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Cheap flights from Winnipeg to Kentucky from C$ 246

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 29/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
29 Jan — 5 Feb1
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 30 December 2025.

Wed 31/125:30 a.m.YWG - BNA
1 stop14h 20mAir Canada
Tue 6/13:45 p.m.BNA - YWG
1 stop8h 09mAir Canada
Deal found 28/12C$ 793
Wed 31/125:30 a.m.YWG - BNA
1 stop14h 20mAir Canada
Wed 7/12:25 p.m.BNA - YWG
2 stops19h 24mAir Canada
Deal found 28/12C$ 848
Wed 31/128:40 a.m.YWG - BNA
1 stop12h 19mUnited Airlines
Wed 7/11:32 p.m.BNA - YWG
2 stops22h 25mUnited Airlines
Deal found 28/12C$ 884
Wed 31/128:40 a.m.YWG - BNA
2 stops24h 45mUnited Airlines
Mon 5/110:06 a.m.BNA - YWG
2 stops25h 51mUnited Airlines
Deal found 28/12C$ 892
Wed 31/128:40 a.m.YWG - BNA
1 stop12h 19mUnited Airlines
Tue 6/13:45 p.m.BNA - YWG
1 stop8h 09mUnited Airlines
Deal found 28/12C$ 902
Wed 31/125:30 a.m.YWG - BNA
1 stop14h 20mAir Canada
Mon 5/13:40 p.m.BNA - YWG
2 stops18h 09mAir Canada
Deal found 29/12C$ 907
Mon 29/125:45 p.m.YWG - BNA
1 stop4h 34mDelta
Thu 1/16:00 a.m.BNA - YWG
1 stop5h 45mDelta
Deal found 28/12C$ 918
Wed 31/125:55 a.m.YWG - BNA
2 stops16h 24mWestJet
Mon 5/11:01 p.m.BNA - YWG
1 stop22h 02mWestJet
Deal found 28/12C$ 944
Wed 31/125:30 a.m.YWG - BNA
1 stop14h 20mAir Canada
Sun 4/16:01 a.m.BNA - YWG
1 stop5h 56mAir Canada
Deal found 28/12C$ 978

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 30 December 2025.

Round-trip from

C$ 306

One-way from

C$ 246
WestJet
  • WestJet
  • 23/5-30/5
  • 2 total stops
  • 17h 15m total
  • Winnipeg to Kentucky
Search Deals
WestJet
  • WestJet
  • 29/3
  • 1 total stop
  • 24h 04m 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 30 December 2025.
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

Sat 23/5

6:30 a.m.-4:00 p.m.

1 stop9h 30m

Nashville Intl

Sat 30/5

4:45 p.m.-12:30 a.m.

1 stop7h 45m

C$ 306

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 17/4

7:50 a.m.-4:14 p.m.

1 stop8h 24m

Nashville Intl

Thu 23/4

6:05 p.m.-12:39 a.m.

1 stop6h 34m

C$ 322

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Mon 13/4

8:45 a.m.-9:46 p.m.

1 stop13h 01m

Nashville Intl

Wed 22/4

6:00 a.m.-11:52 a.m.

1 stop5h 52m

C$ 335

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Tue 24/3

5:44 p.m.-10:51 p.m.

1 stop5h 07m

Nashville Intl

Thu 26/3

6:00 a.m.-12:00 p.m.

1 stop6h 00m

C$ 345

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Tue 20/1

2:20 p.m.-9:31 a.m.

2 stops19h 11m

Nashville Intl

Fri 23/1

2:54 p.m.-11:57 a.m.

2 stops21h 03m

C$ 345

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 17/4

8:45 a.m.-10:27 a.m.

2 stops25h 42m

Nashville Intl

Thu 23/4

6:00 a.m.-11:52 a.m.

1 stop5h 52m

C$ 345

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sat 23/5

2:15 p.m.-9:22 a.m.

2 stops19h 07m

Nashville Intl

Sat 30/5

4:55 p.m.-10:24 p.m.

1 stop5h 29m

C$ 347

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Mon 2/2

8:00 a.m.-7:25 a.m.

1 stop23h 25m

Nashville Intl

Thu 5/2

8:12 p.m.-7:09 p.m.

2 stops22h 57m

C$ 375

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Tue 20/1

5:21 p.m.-11:06 p.m.

1 stop4h 45m

Louisville Intl

Thu 22/1

6:23 a.m.-11:03 a.m.

1 stop5h 40m

C$ 447

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Tue 20/1

2:20 p.m.-10:30 p.m.

1 stop7h 10m

Louisville Intl

Thu 22/1

2:10 p.m.-11:57 a.m.

2 stops22h 47m

C$ 447

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/12

Showing 1-10 of 22 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.

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 30 December 2025.
See what other customers who have flown with WestJet 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.
WestJet
7.2
Good
3,226 reviews
Check prices

Boarding

7.4

Crew

7.9

Food

6.2

Comfort

7.0

Entertainment

6.1

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,226 reviews
WestJet
7.2
Good
3,226 reviews
Check prices

Boarding

7.4

Crew

7.9

Food

6.2

Comfort

7.0

Entertainment

6.1

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

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$ 345, WestJet can have you in Kentucky from Winnipeg in 5h 07m. 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 30 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 674AverageC$ 989FlexibilityNo cancel feeOn-time60%
Search WestJet 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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