Flights from Orlando to Simpson Bay

Cheapest flights from Orlando

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$590 Roundtrip, found 4 hours ago

$590

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $590 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$611 Roundtrip, found 4 hours ago

$611

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $611 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$622 Roundtrip, found 4 hours ago

$622

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $622 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$638 Roundtrip, found 4 hours ago

$638

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $638 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$658 Roundtrip, found 4 hours ago

$658

Roundtrip

found 4 hours ago

Select JetBlue Airways flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $658 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$659 Roundtrip, found 4 hours ago

$659

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $659 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$671 Roundtrip, found 4 hours ago

$671

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $671 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$674 Roundtrip, found 4 hours ago

$674

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $674 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$678 Roundtrip, found 4 hours ago

$678

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $678 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$683 Roundtrip, found 4 hours ago

$683

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $683 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$685 Roundtrip, found 4 hours ago

$685

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $685 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$685 Roundtrip, found 4 hours ago

$685

Roundtrip

found 4 hours ago

Select JetBlue Airways flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $685 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$686 Roundtrip, found 4 hours ago

$686

Roundtrip

found 4 hours ago

Select Delta flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $686 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$695 Roundtrip, found 4 hours ago

$695

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $695 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$698 Roundtrip, found 4 hours ago

$698

Roundtrip

found 4 hours ago

Select JetBlue Airways flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $698 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$701 Roundtrip, found 4 hours ago

$701

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $701 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$792 Roundtrip, found 4 hours ago

$792

Roundtrip

found 4 hours ago

Select Delta flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $792 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$1,032 Roundtrip, found 4 hours ago

$1,032

Roundtrip

found 4 hours ago

Select United flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $1,032 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$1,037 Roundtrip, found 4 hours ago

$1,037

Roundtrip

found 4 hours ago

Select Air Canada flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $1,037 found 4 hours ago

Wed, Feb 4 - Sat, Feb 14

MCO

Orlando Intl.

SXM

Princess Juliana Intl.

$1,092 Roundtrip, found 4 hours ago

$1,092

Roundtrip

found 4 hours ago

Select JetBlue Airways flight, departing Wed, Feb 4 from Orlando Intl. to Princess Juliana Intl., returning Sat, Feb 14, priced at $1,092 found 4 hours ago