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Cheap flights from Regina to Caribbean from C$ 592

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 26/5. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — SJU
16 May — 23 May1
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
Explore the most affordable flight options available from Regina to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 April 2026.

Tue 26/55:45 a.m.
YQR
-
NAS
1 stop9h 45m
Air Canada
Thu 28/56:30 p.m.
NAS
-
YQR
1 stop26h 37m
Air Canada
Deal found 12/4C$ 592
Mon 25/52:00 p.m.
YQR
-
NAS
2 stops43h 10m
WestJet
Fri 29/512:00 p.m.
NAS
-
YQR
1 stop14h 35m
WestJet
Deal found 13/4C$ 601
Tue 26/59:45 a.m.
YQR
-
NAS
2 stops26h 02m
United Airlines
Thu 28/52:35 p.m.
NAS
-
YQR
2 stops32h 55m
United Airlines
Deal found 10/4C$ 618
Mon 25/52:25 p.m.
YQR
-
NAS
1 stop25h 05m
Air Canada
Fri 29/56:30 p.m.
NAS
-
YQR
1 stop16h 32m
Air Canada
Deal found 13/4C$ 772
Tue 20/1012:40 p.m.
YQR
-
NAS
1 stop26h 50m
Air Canada
Wed 4/1112:30 p.m.
NAS
-
YQR
1 stop11h 49m
Air Canada
Deal found 12/4C$ 896
Tue 20/109:45 a.m.
YQR
-
NAS
2 stops50h 05m
United Airlines
Wed 4/112:35 p.m.
NAS
-
YQR
2 stops33h 06m
United Airlines
Deal found 12/4C$ 926

Find flight deals from Regina to Caribbean

Keep the following information in mind while searching for Regina to Caribbean flight deals. Data was last updated 16 April 2026.

Round-trip from

C$ 592

Popular in

December

Cheapest in

May

Average price

C$ 775
Air Canada
  • Air Canada
  • 26/5-28/5
  • 2 total stops
  • 26h 17m total
  • Regina to Caribbean
Search Deals
Highest demand for flights based on searches. 21% potential increase in price (C$ 319 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 51 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Regina to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 16 April 2026.
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

ReginaNassau

YQR - NAS

YQRNAS

Regina

Tue 26/5

12:40 p.m.-5:30 p.m.

1 stop26h 50m

Nassau Intl

Thu 28/5

6:30 p.m.-1:17 p.m.

1 stop20h 47m

C$ 592

ReginaNassau

YQR - NAS

YQRNAS

Regina

Mon 25/5

2:00 p.m.-11:10 a.m.

2 stops43h 10m

Nassau Intl

Fri 29/5

12:00 p.m.-12:35 a.m.

1 stop14h 35m

C$ 601

ReginaNassau

YQR - NAS

YQRNAS

Regina

Tue 26/5

9:45 a.m.-1:47 p.m.

2 stops26h 02m

Nassau Intl

Thu 28/5

2:35 p.m.-9:30 p.m.

2 stops32h 55m

C$ 618
Quickest round-trip

ReginaNassau

YQR - NAS

YQRNAS

Regina

Mon 25/5

2:25 p.m.-5:30 p.m.

1 stop25h 05m

Nassau Intl

Fri 29/5

6:30 p.m.-9:02 a.m.

1 stop16h 32m

C$ 772

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/4

Sorted by cheapest first

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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, May is the cheapest month in which you can book a flight from Regina to Caribbean (average of C$ 393). Flying from Regina to Caribbean in August is currently the most expensive (average of C$ 689). 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

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated 16 April 2026.
Check out reviews from past customers who have flown with United Airlines,WestJet, andAir 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.
United Airlines
7.4
Good
9,595 reviews
Check prices

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,595 reviews
United Airlines
7.4
Good
9,595 reviews
Check prices

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
WestJet
7.2
Good
3,321 reviews
United Airlines
7.4
Good
9,595 reviews
Check prices

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
Air Canada
7.1
Good
10,930 reviews
United Airlines
7.4
Good
9,595 reviews
Check prices

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Related info for your journey

Find useful and relevant information for your journey from Regina to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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$ 592, Air Canada can have you in Caribbean from Regina in 26h 50m. The distance between Regina and Caribbean is about 3656 km.

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

    The most popular flight routes from Regina to Caribbean are Regina - Nassau Intl, Regina - Varadero Juan Gualberto Gomez and Regina - Havana Jose Marti Intl.

  • 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, May is the cheapest month in which you can book a flight from Regina to Caribbean (average of C$ 393). Flying from Regina to Caribbean in August is currently the most expensive (average of C$ 689). 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

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Top 3 airlines flying from Regina to Caribbean

Discover the top 3 airlines that operate flights from Regina to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 16 April 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 378AverageC$ 874FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 584AverageC$ 1,220FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 974AverageC$ 1,094FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Regina to Caribbean?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Caribbean from Regina today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Regina to Caribbean?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Regina to Caribbean.

Can Cheapflights find flights from Regina to Caribbean with no change fees?

Yes! Cheapflights helps users easily find flights from Regina to Caribbean with no change fees.

Can Cheapflights notify me if prices for flights from Regina to Caribbean become cheaper?

Not ready to book yet? You can track prices for flights from Regina to Caribbean on Cheapflights with our Price Alert feature and get notified when better prices are available.

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