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Roosevelt Roads

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Roosevelt Roads Flights as Low as $158

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

Frontier Airlines
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
BQN
Rafael Hernandez
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Aug 17 from Orlando Intl. to Rafael Hernandez, returning Tue, Aug 25, priced at $158 found 2 days ago
Frontier Airlines
Wed, Aug 19 - Thu, Aug 20
MCO
Orlando Intl.
BQN
Rafael Hernandez
$171 Roundtrip, found 2 days ago
$171
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Aug 19 from Orlando Intl. to Rafael Hernandez, returning Thu, Aug 20, priced at $171 found 2 days ago
Frontier Airlines
Sun, Aug 23 - Tue, Aug 25
MCO
Orlando Intl.
BQN
Rafael Hernandez
$178 Roundtrip, found 2 days ago
$178
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Aug 23 from Orlando Intl. to Rafael Hernandez, returning Tue, Aug 25, priced at $178 found 2 days ago
Frontier Airlines
Sat, Aug 8 - Sat, Aug 15
MCO
Orlando Intl.
BQN
Rafael Hernandez
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Aug 8 from Orlando Intl. to Rafael Hernandez, returning Sat, Aug 15, priced at $181 found 1 day ago
Frontier Airlines
Tue, Aug 25 - Tue, Sep 29
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$184 Roundtrip, just found
$184
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Aug 25 from Orlando Intl. to Luis Munoz Marin Intl., returning Tue, Sep 29, priced at $184 just found
Frontier Airlines
Thu, Aug 20 - Thu, Aug 20
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$189 Roundtrip, found 10 hours ago
$189
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Aug 20 from Orlando Intl. to Luis Munoz Marin Intl., returning Thu, Aug 20, priced at $189 found 10 hours ago
Frontier Airlines
Sat, Aug 22 - Sun, Sep 27
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$194 Roundtrip, found 1 hour ago
$194
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Orlando Intl. to Luis Munoz Marin Intl., returning Sun, Sep 27, priced at $194 found 1 hour ago
Frontier Airlines
Tue, Aug 25 - Tue, Sep 29
MCO
Orlando Intl.
BQN
Rafael Hernandez
$204 Roundtrip, found 1 hour ago
$204
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Orlando Intl. to Rafael Hernandez, returning Tue, Sep 29, priced at $204 found 1 hour ago
Frontier Airlines
Mon, Aug 24 - Sat, Sep 26
MCO
Orlando Intl.
BQN
Rafael Hernandez
$210 Roundtrip, found 1 hour ago
$210
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Aug 24 from Orlando Intl. to Rafael Hernandez, returning Sat, Sep 26, priced at $210 found 1 hour ago
Frontier Airlines
Wed, Sep 16 - Wed, Oct 7
MCO
Orlando Intl.
BQN
Rafael Hernandez
$211 Roundtrip, found 5 days ago
$211
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Sep 16 from Orlando Intl. to Rafael Hernandez, returning Wed, Oct 7, priced at $211 found 5 days ago
JetBlue Airways
Tue, Oct 6 - Tue, Oct 6
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$254 Roundtrip, found 12 hours ago
$254
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Oct 6 from Orlando Intl. to Luis Munoz Marin Intl., returning Tue, Oct 6, priced at $254 found 12 hours ago
Frontier Airlines
Mon, Aug 10 - Mon, Aug 24
MCO
Orlando Intl.
PSE
Mercedita
$254 Roundtrip, found 2 days ago
$254
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Aug 10 from Orlando Intl. to Mercedita, returning Mon, Aug 24, priced at $254 found 2 days ago
Delta
Tue, Oct 6 - Tue, Oct 6
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$261 Roundtrip, found 12 hours ago
$261
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Oct 6 from Orlando Intl. to Luis Munoz Marin Intl., returning Tue, Oct 6, priced at $261 found 12 hours ago
American Airlines
Tue, Aug 25 - Tue, Sep 29
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$284 Roundtrip, just found
$284
Roundtrip
just found
Select American Airlines flight, departing Tue, Aug 25 from Orlando Intl. to Luis Munoz Marin Intl., returning Tue, Sep 29, priced at $284 just found
United
Tue, Oct 6 - Tue, Oct 6
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$321 Roundtrip, found 12 hours ago
$321
Roundtrip
found 12 hours ago
Select United flight, departing Tue, Oct 6 from Orlando Intl. to Luis Munoz Marin Intl., returning Tue, Oct 6, priced at $321 found 12 hours ago
JetBlue Airways
Tue, Aug 4 - Thu, Aug 13
MCO
Orlando Intl.
MAZ
Eugenio María de Hostos
$388 Roundtrip, found 12 hours ago
$388
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Aug 4 from Orlando Intl. to Eugenio María de Hostos, returning Thu, Aug 13, priced at $388 found 12 hours ago

Cheap Flights to Roosevelt Roads

Fall in love at first flight with your vacation to Roosevelt Roads by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Roosevelt Roads on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Roosevelt Roads, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Roosevelt Roads

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Roosevelt Roads with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SJU airport.

What is the cheapest month to fly to Roosevelt Roads?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Roosevelt Roads are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Roosevelt Roads?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Roosevelt Roads.

What airport is best to fly into Roosevelt Roads?

When you’re planning your trip to Roosevelt Roads, convenience is the name of the game. Luckily, Roosevelt Roads Antonio Rivera Rodriguez Airport is nearby so you can deplane and get going on checking off everything on your Roosevelt Roads must-do list.

How much are flights to Roosevelt Roads?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Roosevelt Roads on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $158, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Roosevelt Roads?

The trick to saving a stack of cash on your flight to Roosevelt Roads? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $158 right now, why wait?

Roosevelt Roads Flight Information
Destination airport
Luis Munoz Marin Intl.
Destination airport IATA code
SJU
Roundtrip price
$196

Last Minute Hotel Deals in Roosevelt Roads

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I Río Grande
Book a stay at this beach resort in Río Grande. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (3,092 reviews)
"This hotel and resort was amazing. I will definitely stay there again. The rooms are huge and clean, there was a lot to do there, The staff were very nice and helpful. The pools and beach were amazing."

Reviewed on Jul 17, 2026

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Hyatt Regency Grand Reserve Puerto Rico
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5 out of 5
6000 Rio Mar Boulevard Río Grande
Book a stay at this luxury resort in Río Grande. Enjoy 5 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff ...
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Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
El Conquistador Resort

El Conquistador Resort

4 out of 5
1000 Conquistador Avenue Fajardo
Book a stay at this beach hotel in Fajardo. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (3,500 reviews)
"Plan for extra time if you rely on the feniculars and stay in the marina."

Reviewed on Jul 17, 2026

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El Conquistador Resort
Las Casitas Village at El Conquistador

Las Casitas Village at El Conquistador

4.5 out of 5
1000 Avenida El Conquistador Fajardo
Book a stay at this luxury hotel in Fajardo. Enjoy free WiFi, 2 outdoor pools, and 10 restaurants. Popular attractions El Conquistador Golf Course and Las Croabas ...
9.2/10 Wonderful! (239 reviews)
"Las Casitas at El Conquistador is an amazing place to stay! You have access to just about 6 pools, a private island accessible via ferry, excellent restaurants, and a friendly and accommodating staff. Highly recommend staying here!"

Reviewed on Jul 13, 2026

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Las Casitas Village at El Conquistador
Four Seasons Resort and Residences Puerto Rico

Four Seasons Resort and Residences Puerto Rico

5 out of 5
State Road 187 Kilometer 4.2 Río Grande
Book a stay at this luxury resort in Río Grande. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (23 reviews)
"⭐⭐⭐⭐⭐ We had an incredible stay at the Four Seasons Puerto Rico and would highly recommend it. The resort is absolutely beautiful, with stunning views, immaculate grounds, and a relaxing atmosphere. Our room was spacious, spotless, and very comfortable, with excellent attention to detail. What truly ..."

Reviewed on Jul 16, 2026

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Four Seasons Resort and Residences Puerto Rico
Wyndham Palmas Beach and Golf Boutique Resort

Wyndham Palmas Beach and Golf Boutique Resort

4 out of 5
170 Candelero Drive, Palmas del Mar Humacao
Book a stay at this beach resort in Humacao. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (819 reviews)
"Only the only problem is cleaning the rooms, I had to ask to clean it and sometimes they weren't even going to clean them"

Reviewed on Jul 16, 2026

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Wyndham Palmas Beach and Golf Boutique Resort
Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only

Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only

3 out of 5
6 Cll 1 Luquillo Luquillo
Book a stay at this beach hotel in Luquillo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (434 reviews)
"I had a wonderful stay at Selva Boutique Hotel in Luquillo. The property is an older pink beach house that feels like staying at a big extended family’s oceanfront home—charming, comfortable, and unpretentious. While it’s clear the building could use some updating, everything worked well and the ..."

Reviewed on Jul 17, 2026

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Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only
Park Royal Homestay Club Cala Puerto Rico

Park Royal Homestay Club Cala Puerto Rico

3.5 out of 5
50 Club Cala Drive Humacao
Book a stay at this golf hotel in Humacao. Enjoy 2 outdoor pools, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
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Park Royal Homestay Club Cala Puerto Rico
See all 2,202 properties in Roosevelt Roads
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.