Flights from Winter Park

Cheapest flights from Winter Park

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.

Thu, Dec 3 - Sun, Dec 6

MCO

Orlando Intl.

SWF

Stewart Intl.

$108 Roundtrip, found 4 days ago

$108

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Stewart Intl., returning Sun, Dec 6, priced at $108 found 4 days ago

Thu, Dec 3 - Sun, Dec 6

MCO

Orlando Intl.

SWF

Stewart Intl.

$113 Roundtrip, found 4 days ago

$113

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Stewart Intl., returning Sun, Dec 6, priced at $113 found 4 days ago

Thu, Dec 3 - Sun, Dec 6

MCO

Orlando Intl.

SWF

Stewart Intl.

$118 Roundtrip, found 4 days ago

$118

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Stewart Intl., returning Sun, Dec 6, priced at $118 found 4 days ago

Tue, Nov 10 - Wed, Nov 11

MCO

Orlando Intl.

PHL

Philadelphia Intl.

$154 Roundtrip, found 7 hours ago

$154

Roundtrip

found 7 hours ago

Select Frontier Airlines flight, departing Tue, Nov 10 from Orlando Intl. to Philadelphia Intl., returning Wed, Nov 11, priced at $154 found 7 hours ago

Wed, Nov 11 - Mon, Nov 16

MCO

Orlando Intl.

JFK

John F. Kennedy Intl.

$159 Roundtrip, found 8 hours ago

$159

Roundtrip

found 8 hours ago

Select JetBlue Airways flight, departing Wed, Nov 11 from Orlando Intl. to John F. Kennedy Intl., returning Mon, Nov 16, priced at $159 found 8 hours ago

Fri, Dec 25 - Fri, Jan 8

MCO

Orlando Intl.

DEN

Denver Intl.

$163 Roundtrip, found 5 days ago

$163

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, Dec 25 from Orlando Intl. to Denver Intl., returning Fri, Jan 8, priced at $163 found 5 days ago

Tue, Nov 10 - Mon, Nov 16

MCO

Orlando Intl.

JFK

John F. Kennedy Intl.

$178 Roundtrip, found 8 hours ago

$178

Roundtrip

found 8 hours ago

Select Delta flight, departing Tue, Nov 10 from Orlando Intl. to John F. Kennedy Intl., returning Mon, Nov 16, priced at $178 found 8 hours ago

Tue, Feb 16 - Sat, Feb 20

MCO

Orlando Intl.

LAS

Harry Reid Intl.

$182 Roundtrip, found 4 days ago

$182

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Tue, Feb 16 from Orlando Intl. to Harry Reid Intl., returning Sat, Feb 20, priced at $182 found 4 days ago

Sat, Jan 9 - Sat, Jan 9

MCO

Orlando Intl.

LGA

LaGuardia

$194 Roundtrip, found 1 day ago

$194

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Jan 9 from Orlando Intl. to LaGuardia, returning Sat, Jan 9, priced at $194 found 1 day ago

Sat, Oct 31 - Tue, Nov 10

MCO

Orlando Intl.

SJU

Luis Munoz Marin Intl.

$198 Roundtrip, found 6 days ago

$198

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Sat, Oct 31 from Orlando Intl. to Luis Munoz Marin Intl., returning Tue, Nov 10, priced at $198 found 6 days ago

Wed, Dec 9 - Tue, Dec 15

MCO

Orlando Intl.

LGA

LaGuardia

$199 Roundtrip, found 5 days ago

$199

Roundtrip

found 5 days ago

Select American Airlines flight, departing Wed, Dec 9 from Orlando Intl. to LaGuardia, returning Tue, Dec 15, priced at $199 found 5 days ago

Thu, Jan 21 - Sun, Jan 24

MCO

Orlando Intl.

LGA

LaGuardia

$212 Roundtrip, found 1 day ago

$212

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Thu, Jan 21 from Orlando Intl. to LaGuardia, returning Sun, Jan 24, priced at $212 found 1 day ago

Tue, Jan 12 - Tue, Jan 19

MCO

Orlando Intl.

EWR

Newark Liberty Intl. Airport

$219 Roundtrip, found 4 days ago

$219

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Jan 12 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Jan 19, priced at $219 found 4 days ago

Wed, Dec 9 - Tue, Dec 15

MCO

Orlando Intl.

LGA

LaGuardia

$219 Roundtrip, found 5 days ago

$219

Roundtrip

found 5 days ago

Select United flight, departing Wed, Dec 9 from Orlando Intl. to LaGuardia, returning Tue, Dec 15, priced at $219 found 5 days ago

Sat, Dec 19 - Thu, Dec 31

MCO

Orlando Intl.

BOS

Logan Intl.

$250 Roundtrip, found 4 days ago

$250

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Dec 19 from Orlando Intl. to Logan Intl., returning Thu, Dec 31, priced at $250 found 4 days ago

Fri, Nov 6 - Sat, Nov 14

MCO

Orlando Intl.

TTN

Mercer

$264 Roundtrip, found 7 hours ago

$264

Roundtrip

found 7 hours ago

Select Frontier Airlines flight, departing Fri, Nov 6 from Orlando Intl. to Mercer, returning Sat, Nov 14, priced at $264 found 7 hours ago

Wed, Nov 11 - Mon, Nov 16

MCO

Orlando Intl.

LAX

Los Angeles Intl.

$277 Roundtrip, found 2 days ago

$277

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Nov 11 from Orlando Intl. to Los Angeles Intl., returning Mon, Nov 16, priced at $277 found 2 days ago

Tue, Feb 16 - Sat, Feb 20

MCO

Orlando Intl.

LAS

Harry Reid Intl.

$316 Roundtrip, found 4 days ago

$316

Roundtrip

found 4 days ago

Select Alaska Airlines flight, departing Tue, Feb 16 from Orlando Intl. to Harry Reid Intl., returning Sat, Feb 20, priced at $316 found 4 days ago

Sat, Oct 31 - Sat, Nov 7

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$391 Roundtrip, found 1 day ago

$391

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Sat, Oct 31 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 7, priced at $391 found 1 day ago

Fri, Jan 22 - Sun, Jan 24

MCO

Orlando Intl.

LAS

Harry Reid Intl.

$413 Roundtrip, found 4 days ago

$413

Roundtrip

found 4 days ago

Select Sun Country Airlines flight, departing Fri, Jan 22 from Orlando Intl. to Harry Reid Intl., returning Sun, Jan 24, priced at $413 found 4 days ago