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Cheap flights from Winnipeg to Kentucky from C$ 184

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 29/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
15 oct. — 22 oct.1
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 15 septiembre 2025.

Round-trip from

C$ 209

One-way from

C$ 184

Popular in

November

Cheapest in

April

Average price

C$ 792
WestJet
  • WestJet
  • 18/10-25/10
  • 2 total stops
  • 12h 41m total
  • Winnipeg to Kentucky
Search Deals
United Airlines
  • United Airlines
  • 29/10
  • 1 total stop
  • 12h 53m total
  • Winnipeg to Kentucky
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 194 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 76 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find 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 15 septiembre 2025.

sáb. 18/1010:45 a.m.YWG - BNA
1 stop6h 33mWestJet
sáb. 25/106:05 p.m.BNA - YWG
1 stop6h 08mWestJet
Deal found 14/9C$ 209
vie. 28/112:20 p.m.YWG - BNA
1 stop8h 29mUnited Airlines
lun. 1/126:35 p.m.BNA - YWG
2 stops17h 22mUnited Airlines
Deal found 15/9C$ 293
jue. 13/118:05 p.m.YWG - BNA
1 stop21h 15mWestJet
lun. 17/116:05 p.m.BNA - YWG
1 stop6h 30mWestJet
Deal found 14/9C$ 344
mié. 12/115:30 a.m.YWG - BNA
2 stops16h 29mUnited Airlines
mié. 19/118:00 a.m.BNA - YWG
1 stop12h 56mUnited Airlines
Deal found 15/9C$ 351
jue. 27/117:05 p.m.YWG - BNA
2 stops20h 39mUnited Airlines
lun. 1/126:35 p.m.BNA - YWG
2 stops17h 22mUnited Airlines
Deal found 15/9C$ 352
jue. 13/119:00 p.m.YWG - BNA
2 stops20h 41mMultiple Airlines
lun. 17/116:05 p.m.BNA - YWG
1 stop6h 37mMultiple Airlines
Deal found 14/9C$ 365
sáb. 20/95:45 p.m.YWG - BNA
1 stop23h 33mWestJet
lun. 22/96:05 p.m.BNA - YWG
2 stops30h 25mWestJet
Deal found 15/9C$ 388
mié. 12/117:30 a.m.YWG - BNA
1 stop6h 17mDelta
dom. 16/115:15 a.m.BNA - YWG
1 stop9h 52mDelta
Deal found 15/9C$ 391
mié. 31/125:30 a.m.YWG - BNA
1 stop14h 20mUnited Airlines
lun. 5/15:11 p.m.BNA - YWG
2 stops18h 46mUnited Airlines
Deal found 15/9C$ 405

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 15 septiembre 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

sáb. 18/10

10:45 a.m.-5:18 p.m.

1 stop6h 33m

Nashville Intl

sáb. 25/10

6:05 p.m.-12:13 a.m.

1 stop6h 08m

C$ 209

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

vie. 28/11

8:40 a.m.-10:49 p.m.

2 stops14h 09m

Nashville Intl

lun. 1/12

6:35 p.m.-11:57 a.m.

2 stops17h 22m

C$ 293

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

mar. 10/3

2:15 p.m.-9:39 p.m.

1 stop7h 24m

Nashville Intl

mié. 11/3

8:02 a.m.-11:44 p.m.

2 stops15h 42m

C$ 303

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

mar. 10/3

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

1 stop4h 59m

Louisville Intl

mié. 11/3

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

2 stops22h 44m

C$ 816

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

mar. 10/3

8:15 a.m.-6:49 p.m.

2 stops9h 34m

Louisville Intl

mié. 11/3

7:30 a.m.-8:28 p.m.

2 stops13h 58m

C$ 890

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

mié. 29/10

8:40 a.m.-9:33 p.m.

1 stop12h 53m

C$ 184

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

vie. 28/11

2:20 p.m.-10:49 p.m.

1 stop8h 29m

C$ 184

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

sáb. 15/11

8:20 p.m.-5:20 p.m.

1 stop21h 00m

C$ 192

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

sáb. 15/11

2:20 p.m.-9:27 a.m.

2 stops19h 07m

C$ 192

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

sáb. 15/11

12:55 p.m.-4:11 p.m.

3 stops27h 16m

C$ 195

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/9

Showing 1-10 of 13 results
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

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 15 septiembre 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Kentucky as you normally would.

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 15 septiembre 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
3,091 reviews
Check prices

Overall

7.2

Boarding

7.4

Comfort

7.1

Crew

7.9

Entertainment

6.1

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
3,091 reviews
WestJet
7.2
Good
3,091 reviews
Check prices

Overall

7.2

Boarding

7.4

Comfort

7.1

Crew

7.9

Entertainment

6.1

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$ 209, WestJet can have you in Kentucky from Winnipeg in 6h 33m. 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.

  • What is the cheapest month to book a flight from Winnipeg to Kentucky?

    Currently, February is the cheapest month in which you can book a flight from Winnipeg to Kentucky (average of C$ 332). Flying from Winnipeg to Kentucky in September is currently the most expensive (average of C$ 487). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 15 septiembre 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 643AverageC$ 823FlexibilityNo 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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