HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$309+ Cheap flights from Redmond (RDM) to Caribbean

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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
RDM — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Redmond to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Redmond to Caribbean

Keep the following information in mind while searching for Redmond to Caribbean flight deals. Data was last updated June 12, 2025.

Round-trip from

$852
(American Airlines)

One-way from

$309
(Kiwi.com)
From Bend/Redmond to Caribbean
Search Deals
One-way flight from Bend/Redmond to Caribbean
Search Deals

Find flight deals from Redmond to Caribbean

Cheapest flights from Redmond to Caribbean
Explore the most affordable flight options available from Redmond to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/131:13 pmRDM - NAS
1 stop23h 57mUnited Airlines
Sat 6/211:15 pmNAS - RDM
2 stops32h 01mUnited Airlines
Deal found 6/11$689
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:16 pmRDM - SDQ
2 stops18h 29mAmerican Airlines
Mon 11/248:55 amSDQ - RDM
2 stops18h 07mAmerican Airlines
Deal found 6/11$852
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1012:37 pmRDM - MBJ
2 stops18h 54mAmerican Airlines
Thu 6/195:05 pmMBJ - RDM
2 stops20h 37mAmerican Airlines
Deal found 6/10$885
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/136:25 amRDM - NAS
1 stop10h 29mAlaska Airlines
Sat 6/218:00 amNAS - RDM
1 stop17h 59mAlaska Airlines
Deal found 6/10$1,150
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/273:11 pmRDM - CUR
2 stops19h 09mMultiple Airlines
Sun 1/45:40 pmCUR - RDM
2 stops27h 24mMultiple Airlines
Deal found 6/11$1,732

Cheapflights Fare Finder

Customize your flight search to find flights from Redmond 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 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Redmond to Caribbean that are best for you.

Fly from

Redmond

Fly to

Caribbean

Route

Depart

Return

Price

RedmondSanto Domingo

RDM - SDQ

RDMSDQ

Bend/Redmond

Thu 11/20

3:16 pm-1:45 pm

2 stops18h 29m

Santo Domingo Las Americas

Mon 11/24

8:55 am-11:02 pm

2 stops18h 07m

$852

RedmondMontego Bay

RDM - MBJ

RDMMBJ

Bend/Redmond

Fri 9/5

5:25 am-9:14 am

3 stops25h 49m

$309

RedmondMontego Bay

RDM - MBJ

RDMMBJ

Bend/Redmond

Fri 9/5

3:10 pm-2:05 pm

2 stops20h 55m

$362

RedmondPort of Spain

RDM - POS

RDMPOS

Bend/Redmond

Mon 7/28

7:32 pm-11:23 pm

2 stops24h 51m

$413

RedmondPort of Spain

RDM - POS

RDMPOS

Bend/Redmond

Fri 7/25

12:29 pm-2:00 pm

2 stops22h 31m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Best time to book a flight from Redmond to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Redmond 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 Redmond to Caribbean

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

Find hourly flight availability from Redmond 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 June 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Redmond to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 June 12, 2025.
United Airlines
7.4
Good
8,790 reviews

Entertainment

7.0

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,790 reviews
United Airlines
7.4
Good
8,790 reviews

Entertainment

7.0

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,790 reviews

Entertainment

7.0

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Redmond 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 Redmond to Caribbean?

    Located just 1.8 mi from the city center, Bend/Redmond (RDM) is the airport most travelers will use when flying to Caribbean from Redmond.

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

    The most popular route from Redmond to Caribbean is Bend/Redmond - Port of Spain Piarco Intl. You may also consider Bend/Redmond - Havana Jose Marti Intl or Bend/Redmond - Montego Bay Sangster Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Redmond 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 Redmond to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Redmond to Caribbean (average of $254). Flying from Redmond to Caribbean in June is currently the most expensive (average of $339). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Redmond to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Los Angeles flights
Portland to John F Kennedy Intl flights
Portland to Las Vegas flights
Portland to O'Hare Intl flights
Portland to Newark flights
Portland to Denver flights
Portland to Dallas/Fort Worth flights
Portland to Honolulu flights
Portland to Santa Ana flights
Portland to San Diego flights
Portland to Sky Harbor Intl flights
Portland to Orlando flights
Portland to San Francisco flights
Portland to Heathrow flights
Portland to LaGuardia flights
Portland to Boston flights
Portland to Ontario flights
Portland to Kahului flights
Portland to Narita flights
Portland to Burbank flights
Boise to Seattle flights
Portland to San Jose flights
Portland to Haneda flights
Portland to Minneapolis flights
Portland to Reagan-National flights
Portland to Detroit flights
Portland to Atlanta flights
Portland to Nashville flights
Portland to Hobby flights
Portland to Dulles Intl flights
Portland to Cancún flights
Portland to Kailua-Kona flights
Portland to Salt Lake City flights
Portland to George Bush Intcntl flights
Boise to Las Vegas flights
Portland to Vancouver Intl flights
Portland to Sacramento flights
Portland to Albuquerque flights
Portland to Austin flights
Portland to Mexico City flights
Portland to Reno flights
Portland to Midway flights
Portland to Baltimore flights
Boise to Los Angeles flights
Boise to Denver flights
Boise to O'Hare Intl flights
Portland to Omaha flights
Portland to San José del Cabo flights
Portland to New Orleans flights
Portland to Anchorage flights

Top 2 airlines flying from Redmond to Caribbean

Discover the top 2 airlines that operate flights from Redmond 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 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$504Average$824FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$516Average$791FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.