Cheap flights from Regina to Caribbean from C$ 350

YQR — SJU
10 Dec — 17 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Regina to Caribbean

Enter your travel dates to find the best prices.

Cheapest flights from Regina to Caribbean

Sat 5/125:00 a.m. -
1 stop14h 25m
Sat 12/129:25 p.m. -
1 stop14h 18m
Deal found 7/11C$ 588
Sat 5/124:25 p.m. -
2 stops22h 50m
Sat 12/125:50 p.m. -
2 stops26h 00m
Deal found 7/11C$ 621
Sun 29/117:45 p.m. -
2 stops19h 30m
Thu 3/125:05 p.m. -
2 stops33h 15m
Deal found 7/11C$ 680
Tue 24/115:00 a.m. -
1 stop14h 40m
Sun 6/1210:40 p.m. -
1 stop14h 03m
Deal found 8/11C$ 701
Tue 1/125:00 a.m. -
1 stop14h 40m
Tue 8/1210:40 p.m. -
1 stop14h 03m
Deal found 8/11C$ 729
Fri 4/128:15 a.m. -
1 stop32h 05m
Fri 11/128:35 p.m. -
1 stop29h 45m
Deal found 6/11C$ 768
Fri 27/1110:45 a.m. -
2 stops27h 19m
Fri 4/122:15 p.m. -
1 stop10h 42m
Deal found 9/11C$ 780
Fri 27/117:00 a.m. -
1 stop21h 15m
Fri 4/129:55 a.m. -
1 stop11h 55m
Deal found 5/11C$ 783
Fri 4/126:45 a.m. -
2 stops11h 50m
Thu 10/122:50 p.m. -
2 stops26h 00m
Deal found 8/11C$ 800
Thu 3/129:10 p.m. -
2 stops21h 25m
Wed 9/122:50 p.m. -
2 stops17h 50m
Deal found 8/11C$ 801
Fri 27/115:00 a.m. -
1 stop14h 40m
Fri 4/127:45 p.m. -
2 stops30h 12m
Deal found 5/11C$ 807
Fri 4/129:10 p.m. -
2 stops15h 07m
Fri 11/128:35 p.m. -
1 stop29h 45m
Deal found 6/11C$ 930

Find flight deals from Regina to Caribbean

Round-trip from

C$ 588

One-way from

C$ 350

Popular in

March

Cheapest in

August

Average price

C$ 811

Good round-trip deal

C$ 848 or less
Air Canada
  • Air Canada
  • 5/12-12/12
  • 2 total stops
  • 28h 43m total
  • Regina to Caribbean
WestJet
  • WestJet
  • 1/2-31/12
  • 2 total stops
  • 45h 55m total
  • Regina to Caribbean
Highest demand for flights based on searches. 16% potential increase in price (C$ 222 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease (C$ 54 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Regina to Caribbean.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Regina to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ReginaOranjestad

YQR Regina - AUA Oranjestad Reina Beatrix

YQRAUA

Regina

Mon 1/2

4:25 p.m.-4:20 p.m.

2 stops45h 55m

Oranjestad Reina Beatrix

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 350
Quickest round-trip

ReginaPunta Cana

YQR Regina - PUJ Punta Cana

YQRPUJ

Regina

Wed 10/2

5:00 a.m.-9:40 p.m.

1 stop14h 40m

Punta Cana

Wed 31/12

12:00 a.m.-10:30 p.m.

Nonstop0h 00m

C$ 404

ReginaOranjestad

YQR Regina - AUA Oranjestad Reina Beatrix

YQRAUA

Regina

Mon 1/2

1:55 p.m.-4:30 p.m.

1 stop24h 35m

Oranjestad Reina Beatrix

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 406

ReginaNassau

YQR Regina - NAS Nassau Intl

YQRNAS

Regina

Mon 29/3

11:30 a.m.-5:52 p.m.

3 stops28h 22m

Nassau Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 426

ReginaOranjestad

YQR Regina - AUA Oranjestad Reina Beatrix

YQRAUA

Regina

Mon 1/2

11:30 a.m.-3:45 p.m.

3 stops26h 15m

Oranjestad Reina Beatrix

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 470

ReginaNassau

YQR Regina - NAS Nassau Intl

YQRNAS

Regina

Sun 28/3

6:00 a.m.-4:15 p.m.

1 stop32h 15m

Nassau Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 491

ReginaNassau

YQR Regina - NAS Nassau Intl

YQRNAS

Regina

Mon 29/3

4:00 a.m.-11:25 a.m.

1 stop29h 25m

Nassau Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 491

ReginaNassau

YQR Regina - NAS Nassau Intl

YQRNAS

Regina

Tue 30/3

4:25 p.m.-2:45 p.m.

3 stops20h 20m

Nassau Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 538

ReginaNassau

YQR Regina - NAS Nassau Intl

YQRNAS

Regina

Sun 28/3

7:45 p.m.-7:15 p.m.

3 stops21h 30m

Nassau Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 580

ReginaPunta Cana

YQR Regina - PUJ Punta Cana

YQRPUJ

Regina

Wed 23/12

8:15 a.m.-5:45 p.m.

2 stops31h 30m

Punta Cana

Wed 31/12

12:00 a.m.-10:30 p.m.

Nonstop0h 00m

C$ 605

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 54 resultsSorted by cheapest first
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Best time to book a flight from Regina to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Regina with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Regina to Caribbean

What is the cheapest month to book a flight from Regina to Caribbean?

Currently, August is the cheapest month in which you can book a flight from Regina to Caribbean (average of C$ 406). Flying from Regina to Caribbean in December is currently the most expensive (average of C$ 1,106). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean

Check out reviews from past customers who have flown with WestJet and Air Canada from Regina to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

7.9

Boarding

7.4

Food

6.2

Overall

7.2

Entertainment

6.1

Comfort

7.1

Reviews

1 / 20
8.0
Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.

Crew

7.9

Boarding

7.4

Food

6.2

Overall

7.2

Entertainment

6.1

Comfort

7.1

Reviews

1 / 20
8.0
Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.

Crew

7.9

Boarding

7.4

Food

6.2

Overall

7.2

Entertainment

6.1

Comfort

7.1

Reviews

1 / 20
8.0
Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.

Related info for your journey

  • What airport do you fly from for flights from Regina to Caribbean?

    Located just 4.0 km from the city centre, Regina (YQR) is the airport most travellers will use when flying to Caribbean from Regina.

  • How long is the flight from Regina to Caribbean?

    For as low as C$ 701, WestJet can have you in Caribbean from Regina in 14h 40m. The distance between Regina and Caribbean is about 4772 km. This flight may include one or multiple stops.

  • What are the most popular routes from Regina to Caribbean?

  • Can I find deals for flights from Regina to Caribbean that include hotel bookings?

    Yes. In addition to deals on Regina to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Regina to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Regina to Caribbean.

  • Can I find deals for business class flights from Regina to Caribbean?

    Yes. Cheapflights offers flight deals from Regina to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Regina to Caribbean?

    Currently, August is the cheapest month in which you can book a flight from Regina to Caribbean (average of C$ 406). Flying from Regina to Caribbean in December is currently the most expensive (average of C$ 1,106). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Regina to Caribbean

Top 2 airlines flying from Regina to Caribbean

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 339AverageC$ 707FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 349AverageC$ 788FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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