Flights to Roosevelt Roads from Orlando - $72

View $72 flight on Mon, Aug 18, 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 $72 for one-way flights and $132 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, Aug 11 - Wed, Aug 13
MCO
Orlando
BQN
Aguadilla
$132 Roundtrip, found 1 hour ago
$132
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Aug 11 from Orlando to Aguadilla, returning Wed, Aug 13, priced at $132 found 1 hour ago
Frontier Airlines
Thu, Aug 21 - Fri, Aug 22
MCO
Orlando
BQN
Aguadilla
$141 Roundtrip, found 3 hours ago
$141
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Aug 21 from Orlando to Aguadilla, returning Fri, Aug 22, priced at $141 found 3 hours ago
Spirit Airlines
Tue, Aug 19 - Fri, Sep 12
MCO
Orlando
SJU
San Juan
$161 Roundtrip, found 3 days ago
$161
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Aug 19 from Orlando to San Juan, returning Fri, Sep 12, priced at $161 found 3 days ago
JetBlue Airways
Sat, Aug 23 - Sun, Aug 24
MCO
Orlando
BQN
Aguadilla
$219 Roundtrip, found 9 hours ago
$219
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Sat, Aug 23 from Orlando to Aguadilla, returning Sun, Aug 24, priced at $219 found 9 hours ago
Southwest Airlines
Tue, Sep 23 - Wed, Sep 24
MCO
Orlando
SJU
San Juan
$239 Roundtrip, just found
$239
Roundtrip
just found
Select Southwest Airlines flight, departing Tue, Sep 23 from Orlando to San Juan, returning Wed, Sep 24, priced at $239 just found
Delta
Mon, Oct 27 - Tue, Oct 28
MCO
Orlando
SJU
San Juan
$253 Roundtrip, just found
$253
Roundtrip
just found
Select Delta flight, departing Mon, Oct 27 from Orlando to San Juan, returning Tue, Oct 28, 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 $212
SJU
Luis Munoz Marin Intl.
Cheapest
Flights from $212
Select flight to Antonio Rivera Rodriguez VQS. Flights from $683
VQS
Antonio Rivera Rodriguez
Flights from $683
Select flight to Benjamin Rivera Noriega CPX. Flights from $613
CPX
Benjamin Rivera Noriega
Flights from $613
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