HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$699+ Cheap flights from Redmond (RDM) to Caribbean Islands

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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
RDM — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Redmond to Caribbean Islands 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 Islands

Keep the following information in mind while searching for Redmond to Caribbean Islands flight deals. Data was last updated September 11, 2025.

Round-trip from

$699
(Delta)
From Bend/Redmond to Caribbean Islands
Search Deals

Find flight deals from Redmond to Caribbean Islands

Cheapest flights from Redmond to Caribbean Islands
Explore the most affordable flight options available from Redmond to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/8. 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.
Tue 10/287:51 pmRDM - POS
2 stops24h 32mUnited Airlines
Thu 10/3012:30 amPOS - RDM
2 stops23h 36mUnited Airlines
Deal found 9/8$853
This American Airlines deal was found by Cheapflights users on 9/8. 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 10/281:54 pmRDM - POS
2 stops21h 31mAmerican Airlines
Fri 10/313:25 pmPOS - RDM
2 stops31h 07mAmerican Airlines
Deal found 9/8$881
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 12/82:28 pmRDM - CUR
2 stops22h 06mAmerican Airlines
Thu 12/115:34 pmCUR - RDM
2 stops23h 59mAmerican Airlines
Deal found 9/9$885
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/82:00 pmRDM - UVF
2 stops21h 39mDelta
Sat 11/154:59 pmUVF - RDM
2 stops33h 54mDelta
Deal found 9/10$897
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/251:54 pmRDM - UVF
2 stops22h 06mAmerican Airlines
Sat 11/12:50 pmUVF - RDM
2 stops27h 34mAmerican Airlines
Deal found 9/10$910
This American Airlines deal was found by Cheapflights users on 9/9. 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 11/112:58 pmRDM - MHH
2 stops22h 06mAmerican Airlines
Fri 11/1412:09 pmMHH - RDM
2 stops29h 15mAmerican Airlines
Deal found 9/9$923
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/46:15 amRDM - ANU
2 stops52h 36mAmerican Airlines
Wed 10/81:10 pmANU - RDM
2 stops37h 05mAmerican Airlines
Deal found 9/10$977
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 12/273:00 pmRDM - CUR
2 stops20h 01mMultiple Airlines
Sun 1/45:46 pmCUR - RDM
2 stops24h 19mMultiple Airlines
Deal found 9/10$1,755

Cheapflights Fare Finder

 
Customize your flight search to find flights from Redmond to Caribbean Islands 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 September 11, 2025.
Use the filters below to find and compare flights from Redmond to Caribbean Islands that are best for you.

Fly from

Redmond

Fly to

Caribbean Islands

Route

Depart

Return

Price

RedmondMontego Bay

RDM - MBJ

RDMMBJ

Bend/Redmond

Sun 3/1

7:25 pm-8:25 pm

2 stops22h 00m

Montego Bay Sangster Intl

Thu 3/5

2:10 pm-11:39 pm

2 stops12h 29m

$699

RedmondMontego Bay

RDM - MBJ

RDMMBJ

Bend/Redmond

Sun 3/1

7:25 pm-8:25 pm

2 stops22h 00m

Montego Bay Sangster Intl

Wed 3/4

2:10 pm-11:39 pm

2 stops12h 29m

$699

RedmondCastries

RDM - UVF

RDMUVF

Bend/Redmond

Tue 3/10

11:30 am-2:04 pm

2 stops23h 34m

Castries Hewanorra

Thu 3/12

3:24 pm-10:42 pm

2 stops34h 18m

$724

RedmondSaint Thomas Island

RDM - STT

RDMSTT

Bend/Redmond

Thu 1/8

6:53 pm-1:56 pm

2 stops15h 03m

Saint Thomas Island Cyril E King

Sun 1/18

1:02 pm-12:18 pm

2 stops27h 16m

$849

RedmondPort of Spain

RDM - POS

RDMPOS

Bend/Redmond

Tue 10/28

7:51 pm-11:23 pm

2 stops24h 32m

Port of Spain Piarco Intl

Thu 10/30

12:30 am-9:06 pm

2 stops23h 36m

$853

RedmondSaint Thomas Island

RDM - STT

RDMSTT

Bend/Redmond

Tue 3/10

3:15 pm-10:45 am

2 stops16h 30m

Saint Thomas Island Cyril E King

Wed 3/11

3:30 pm-12:47 pm

2 stops24h 17m

$859

RedmondPort of Spain

RDM - POS

RDMPOS

Bend/Redmond

Tue 10/28

1:54 pm-2:25 pm

2 stops21h 31m

Port of Spain Piarco Intl

Fri 10/31

3:25 pm-7:32 pm

2 stops31h 07m

$881

RedmondWillemstad

RDM - CUR

RDMCUR

Bend/Redmond

Mon 12/8

2:28 pm-4:34 pm

2 stops22h 06m

Willemstad Hato Int.

Thu 12/11

5:34 pm-1:33 pm

2 stops23h 59m

$885

RedmondCastries

RDM - UVF

RDMUVF

Bend/Redmond

Sat 11/8

2:00 pm-3:39 pm

2 stops21h 39m

Castries Hewanorra

Sat 11/15

4:59 pm-10:53 pm

2 stops33h 54m

$897

RedmondCastries

RDM - UVF

RDMUVF

Bend/Redmond

Sat 10/25

1:54 pm-3:00 pm

2 stops22h 06m

Castries Hewanorra

Sat 11/1

2:50 pm-3:24 pm

2 stops27h 34m

$910

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 13 results
1
2

Best time to book a flight from Redmond to Caribbean Islands

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

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

Find hourly flight availability from Redmond to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Redmond to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated September 11, 2025.
Peruse reviews from past customers who have flown with American Airlines from Redmond to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

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

    If you book a flight to Caribbean Islands from Redmond, you will be flying from Bend/Redmond, which is the city’s only airport. Bend/Redmond (RDM) is located 1.8 mi from the center of Redmond.

  • How long is the flight from Redmond to Caribbean Islands?

    Delta, United Airlines, and American Airlines can get you from Redmond to Caribbean Islands in just under 15h 03m. Your travel time can differ by up to 6h 57m. The distance from Redmond to Caribbean Islands is about 3678 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Most travelers choose Bend/Redmond - Willemstad Hato Int., Bend/Redmond - Saint Thomas Island Cyril E King or Bend/Redmond - Havana Jose Marti Intl when deciding on the best route from Redmond to Caribbean Islands.

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

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

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

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

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

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

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

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

Top airline flying from Redmond to Caribbean Islands

Discover the top airline that operate flights from Redmond to Caribbean Islands. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$524Average$755FlexibilityNo 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.