Cheap flights To Winter Park (ORL) from $48

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Winter Park from $48 One Way, $76 Round Trip

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

Fri, Sep 11 - Mon, Sep 28
SWF
Stewart Intl.
SFB
Orlando Sanford Intl.
$76 Roundtrip, just found
$76
Roundtrip
just found
Select Allegiant Air flight, departing Fri, Sep 11 from Stewart Intl. to Orlando Sanford Intl., returning Mon, Sep 28, priced at $76 just found
Fri, Oct 2 - Fri, Oct 9
SWF
Stewart Intl.
SFB
Orlando Sanford Intl.
$82 Roundtrip, found 2 hours ago
$82
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Fri, Oct 2 from Stewart Intl. to Orlando Sanford Intl., returning Fri, Oct 9, priced at $82 found 2 hours ago
Fri, Oct 23 - Fri, Oct 30
SWF
Stewart Intl.
SFB
Orlando Sanford Intl.
$88 Roundtrip, found 1 hour ago
$88
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Fri, Oct 23 from Stewart Intl. to Orlando Sanford Intl., returning Fri, Oct 30, priced at $88 found 1 hour ago
Fri, Sep 11 - Mon, Sep 14
SWF
Stewart Intl.
SFB
Orlando Sanford Intl.
$94 Roundtrip, found 1 hour ago
$94
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Fri, Sep 11 from Stewart Intl. to Orlando Sanford Intl., returning Mon, Sep 14, priced at $94 found 1 hour ago
Fri, Nov 13 - Fri, Nov 20
SWF
Stewart Intl.
SFB
Orlando Sanford Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Allegiant Air flight, departing Fri, Nov 13 from Stewart Intl. to Orlando Sanford Intl., returning Fri, Nov 20, priced at $100 just found
Tue, Oct 6 - Tue, Oct 13
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Oct 6 from Newark Liberty Intl. Airport to Orlando Intl., returning Tue, Oct 13, priced at $102 just found
Mon, Oct 12 - Fri, Oct 16
SWF
Stewart Intl.
SFB
Orlando Sanford Intl.
$106 Roundtrip, just found
$106
Roundtrip
just found
Select Allegiant Air flight, departing Mon, Oct 12 from Stewart Intl. to Orlando Sanford Intl., returning Fri, Oct 16, priced at $106 just found
Fri, Oct 30 - Fri, Nov 6
SWF
Stewart Intl.
SFB
Orlando Sanford Intl.
$108 Roundtrip, found 13 hours ago
$108
Roundtrip
found 13 hours ago
Select Allegiant Air flight, departing Fri, Oct 30 from Stewart Intl. to Orlando Sanford Intl., returning Fri, Nov 6, priced at $108 found 13 hours ago
Sat, Oct 3 - Wed, Oct 7
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$110 Roundtrip, found 1 hour ago
$110
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Oct 3 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Oct 7, priced at $110 found 1 hour ago
Fri, Aug 28 - Mon, Aug 31
IAD
Washington Dulles Intl.
MCO
Orlando Intl.
$111 Roundtrip, found 3 hours ago
$111
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Aug 28 from Washington Dulles Intl. to Orlando Intl., returning Mon, Aug 31, priced at $111 found 3 hours ago

Winter Park Flight Information

Traveling To
Winter Park
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Allegiant Air, Breeze Airways, Frontier Airlines
Flight Price
$76
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Winter Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Leisure Resort
3.5-star property

Westgate Leisure Resort

Sep 7 - Sep 12

5 night stay

San Juan (SJU) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $633, price is now $406 per person
$406
per person
found 1 day ago
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

Sep 1 - Sep 8

7 night stay

Boston (BOS) to Orlando (MCO)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $983, price is now $495 per person
$495
per person
found 1 day ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Sep 10 - Sep 14

4 night stay

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $824, price is now $427 per person
$427
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from San Juan to Winter Park
View all trips

Winter Park premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
2.0-star property

Seasons Florida Resort

9/10 Wonderful! (3,711 reviews)

Aug 28 - Sep 2

5 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $732, price is now $496 per person
$496
per person
found 1 day ago
Property is well maintained. My family enjoyed the pool.

Reviewed on Jul 24, 2026

Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.4/10 Very Good! (6,738 reviews)

Aug 28 - Sep 2

5 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $872, price is now $566 per person
$566
per person
found 1 day ago
Always love my visits to westgate lakes

Reviewed on Jul 25, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark
4.0-star property

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

9.2/10 Wonderful! (1,010 reviews)

Aug 28 - Sep 2

5 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,616, price is now $1,070 per person
$1,070
per person
found 1 day ago
Per my stay found pots and pans old and burnt , AC was not cooling well in the first floor master also I have never heard that you have to buy your own toilet paper once you run out.... Also we had to use the same towels over and over again I never heard a that unacceptable for the amount that I paid. The unit it self was outdated. It was definitely not worth the price that I paid. I will think twice before ever booking there. VERY DISAPPOINTED

Reviewed on Jul 21, 2026

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Winter Park
View all trips

Winter Park business class flight packages

Price found within the past 48 hours. Click for updated prices.
New Smyrna MOD Collection by Sonesta
3.0-star property

New Smyrna MOD Collection by Sonesta

9.2/10 Wonderful! (338 reviews)

Sep 3 - Sep 7

4 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,016, price is now $890 per person
$890
per person
found 1 day ago
The family enjoyed our stay. Beautiful beach, nice room and kitchen. We had everything needed to cook and eat in the apartment. Beds were comfortable.

Reviewed on Jul 24, 2026

VICTORIA 1883
4.0-star property

VICTORIA 1883

10/10 Exceptional! (40 reviews)

Sep 3 - Sep 7

4 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,465, price is now $1,275 per person
$1,275
per person
found 1 day ago
great property and the staff was absolutely amazing. Thank you for a great stay

Reviewed on Jun 12, 2026

Ocean Walk Resort
3.5-star property

Ocean Walk Resort

7.8/10 Good! (1,007 reviews)

Sep 3 - Sep 7

4 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,164, price is now $1,036 per person
$1,036
per person
found 1 day ago
Super clean, staff was ok, they try to tell sell you on vacation club. We had a swarm of bugs on our balcony that they did nothing about. Elevators took forever, parking was awful. It’s a nice place to stay for kids but coming and going was a pain.

Reviewed on Jul 24, 2026

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Winter Park
View all trips

Winter Park first class flight packages

Price found within the past 48 hours. Click for updated prices.
Ocean Court Beachfront Hotel
2.0-star property

Ocean Court Beachfront Hotel

8.2/10 Very Good! (318 reviews)

Sep 3 - Sep 6

3 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,002, price is now $873 per person
$873
per person
found 1 day ago

Boardwalk Inn and Suites
2.5-star property

Boardwalk Inn and Suites

8.4/10 Very Good! (1,927 reviews)

Sep 3 - Sep 6

3 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,029, price is now $875 per person
$875
per person
found 1 day ago

The Maverick Resort
3.0-star property

The Maverick Resort

8.6/10 Excellent! (590 reviews)

Sep 3 - Sep 6

3 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,055, price is now $923 per person
$923
per person
found 1 day ago
No lighting for rear parking Overbooking caused parking space difficulties

Reviewed on Jul 24, 2026

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Winter Park
View all trips

Winter Park

Finding cheap flights to Winter Park is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Winter Park flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Winter Park through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Winter Park—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Winter Park flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Winter Park with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Winter Park?
With 20 airlines offering services to Orlando Intl. Airport (MCO), the main entry point to Winter Park, the choice is all yours. Grab an incredible deal among these top international airlines that'll take you to this city:

  • Spirit Airlines - 274 flights to Winter Park per month
  • JetBlue - 148 flights to Winter Park per month
  • Frontier Airlines - 105 flights to Winter Park per month

What is the best airport to fly to in Winter Park?
Orlando Intl. Airport (MCO) is the entry point to the city, so your toughest decision will be the aisle seat or the window seat. Downtown Winter Park is around 12 miles away and where many visitors kick off their adventure.
How much is a flight to Winter Park?
Prices for return flights to Winter Park this last week fluctuated between $76 and $111. If you were flying one-way from Newburgh (SWF), you could have nabbed fares from just $48.
How to book the cheapest flight to Winter Park?
With Orbitz, you'll uncover some of the most affordable flight deals around from a great range of airlines. But if you'd love to heighten your chances of landing cheap flights to Winter Park, here are some tips to bear in mind:

  • Consider alternative airports to increase your savings. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list the available options.
  • If you're flexible with your plans, click on the 'Show flexible dates' option. It'll bring up flight deals for the days either side of your selected departure. Fares often vary depending on the day of the week.
  • To refine your results, hit 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also select your preferred flight times under 'Sort & Filter' to the left.
  • If you've worked out your travel dates, don't waste time booking your flight. Fares normally get more expensive as the departure date gets closer.
  • Consider bundling your flights, hotels and car rental into a package deal with Orbitz — the more you book, the more you save.
  • Whenever possible, don't travel in peak seasons. Airfares often surge during summer, school breaks and other vacation periods like Thanksgiving and Christmas.

How long is a flight to Winter Park?
The length of your flight will depend on where you're jetting in from, whether that's the East Coast, the West Coast or someplace else. Listed below are three of the busiest routes to Winter Park and average flight times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 1 hour and 46 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 50 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 38 minutes

What is the best time to book a flight to Winter Park?
Generally speaking, the cheapest time to book a seat is January. This is followed by February then August. When searching for a cheap flight to Winter Park, it's worth being ready to book. Cheap deals pop up suddenly and don't hang around!
What day of the week is the cheapest to book a flight to Winter Park?
If you're after inexpensive fares to Winter Park, the best days of the week to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a terrific flight deal will be all yours.
What is the cheapest day of the week to fly to Winter Park?
Look into going early in the week if you want to score cheap flights to Winter Park. Orbitz data from 2020 shows Monday is generally the cheapest day to set off, followed by Tuesday. Saturday was found to have the most expensive ticket fares. This is probably because most passengers choose to begin their getaway when the weekend rolls around.
What is the cheapest month to fly to Winter Park?
To secure cheap flights to Winter Park, you should depart in August. If saving on your ticket is your number one priority, Orbitz data shows that this is generally an excellent month to take a trip. June is when fares are at their peak.
Which airlines allow free cancellation?
When searching for flights on Orbitz, click on "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation and no change fees. Relax knowing that if your travel dates change, your reservation can too.
What do I need for the flight to Winter Park?
Flying doesn't have to be a drag. In fact it can be fun if you're well prepared! Make your journey a total breeze with these practical tips:

  • Before you step foot on the plane, you'll need to show proof of identification, like your passport. You'll also need your ticket. If you're traveling with the kids, check with your airline about which documents they may need.
  • Take some activities to pass the time on your trip to Winter Park. Books, magazines and electronic devices like e-readers and tablets should do the trick. Be sure to take a refillable water bottle too. Even on a short flight, it's important to keep well-hydrated.
  • It can get cool on the plane. If you'd rather not shiver your way through the flight, pack an extra layer.

How many direct flights are there to Winter Park?
There are 1,109 flights that travel straight to Winter Park every month, which means you won't have to stress over long stopovers. Reserve a fare with Southwest Airlines or Spirit Airlines and then settle back and enjoy the flight. Frontier Airlines, Delta Air Lines, JetBlue Airways and American Airlines also provide nonstop flights to Winter Park.
How do I get cheap first-class/business deals to Winter Park?
Savvy travelers have a way of finding first or business-class fares to Winter Park that don't cost an arm and a leg. Take their lead with these useful hints:

  • Flexibility isn't just useful for your yoga. Avoid locking in your travel dates so you can snap up cheaper airfares when a big sale drops.
  • Budget airlines offer business-class seats at a fraction of the normal price. Ditch the full-service carriers and go with one of these cheaper options.
  • Take advantage of your airline's flight rewards program and upgrade your seat. You can also bid for an upgrade in an online auction.

How to get into Winter Park from the airport?
Make things easier with an Orlando Intl. Airport (MCO) car rental. Arrive at Orlando Intl. Airport (MCO) and then collect a set of wheels from one of the two outlets on-site. Enterprise and EZ Rent-A-Car both have a terrific variety of vehicles to choose from. After you've buckled up, you'll need to travel approximately 12 miles to the north to make it to the excitement of central Winter Park. Renting a car from the city center is another popular option with unbeatable deals available from Winter Park car rentals.
What is the best time to go to Winter Park?
People come from every direction to visit Winter Park in March, July and August. So if you want to discover this exciting destination in the tourist season, this is the time to go. Like most places in the Northern Hemisphere, the summer begins June 20 in Winter Park, with average daily temperatures between 75 ºF and 90 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.