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Cheap flights from Regina to Caribbean from C$ 300
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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — SJU
7 Nov — 14 Nov1
Cheap flight deals from Regina to Caribbean
Enter your travel dates to find the best prices.
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Best
Last-minute
One-way
Cheapest flights from Regina to CaribbeanExplore 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 8 October 2026.
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 8 October 2026.
Fri 27/115:00 a.m. -
1 stop14h 40m
Fri 4/123:35 p.m. -
1 stop21h 08m
Deal found 4/10C$ 615
Sun 25/104:00 a.m. -
1 stop29h 30m
Thu 29/1012:30 p.m. -
1 stop23h 13m
Deal found 4/10C$ 652
Sat 28/115:00 a.m. -
2 stops31h 25m
Mon 7/126:20 p.m. -
1 stop17h 23m
Deal found 6/10C$ 725
Sat 28/119:10 p.m. -
3 stops20h 45m
Mon 7/126:20 p.m. -
1 stop30h 07m
Deal found 6/10C$ 814
Sun 25/106:00 a.m. -
1 stop8h 15m
Thu 29/105:05 p.m. -
2 stops16h 35m
Deal found 6/10C$ 924
Tue 1/121:55 p.m. -
1 stop26h 25m
Sun 31/11:50 p.m. -
1 stop10h 37m
Deal found 8/10C$ 943
Sun 25/104:00 a.m. -
2 stops29h 49m
Thu 29/102:40 p.m. -
2 stops33h 00m
Deal found 4/10C$ 1,004
Sat 31/1010:50 a.m. -
2 stops27h 39m
Sat 28/112:30 p.m. -
1 stop11h 50m
Deal found 7/10C$ 1,035
Tue 1/127:00 a.m. -
1 stop29h 22m
Sun 31/12:30 p.m. -
2 stops35h 50m
Deal found 8/10C$ 1,052
Tue 10/1110:45 a.m. -
2 stops23h 04m
Tue 24/114:00 p.m. -
2 stops51h 39m
Deal found 8/10C$ 1,064
Wed 21/105:40 a.m. -
1 stop31h 45m
Fri 23/104:20 p.m. -
1 stop18h 40m
Deal found 7/10C$ 1,086
Tue 1/125:00 a.m. -
2 stops30h 13m
Sun 31/11:25 p.m. -
2 stops34h 32m
Deal found 8/10C$ 1,101
Best flights from Regina to CaribbeanDiscover carefully curated flight deals from Regina to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 8 October 2026.
Discover carefully curated flight deals from Regina to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 8 October 2026.
Fri 27/115:00 a.m. -
2 stops40h 35m
Fri 4/1212:35 p.m. -
2 stops48h 08m
Deal found 4/10C$ 627
Sat 27/27:00 a.m. -
1 stop30h 25m
Fri 26/33:20 p.m. -
1 stop11h 00m
Deal found 8/10C$ 709
Mon 25/110:45 a.m. -
2 stops48h 28m
Mon 1/21:25 p.m. -
2 stops34h 32m
Deal found 5/10C$ 816
Tue 1/127:00 a.m. -
1 stop29h 22m
Sun 31/12:30 p.m. -
2 stops35h 50m
Deal found 8/10C$ 1,052
Sun 25/104:00 a.m. -
1 stop29h 30m
Thu 29/1012:30 p.m. -
1 stop23h 13m
Deal found 3/10C$ 652
Sat 27/21:55 p.m. -
1 stop23h 50m
Fri 26/33:40 p.m. -
1 stop19h 56m
Deal found 5/10C$ 665
Sat 28/115:00 a.m. -
2 stops31h 25m
Mon 7/126:20 p.m. -
1 stop17h 23m
Deal found 6/10C$ 725
Sat 6/210:45 a.m. -
1 stop29h 33m
Fri 12/25:10 p.m. -
2 stops31h 31m
Deal found 6/10C$ 920
Sun 25/106:00 a.m. -
1 stop8h 15m
Thu 29/105:05 p.m. -
2 stops16h 35m
Deal found 6/10C$ 924
Mon 1/310:45 a.m. -
2 stops24h 23m
Tue 16/311:56 a.m. -
2 stops35h 45m
Deal found 6/10C$ 920
Mon 25/15:00 a.m. -
1 stop30h 50m
Mon 1/22:40 p.m. -
2 stops35h 40m
Deal found 5/10C$ 1,075
Fri 26/34:25 p.m. -
1 stop22h 50m
Sun 4/45:05 p.m. -
1 stop9h 15m
Deal found 7/10C$ 992
Sat 9/15:00 a.m. -
1 stop11h 20m
Sun 10/13:20 p.m. -
2 stops33h 07m
Deal found 6/10C$ 824
Tue 2/310:45 a.m. -
2 stops24h 23m
Tue 16/34:20 p.m. -
2 stops31h 21m
Deal found 5/10C$ 921
Sat 31/104:00 a.m. -
2 stops32h 25m
Sat 28/112:30 p.m. -
2 stops23h 10m
Deal found 7/10C$ 1,088
Wed 20/16:00 a.m. -
2 stops32h 40m
Wed 27/11:50 p.m. -
2 stops35h 07m
Deal found 5/10C$ 961
Mon 25/15:00 a.m. -
1 stop30h 50m
Mon 1/21:50 p.m. -
1 stop10h 37m
Deal found 5/10C$ 897
Sat 9/15:35 a.m. -
2 stops13h 00m
Sun 10/13:20 p.m. -
2 stops33h 07m
Deal found 6/10C$ 1,122
Tue 23/25:00 a.m. -
1 stop14h 40m
Sun 28/27:35 p.m. -
1 stop17h 01m
Deal found 6/10C$ 904
Sun 25/104:00 a.m. -
2 stops29h 49m
Thu 29/102:40 p.m. -
2 stops33h 00m
Deal found 3/10C$ 1,004
Wed 13/17:00 a.m. -
1 stop31h 30m
Wed 24/23:40 p.m. -
2 stops33h 47m
Deal found 6/10C$ 1,138
Wed 13/17:00 a.m. -
1 stop31h 30m
Wed 24/25:30 p.m. -
2 stops18h 20m
Deal found 6/10C$ 1,262
Mon 18/15:00 a.m. -
1 stop31h 35m
Wed 27/14:05 p.m. -
1 stop20h 38m
Deal found 7/10C$ 916
Wed 20/111:30 a.m. -
3 stops21h 10m
Wed 27/15:30 p.m. -
3 stops33h 50m
Deal found 5/10C$ 1,169
Tue 10/1110:45 a.m. -
2 stops23h 04m
Tue 24/114:00 p.m. -
2 stops51h 39m
Deal found 8/10C$ 1,064
Wed 13/12:00 p.m. -
2 stops24h 30m
Wed 3/35:30 p.m. -
2 stops16h 10m
Deal found 6/10C$ 1,289
Sun 7/25:00 a.m. -
1 stop14h 40m
Sun 14/21:05 p.m. -
1 stop12h 22m
Deal found 7/10C$ 918
Sun 31/11:55 p.m. -
2 stops23h 50m
Wed 10/310:45 a.m. -
2 stops25h 51m
Deal found 5/10C$ 1,176
Tue 1/125:00 a.m. -
2 stops30h 13m
Sun 31/11:25 p.m. -
2 stops34h 32m
Deal found 8/10C$ 1,101
Sun 22/117:00 a.m. -
2 stops25h 40m
Sun 29/114:00 p.m. -
3 stops35h 20m
Deal found 8/10C$ 1,314
Last-minute flights from Regina to CaribbeanDiscover last-minute flight deals from Regina to Caribbean. Data last updated 8 October 2026 and is based on user searches.
Discover last-minute flight deals from Regina to Caribbean. Data last updated 8 October 2026 and is based on user searches.
Wed 21/105:40 a.m. -
1 stop31h 45m
Fri 23/104:20 p.m. -
1 stop18h 40m
Deal found 7/10C$ 1,086
Wed 21/105:40 a.m. -
1 stop31h 45m
Fri 23/101:00 p.m. -
2 stops46h 43m
Deal found 7/10C$ 1,195
Sun 25/104:00 a.m. -
1 stop29h 30m
Thu 29/1012:30 p.m. -
1 stop23h 13m
Deal found 4/10C$ 652
Sun 25/106:00 a.m. -
1 stop8h 15m
Thu 29/105:05 p.m. -
2 stops16h 35m
Deal found 6/10C$ 924
Sun 25/104:00 a.m. -
2 stops29h 49m
Thu 29/102:40 p.m. -
2 stops33h 00m
Deal found 4/10C$ 1,004
Sat 31/1010:50 a.m. -
2 stops27h 39m
Sat 28/112:30 p.m. -
1 stop11h 50m
Deal found 7/10C$ 1,035
Tue 10/1110:45 a.m. -
2 stops23h 04m
Tue 24/114:00 p.m. -
2 stops51h 39m
Deal found 8/10C$ 1,064
Tue 10/116:00 a.m. -
2 stops27h 49m
Tue 24/116:00 a.m. -
2 stops45h 11m
Deal found 8/10C$ 1,153
Sun 22/117:00 a.m. -
2 stops25h 40m
Sun 29/114:00 p.m. -
3 stops35h 20m
Deal found 8/10C$ 1,314
Fri 27/115:00 a.m. -
1 stop14h 40m
Fri 4/123:35 p.m. -
1 stop21h 08m
Deal found 4/10C$ 615
Sat 28/115:00 a.m. -
2 stops31h 25m
Mon 7/126:20 p.m. -
1 stop17h 23m
Deal found 6/10C$ 725
Sat 28/119:10 p.m. -
3 stops20h 45m
Mon 7/126:20 p.m. -
1 stop30h 07m
Deal found 6/10C$ 814
One-way flights from Regina to CaribbeanSearch for one-way flight options from Regina to Caribbean. Find affordable one-way fares based on user searches. Data last updated 8 October 2026.
Search for one-way flight options from Regina to Caribbean. Find affordable one-way fares based on user searches. Data last updated 8 October 2026.
Thu 1/44:00 a.m. -
1 stop9h 30m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 5/10C$ 300
Wed 18/115:00 a.m. -
1 stop14h 40m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 4/10C$ 328
Wed 18/115:00 a.m. -
2 stops31h 45m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 3/10C$ 355
Wed 31/36:00 a.m. -
1 stop31h 20m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 5/10C$ 373
Sat 21/115:00 a.m. -
2 stops30h 45m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/10C$ 416
Wed 21/105:40 a.m. -
1 stop31h 45m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/10C$ 427
Thu 26/1110:45 a.m. -
2 stops52h 34m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 4/10C$ 433
Wed 31/39:45 a.m. -
2 stops24h 55m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 5/10C$ 471
Sun 10/15:00 a.m. -
2 stops30h 50m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 4/10C$ 483
Sat 21/117:00 a.m. -
1 stop31h 30m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 6/10C$ 501
Wed 18/114:25 p.m. -
3 stops27h 15m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 4/10C$ 527
Thu 1/49:10 p.m. -
3 stops37h 15m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 5/10C$ 530
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 8 October 2026.
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 7,457,451 searches. Data last updated 8 October 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
Cheapest round-trip
Quickest round-trip
ReginaOranjestad
YQR Regina - AUA Oranjestad Reina Beatrix
YQRAUA
Regina
Thu 1/4
4:00 a.m.-3:30 p.m.
1 stop9h 30m
Oranjestad Reina Beatrix
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 300
ReginaPunta Cana
YQR Regina - PUJ Punta Cana
YQRPUJ
Regina
Wed 18/11
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$ 328
ReginaPunta Cana
YQR Regina - PUJ Punta Cana
YQRPUJ
Regina
Sat 21/11
5:00 a.m.-1:45 p.m.
2 stops30h 45m
Punta Cana
Wed 31/12
12:00 a.m.-10:30 p.m.
Nonstop0h 00m
C$ 416
ReginaBridgetown
YQR Regina - BGI Bridgetown Grantley Adams Intl
YQRBGI
Regina
Wed 21/10
5:40 a.m.-3:25 p.m.
1 stop31h 45m
Bridgetown Grantley Adams Intl
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 427
ReginaMontego Bay
YQR Regina - MBJ Montego Bay Sangster Intl
YQRMBJ
Regina
Thu 26/11
10:45 a.m.-4:19 p.m.
2 stops52h 34m
Montego Bay Sangster Intl
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 433
ReginaOranjestad
YQR Regina - AUA Oranjestad Reina Beatrix
YQRAUA
Regina
Wed 31/3
9:45 a.m.-12:40 p.m.
2 stops24h 55m
Oranjestad Reina Beatrix
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 471
ReginaSimpson Bay
YQR Regina - SXM Simpson Bay Princess Juliana
YQRSXM
Regina
Sun 10/1
5:00 a.m.-1:50 p.m.
2 stops30h 50m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 483
ReginaPuerto Plata
YQR Regina - POP Puerto Plata La Union
YQRPOP
Regina
Sat 21/11
7:00 a.m.-4:30 p.m.
1 stop31h 30m
Puerto Plata La Union
Wed 31/12
12:00 a.m.-10:30 p.m.
Nonstop0h 00m
C$ 501
ReginaPunta Cana
YQR Regina - PUJ Punta Cana
YQRPUJ
Regina
Wed 18/11
4:25 p.m.-9:40 p.m.
3 stops27h 15m
Punta Cana
Wed 31/12
12:00 a.m.-10:30 p.m.
Nonstop0h 00m
C$ 527
ReginaOranjestad
YQR Regina - AUA Oranjestad Reina Beatrix
YQRAUA
Regina
Thu 1/4
9:10 p.m.-12:25 p.m.
3 stops37h 15m
Oranjestad Reina Beatrix
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
C$ 530
Showing 1-10 of 50 resultsSorted 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.
YQR-AUA
YQR-MBJ
YQR-POP
YQR-PUJ
YQR-BGI
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
YQR-0CB
YQR-AUA
YQR-MBJ
YQR-POP
YQR-PUJ
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$ 410). Flying from Regina to Caribbean in December is currently the most expensive (average of C$ 1,116). 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 8 October 2026.
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.
Boarding
7.4
Crew
7.9
Comfort
7.1
Entertainment
6.1
Food
6.2
Overall
7.2
Reviews
1 / 20
8.0
ExcellentSeth,Sep 2026
YVR - YYC
Boarding
7.4
Crew
7.9
Comfort
7.1
Entertainment
6.1
Food
6.2
Overall
7.2
Reviews
1 / 20
8.0
ExcellentSeth,Sep 2026
YVR - YYC
Boarding
7.4
Crew
7.9
Comfort
7.1
Entertainment
6.1
Food
6.2
Overall
7.2
Reviews
1 / 20
8.0
ExcellentSeth,Sep 2026
YVR - YYC
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.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Regina to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Direct flights to
Book a non-stop flight to one of these other cities located in .
Search flights from Regina to Caribbean by cabin class
Find flights from Regina to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Regina and Caribbean flights
Browse other Regina and Caribbean flight options. Last updated on 8 October 2026.
Popular flight searches
Check out other popular destinations found by fellow travellers in 2026
Fly to Caribbean countries
Consider these flights travelling to countries located in Caribbean.
Regina to Caribbean flights
Consider these flights travelling from Regina to Caribbean.
Top 2 airlines flying from Regina to Caribbean
Discover the top 2 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 7,457,451 searches. Data last updated 8 October 2026.
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
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.