C$ 244 Find Cheap Flights from Winnipeg to Kentucky – Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Kentucky departing on 13/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Winnipeg to Kentucky

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Kentucky that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Kentucky

Thu, 29 Oct - Mon, 2 Nov
WestJet Logo
8:05 p.m. - 3:20 p.m.
YWG
-
BNA
19h 15m
1 stop
WestJet Logo
4:05 p.m. - 12:45 a.m.
BNA
-
YWG
8h 40m
1 stop
C$ 373WestJet
Mon, 10 Aug - Mon, 17 Aug
WestJet Logo
7:45 a.m. - 6:00 p.m.
YWG
-
BNA
10h 15m
1 stop
WestJet Logo
6:50 p.m. - 12:55 a.m.
BNA
-
YWG
6h 05m
1 stop
C$ 389WestJet
Thu, 1 Oct - Sat, 3 Oct
United Airlines Logo
7:00 a.m. - 6:39 p.m.
YWG
-
BNA
11h 39m
2 stops
United Airlines Logo
7:45 p.m. - 12:37 p.m.
BNA
-
YWG
16h 52m
2 stops
C$ 397United Airlines
Thu, 13 Aug - Thu, 20 Aug
Delta Logo
5:42 p.m. - 10:16 p.m.
YWG
-
BNA
4h 34m
1 stop
Delta Logo
6:00 a.m. - 3:08 p.m.
BNA
-
YWG
9h 08m
1 stop
C$ 410Delta
Thu, 1 Oct - Sat, 3 Oct
Air Canada Logo
5:10 a.m. - 5:39 p.m.
YWG
-
BNA
12h 29m
1 stop
Air Canada Logo
10:25 a.m. - 6:12 p.m.
BNA
-
YWG
7h 47m
1 stop
C$ 424Air Canada
Sun, 19 Jul - Thu, 23 Jul
WestJet Logo
7:45 a.m. - 6:00 p.m.
YWG
-
BNA
10h 15m
1 stop
WestJet Logo
6:50 p.m. - 12:55 a.m.
BNA
-
YWG
6h 05m
1 stop
C$ 427WestJet
Thu, 13 Aug - Thu, 20 Aug
WestJet Logo
6:15 a.m. - 6:00 p.m.
YWG
-
BNA
11h 45m
1 stop
WestJet Logo
6:50 p.m. - 2:15 p.m.
BNA
-
YWG
19h 25m
2 stops
C$ 433WestJet
Mon, 10 Aug - Mon, 17 Aug
WestJet Logo
7:45 a.m. - 6:00 p.m.
YWG
-
BNA
10h 15m
1 stop
WestJet Logo
6:50 p.m. - 2:15 p.m.
BNA
-
YWG
19h 25m
2 stops
C$ 434WestJet
Fri, 14 Aug - Fri, 21 Aug
Air Canada Logo
5:25 p.m. - 9:13 a.m.
YWG
-
BNA
15h 48m
1 stop
Air Canada Logo
6:35 p.m. - 10:00 a.m.
BNA
-
YWG
15h 25m
1 stop
C$ 437Air Canada
Mon, 23 Nov - Thu, 26 Nov
Delta Logo
12:30 p.m. - 12:02 a.m.
YWG
-
SDF
10h 32m
2 stops
Delta Logo
11:00 a.m. - 5:00 p.m.
SDF
-
YWG
7h 00m
1 stop
C$ 773Delta
Booking Insights

KAYAK's insights & trends for Winnipeg to Kentucky flights

Get data-powered insights and trends into flights from Winnipeg to Kentucky to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Winnipeg to Kentucky?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Winnipeg to Kentucky were found on WestJet (C$ 373) and United Airlines (C$ 397).

Find deals

Good to know

Cheapest flightC$ 244
Flight from Winnipeg to Nashville

FAQs - booking Kentucky flights

  • How does KAYAK find such low prices on flights from Winnipeg to Kentucky?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to Kentucky.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to Kentucky?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Winnipeg to Kentucky is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to Kentucky?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Winnipeg to Kentucky with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to Kentucky?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Winnipeg to Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Winnipeg to Kentucky

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Kentucky. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Winnipeg to Kentucky? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9930 reviews
6.7Food
7.7Boarding
8.1Crew
7.3Comfort
7.1Entertainment
Airline reviews

Friendly crew, but we were delayed for more than an hour and had to change planes due to maintenance issues.

8.0 ExcellentNico, Jun 2026
YVR - LAX
Read more United Airlines reviews

Friendly crew, but we were delayed for more than an hour and had to change planes due to maintenance issues.

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

Crew were welcoming, accommodating and they worked hard to find places for all carry on.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

They were fast and I like how they used to entertainment system to play video about the safety.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Everything you need to know for your flight from Winnipeg to Kentucky

Information on your arrival and departure airports

Winnipeg (YWG)