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Cheap flights from Regina to Caribbean from C$ 271

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 15/11. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — SJU
16 Nov — 23 Nov1
1 adult
1 adult, Economy

Find 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 17 October 2025.

Thu 16/107:15 p.m.YQR - NAS
1 stop20h 15mMultiple Airlines
Thu 23/1011:15 a.m.NAS - YQR
2 stops49h 42mMultiple Airlines
Deal found 15/10C$ 1,073
Thu 16/107:15 p.m.YQR - NAS
1 stop20h 15mAir Canada
Thu 23/106:30 p.m.NAS - YQR
1 stop20h 58mAir Canada
Deal found 15/10C$ 1,248

Cheap flight deals from Regina to Caribbean

Keep the following information in mind while searching for Regina to Caribbean flight deals. Data was last updated 17 October 2025.

Round-trip from

C$ 703

One-way from

C$ 271

Popular in

December

Cheapest in

May

Average price

C$ 981
WestJet
  • WestJet
  • 7/4-8/4
  • 3 total stops
  • 26h 30m total
  • Regina to Caribbean
Search Deals
WestJet
  • WestJet
  • 15/11
  • 1 total stop
  • 31h 50m total
  • Regina to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 146 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 48 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 17 October 2025.
Use the filters below to find and compare flights from Regina to Caribbean that are best for you.

Fly from

Regina

Fly to

Caribbean

Route

Depart

Return

Price

ReginaNassau

YQR - NAS

YQRNAS

Regina

Tue 7/4

6:00 a.m.-3:40 p.m.

1 stop7h 40m

Nassau Intl

Wed 8/4

4:40 p.m.-9:30 a.m.

2 stops18h 50m

C$ 703

ReginaNassau

YQR - NAS

YQRNAS

Regina

Sat 15/11

7:00 a.m.-3:50 p.m.

1 stop31h 50m

C$ 271

ReginaNassau

YQR - NAS

YQRNAS

Regina

Sun 30/11

7:00 a.m.-2:15 p.m.

1 stop30h 15m

C$ 312

ReginaNassau

YQR - NAS

YQRNAS

Regina

Sun 30/11

5:00 a.m.-12:30 p.m.

2 stops30h 30m

C$ 320

ReginaNassau

YQR - NAS

YQRNAS

Regina

Sat 15/11

5:00 a.m.-1:33 p.m.

2 stops31h 33m

C$ 388

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/10

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, February is the cheapest month in which you can book a flight from Regina to Caribbean (average of C$ 532). Flying from Regina to Caribbean in April is currently the most expensive (average of C$ 750). 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.

What is the cheapest time of day to fly from YQR to CB?

Find hourly flight availability from Regina to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 17 October 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 15% on flights from Regina to Caribbean by exploring options for tickets in the evening.

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 17 October 2025.
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
8,982 reviews
Check prices

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,982 reviews
United Airlines
7.4
Good
8,982 reviews
Check prices

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
WestJet
7.2
Good
3,127 reviews
United Airlines
7.4
Good
8,982 reviews
Check prices

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Air Canada
7.1
Good
10,306 reviews
United Airlines
7.4
Good
8,982 reviews
Check prices

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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$ 703, WestJet can have you in Caribbean from Regina in 7h 40m. 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, February is the cheapest month in which you can book a flight from Regina to Caribbean (average of C$ 532). Flying from Regina to Caribbean in April is currently the most expensive (average of C$ 750). 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 17 October 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 594AverageC$ 974FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 627AverageC$ 1,138FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 994AverageC$ 1,117FlexibilityNo 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?

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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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