C$ 565 Find Cheap Flights from Regina to Caribbean – Compare and Save

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Regina to Caribbean departing on 19/10. 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, 0 bags

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Flight Deals

Best Caribbean Flight Deals from Regina

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stopC$ 769
Montego Bay
Montego Bay1 stopC$ 710
Kingston
Kingston2 stopsC$ 741
Providenciales
Providenciales2 stopsC$ 863
Punta Cana
Punta Cana1 stopC$ 769
Montego Bay
Montego Bay1 stopC$ 710
Kingston
Kingston2 stopsC$ 741
Providenciales
Providenciales2 stopsC$ 863

Cheap Flights from Regina to Caribbean

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Regina to Caribbean 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 Regina to Caribbean

Mon, 19 Oct - Thu, 22 Oct
Air Canada Logo
5:45 a.m. - 5:30 p.m.
YQR
-
NAS
9h 45m
1 stop
Air Canada Logo
6:30 p.m. - 7:05 p.m.
NAS
-
YQR
26h 35m
1 stop
C$ 565Air Canada
Mon, 19 Oct - Thu, 22 Oct
Air Canada Logo
5:45 a.m. - 5:30 p.m.
YQR
-
NAS
9h 45m
1 stop
Air Canada Logo
6:30 p.m. - 7:05 p.m.
NAS
-
YQR
26h 35m
1 stop
C$ 567Air Canada
Mon, 19 Oct - Thu, 22 Oct
Air Canada Logo
5:45 a.m. - 5:30 p.m.
YQR
-
NAS
9h 45m
1 stop
Air Canada Logo
2:20 p.m. - 9:10 a.m.
NAS
-
YQR
44h 50m
2 stops
C$ 570Air Canada
Mon, 19 Oct - Thu, 22 Oct
Air Canada Logo
5:45 a.m. - 5:30 p.m.
YQR
-
NAS
9h 45m
1 stop
Air Canada Logo
2:20 p.m. - 9:10 a.m.
NAS
-
YQR
44h 50m
2 stops
C$ 571Air Canada
Mon, 19 Oct - Thu, 22 Oct
Air Canada Logo
2:15 p.m. - 1:35 p.m.
YQR
-
NAS
45h 20m
2 stops
Air Canada Logo
2:20 p.m. - 7:05 p.m.
NAS
-
YQR
30h 45m
2 stops
C$ 575Air Canada
Tue, 20 Oct - Wed, 4 Nov
WestJet Logo
6:00 a.m. - 11:10 a.m.
YQR
-
NAS
27h 10m
1 stop
WestJet Logo
4:50 p.m. - 1:15 a.m.
NAS
-
YQR
9h 25m
1 stop
C$ 581WestJet
Tue, 21 Jul - Mon, 27 Jul
Air Canada Logo
2:15 p.m. - 5:30 p.m.
YQR
-
NAS
25h 15m
1 stop
Air Canada Logo
6:30 p.m. - 9:05 a.m.
NAS
-
YQR
16h 35m
1 stop
C$ 657Air Canada
Tue, 21 Jul - Mon, 27 Jul
Air Canada Logo
2:15 p.m. - 1:35 p.m.
YQR
-
NAS
21h 20m
2 stops
Air Canada Logo
6:30 p.m. - 9:05 a.m.
NAS
-
YQR
16h 35m
1 stop
C$ 662Air Canada
Tue, 21 Jul - Mon, 27 Jul
Air Canada Logo
12:40 p.m. - 1:35 p.m.
YQR
-
NAS
22h 55m
2 stops
Air Canada Logo
6:30 p.m. - 10:45 a.m.
NAS
-
YQR
42h 15m
2 stops
C$ 830Air Canada
Tue, 21 Jul - Mon, 27 Jul
Multiple Airlines Logo
2:00 p.m. - 1:35 p.m.
YQR
-
NAS
21h 35m
3 stops
Multiple Airlines Logo
6:30 p.m. - 12:35 p.m.
NAS
-
YQR
20h 05m
2 stops
C$ 961Multiple Airlines
Booking Insights

KAYAK's insights & trends for Regina to Caribbean flights

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

What is the cheapest Regina to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Regina found in the last 5 days was to Punta Cana, at C$ 924 round-trip. The most popular route is from Regina (YQR) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 5 days was C$ 924.

What is the cheapest month to fly from Regina to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Regina to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Regina to Caribbean is December, when tickets cost C$ 327 (return) on average. On the other hand, the most expensive months are October and July, when the average cost of round-trip tickets is C$ 659 and C$ 649 respectively.

Good to know

Low seasonMay
Best time to beat the crowds (19% less expensive on average)
Most popular time to fly (42% more expensive on average)

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Regina to Caribbean?

    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 Regina to Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Regina to Caribbean 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 Regina to Caribbean?

    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 Regina to Caribbean 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 Regina to Caribbean?

    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 Regina to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines flying from Regina to Caribbean

 
Need help choosing which airline to fly with from Regina to Caribbean? 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 9872 reviews
7.7Boarding
7.1Entertainment
6.6Food
8.1Crew
7.3Comfort
Airline reviews

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

2.0 MediocreGreg, Jun 2026
YYZ - ORD
Read more United Airlines reviews

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.

Flight delayed. Connecting to night flight was stressful but made it. Jusr in time. Ran.88Flight was fine.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Everyone was extremely friendly and nice, from the front desk to the cabin crew!

I like the idea of a non-overnight flight to Europe.

The food was very good. I was nit expecting a meal on a red eye trip. I was pleasantly surprised! Plus we arrived a few minutes earlier than expected!

The crew was excellent. The turbulence was very bad and they were unable to serve our dinner. The captain informed the passengers that we were going to get water and snack instead. They provided us ample snacks instead. Otherwise the trip was good.

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.

There was no food but a singular cookie for a flight that was over 5hours??? Yeah not fun I was starving and again super cramped plane and you guys need to get planes with screens too, WiFi is nice but common we need more

I loved the fact it was on time and it was a smooth flight to my destination.

I like that we landed safely and that my dog was safe underneath as well. Outside of that, we were 45 mins late for a direct flight that is 1.5 hours long. And 2 of my 3 bags did not make the flight. Only my dog was onboard.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Food was not inspired but was satisfying. Same for infotainment selection. You’d think business class would come with complimentary WiFi. Crew was uniformly attentive and excellent.

Delayed 2 and a half hours Middle seat next to a majorly overweight guy who took up most of my seat

The meal options were ok but the actual food was terrible. On my return journey, they simply said that there was no vegetarian option and somehow struggled to give me dinner and did not give me any breakfast at all which in my opinion was terrible. Not having ANY vegetarian meal was surprising and never had such an experience in the recent years.

Every flight was canceled and they didn’t care much about their passengers

Smooth ride but I wish they have better food selections.

Flight got delayed But satisfied with the pricing of tickets

Aircraft is designed with all 3 washrooms at the back of the plane, meaning that when there is service underway, there are no washrooms available and it gets very crowded at the back of the plane.

I was through check-in right away and on the plane before I knew it perfect in every way

Multiple delays and gate changes resulting in arrival with a 5 hour delay.

Mutiple delays and changes of gate resulting in arrival 5 hours after intended.

Excellent flight crew. Very comfortable plane. Entertainment options on air Canada were great!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports