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Cheap flights from Winnipeg to Kentucky from C$ 211

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 27/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
10 Aug — 17 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Kentucky

Enter your travel dates to find the best prices.

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 11 July 2026.

Wed 5/810:45 a.m.
YWG
-
BNA
1 stop7h 15m
WestJet
Wed 12/86:50 p.m.
BNA
-
YWG
1 stop6h 05m
WestJet
Deal found 8/7C$ 321
Sat 19/95:44 p.m.
YWG
-
BNA
1 stop4h 09m
Delta
Wed 23/96:00 a.m.
BNA
-
YWG
1 stop9h 08m
Delta
Deal found 7/7C$ 362
Thu 13/82:00 p.m.
YWG
-
BNA
1 stop6h 06m
United Airlines
Mon 17/88:30 a.m.
BNA
-
YWG
2 stops27h 22m
United Airlines
Deal found 7/7C$ 374
Wed 5/812:56 p.m.
YWG
-
BNA
1 stop6h 48m
United Airlines
Wed 12/811:18 a.m.
BNA
-
YWG
1 stop11h 15m
United Airlines
Deal found 7/7C$ 375
Wed 4/116:00 a.m.
YWG
-
BNA
2 stops8h 57m
Air Canada
Thu 7/18:00 a.m.
BNA
-
YWG
1 stop6h 09m
Air Canada
Deal found 8/7C$ 384
Wed 30/95:44 p.m.
YWG
-
BNA
1 stop4h 54m
Delta
Sun 4/106:00 a.m.
BNA
-
YWG
1 stop9h 08m
Delta
Deal found 8/7C$ 392
Thu 23/76:40 a.m.
YWG
-
BNA
1 stop8h 12m
Delta
Wed 29/76:00 a.m.
BNA
-
YWG
1 stop5h 53m
Delta
Deal found 6/7C$ 423
Fri 7/86:40 a.m.
YWG
-
BNA
1 stop8h 07m
Delta
Fri 14/86:00 a.m.
BNA
-
YWG
1 stop9h 08m
Delta
Deal found 8/7C$ 426
Thu 13/812:46 p.m.
YWG
-
BNA
1 stop9h 30m
Delta
Mon 17/86:00 a.m.
BNA
-
YWG
1 stop5h 54m
Delta
Deal found 7/7C$ 454
Sat 19/95:00 a.m.
YWG
-
BNA
2 stops8h 52m
United Airlines
Wed 23/91:37 p.m.
BNA
-
YWG
2 stops8h 56m
United Airlines
Deal found 7/7C$ 457
Thu 5/119:00 p.m.
YWG
-
SDF
2 stops15h 49m
WestJet
Sun 8/117:00 a.m.
SDF
-
YWG
2 stops16h 50m
WestJet
Deal found 10/7C$ 692
Wed 2/1212:30 p.m.
YWG
-
SDF
1 stop4h 42m
Delta
Sat 5/1210:43 a.m.
SDF
-
YWG
2 stops13h 51m
Delta
Deal found 8/7C$ 713

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 11 July 2026.

Round-trip from

C$ 321

One-way from

C$ 211
WestJet
  • WestJet
  • 5/8-12/8
  • 2 total stops
  • 13h 20m total
  • Winnipeg to Kentucky
Search Deals
Air Canada
  • Air Canada
  • 27/10
  • 1 total stop
  • 6h 53m total
  • 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 629,999 searches. Data last updated 11 July 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 19/9

5:44 p.m.-9:53 p.m.

1 stop4h 09m

Nashville Intl

Wed 23/9

6:00 a.m.-3:08 p.m.

1 stop9h 08m

C$ 362

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sat 19/9

2:00 p.m.-8:06 p.m.

1 stop6h 06m

Nashville Intl

Wed 23/9

1:37 p.m.-10:33 p.m.

2 stops8h 56m

C$ 362

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Thu 13/8

2:00 p.m.-8:06 p.m.

1 stop6h 06m

Nashville Intl

Mon 17/8

8:30 a.m.-11:52 a.m.

2 stops27h 22m

C$ 374

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 5/8

12:56 p.m.-7:44 p.m.

1 stop6h 48m

Nashville Intl

Wed 12/8

11:18 a.m.-10:33 p.m.

1 stop11h 15m

C$ 375

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Thu 23/7

6:40 a.m.-2:52 p.m.

1 stop8h 12m

Nashville Intl

Wed 29/7

6:00 a.m.-11:53 a.m.

1 stop5h 53m

C$ 423

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 7/8

6:40 a.m.-2:47 p.m.

1 stop8h 07m

Nashville Intl

Fri 14/8

6:00 a.m.-3:08 p.m.

1 stop9h 08m

C$ 426

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Thu 5/11

9:00 p.m.-1:49 p.m.

2 stops15h 49m

Louisville Intl

Sun 8/11

7:00 a.m.-10:50 p.m.

2 stops16h 50m

C$ 692

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Wed 2/12

12:30 p.m.-6:12 p.m.

1 stop4h 42m

Louisville Intl

Sat 5/12

10:43 a.m.-11:34 p.m.

2 stops13h 51m

C$ 713

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Wed 2/12

8:30 a.m.-8:14 p.m.

2 stops10h 44m

Louisville Intl

Sat 5/12

9:00 a.m.-8:48 p.m.

1 stop12h 48m

C$ 713

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Wed 29/7

8:45 a.m.-9:26 a.m.

2 stops23h 41m

Louisville Intl

Sat 1/8

7:55 p.m.-8:57 p.m.

2 stops26h 02m

C$ 767

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/7

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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 11 July 2026.
See what other customers who have flown with United Airlines from Winnipeg to Kentucky have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,976 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,976 reviews
United Airlines
7.4
Good
9,976 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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) is the airport you will fly out of if you book a flight from Winnipeg to Kentucky. It is only a 7.3 km journey to Winnipeg (YWG) from Winnipeg’s city centre.

  • How long is the flight from Winnipeg to Kentucky?

    For as low as C$ 362, Delta can have you in Kentucky from Winnipeg in 4h 09m. Airlines will cover a distance of 1751 km. 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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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 629,999 searches. Data last updated 11 July 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 765AverageC$ 1,250FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Kentucky?

Cheapflights makes it easy to find Winnipeg to Kentucky flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Kentucky?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Kentucky from Winnipeg.

Can Cheapflights find flights from Winnipeg to Kentucky with no change fees?

Certainly. Search results for flights to Kentucky from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Winnipeg to Kentucky become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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