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Flight Deals
Book Cheap Kentucky Plane Tickets
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights 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 to Kentucky
Wed, 25 Nov - Tue, 1 Dec
8:45 a.m. - 10:13 p.m.Calgary Calgary-Louisville Louisville Intl
12h 28m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
12:50 p.m. - 11:07 p.m.Louisville Louisville Intl-Calgary Calgary
11h 17m1 stop Minneapolis St Paul
C$ 582Delta
Wed, 11 Nov - Wed, 18 Nov
12:44 p.m. - 9:27 p.m.Toronto Toronto Pearson Intl-Louisville Louisville Intl
8h 43m1 stop Washington, D.C. Reagan-National
6:30 a.m. - 4:34 p.m.Louisville Louisville Intl-Toronto Toronto Pearson Intl
10h 04m1 stop Washington, D.C. Reagan-National
C$ 602American Airlines
Wed, 25 Nov - Tue, 1 Dec
7:00 a.m. - 9:24 p.m.Calgary Calgary-Louisville Louisville Intl
13h 24m1 stop Denver Intl
7:10 a.m. - 1:35 p.m.Louisville Louisville Intl-Calgary Calgary
7h 25m1 stop Chicago O'Hare Intl
C$ 613United Airlines
Tue, 8 Dec - Wed, 9 Dec
7:00 a.m. - 5:17 p.m.Calgary Calgary-Louisville Louisville Intl
9h 17m2 stops Denver Intl Chicago O'Hare Intl
9:00 a.m. - 11:53 p.m.Louisville Louisville Intl-Calgary Calgary
15h 53m2 stops Chicago O'Hare Intl Denver Intl
C$ 615United Airlines
Sat, 31 Oct - Sat, 7 Nov
5:10 p.m. - 9:13 p.m.Montreal Montreal Pierre Elliott Trudeau Intl-Louisville Louisville Intl
4h 03m1 stop Detroit Metropolitan Wayne County
7:55 a.m. - 4:15 p.m.Louisville Louisville Intl-Montreal Montreal Pierre Elliott Trudeau Intl
8h 20m1 stop Detroit Metropolitan Wayne County
C$ 661Delta
Sat, 9 Jan - Tue, 12 Jan
5:15 p.m. - 9:41 p.m.Toronto Toronto Pearson Intl-Louisville Louisville Intl
4h 26m1 stop Detroit Metropolitan Wayne County
10:43 a.m. - 4:18 p.m.Louisville Louisville Intl-Toronto Toronto Pearson Intl
5h 35m1 stop Atlanta Hartsfield-Jackson
C$ 676Delta
Fri, 25 Dec - Wed, 30 Dec
6:10 a.m. - 11:50 a.m.Toronto Toronto Pearson Intl-Louisville Louisville Intl
5h 40m1 stop Detroit Metropolitan Wayne County
7:20 a.m. - 11:15 a.m.Louisville Louisville Intl-Toronto Toronto Pearson Intl
3h 55m1 stop Detroit Metropolitan Wayne County
C$ 680WestJet
Tue, 8 Dec - Thu, 10 Dec
3:22 p.m. - 9:37 p.m.Toronto Toronto Pearson Intl-Louisville Louisville Intl
6h 15m1 stop Chicago O'Hare Intl
10:13 a.m. - 2:42 p.m.Louisville Louisville Intl-Toronto Toronto Pearson Intl
4h 29m1 stop Chicago O'Hare Intl
C$ 680American Airlines
Sat, 14 Nov - Sat, 21 Nov
11:50 a.m. - 6:32 p.m.Toronto Toronto Pearson Intl-Louisville Louisville Intl
6h 42m1 stop Charlotte Douglas
6:02 a.m. - 11:59 a.m.Louisville Louisville Intl-Toronto Toronto Pearson Intl
5h 57m1 stop Washington, D.C. Reagan-National
C$ 690American Airlines
Sat, 31 Oct - Tue, 3 Nov
1:25 a.m. - 12:54 p.m.Calgary Calgary-Louisville Louisville Intl
10h 29m1 stop Atlanta Hartsfield-Jackson
6:00 a.m. - 1:05 p.m.Louisville Louisville Intl-Calgary Calgary
8h 05m1 stop Atlanta Hartsfield-Jackson
C$ 865WestJet
Recent one-way flight deals to Kentucky
Wed, 2 Dec
9:20 a.m. - 4:05 p.m.Toronto Toronto Pearson Intl-Lexington Lexington Blue Grass
30h 45m1 stop Fort Lauderdale
C$ 267Multiple Airlines
Mon, 2 Nov
6:30 a.m. - 10:30 a.m.Toronto Toronto Pearson Intl-Lexington Lexington Blue Grass
28h 00m1 stop Orlando
C$ 305Multiple Airlines
Wed, 2 Dec
1:40 p.m. - 4:05 p.m.Toronto Toronto Pearson Intl-Lexington Lexington Blue Grass
26h 25m2 stops Tampa Fort Lauderdale
C$ 319Multiple Airlines
Wed, 20 Jan
7:00 a.m. - 12:18 p.m.Montreal Montreal Pierre Elliott Trudeau Intl-Louisville Louisville Intl
5h 18m1 stop Charlotte Douglas
C$ 386American Airlines
Mon, 2 Nov
7:55 a.m. - 1:59 p.m.Toronto Toronto Pearson Intl-Louisville Louisville Intl
6h 04m1 stop New York LaGuardia
C$ 397WestJet
Sun, 1 Nov
9:44 a.m. - 11:30 p.m.Toronto Toronto Pearson Intl-Louisville Louisville Intl
13h 46m1 stop Newark
C$ 397United Airlines
Wed, 28 Oct
2:30 p.m. - 10:05 p.m.Montreal Montreal Pierre Elliott Trudeau Intl-Louisville Louisville Intl
7h 35m1 stop Charlotte Douglas
C$ 452American Airlines
Fri, 5 Mar
4:22 p.m. - 9:00 a.m.Calgary Calgary-Lexington Lexington Blue Grass
15h 38m2 stops San Francisco Chicago O'Hare Intl
C$ 458United Airlines
Fri, 5 Mar
8:00 a.m. - 4:37 p.m.Calgary Calgary-Lexington Lexington Blue Grass
7h 37m1 stop Dallas/Fort Worth
C$ 474American Airlines
Sun, 6 Dec
6:45 a.m. - 9:21 p.m.Montreal Montreal Pierre Elliott Trudeau Intl-Lexington Lexington Blue Grass
14h 36m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
C$ 516WestJet
Recent last minute flight deals to Kentucky
Wed, 21 Oct - Wed, 28 Oct
7:45 a.m. - 11:59 p.m.Calgary Calgary-Louisville Louisville Intl
14h 14m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
9:53 a.m. - 11:10 p.m.Louisville Louisville Intl-Calgary Calgary
15h 17m2 stops Atlanta Hartsfield-Jackson Salt Lake City
C$ 717Delta
Tue, 20 Oct - Wed, 21 Oct
1:27 p.m. - 9:34 a.m.Calgary Calgary-Louisville Louisville Intl
18h 07m2 stops Denver Intl Chicago O'Hare Intl
3:36 p.m. - 9:48 p.m.Louisville Louisville Intl-Calgary Calgary
8h 12m1 stop Denver Intl
C$ 743United Airlines
Wed, 21 Oct - Wed, 28 Oct
3:22 p.m. - 9:34 a.m.Calgary Calgary-Louisville Louisville Intl
16h 12m3 stops San Francisco Los Angeles Chicago O'Hare Intl
5:10 a.m. - 2:21 p.m.Louisville Louisville Intl-Calgary Calgary
11h 11m2 stops Chicago O'Hare Intl Denver Intl
C$ 748United Airlines
Wed, 21 Oct - Wed, 28 Oct
12:30 p.m. - 8:31 p.m.Calgary Calgary-Louisville Louisville Intl
6h 01m1 stop Chicago O'Hare Intl
8:00 a.m. - 9:53 p.m.Louisville Louisville Intl-Calgary Calgary
15h 53m1 stop Denver Intl
C$ 748United Airlines
Fri, 23 Oct - Fri, 30 Oct
7:45 a.m. - 4:49 p.m.Toronto Toronto Pearson Intl-Louisville Louisville Intl
9h 04m1 stop Atlanta Hartsfield-Jackson
10:39 a.m. - 5:19 p.m.Louisville Louisville Intl-Toronto Toronto Pearson Intl
6h 40m1 stop Detroit Metropolitan Wayne County
C$ 782Delta
Sun, 25 Oct - Thu, 29 Oct
5:15 p.m. - 8:42 p.m.Toronto Toronto Pearson Intl-Louisville Louisville Intl
27h 27m1 stop Fort Myers SW Florida Intl
9:43 p.m. - 1:40 p.m.Louisville Louisville Intl-Toronto Toronto Pearson Intl
15h 57m1 stop Orlando Sanford Intl
C$ 818Multiple Airlines
Tue, 20 Oct - Sat, 24 Oct
6:25 p.m. - 12:09 a.m.Toronto Toronto Pearson Intl-Lexington Lexington Blue Grass
5h 44m1 stop Chicago O'Hare Intl
4:59 p.m. - 9:40 p.m.Lexington Lexington Blue Grass-Toronto Toronto Pearson Intl
4h 41m1 stop Philadelphia
C$ 844American Airlines
Wed, 21 Oct - Tue, 27 Oct
6:25 p.m. - 12:09 a.m.Toronto Toronto Pearson Intl-Lexington Lexington Blue Grass
5h 44m1 stop Chicago O'Hare Intl
4:59 p.m. - 9:40 p.m.Lexington Lexington Blue Grass-Toronto Toronto Pearson Intl
4h 41m1 stop Philadelphia
C$ 844American Airlines
Wed, 21 Oct - Fri, 23 Oct
2:26 p.m. - 9:13 p.m.Toronto Toronto Pearson Intl-Louisville Louisville Intl
6h 47m1 stop Detroit Metropolitan Wayne County
2:50 p.m. - 11:36 p.m.Louisville Louisville Intl-Toronto Toronto Pearson Intl
8h 46m1 stop New York LaGuardia
C$ 910WestJet
Tue, 20 Oct - Wed, 21 Oct
6:45 a.m. - 4:56 p.m.Montreal Montreal Pierre Elliott Trudeau Intl-Louisville Louisville Intl
10h 11m2 stops Toronto Pearson Intl New York LaGuardia
7:05 a.m. - 5:38 p.m.Louisville Louisville Intl-Montreal Montreal Pierre Elliott Trudeau Intl
10h 33m1 stop Atlanta Hartsfield-Jackson
C$ 1,095WestJet
Booking Insights
KAYAK's insights & trends for flights to Kentucky
Get data-powered insights and trends into flights to Kentucky to help you find the cheapest flights, the best time to fly and much more.
Prices
More
How many airports are there in Kentucky?
There are 4 airports in Kentucky. The busiest airport is Louisville Airport (SDF), with 64% of all flights arriving there.
How long is the flight to Kentucky?
An average direct flight from Canada to Kentucky takes 7h 15m, covering a distance of 3289 km. The shortest route is Toronto Pearson Intl Airport (YYZ) to Cincinnati (CVG) with an average flight time of 1h 38m.
Good to know
Low season | January |
|---|---|
High season | September |
Cheapest flight | C$ 267 |
FAQs - booking Kentucky flights
Top tips for finding cheap flights to Kentucky
Reviews of the top 4 airlines flying to Kentucky
See real verified KAYAK customer reviews for airlines flying to Kentucky. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Kentucky. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
7.3
United AirlinesOverall score based on 10389 reviews
7.7Boarding
7.3Comfort
6.7Food
7.1Entertainment
8.1Crew
Airline reviews
Very efficient. Economy is what economy is. Wish it had been direct. Excellent setup in Newark for commuters and access to charging stations and wifi Flight could’ve had free wifi
10.0 ExcellentChris, Oct 2026
Very efficient. Economy is what economy is. Wish it had been direct. Excellent setup in Newark for commuters and access to charging stations and wifi Flight could’ve had free wifi
It was great. The staff is always helpful and polite. The app is great and makes the whole trip and process so easy. They even offer a step to step guide to your correct terminal. And they keep all the information you'll need updated. Anything you can think of! Great experience.
My flight was cancelled and United Airlines could not rebook or help. My whole trip was then cancelled and I could not go to the funeral I needed to get to.
Boarding was a complete mess. The whole system went down. People got wrong seat for the first half an hour.
The website check in was poor. Baggage fees were in US dollars but registered in Canadian dollars. The site would not accept my credit card. Scanning the passport was the worst. Someone from United needs to try the process. I’m not a novice with tech and I have to say this was a bad experience. Everything else was great.
It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.
We boarded the plane and were about to take off when we were notified that the tires had to be checked. Upon inspection, they were found to need replacement, so the entire plane had to be deboarded. After we exited the plane, United staff forced us to stay in the gate area by posting "Do Not Exit" signs on the doors connecting the gate area to the terminal. Many of us had already rebooked our flights and had no checked bags, but they told us we could not leave. This seemed inappropriate to hold people under false pretenses. When the agent told us we could leave, I asked them to please take down the "Do Not Exit" signs, as they were misleading. The agent refused, and I told them that it didn't feel right to hold people like that.
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.
Short flight, but no drink/snack service. The flights both going and coming were delayed.
Always a pleasure to fly with WestJet. I am however frustrated about the rising costs. We have started to resort to Ultra Basic fares to afford but really missing the extra bag but too costly.
The crew were all helpful, kind, and effective. There could have been more space under the seats.
Horrible, delayed 3 hours due to a mechanical issue where the plane is deemed unsafe so we had to deplane after an hour on the tarmac. No credit was given even though plenty of passengers missed their connecting flights and then the baggage claim info showed that no flight was being loaded on the carousel whilst the bags were being dropped, so no one knew if it was the right flight or not since the arrivals screen didn’t show anything.
I'm so frustrated my flight was canceled they give flight on August 5 which is not sure. Its was big mistake I booked my ticket from kayak.
Maybe glass of wine would be nice at no charge
We traveled with a 7 year old that has autism and he is significantly cognitively delayed. Your site makes it known there are no wagons allowed even if they fold down flat and many autistic children cannot travel without one because they are unable to follow directions or cooperate with walking through the airport and are too big for a stroller. Please consider making exceptions for our special needs children. Also it would be very thoughtful if you’d allow seat selection for no fee for special needs families. The autistic child we traveled with must sit behind another adult in our family because he continuously kicks the seat in front of him and is unable to understand why that is disruptive. We had to pay quite a bit extra to have our 4 seats situated with 2 in row 19 and 2 in row 20 directly behind.
Our itinerary included a 1 hour and 30 minute layover, which should have been sufficient under normal circumstances. However, our original flight was delayed. Before we even deplaned, we were instructed to collect our checked bags from baggage claim, clear immigration and customs, and then recheck our bags for the connecting flight. The airline knew—or should have known—that this was impossible. Checked baggage acceptance closes one hour before departure, meaning there was no realistic way for passengers from the delayed flight to recheck their bags in time. Despite this, the airline gave us misleading instructions instead of informing us that we would likely miss our connection. We completed immigration and customs in approximately 10 minutes, but our checked bags did not arrive at the carousel for more than 30 minutes. After collecting them, we had another 10-minute walk to the baggage drop area, only to find that no airline attendant was present. We then went to another airline counter, where an employee told us this had happened before and that there was nothing they could do because the baggage acceptance window had already closed. At that point, there were still 40 minutes remaining before our flight's departure, yet no one was willing to assist or offer a practical solution. When we asked to be rebooked, we were simply told to call the airline's 800 number ourselves. There was no accountability or customer support at the airport, leaving us stranded in a foreign country with no immediate assistance. After finally reaching an agent on the 800 number, we were rebooked on a flight for the following day. However, we were initially told that the airline would not provide any hotel accommodation and that we would have to arrange and pay for it ourselves. Only after making multiple calls and speaking with several different agents did one representative finally issue a hotel voucher. The entire experience was an exhausting and frustrating ordeal. What should have been a 20-hour journey ultimately became more than 30 hours due to the airline's poor planning, misleading instructions, lack of accountability, and inadequate customer service. The unnecessary delays, confusion, and absence of meaningful assistance caused significant physical exhaustion and severe mental stress. This experience fell far below the level of service passengers should reasonably expect.
Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.
I loved the fact it was on time and it was a smooth flight to my destination.
Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable
No problems other than no seat back entertainment. Everyone was very pleasant
It was our first time flying wit Air Canada. I found most everything very good, however, our flights leaving and returning were both delayed. And we were met with no place to de-board the plane and had to wait an additional 45 minutes on the plane after arrival. That was very disappointing. Also hefty fees both ways on what would normally be a carry on bag on any other airline.
Too hot. Air from vents not working Long line for toilets Not enough staff to offer water throughout the flight
After we boarded, we sat on the tarmac at least a half hour. Not that big a deal really but kept me from giving the survey an excellent.
Traveling from Montreal to SFO, after landing in SFO, there was no announcement about where to claim our luggages. Our gate was in Terminal 1, and went to the luggage claim area in T1, but couldn't find any information on the screen. Eventually, an airport agent told us that our luggages would arrive in Terminal 2 luggage claim area.
Great flights. Only criticism is when landed I. Montreal, wheelchair service has no signage or anyone letting you know where to go , just an older gentleman at the desk looking confused
It's always very chill when flying to/from Billy Bishop airport and a fabulous view of Toronto on the way up/down. Free beer too on the plane!
This is a regional jet. As far as those go it was average. Again poor quality for an expensive seat. Not worth the upgrade
Better this time, the pilot communicated to passengers of delay
All went really well. Except that I was randomly chosen to be thoroughly checked!!
Our flight was delayed to Louisville. What made this worse was they did not have another flight attendant to service the flight. This caused an even longer delay. Then when a flight attendant did show up, she chose to "swap" flights with another flight attendant. Therefore, we had to wait longer for the other flight attendant to come to our flight. This is information that the gate attendant should not have shared. Processes and execution at American are broken. Passengers are feeling it. Fixing this starts at the top of the organization.
The gate got changed several times and the flight was delayed over an hour. Awful experience
It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.
No Snacks or Entertainment. The flight was short, snacks should still be given.
The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.
My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.
Everything was fine. Flight boarded and departed on time. Seating was spacious enough for my carryon to fit under the seat in front of me. No complaints at all. Flight even arrived early.
Boston ticket agent Cheryl Porter is WONDERFUL. Our Iberia flight to Barcelona was cancelled the morning we were scheduled to leave and Cheryl was our super hero - she found us seats on a flight to London and on to Barcelona. Truly a “can-do” attitude which we appreciated so much after the Iberia ticket agents told us there was “absolutely nothing they could do”. (As did the customer service agents at Iberia’s call center) Ms Porter is truly a wonderful person who genuinely cares about travelers!
I was not given the option to get on a different flight even though I was going to miss my connection due to weather delays (I did). When I called early in the morning, they said it wasn't delayed long enough; though I knew it would be by the time it was time for the flight ... it was and by that time it was too late. I wasn't given the option to pre-board with my toddler, and the food service was less than normal due to delays .... at least that's what the crew said.
American is a steady for me. I always get what I expect from them. Sincere effort to get me from one place to another.
More options for your flight to Kentucky
Complete your trip to Kentucky with a hotel stay or car rental
Cabin class types available on flights to Kentucky
Cabin classes available on flights to Kentucky. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from domestic origins to Kentucky
Flights from all regions of Canada to Kentucky. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from Alberta to Kentuckyfrom C$ 437
Flights from British Columbia to Kentuckyfrom C$ 437
Flights from Ontario to Kentuckyfrom C$ 304
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.
Flights from Canada to popular regions in the United States
Flights to popular cities in Kentucky
Flights to Blountvillefrom C$ 780
Flights to Nashvillefrom C$ 297