C$ 178 Find Cheap Flights from Winnipeg to Kentucky

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 30/6. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Kentucky

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Kentucky, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Kentucky, as well as popular online travel agencies
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Flights Deals

Best Kentucky Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stopC$ 785
Louisville
Louisville1 stopC$ 785

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

Fri, 19 Sep - Fri, 26 Sep
WestJet Logo
9:00 a.m. - 11:51 a.m.YWG-BNA
2h 51mdirect
WestJet Logo
12:40 p.m. - 3:55 p.m.BNA-YWG
3h 15mdirect
C$ 197WestJet
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Fri, 12 Sep - Mon, 15 Sep
WestJet Logo
9:00 a.m. - 11:51 a.m.YWG-BNA
2h 51mdirect
WestJet Logo
12:40 p.m. - 3:55 p.m.BNA-YWG
3h 15mdirect
C$ 201WestJet
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Tue, 7 Oct - Tue, 7 Oct
United Airlines Logo
7:00 a.m. - 2:29 p.m.YWG-BNA
7h 29m1 stop
United Airlines Logo
4:57 p.m. - 10:33 p.m.BNA-YWG
5h 36m1 stop
C$ 258United Airlines
Find Deal
Tue, 9 Sep - Tue, 16 Sep
United Airlines Logo
7:00 a.m. - 9:08 p.m.YWG-BNA
14h 08m2 stops
United Airlines Logo
1:32 p.m. - 10:33 p.m.BNA-YWG
9h 01m2 stops
C$ 266United Airlines
Find Deal
Fri, 12 Sep - Wed, 17 Sep
Delta Logo
5:38 p.m. - 10:06 p.m.YWG-BNA
4h 28m1 stop
Delta Logo
6:00 a.m. - 11:38 a.m.BNA-YWG
5h 38m1 stop
C$ 310Delta
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Thu, 11 Sep - Wed, 17 Sep
Delta Logo
12:40 p.m. - 10:06 p.m.YWG-BNA
9h 26m1 stop
Delta Logo
6:00 a.m. - 11:38 a.m.BNA-YWG
5h 38m1 stop
C$ 311Delta
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Sun, 14 Sep - Wed, 17 Sep
Air Canada Logo
5:00 a.m. - 5:53 p.m.YWG-BNA
12h 53m1 stop
Air Canada Logo
10:15 a.m. - 4:15 p.m.BNA-YWG
6h 00m1 stop
C$ 326Air Canada
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Sun, 5 Oct - Wed, 8 Oct
Air Canada Logo
7:55 a.m. - 10:59 p.m.YWG-BNA
15h 04m2 stops
Air Canada Logo
8:00 a.m. - 10:33 p.m.BNA-YWG
14h 33m1 stop
C$ 340Air Canada
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Mon, 28 Jul - Thu, 31 Jul
Logo
6:30 a.m. - 2:31 p.m.YWG-BNA
32h 01m3 stops
Logo
6:05 p.m. - 12:13 a.m.BNA-YWG
6h 08m1 stop
C$ 384
Find Deal
Sun, 3 Aug - Sun, 24 Aug
Logo
8:30 a.m. - 4:19 p.m.YWG-BNA
31h 49m3 stops
Logo
6:05 p.m. - 12:13 a.m.BNA-YWG
6h 08m1 stop
C$ 388
Find Deal
Useful Info

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 72 hours.

In the past 3 days, the cheapest round-trip tickets from Winnipeg to Kentucky were found on WestJet (C$ 197) and United Airlines (C$ 258).

Find deals

Good to know

Low seasonApril
High seasonSeptember
Cheapest flightC$ 178
Best time to beat the crowds (19% less expensive on average)
Most popular time to fly and prices are also 11% lower on average.
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.

  • What is the cheapest time of day to fly to Kentucky?

    The cheapest time of day to fly to Kentucky is generally in the morning, when round-trip flights cost C$ 584 on average. Morning departures are around 21% cheaper than evening flights, on average. The most expensive time of day to fly to Kentucky is generally in the evening, which is peak travel time and where the average cost of a ticket is C$ 742.

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.
7.2
WestJetOverall score based on 2873 reviews
7.9Crew
6.1Entertainment
7.4Boarding
6.2Food
7.1Comfort
Airline reviews

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

6.0 GoodCatherine, Jun 2025YVR - BOS
Read more WestJet reviews

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Lots of overhead storage and a good crew and service.

On time. Friendly and efficient staff at check in and flight crew.

Late departure, so I missed connection in Detroit. But Delta gave me a great hotel & breakfast. Just sorry I could not get anything from my checked baggage.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

Will never book through you again. Very disappointed in the notices and action taken or provided when planes are rescheduled, enough to cause missed connections

Lost my luggage. Filed a report and there is no response. Received a phone call from another airline that said they had the bag and they did not know what to do with it

Very good over all , would have been nice to have entertainment on the flight

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

Information on your arrival and departure airports

Winnipeg (YWG)

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