Find flights
When to book
FAQs

Cheap flights from Winnipeg to Kentucky from C$ 210

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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
1 Sep — 8 Sep1
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 2 August 2026.

Mon 14/910:45 a.m.
YWG
-
BNA
1 stop7h 15m
WestJet
Mon 21/96:50 p.m.
BNA
-
YWG
1 stop6h 05m
WestJet
Deal found 31/7C$ 291
Wed 30/96:15 a.m.
YWG
-
BNA
1 stop11h 45m
WestJet
Mon 5/106:50 p.m.
BNA
-
YWG
1 stop6h 05m
WestJet
Deal found 31/7C$ 319
Wed 2/910:45 a.m.
YWG
-
BNA
1 stop7h 15m
WestJet
Thu 3/96:50 p.m.
BNA
-
YWG
1 stop19h 35m
WestJet
Deal found 1/8C$ 324
Fri 11/97:00 a.m.
YWG
-
BNA
1 stop8h 57m
United Airlines
Mon 14/96:02 a.m.
BNA
-
YWG
1 stop5h 50m
United Airlines
Deal found 31/7C$ 329
Sat 19/94:25 p.m.
YWG
-
BNA
1 stop25h 35m
WestJet
Mon 21/96:50 p.m.
BNA
-
YWG
1 stop6h 05m
WestJet
Deal found 30/7C$ 335
Wed 30/92:00 p.m.
YWG
-
BNA
2 stops19h 37m
United Airlines
Mon 5/106:42 p.m.
BNA
-
YWG
2 stops17h 55m
United Airlines
Deal found 31/7C$ 343
Fri 28/85:42 p.m.
YWG
-
BNA
1 stop4h 34m
Delta
Tue 1/96:00 a.m.
BNA
-
YWG
1 stop9h 08m
Delta
Deal found 29/7C$ 357
Wed 7/1010:45 a.m.
YWG
-
BNA
1 stop7h 15m
WestJet
Wed 14/107:00 p.m.
BNA
-
YWG
1 stop19h 05m
WestJet
Deal found 28/7C$ 380
Sat 19/911:15 a.m.
YWG
-
BNA
2 stops25h 00m
Multiple Airlines
Mon 21/96:50 p.m.
BNA
-
YWG
1 stop6h 05m
Multiple Airlines
Deal found 30/7C$ 392
Sat 22/88:00 a.m.
YWG
-
BNA
2 stops34h 00m
WestJet
Mon 24/86:50 p.m.
BNA
-
YWG
1 stop22h 25m
WestJet
Deal found 31/7C$ 401
Fri 4/98:45 a.m.
YWG
-
SDF
1 stop12h 46m
United Airlines
Mon 7/95:15 a.m.
SDF
-
YWG
1 stop7h 37m
United Airlines
Deal found 28/7C$ 706
Fri 4/97:00 a.m.
YWG
-
SDF
2 stops11h 11m
WestJet
Mon 7/96:00 a.m.
SDF
-
YWG
2 stops12h 25m
WestJet
Deal found 28/7C$ 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 2 August 2026.

Round-trip from

C$ 291

One-way from

C$ 210
WestJet
  • WestJet
  • 14/9-21/9
  • 2 total stops
  • 13h 20m total
  • Winnipeg to Kentucky
Search Deals
United Airlines
  • United Airlines
  • 2/9
  • 1 total stop
  • 7h 37m 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 2 August 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

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 18/9

7:00 a.m.-9:37 a.m.

2 stops26h 37m

Nashville Intl

Mon 21/9

6:41 p.m.-11:52 a.m.

2 stops17h 11m

C$ 343

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 30/9

2:00 p.m.-9:37 a.m.

2 stops19h 37m

Nashville Intl

Mon 5/10

6:42 p.m.-12:37 p.m.

2 stops17h 55m

C$ 343

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 30/9

2:00 p.m.-11:14 p.m.

1 stop9h 14m

Nashville Intl

Sat 3/10

5:00 p.m.-10:33 p.m.

1 stop5h 33m

C$ 343

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 11/9

2:00 p.m.-9:37 a.m.

2 stops19h 37m

Nashville Intl

Mon 14/9

5:03 p.m.-10:33 p.m.

1 stop5h 30m

C$ 343
Quickest round-trip

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Fri 28/8

3:58 p.m.-10:16 p.m.

1 stop6h 18m

Nashville Intl

Tue 1/9

6:00 a.m.-11:54 a.m.

1 stop5h 54m

C$ 357

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sun 6/9

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

1 stop8h 07m

Nashville Intl

Thu 10/9

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

1 stop9h 08m

C$ 405

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Mon 12/10

7:10 p.m.-9:29 a.m.

1 stop14h 19m

Nashville Intl

Thu 15/10

10:25 a.m.-6:12 p.m.

1 stop7h 47m

C$ 418

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sun 6/9

8:45 a.m.-9:37 p.m.

2 stops12h 52m

Nashville Intl

Thu 10/9

6:02 a.m.-4:27 p.m.

2 stops10h 25m

C$ 439

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Fri 4/9

8:45 a.m.-9:38 a.m.

2 stops23h 53m

Louisville Intl

Mon 7/9

7:10 a.m.-11:52 a.m.

1 stop5h 42m

C$ 706

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Sat 10/10

7:00 a.m.-9:13 p.m.

2 stops13h 13m

Louisville Intl

Sun 11/10

7:55 a.m.-12:55 a.m.

2 stops18h 00m

C$ 733

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Showing 1-10 of 31 resultsSorted by cheapest first
1
2
3
4

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.

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$ 733, United Airlines can have you in Kentucky from Winnipeg in 13h 13m. Airlines will cover a distance of 1590 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Winnipeg to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Los Angeles flights
Winnipeg to Las Vegas flights
Winnipeg to O'Hare Intl flights
Winnipeg to Minneapolis flights
Winnipeg to Newark flights
Winnipeg to Orlando flights
Winnipeg to Denver flights
Winnipeg to Seattle flights
Winnipeg to LaGuardia flights
Winnipeg to John F Kennedy Intl flights
Winnipeg to Dallas/Fort Worth flights
Winnipeg to Sky Harbor Intl flights
Winnipeg to Honolulu flights
Winnipeg to Fort Lauderdale flights
Winnipeg to Nashville flights
Winnipeg to Ontario flights
Winnipeg to San Francisco flights
Winnipeg to San Diego flights
Winnipeg to Tampa flights
Winnipeg to Miami flights
Winnipeg to Palm Springs flights
Winnipeg to Reagan-National flights
Winnipeg to Hobby flights
Winnipeg to Fort Myers flights
Winnipeg to Kahului flights
Winnipeg to Boston flights
Winnipeg to Indianapolis flights
Winnipeg to George Bush Intcntl flights
Winnipeg to Baltimore flights
Winnipeg to Philadelphia flights
Winnipeg to Kailua-Kona flights
Winnipeg to Sacramento flights
Winnipeg to Atlanta flights
Winnipeg to Dulles Intl flights
Winnipeg to New Orleans flights
Winnipeg to Detroit flights
Winnipeg to Buffalo flights
Winnipeg to Santa Ana flights
Winnipeg to Columbus flights
Winnipeg to Des Moines flights
Winnipeg to Portland flights
Winnipeg to Love Field flights
Winnipeg to San Jose flights
Winnipeg to Myrtle Beach flights
Winnipeg to Kansas City flights
Winnipeg to Austin flights
Winnipeg to Anchorage flights
Winnipeg to Tucson flights
Winnipeg to Salt Lake City 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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.