C$ 184 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 29/10. 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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Best Kentucky Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stopC$ 816
Louisville
Louisville1 stopC$ 816

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

Sat, 18 Oct - Sat, 25 Oct
WestJet Logo
10:45 a.m. - 5:18 p.m.YWG-BNA
6h 33m1 stop
WestJet Logo
6:05 p.m. - 12:13 a.m.BNA-YWG
6h 08m1 stop
C$ 209WestJet
Find Deal
Sat, 18 Oct - Sat, 25 Oct
WestJet Logo
10:45 a.m. - 5:18 p.m.YWG-BNA
6h 33m1 stop
WestJet Logo
6:05 p.m. - 12:13 a.m.BNA-YWG
6h 08m1 stop
C$ 242WestJet
Find Deal
Fri, 28 Nov - Mon, 1 Dec
United Airlines Logo
2:20 p.m. - 10:49 p.m.YWG-BNA
8h 29m1 stop
United Airlines Logo
6:35 p.m. - 11:57 a.m.BNA-YWG
17h 22m2 stops
C$ 293United Airlines
Find Deal
Tue, 10 Mar - Wed, 11 Mar
United Airlines Logo
2:15 p.m. - 7:31 p.m.YWG-BNA
5h 16m1 stop
United Airlines Logo
8:02 a.m. - 9:44 p.m.BNA-YWG
13h 42m2 stops
C$ 303United Airlines
Find Deal
Thu, 13 Nov - Mon, 17 Nov
Multiple Airlines Logo
9:00 p.m. - 5:41 p.m.YWG-BNA
20h 41m2 stops
Multiple Airlines Logo
6:05 p.m. - 12:42 a.m.BNA-YWG
6h 37m1 stop
C$ 365Multiple Airlines
Find Deal
Wed, 12 Nov - Sun, 16 Nov
Delta Logo
7:30 a.m. - 1:47 p.m.YWG-BNA
6h 17m1 stop
Delta Logo
5:15 a.m. - 3:07 p.m.BNA-YWG
9h 52m1 stop
C$ 391Delta
Find Deal
Tue, 10 Mar - Wed, 11 Mar
Air Canada Logo
8:15 a.m. - 3:05 p.m.YWG-BNA
6h 50m1 stop
Air Canada Logo
8:15 a.m. - 11:44 p.m.BNA-YWG
15h 29m1 stop
C$ 406Air Canada
Find Deal
Tue, 10 Mar - Wed, 11 Mar
Air Canada Logo
8:15 a.m. - 3:05 p.m.YWG-BNA
6h 50m1 stop
Air Canada Logo
8:15 a.m. - 11:54 p.m.BNA-YWG
15h 39m1 stop
C$ 419Air Canada
Find Deal
Fri, 28 Nov - Mon, 1 Dec
Multiple Airlines Logo
5:00 a.m. - 5:20 p.m.YWG-BNA
12h 20m1 stop
Multiple Airlines Logo
9:47 p.m. - 5:26 p.m.BNA-YWG
19h 39m1 stop
C$ 427Multiple Airlines
Find Deal
Sat, 8 Nov - Tue, 11 Nov
Delta Logo
5:40 p.m. - 9:57 p.m.YWG-BNA
4h 17m1 stop
Delta Logo
6:11 p.m. - 3:07 p.m.BNA-YWG
20h 56m1 stop
C$ 543Delta
Find Deal
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 72 hours.

In the past 3 days, the cheapest round-trip tickets from Winnipeg to Kentucky were found on WestJet (C$ 209) and United Airlines (C$ 293).

Good to know

Low seasonApril
Cheapest flightC$ 184
Best time to beat the crowds (20% less expensive on average)
Most popular time to fly and prices are also 3% 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 tips for finding cheap flights to Kentucky

  • Looking for a cheap flight? 25% of our users found tickets from Winnipeg to the following destinations at these prices or less: Nashville C$ 118 one-way - C$ 200 round-trip

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.
7.2
WestJetOverall score based on 3093 reviews
6.2Food
7.1Comfort
6.1Entertainment
7.4Boarding
7.9Crew
Airline reviews

No internet, not even westjet connect makes for a boring flight

6.0 GoodLorayne, Sep 2025YWG - YVR
Read more WestJet reviews

No internet, not even westjet connect makes for a boring flight

Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.

There was a man who was very rude at boarding. On the other hand personal bag measuring box is too small compared to USA airlines,

A little better seat cushions would be appreciated. Crews were all good.

The process and flight were both smooth and trouble free

Flight delayed 3 hours, missed my connection in Atlanta. Instead of getting to Savannah at 6PM arrived after 10:00PM Middle seat, couldn't get isle or window, couldn't book my seats in advance, had to book at the gate. That's a 1st for me and I used to travel a lot

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The staff at the airport and on the plane were wonderful I especially wanna acknowledge the staff who boarded us at the Calgary airport. The women who helped us board at the airport were incredible… they were so kind and sweet…I very happy with WestJet and I am hoping I can fly more often to Canada.

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

Information on your arrival and departure airports

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