Cheap flights To Roosevelt Roads (SJU) from $87

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Cheap Flights to Roosevelt Roads from $87 One Way, $174 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Aug 7 - Tue, Aug 11
MCO
Orlando Intl.
PSE
Mercedita
$174 Roundtrip, just found
$174
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Aug 7 from Orlando Intl. to Mercedita, returning Tue, Aug 11, priced at $174 just found
Sat, Aug 8 - Wed, Aug 12
MCO
Orlando Intl.
BQN
Rafael Hernandez
$174 Roundtrip, found 10 hours ago
$174
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Sat, Aug 8 from Orlando Intl. to Rafael Hernandez, returning Wed, Aug 12, priced at $174 found 10 hours ago
Tue, Sep 29 - Tue, Oct 6
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$190 Roundtrip, found 1 hour ago
$190
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Sep 29 from Orlando Intl. to Luis Munoz Marin Intl., returning Tue, Oct 6, priced at $190 found 1 hour ago
Mon, Oct 19 - Tue, Oct 20
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$254 Roundtrip, found 5 days ago
$254
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Mon, Oct 19 from Orlando Intl. to Luis Munoz Marin Intl., returning Tue, Oct 20, priced at $254 found 5 days ago
Wed, Aug 19 - Mon, Aug 24
MCO
Orlando Intl.
BQN
Rafael Hernandez
$263 Roundtrip, just found
$263
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Aug 19 from Orlando Intl. to Rafael Hernandez, returning Mon, Aug 24, priced at $263 just found
Tue, Aug 18 - Wed, Aug 19
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$272 Roundtrip, found 1 day ago
$272
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Wed, Aug 19, priced at $272 found 1 day ago
Tue, Aug 25 - Wed, Aug 26
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$272 Roundtrip, found 1 hour ago
$272
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Aug 25 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Wed, Aug 26, priced at $272 found 1 hour ago
Wed, Aug 19 - Tue, Aug 25
JFK
John F. Kennedy Intl.
PSE
Mercedita
$362 Roundtrip, found 1 day ago
$362
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 19 from John F. Kennedy Intl. to Mercedita, returning Tue, Aug 25, priced at $362 found 1 day ago
Wed, Aug 19 - Wed, Aug 26
JFK
John F. Kennedy Intl.
BQN
Rafael Hernandez
$372 Roundtrip, found 1 hour ago
$372
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Aug 19 from John F. Kennedy Intl. to Rafael Hernandez, returning Wed, Aug 26, priced at $372 found 1 hour ago
Fri, Sep 25 - Mon, Sep 28
EWR
Newark Liberty Intl. Airport
BQN
Rafael Hernandez
$376 Roundtrip, found 1 day ago
$376
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Sep 25 from Newark Liberty Intl. Airport to Rafael Hernandez, returning Mon, Sep 28, priced at $376 found 1 day ago

Roosevelt Roads Flight Information

Traveling To
Roosevelt Roads
Destination Airport IATA Code
SJU
Number of Airlines Serving
Airlines
Frontier Airlines, JetBlue Airways, Delta, United, Southwest Airlines
Flight Price
$174
Earliest Departing Flight
Latest Departing Flight

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Roosevelt Roads economy flight packages

Price found within the past 48 hours. Click for updated prices.
Picuas Village
3.0-star property

Picuas Village

Aug 5 - Aug 12

7 night stay

Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,886, price is now $1,199 per person
$1,199
per person
found 19 hours ago
Signature Collection at Rio Mar
5.0-star property

Signature Collection at Rio Mar

Aug 14 - Aug 16

2 night stay

Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,353, price is now $1,412 per person
$1,412
per person
found 1 day ago
SELVA by DW
4.0-star property

SELVA by DW

Aug 5 - Aug 12

7 night stay

Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $4,958, price is now $3,130 per person
$3,130
per person
found 19 hours ago
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Roosevelt Roads premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Casa Wilson Inn
3.5-star property

Casa Wilson Inn

9/10 Wonderful! (798 reviews)

Aug 15 - Aug 23

8 night stay

New York (NYC) to San Juan (SJU)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,625, price is now $1,049 per person
$1,049
per person
found 4 hours ago
The check-in process was easy and straight forward. Great locations to walk anywhere in condado. This place is not worth the price. You are paying for location and that’s it. Rooms were clean, but had to ask for the room to get cleaned. Breakfast was edible putting it plain.

Reviewed on Apr 13, 2026

Signature Collection at Rio Mar
5.0-star property

Signature Collection at Rio Mar

No reviews

Aug 7 - Aug 9

2 night stay

Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,672, price is now $1,705 per person
$1,705
per person
found 3 hours ago
Ocean Breeze Villa
4.0-star property

Ocean Breeze Villa

9/10 Wonderful! (14 reviews)

Aug 15 - Aug 23

8 night stay

New York (NYC) to San Juan (SJU)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,697, price is now $1,776 per person
$1,776
per person
found 4 hours ago
Loved this place so much and cannot wait to return. Comfortable space

Reviewed on Jan 19, 2026

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Roosevelt Roads business class flight packages

Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
4.5-star property

Ola Boutique Hotel

9/10 Wonderful! (859 reviews)

Aug 5 - Aug 10

5 night stay

Philadelphia (PHL) to San Juan (SJU)

American Airlines • BusinessClass

San Juan (SJU) to Philadelphia (PHL)

Frontier Airlines • BusinessClass
Price was $1,736, price is now $1,365 per person
$1,365
per person
found 1 day ago
Excellent accommodations. Room was a little small but convenience & extra courteous staff made up for it. Theyre just genuinely warm. Silk restaurant across is phenomenal & grocery is also just across. Walk to Condado area

Reviewed on Jan 4, 2025

Hyatt Regency Grand Reserve Puerto Rico
4.0-star property

Hyatt Regency Grand Reserve Puerto Rico

9/10 Wonderful! (3,030 reviews)

Aug 5 - Aug 10

5 night stay

Philadelphia (PHL) to San Juan (SJU)

American Airlines • BusinessClass

San Juan (SJU) to Philadelphia (PHL)

Frontier Airlines • BusinessClass
Price was $1,967, price is now $1,443 per person
$1,443
per person
found 1 day ago
The property was amazing!

Reviewed on Jun 8, 2026

Flor De India
3.0-star property

Flor De India

9.4/10 Exceptional! (47 reviews)

Aug 5 - Aug 10

5 night stay

Philadelphia (PHL) to San Juan (SJU)

American Airlines • BusinessClass

San Juan (SJU) to Philadelphia (PHL)

Frontier Airlines • BusinessClass
Price was $1,823, price is now $1,377 per person
$1,377
per person
found 1 day ago
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Roosevelt Roads first class flight packages

Price found within the past 48 hours. Click for updated prices.
Isla Verde Beachfront Retreat With Parking
2.0-star property

Isla Verde Beachfront Retreat With Parking

10/10 Exceptional! (1 review)

Jul 27 - Jul 31

4 night stay

New York (NYC) to San Juan (SJU)

United • FirstClass

San Juan (SJU) to New York (NYC)

American Airlines • FirstClass
Price was $2,112, price is now $1,336 per person
$1,336
per person
found 1 day ago
Fairmont El San Juan Hotel
5.0-star property

Fairmont El San Juan Hotel

8.6/10 Excellent! (2,080 reviews)

Jul 27 - Jul 31

4 night stay

New York (NYC) to San Juan (SJU)

United • FirstClass

San Juan (SJU) to New York (NYC)

American Airlines • FirstClass
Price was $1,681, price is now $1,379 per person
$1,379
per person
found 1 day ago
Best of the best, staff was awesome, food was great

Reviewed on Mar 22, 2026

Flor De India
3.0-star property

Flor De India

9.4/10 Exceptional! (47 reviews)

Jul 27 - Jul 31

4 night stay

New York (NYC) to San Juan (SJU)

United • FirstClass

San Juan (SJU) to New York (NYC)

American Airlines • FirstClass
Price was $1,762, price is now $1,447 per person
$1,447
per person
found 1 day ago
Don't see what you're looking for?
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Roosevelt Roads

Orbitz is your one stop for guaranteed low prices on Roosevelt Roads flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

Save Big On Car Rentals Too

Orbitz will find you discount air fare for flights to Roosevelt Roads and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.

Get Free Travel Advice By Calling the Orbitz Hotline

Our experts will make things even easier by helping you to find the best budget flights to Roosevelt Roads Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.

Book Travel on the Fly with Orbitz on the Go

Our state of the art mobile apps will allow you to book cheap flights to Roosevelt Roads from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

Frequently asked questions

How much is a flight to Roosevelt Roads?
Lots of fabulous deals were going begging this week, with return flights to Roosevelt Roads fluctuating from $174 to $376. But it was jet-setters flying in from Orlando (MCO) who nabbed the really big bargains. One-way flights to Roosevelt Roads started from a low $87.
How to book the cheapest flight to Roosevelt Roads?
Landing cheap flights to Roosevelt Roads is as simple as booking your ticket with Orbitz. But if you want to make sure you're getting the best flight deals around, here are some tips your wallet will love:

  • Consider departing from or arriving at alternative airports to increase your savings. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will show you any available options.
  • If your plans aren't set in stone, click on the 'Show flexible dates' link to view the flight deals for a variety of departure dates. Go with any suitable cheaper fare you find.
  • You can also select the 'Show options' function to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd prefer to fly.
  • Reserve your fare as soon as you've worked out your travel dates. While you can get lucky once in a while, airfares rarely get more affordable as your departure date nears.
  • Combine your flights, hotels and car rentals into one convenient package deal. Save your hard-earned dollars for things you're really excited about, like exploring every corner of Roosevelt Roads.
  • Flying during the busy season often means costly airfares. Try to avoid traveling over popular dates, such as Easter, Thanksgiving and school breaks.

How long is a flight to Roosevelt Roads?
Flight lengths can vary for a number of reasons, including the location you set off from. If you're wondering whether you'll have time for a quick doze on your way to Roosevelt Roads, take a look at our list of common domestic routes and flight times:

  • Vieques (VQS-Antonio Rivera Rodriguez) to Luis Munoz Marin Intl. Airport (SJU) - 25 minutes
  • Mayaguez (MAZ-Eugenio Maria de Hostos) to Luis Munoz Marin Intl. Airport (SJU) - 37 minutes
  • Culebra (CPX-Benjamin Rivera Noriega) to Luis Munoz Marin Intl. Airport (SJU) - 35 minutes

What is the best time to book a flight to Roosevelt Roads?
On average, the cheapest time to reserve a plane ticket is January. This is followed by February then August. When searching for a cheap flight to Roosevelt Roads, make sure you're ready to book. Cheap deals pop up quickly and don't wait around!
What day of the week is the cheapest to book a flight to Roosevelt Roads?
You can get a great flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days to land cheap tickets to Roosevelt Roads.
What is the cheapest day of the week to fly to Roosevelt Roads?
You can pick up cheap flights to Roosevelt Roads by taking to the skies on a Monday, according to Orbitz data from 2020. Tuesday is also more affordable, while Saturday has the most costly ticket prices. Whether you prefer to save money or take off on whichever day is convenient, you'll always find a wonderful deal with Orbitz.
What is the cheapest month to fly to Roosevelt Roads?
We won't keep you in suspense — based on Orbitz data, August is generally the cheapest month to fly. Perfect for those who want to sneak in a weekend getaway or just an escape from it all before the weather changes. Be aware that the least affordable time to fly is in the middle of summer, with fares peaking in June.
Which airlines allow free cancellation?
We know that plans can change and flexibility is more important than ever. That's why you can easily search for flights that have free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll find you fares with more flexibility than a lip balm left in the sun!
What do I need for the flight to Roosevelt Roads?
Whether you're a seasoned flyer or it's your first time in the air, it helps to be organized when you travel. Here are some tips and things to bear in mind:

  • Make sure you've got your travel paperwork and identification. For international trips, you'll need your passport. When purchasing your seats, always use the exact details written on your government-issued ID.
  • A properly packed carry-on bag is the key to flying in comfort. Given your flight to Roosevelt Roads is no short hop, take enough snacks and things to keep you entertained. Something to read will help pass the time.
  • Air conditioning and high altitudes can create a cool environment. No matter what the season is in Roosevelt Roads, carry a sweater with you to keep nice and warm during your flight.

How many direct flights are there to Roosevelt Roads?
Your next exciting adventure is one easy plane ride away, with 251 direct flights to Roosevelt Roads every month. Search for your ideal flight with Orbitz and find a rewarding deal with JetBlue Airways, Cape Air or Spirit Airlines. Other reputable airlines that provide nonstop services include American Airlines, Frontier Airlines and Southwest Airlines.
How do I get cheap first-class/business deals to Roosevelt Roads?
There are ways of booking business or first-class tickets to Roosevelt Roads that won't burn through your wallet. Snap up a seat at the front of the plane for less with these useful tips:

  • Be more flexible with your travel dates and hold out for big sales on first or business-class airfares.
  • Many low-cost airlines offer quality business or premium-class seating that doesn't cost the earth.
  • Make the most of your airline's customer loyalty program and upgrade your seat. You can also bid for an upgrade in an online auction if available.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.