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Cheap flights from Winnipeg to Kentucky from C$ 213

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
6 Dec — 13 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Kentucky

Keep the following information in mind while searching for Winnipeg to Kentucky flight deals. Data was last updated 6 November 2025.

Round-trip from

C$ 347

One-way from

C$ 213

Popular in

November

Cheapest in

April

Average price

C$ 1,968
United Airlines
  • United Airlines
  • 9/12-13/12
  • 3 total stops
  • 36h 01m total
  • Winnipeg to Kentucky
Search Deals
United Airlines
  • United Airlines
  • 12/12
  • 1 total stop
  • 8h 34m total
  • Winnipeg to Kentucky
Search Deals
Highest demand for flights based on searches. 21% potential increase in price (C$ 396 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease (C$ 153 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find 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 6 November 2025.

Tue 9/122:20 p.m.YWG - BNA
1 stop8h 34mUnited Airlines
Sat 13/128:30 a.m.BNA - YWG
2 stops27h 27mUnited Airlines
Deal found 5/11C$ 347
Tue 9/1212:35 p.m.YWG - BNA
1 stop9h 24mDelta
Sat 13/126:00 a.m.BNA - YWG
1 stop5h 45mDelta
Deal found 5/11C$ 348
Wed 3/1212:35 p.m.YWG - BNA
1 stop9h 24mDelta
Wed 10/126:00 a.m.BNA - YWG
1 stop5h 45mDelta
Deal found 5/11C$ 419
Fri 5/127:30 a.m.YWG - BNA
1 stop6h 15mDelta
Sun 7/125:15 a.m.BNA - YWG
1 stop9h 52mDelta
Deal found 5/11C$ 437
Wed 12/115:30 a.m.YWG - BNA
2 stops9h 35mAir Canada
Wed 19/118:15 a.m.BNA - YWG
1 stop13h 29mAir Canada
Deal found 6/11C$ 481
Wed 3/127:30 a.m.YWG - BNA
2 stops16h 12mMultiple Airlines
Wed 10/126:10 a.m.BNA - YWG
3 stops42h 29mMultiple Airlines
Deal found 5/11C$ 505
Wed 31/125:30 a.m.YWG - BNA
2 stops14h 01mUnited Airlines
Mon 5/18:00 a.m.BNA - YWG
2 stops11h 34mUnited Airlines
Deal found 6/11C$ 542
Wed 12/117:05 a.m.YWG - BNA
2 stops15h 44mUnited Airlines
Wed 19/1110:50 a.m.BNA - YWG
2 stops10h 06mUnited Airlines
Deal found 6/11C$ 553
Fri 28/112:20 p.m.YWG - BNA
1 stop8h 29mUnited Airlines
Mon 1/126:10 p.m.BNA - YWG
2 stops17h 47mUnited Airlines
Deal found 5/11C$ 554
Mon 10/118:40 a.m.YWG - SDF
2 stops11h 04mUnited Airlines
Wed 12/117:00 a.m.SDF - YWG
1 stop5h 57mUnited Airlines
Deal found 6/11C$ 1,257
Mon 10/116:00 a.m.YWG - SDF
2 stops11h 08mAmerican Airlines
Wed 12/1111:09 a.m.SDF - YWG
3 stops13h 26mAmerican Airlines
Deal found 6/11C$ 1,739

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 6 November 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

Tue 9/12

2:20 p.m.-10:54 p.m.

1 stop8h 34m

Nashville Intl

Sat 13/12

8:30 a.m.-11:57 a.m.

2 stops27h 27m

C$ 347

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Tue 9/12

12:35 p.m.-9:59 p.m.

1 stop9h 24m

Nashville Intl

Sat 13/12

6:00 a.m.-11:45 a.m.

1 stop5h 45m

C$ 348

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 3/12

2:20 p.m.-9:32 a.m.

2 stops19h 12m

Nashville Intl

Wed 10/12

10:50 a.m.-11:57 a.m.

2 stops25h 07m

C$ 348

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Tue 31/3

2:15 p.m.-7:31 p.m.

1 stop5h 16m

Nashville Intl

Fri 3/4

6:22 p.m.-11:39 a.m.

2 stops17h 17m

C$ 389

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sat 17/1

2:20 p.m.-7:33 p.m.

1 stop5h 13m

Nashville Intl

Wed 28/1

6:00 a.m.-11:57 a.m.

1 stop5h 57m

C$ 389

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Tue 10/3

2:15 p.m.-8:14 p.m.

1 stop4h 59m

Louisville Intl

Wed 11/3

1:55 p.m.-11:39 a.m.

2 stops22h 44m

C$ 488

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Tue 10/3

8:15 a.m.-8:14 p.m.

2 stops10h 59m

Louisville Intl

Wed 11/3

6:00 a.m.-4:35 p.m.

2 stops11h 35m

C$ 561

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 12/12

2:20 p.m.-10:54 p.m.

1 stop8h 34m

C$ 213

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Thu 9/4

5:30 a.m.-3:05 p.m.

2 stops9h 35m

C$ 236

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 17/4

12:40 p.m.-10:05 p.m.

1 stop9h 25m

C$ 269

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 21 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

What is the cheapest time of day to fly from YWG to KY?

Find hourly flight availability from Winnipeg to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 6 November 2025.

When flying from Winnipeg to Kentucky, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 24% versus a flight at noon.

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 6 November 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
3,155 reviews
Check prices

Food

6.2

Comfort

7.1

Crew

7.9

Entertainment

6.1

Overall

7.2

Boarding

7.4

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
3,155 reviews
WestJet
7.2
Good
3,155 reviews
Check prices

Food

6.2

Comfort

7.1

Crew

7.9

Entertainment

6.1

Overall

7.2

Boarding

7.4

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) 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$ 347, United Airlines can have you in Kentucky from Winnipeg in 8h 34m. Airlines will cover a distance of 1751 km. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Winnipeg to Kentucky one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as C$ 213. However, be on the lookout for offers from Air Canada and Delta, as they are both options that can get you from Winnipeg to Kentucky for a low price.

  • 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 6 November 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 695AverageC$ 1,008FlexibilityNo 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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