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Kentucky

$149+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
Aug 9 — Aug 161
Sun 8/9
Sun 8/16
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 July 10, 2026.

This oojo deal was found by Cheapflights users on 7/8. 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.
Wed 8/510:45 am
YWG
-
BNA
1 stop7h 15m
WestJet
Wed 8/126:50 pm
BNA
-
YWG
1 stop6h 05m
WestJet
Deal found 7/8$227
This Delta deal was found by Cheapflights users on 7/7. 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 9/195:44 pm
YWG
-
BNA
1 stop4h 09m
Delta
Wed 9/236:00 am
BNA
-
YWG
1 stop9h 08m
Delta
Deal found 7/7$256
This United Airlines deal was found by Cheapflights users on 7/7. 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 8/132:00 pm
YWG
-
BNA
1 stop6h 06m
United Airlines
Mon 8/178:30 am
BNA
-
YWG
2 stops27h 22m
United Airlines
Deal found 7/7$264
This United Airlines deal was found by Cheapflights users on 7/7. 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 8/512:56 pm
YWG
-
BNA
1 stop6h 48m
United Airlines
Wed 8/1211:18 am
BNA
-
YWG
1 stop11h 15m
United Airlines
Deal found 7/7$265
This Air Canada deal was found by Cheapflights users on 7/8. 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 11/46:00 am
YWG
-
BNA
2 stops8h 57m
Air Canada
Thu 1/78:00 am
BNA
-
YWG
1 stop6h 09m
Air Canada
Deal found 7/8$271
This Delta deal was found by Cheapflights users on 7/8. 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 9/305:44 pm
YWG
-
BNA
1 stop4h 54m
Delta
Sun 10/46:00 am
BNA
-
YWG
1 stop9h 08m
Delta
Deal found 7/8$277
This Delta deal was found by Cheapflights users on 7/6. 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 7/236:40 am
YWG
-
BNA
1 stop8h 12m
Delta
Wed 7/296:00 am
BNA
-
YWG
1 stop5h 53m
Delta
Deal found 7/6$299
This Delta deal was found by Cheapflights users on 7/8. 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.
Fri 8/76:40 am
YWG
-
BNA
1 stop8h 07m
Delta
Fri 8/146:00 am
BNA
-
YWG
1 stop9h 08m
Delta
Deal found 7/8$301
This Delta deal was found by Cheapflights users on 7/7. 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 8/1312:46 pm
YWG
-
BNA
1 stop9h 30m
Delta
Mon 8/176:00 am
BNA
-
YWG
1 stop5h 54m
Delta
Deal found 7/7$321
This oojo deal was found by Cheapflights users on 7/10. 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.
Thu 11/59:00 pm
YWG
-
SDF
2 stops15h 49m
WestJet
Sun 11/87:00 am
SDF
-
YWG
2 stops16h 50m
WestJet
Deal found 7/10$489
This Delta deal was found by Cheapflights users on 7/8. 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 12/212:30 pm
YWG
-
SDF
1 stop4h 42m
Delta
Sat 12/510:43 am
SDF
-
YWG
2 stops13h 51m
Delta
Deal found 7/8$504
This United Airlines deal was found by Cheapflights users on 7/9. 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 12/28:30 am
YWG
-
SDF
2 stops10h 04m
United Airlines
Sat 12/59:00 am
SDF
-
YWG
2 stops12h 48m
United Airlines
Deal found 7/9$539

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 July 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$227
(oojo)

One-way from

$149
(Air Canada)
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 July 10, 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
Quickest round-trip

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sat 9/19

5:44 pm-9:53 pm

1 stop4h 09m

Nashville Intl

Wed 9/23

6:00 am-3:08 pm

1 stop9h 08m

$256

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sat 9/19

7:00 am-3:47 pm

1 stop8h 47m

Nashville Intl

Wed 9/23

6:02 am-11:52 am

1 stop5h 50m

$256

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 8/5

12:56 pm-7:44 pm

1 stop6h 48m

Nashville Intl

Wed 8/12

11:18 am-10:33 pm

1 stop11h 15m

$265

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Thu 7/23

6:40 am-2:52 pm

1 stop8h 12m

Nashville Intl

Wed 7/29

6:00 am-11:53 am

1 stop5h 53m

$299

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Thu 8/27

5:42 pm-10:16 pm

1 stop4h 34m

Nashville Intl

Sun 8/30

6:00 am-3:08 pm

1 stop9h 08m

$299

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 8/7

6:40 am-2:47 pm

1 stop8h 07m

Nashville Intl

Fri 8/14

6:00 am-3:08 pm

1 stop9h 08m

$301

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Thu 11/5

9:00 pm-1:49 pm

2 stops15h 49m

Louisville Intl

Sun 11/8

7:00 am-10:50 pm

2 stops16h 50m

$489

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Wed 12/2

8:30 am-8:14 pm

2 stops10h 44m

Louisville Intl

Sat 12/5

9:00 am-8:48 pm

1 stop12h 48m

$504

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Wed 12/2

12:30 pm-6:12 pm

1 stop4h 42m

Louisville Intl

Sat 12/5

10:43 am-11:34 pm

2 stops13h 51m

$504

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Wed 7/29

8:45 am-9:26 am

2 stops23h 41m

Louisville Intl

Sat 8/1

7:55 pm-8:57 pm

2 stops26h 02m

$542

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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.

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated July 10, 2026.
Get a feel of what it's like to fly with WestJet from Winnipeg to Kentucky by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,404 reviews

Food

6.2

Boarding

7.4

Entertainment

6.1

Comfort

7.0

Crew

7.9

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.
WestJet
7.2
Good
3,404 reviews
WestJet
7.2
Good
3,404 reviews

Food

6.2

Boarding

7.4

Entertainment

6.1

Comfort

7.0

Crew

7.9

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.

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 09m. Fly via Delta, 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from Winnipeg to Kentucky

Discover the top airline that operate flights from Winnipeg to Kentucky. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$429Average$509FlexibilityNo cancel feeOn-time60%

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