Flights to Roosevelt Roads from Orlando - $71

View $71 flight on Mon, Aug 11, 2025Opens in a new window

Popular airlines from Orlando to Roosevelt Roads

  • JetBlue Airways

    JetBlue Airways

  • Frontier Airlines

    Frontier Airlines

  • Spirit Airlines

    Spirit Airlines

  • United

    United

  • American Airlines

    American Airlines

  • Delta

    Delta

  • Southwest Airlines

    Southwest Airlines

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Cheap Flights from Orlando to Roosevelt Roads (ORL-SJU)

Prices were available within the past 7 days and start at $71 for one-way flights and $133 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, Sep 25 - Mon, Oct 6
MCO
Orlando
BQN
Aguadilla
$133 Roundtrip, found 2 days ago
$133
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Sep 25 from Orlando to Aguadilla, returning Mon, Oct 6, priced at $133 found 2 days ago
Frontier Airlines
Wed, Aug 20 - Thu, Aug 21
MCO
Orlando
BQN
Aguadilla
$141 Roundtrip, found 3 hours ago
$141
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Aug 20 from Orlando to Aguadilla, returning Thu, Aug 21, priced at $141 found 3 hours ago
Spirit Airlines
Mon, Aug 11 - Fri, Aug 15
MCO
Orlando
SJU
San Juan
$150 Roundtrip, just found
$150
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Aug 11 from Orlando to San Juan, returning Fri, Aug 15, priced at $150 just found
JetBlue Airways
Sat, Aug 23 - Sun, Aug 24
MCO
Orlando
BQN
Aguadilla
$219 Roundtrip, found 20 hours ago
$219
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Sat, Aug 23 from Orlando to Aguadilla, returning Sun, Aug 24, priced at $219 found 20 hours ago
Southwest Airlines
Mon, Dec 8 - Tue, Dec 9
MCO
Orlando
SJU
San Juan
$239 Roundtrip, just found
$239
Roundtrip
just found
Select Southwest Airlines flight, departing Mon, Dec 8 from Orlando to San Juan, returning Tue, Dec 9, priced at $239 just found
Delta
Wed, Nov 5 - Wed, Nov 12
MCO
Orlando
SJU
San Juan
$253 Roundtrip, just found
$253
Roundtrip
just found
Select Delta flight, departing Wed, Nov 5 from Orlando to San Juan, returning Wed, Nov 12, priced at $253 just found

Find the cheapest month to fly from Orlando (ORL) to San Juan (SJU)

March is typically the cheapest month to fly

From $104 - $370 per traveler.

Graph displaying average flight prices per month

Alternative airports

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Luis Munoz Marin Intl. SJU. Cheapest option available. Flights from $202
SJU
Luis Munoz Marin Intl.
Cheapest
Flights from $202
Select flight to Antonio Rivera Rodriguez VQS. Flights from $583
VQS
Antonio Rivera Rodriguez
Flights from $583
Select flight to Benjamin Rivera Noriega CPX. Flights from $613
CPX
Benjamin Rivera Noriega
Flights from $613
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