$172 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 8/13. 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

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stop$505
Nashville
Nashville1 stop$263
Louisville
Louisville1 stop$505
Nashville
Nashville1 stop$263

Book Cheap Winnipeg to Kentucky Plane Tickets

 
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, Oct 29 - Mon, Nov 2
WestJet Logo
8:05 pm - 3:20 pm
YWG
-
BNA
19h 15m
1 stop
WestJet Logo
4:05 pm - 12:45 am
BNA
-
YWG
8h 40m
1 stop
$263WestJet
Mon, Aug 10 - Mon, Aug 17
WestJet Logo
7:45 am - 6:00 pm
YWG
-
BNA
10h 15m
1 stop
WestJet Logo
6:50 pm - 12:55 am
BNA
-
YWG
6h 05m
1 stop
$274WestJet
Thu, Oct 1 - Sat, Oct 3
United Airlines Logo
8:45 am - 8:40 am
YWG
-
BNA
23h 55m
2 stops
United Airlines Logo
12:39 pm - 10:33 pm
BNA
-
YWG
9h 54m
1 stop
$280United Airlines
Thu, Aug 13 - Thu, Aug 20
Delta Logo
5:42 pm - 10:16 pm
YWG
-
BNA
4h 34m
1 stop
Delta Logo
6:00 am - 3:08 pm
BNA
-
YWG
9h 08m
1 stop
$289Delta
Thu, Oct 1 - Sat, Oct 3
Air Canada Logo
5:10 am - 5:39 pm
YWG
-
BNA
12h 29m
1 stop
Air Canada Logo
10:25 am - 6:12 pm
BNA
-
YWG
7h 47m
1 stop
$299Air Canada
Thu, Aug 13 - Thu, Aug 20
WestJet Logo
6:15 am - 6:00 pm
YWG
-
BNA
11h 45m
1 stop
WestJet Logo
6:50 pm - 2:15 pm
BNA
-
YWG
19h 25m
2 stops
$305WestJet
Mon, Aug 10 - Mon, Aug 17
WestJet Logo
7:45 am - 6:00 pm
YWG
-
BNA
10h 15m
1 stop
WestJet Logo
6:50 pm - 2:15 pm
BNA
-
YWG
19h 25m
2 stops
$306WestJet
Fri, Aug 14 - Fri, Aug 21
Air Canada Logo
5:25 pm - 9:13 am
YWG
-
BNA
15h 48m
1 stop
Air Canada Logo
6:35 pm - 10:00 am
BNA
-
YWG
15h 25m
1 stop
$308Air Canada
Thu, Jul 16 - Sat, Jul 18
Delta Logo
6:40 am - 2:52 pm
YWG
-
BNA
8h 12m
1 stop
Delta Logo
6:00 am - 3:07 pm
BNA
-
YWG
9h 07m
1 stop
$312Delta
Mon, Jul 13 - Mon, Jul 20
United Airlines Logo
12:56 pm - 11:59 pm
YWG
-
SDF
10h 03m
1 stop
United Airlines Logo
7:55 pm - 8:57 pm
SDF
-
YWG
26h 02m
2 stops
$505United Airlines
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 ($263) and United Airlines ($280).

Good to know

Low seasonFebruary
Cheapest flight$172
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 21% increase in price.
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 travelers 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.
7.2
WestJetOverall score based on 3393 reviews
7.4Boarding
7.0Comfort
7.9Crew
6.1Entertainment
6.2Food
Airline reviews

My flight was cancelled due to weather but Westjet got me on a new flight in a timely and efficient manor.

10.0 ExcellentAnonymous, Nov 2025
YWG - YYC
Read more WestJet reviews

My flight was cancelled due to weather but Westjet got me on a new flight in a timely and efficient manor.

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.

Lots of overhead storage and a good crew and service.

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

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

It was an awesome experience flying with Westjet. This was my first domestic flight experience in Canada.

The flight itself was fine, but two of the ladies at the gate were extremely rude to a few of us in line. Their customer service really needs some help. I’ve always had good experiences with WestJet until these two ladies. They had the worst attitudes and really left a bad taste in my mouth after a good trip

Smooth process, on time. Everything ran perfectly. It would be nice to have in flight entertainment and better food choices but these were short flights so not a big deal

Flight got cancelled. I had to spend many hours on phone to have it rescheduled at my convenience

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

Information on your arrival and departure airports