Find cheap flights from Regina to Caribbean

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1 adult, Economy

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Best Caribbean Flight Deals from Regina

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stopsC$ 788
Montego Bay
Montego Bay1 stopC$ 748
Kingston
Kingston2 stopsC$ 1,106
Bridgetown
Bridgetown1 stopC$ 833
Providenciales
Providenciales2 stopsC$ 709
George Town
George Town2 stopsC$ 917
Punta Cana
Punta Cana2 stopsC$ 788
Montego Bay
Montego Bay1 stopC$ 748
Kingston
Kingston2 stopsC$ 1,106
Bridgetown
Bridgetown1 stopC$ 833
Providenciales
Providenciales2 stopsC$ 709
George Town
George Town2 stopsC$ 917
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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Regina to Caribbean.

The cheapest ticket to Caribbean from Regina found in the last 72 hours was to Punta Cana, at C$ 1,285 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 72 hours was C$ 1,285.

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 June, when tickets cost C$ 601 (return) on average. On the other hand, the most expensive months are November and October, when the average cost of round-trip tickets is C$ 1,221 and C$ 1,075 respectively.


Good to know

Low seasonMay
Best time to beat the crowds (27% less expensive on average)
Most popular time to fly and prices are also 0% lower 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.

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

    The cheapest time of day to fly to Caribbean is generally in the evening, when round-trip flights cost C$ 620 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally at night, which is peak travel time and where the average cost of a ticket is C$ 628.

Reviews of the top 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.
7.2
WestJetOverall score based on 2978 reviews
7.0Comfort
7.9Crew
7.4Boarding
6.2Food
6.1Entertainment
Airline reviews

7 hour layover was a drag. Free internet on the long leg was great.

6.0 GoodAnonymous, Jul 2025YYC - YLW
Read more WestJet reviews

7 hour layover was a drag. Free internet on the long leg was great.

Staff were courteous and helpful. The only negative was the flight delays (which are usually unavoidable) and the high baggage price.

From vancouver go calgary nd vice vetsa fligjt was delayed

Absolutely terrible, from the customer service to boarding the plane. On the phone, there was some mishaps with getting in my correct date and they did not help me retrieve a refund or any assistance. I’m gonna be reporting to all my followers and family around the region of Los Angeles to New York.

It was good! Short flight and it was on time!

Could not fly out of Canada. Called airlines on Monday, July 14th. Tried to cancel the flight 7 days away, but they said I could not cancel and there would be no refund.

A little disorganized but overall good. The Delta flights were great though

Price was good. Entertainment and food could have been better

My flight was delayed three times then eventually cancelled the next flight was the following day scheduled for 1030 it was delayed I had to cancel reservations I had to put people up in hotels on the other end as they came out of town to pick me up all at my expense because WestJet couldn’t get it together I’m very disappointed in WestJet’s performance and how they handled the situation Get your customers to where they need to be in a timely fashion, even if that means putting them on your competitors jets Customer service should be number one I will think twice now with booking with WestJet

Staff was nice, helpful, and did all they could. I understand economy seats are bottom of the barrel, but we're crammed in there with others in our row.

Flying in the Dreamliner is always comfortable. Though the food options for Air Canada aren't great.

I did not noticed baggage was separate - I had assumed international flights included luggage, so it surprised me I had to pay to check a bag.

Everything could have been better from the planes not being delayed to the rudeness of staff to it was just horrible will not use kayak again or Air Canada I can't see what would ever change my mind now

Business class was not worth the extra charge. Overpriced for slightly larger seat. Nothing special. Small older plane.

Flight got delayed for no reason. And Air Canada was doing 3 boardings via the same gate. It was chaotic!

Bad experience flying with air Canada . Seats not comfortable . Checked bag was delayed and was bought home next day by airport employee. Had to buy toiletries since bag was delayed . No compensation was even suggested . Will not fly air canada again

I n the Toronto airport I had trouble finding my zone. It was 47. I went from Zone 1 to the end of the line.didn't find it. Then saw my zone somewhat by accident over by where you first come in. Signs could be more helpful or more personnel directing people like me.

When I came in the front door in Montreal airport I didn't know where to go, first time traveling. Signs were not directing me.

The AC could have been better . Other than that , all was good

No room when you sit. Fell very cramped. Food was only ok. Service was acceptable. Entertainment system was very buggy.

Everything you need to know for your flight to Caribbean

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