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Cheap flights from Winnipeg to Kentucky from C$ 212

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
21 Nov — 28 Nov1
1 adult
1 adult, Economy

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 22 October 2025.

Round-trip from

C$ 314

One-way from

C$ 212

Popular in

November

Cheapest in

April

Average price

C$ 974
Delta
  • Delta
  • 12/11-19/11
  • 2 total stops
  • 14h 10m total
  • Winnipeg to Kentucky
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United Airlines
  • United Airlines
  • 5/12
  • 2 total stops
  • 13h 35m total
  • Winnipeg to Kentucky
Search Deals
Highest demand for flights based on searches. 21% potential increase in price (C$ 392 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease (C$ 151 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 22 October 2025.

Wed 12/1112:38 p.m.YWG - BNA
1 stop9h 19mDelta
Wed 19/116:45 p.m.BNA - YWG
1 stop4h 51mDelta
Deal found 21/10C$ 314
Wed 29/102:20 p.m.YWG - BNA
2 stops21h 46mUnited Airlines
Wed 5/116:07 a.m.BNA - YWG
1 stop5h 50mUnited Airlines
Deal found 21/10C$ 316
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 21/10C$ 337
Fri 5/128:40 a.m.YWG - BNA
2 stops13h 35mUnited Airlines
Fri 12/126:40 p.m.BNA - YWG
2 stops17h 17mUnited Airlines
Deal found 22/10C$ 348
Mon 27/107:40 a.m.YWG - BNA
Nonstop2h 54mDelta
Fri 31/106:28 a.m.BNA - YWG
1 stop8h 39mDelta
Deal found 20/10C$ 366
Tue 25/1112:38 p.m.YWG - BNA
1 stop9h 19mDelta
Sat 29/116:00 a.m.BNA - YWG
1 stop5h 48mDelta
Deal found 20/10C$ 386
Wed 29/107:30 a.m.YWG - BNA
1 stop8h 02mDelta
Wed 5/116:30 a.m.BNA - YWG
1 stop8h 37mDelta
Deal found 21/10C$ 404
Mon 27/107:05 p.m.YWG - BNA
2 stops18h 36mUnited Airlines
Fri 31/101:30 p.m.BNA - YWG
2 stops22h 27mUnited Airlines
Deal found 20/10C$ 418
Tue 4/115:40 p.m.YWG - BNA
1 stop4h 17mDelta
Fri 7/116:30 a.m.BNA - YWG
1 stop8h 37mDelta
Deal found 21/10C$ 429
Mon 3/1112:10 p.m.YWG - SDF
2 stops9h 45mAmerican Airlines
Wed 5/119:22 a.m.SDF - YWG
2 stops15h 13mAmerican Airlines
Deal found 20/10C$ 876
Mon 3/117:05 p.m.YWG - SDF
2 stops17h 12mUnited Airlines
Wed 5/117:00 a.m.SDF - YWG
1 stop5h 57mUnited Airlines
Deal found 20/10C$ 904
Mon 3/115:40 p.m.YWG - SDF
1 stop4h 14mDelta
Wed 5/118:17 a.m.SDF - YWG
1 stop7h 50mDelta
Deal found 20/10C$ 985

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 22 October 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

Wed 12/11

12:38 p.m.-9:57 p.m.

1 stop9h 19m

Nashville Intl

Wed 19/11

6:45 p.m.-11:36 p.m.

1 stop4h 51m

C$ 314

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 5/12

8:40 a.m.-10:15 p.m.

2 stops13h 35m

Nashville Intl

Fri 12/12

6:40 p.m.-11:57 a.m.

2 stops17h 17m

C$ 348

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Tue 25/11

12:38 p.m.-9:57 p.m.

1 stop9h 19m

Nashville Intl

Sat 29/11

6:00 a.m.-11:48 a.m.

1 stop5h 48m

C$ 386

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Tue 10/3

2:15 p.m.-7:32 p.m.

1 stop5h 17m

Nashville Intl

Wed 11/3

6:00 a.m.-11:39 a.m.

1 stop5h 39m

C$ 390

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Tue 4/11

5:40 p.m.-9:57 p.m.

1 stop4h 17m

Nashville Intl

Fri 7/11

6:30 a.m.-3:07 p.m.

1 stop8h 37m

C$ 429

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 12/11

5:30 a.m.-10:49 p.m.

2 stops17h 19m

Nashville Intl

Wed 19/11

1:36 p.m.-11:57 a.m.

2 stops22h 21m

C$ 431

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 5/12

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

1 stop9h 24m

Nashville Intl

Sun 7/12

5:15 a.m.-3:07 p.m.

1 stop9h 52m

C$ 467

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 20/2

12:40 p.m.-10:11 p.m.

1 stop9h 31m

Nashville Intl

Mon 23/2

5:55 p.m.-11:43 a.m.

2 stops17h 48m

C$ 467

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Thu 20/11

5:30 a.m.-6:51 p.m.

2 stops13h 21m

Nashville Intl

Thu 27/11

10:35 a.m.-4:52 p.m.

1 stop6h 17m

C$ 480

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sat 8/11

7:05 a.m.-9:24 p.m.

2 stops14h 19m

Nashville Intl

Tue 11/11

6:07 a.m.-11:57 a.m.

1 stop5h 50m

C$ 480

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/10

Showing 1-10 of 26 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 22 October 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 22 October 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
3,133 reviews
Check prices

Crew

7.9

Boarding

7.4

Entertainment

6.1

Overall

7.2

Comfort

7.1

Food

6.2

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
3,133 reviews
WestJet
7.2
Good
3,133 reviews
Check prices

Crew

7.9

Boarding

7.4

Entertainment

6.1

Overall

7.2

Comfort

7.1

Food

6.2

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) 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$ 314, Delta can have you in Kentucky from Winnipeg in 9h 19m. 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$ 212. However, be on the lookout for offers from Delta and American Airlines, 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 22 October 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 691AverageC$ 1,002FlexibilityNo 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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