1 stop23h 27m

$378

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

mié. 5/13

8:45 am-9:57 pm

1 stop13h 12m

Nashville Intl

dom. 5/17

6:00 am-11:52 am

1 stop5h 52m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 20 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
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 7h 23m. Fly via United Airlines or WestJet to get the fastest option. There are 1088 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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