Cheap flights To Winter Park (ORL) from $136

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Cheap Flights to Winter Park from $136 One Way, $242 Round Trip

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

Sun, Aug 23 - Sun, Aug 30
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$242 Roundtrip, found 22 hours ago
$242
Roundtrip
found 22 hours ago
Select Arajet flight, departing Sun, Aug 23 from Punta Cana Intl. to Orlando Sanford Intl., returning Sun, Aug 30, priced at $242 found 22 hours ago
Wed, Sep 2 - Mon, Sep 7
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$345 Roundtrip, found 6 days ago
$345
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Sep 2 from Punta Cana Intl. to Orlando Intl., returning Mon, Sep 7, priced at $345 found 6 days ago
Tue, Aug 11 - Tue, Sep 1
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$377 Roundtrip, found 23 hours ago
$377
Roundtrip
found 23 hours ago
Select Arajet flight, departing Tue, Aug 11 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Tue, Sep 1, priced at $377 found 23 hours ago
Fri, Jun 5 - Mon, Jun 8
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$413 Roundtrip, found 5 days ago
$413
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Fri, Jun 5 from Punta Cana Intl. to Orlando Intl., returning Mon, Jun 8, priced at $413 found 5 days ago
Wed, Sep 2 - Mon, Sep 7
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$438 Roundtrip, found 6 days ago
$438
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Sep 2 from Punta Cana Intl. to Orlando Intl., returning Mon, Sep 7, priced at $438 found 6 days ago
Fri, Aug 21 - Mon, Aug 24
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$453 Roundtrip, found 3 hours ago
$453
Roundtrip
found 3 hours ago
Select Delta flight, departing Fri, Aug 21 from Punta Cana Intl. to Orlando Intl., returning Mon, Aug 24, priced at $453 found 3 hours ago
Tue, Sep 1 - Sun, Sep 6
LIM
Jorge Chávez Intl.
SFB
Orlando Sanford Intl.
$459 Roundtrip, found 21 hours ago
$459
Roundtrip
found 21 hours ago
Select Arajet flight, departing Tue, Sep 1 from Jorge Chávez Intl. to Orlando Sanford Intl., returning Sun, Sep 6, priced at $459 found 21 hours ago
Fri, Aug 21 - Mon, Aug 24
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$464 Roundtrip, found 3 hours ago
$464
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Fri, Aug 21 from Punta Cana Intl. to Orlando Intl., returning Mon, Aug 24, priced at $464 found 3 hours ago
Fri, Jun 5 - Fri, Jun 12
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$470 Roundtrip, found 2 days ago
$470
Roundtrip
found 2 days ago
Select Copa flight, departing Fri, Jun 5 from Punta Cana Intl. to Orlando Intl., returning Fri, Jun 12, priced at $470 found 2 days ago
Thu, Oct 1 - Mon, Oct 5
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$492 Roundtrip, found 3 hours ago
$492
Roundtrip
found 3 hours ago
Select United flight, departing Thu, Oct 1 from Punta Cana Intl. to Orlando Intl., returning Mon, Oct 5, priced at $492 found 3 hours ago

Winter Park Flight Information

Traveling To
Winter Park
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Arajet, Frontier Airlines, JetBlue Airways, Southwest Airlines, Delta, American Airlines, United, Copa
Flight Price
$242
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 Towers Resort
3.5-star property

Westgate Towers Resort

Jun 29 - Jul 7

8 night stay

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

JetBlue Airways • Coach

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

Delta • Coach
Save 100% on your flight
Price was $1,205, price is now $636 per person
$636
per person
found 5 hours ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Jun 30 - Jul 5

5 night stay

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

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,490, price is now $733 per person
$733
per person
found 1 day ago
Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

Jun 30 - Jul 5

5 night stay

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

United • Roundtrip • Coach
Price was $1,058, price is now $645 per person
$645
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Winter Park
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Winter Park premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

8.2/10 Very Good! (1,731 reviews)

Jun 25 - Jun 30

5 night stay

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

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,033, price is now $668 per person
$668
per person
found 13 hours ago
Everything was good

Reviewed on Apr 15, 2026

Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.8/10 Excellent! (1,253 reviews)

Jun 25 - Jun 30

5 night stay

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

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,614, price is now $795 per person
$795
per person
found 13 hours ago
The property is nice and convenient. I took a star off because my whole party agreed that the beds were not comfortable. I don’t remember a worse mattress. Other than that, great place that was clean and spacious. Great shower pressure.

Reviewed on Apr 3, 2026

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

Westgate Lakes Resort & Spa Universal Studios Area

8.4/10 Very Good! (6,490 reviews)

Jun 25 - Jun 30

5 night stay

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

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,342, price is now $864 per person
$864
per person
found 13 hours ago
Great location to everything as far as food, Walmart, attractions etc. Beds were horrible and the parking at night. The water park only has 2 water slides and a small wave pool. It's a joke to charge guest to come in.

Reviewed on Apr 5, 2026

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

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.4/10 Very Good! (6,490 reviews)

Jul 5 - Jul 11

6 night stay

Philadelphia (PHL) to Orlando (MCO)

American Airlines • Non-stop • FirstClass

Orlando (MCO) to Philadelphia (PHL)

Frontier Airlines • Non-stop • FirstClass
Price was $2,292, price is now $1,772 per person
$1,772
per person
found 21 hours ago
Great location to everything as far as food, Walmart, attractions etc. Beds were horrible and the parking at night. The water park only has 2 water slides and a small wave pool. It's a joke to charge guest to come in.

Reviewed on Apr 5, 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! (1,004 reviews)

Jul 5 - Jul 11

6 night stay

Philadelphia (PHL) to Orlando (MCO)

American Airlines • Non-stop • FirstClass

Orlando (MCO) to Philadelphia (PHL)

Frontier Airlines • Non-stop • FirstClass
Price was $2,926, price is now $2,198 per person
$2,198
per person
found 21 hours ago
This place is amazing! I just wish we had more time to enjoy the resort.

Reviewed on Apr 1, 2026

Mission to Mars
4.0-star property

Mission to Mars

No reviews

Jul 5 - Jul 11

6 night stay

Philadelphia (PHL) to Orlando (MCO)

American Airlines • Non-stop • FirstClass

Orlando (MCO) to Philadelphia (PHL)

Frontier Airlines • Non-stop • FirstClass
Save 100% on your flight
Price was $13,898, price is now $11,881 per person
$11,881
per person
found 21 hours ago
Don't see what you're looking for?
See all available trips from Philadelphia to Winter Park
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Winter Park

Get the absolute lowest prices on flights to Winter Park by shopping with Orbitz. Orbitz is the most efficient travel planner around, allowing you to search, compare and book discount domestic and international flights fast. With cutting-edge mobile tools and access to frequent flier rewards programs, we have everything you need for both your routine and holiday excursions.

Book Your Flight To Winter Park Using Your Mobile Device

New mobile app tools enable those with hand-held devices to scout out the best bargains and to secure tickets from any location. If you have an iPhone, iPad or Android device, you may take advantage of special discounts, only available to mobile device customers, when you book hotel rooms or car rentals on the same day as booking Winter Park flights.

Avoid Check-In Hassles When Traveling On Flights to Winter Park

Orbitz also provides an array of resources that can help you eliminate most check-in hassles. Detailed baggage information is continually available for Winter Park flights. Mobile apps can also be used to share travel itineraries with family members or business associates.

Keeping Everyone Up To Date

When you download the free Orbitz mobile phone app, you can get regular and free flight updates. These will keep you informed of important scheduling changes. Updates can even be sent to several contacts, helping to keep everyone current on anticipated arrival times and all other relevant flight details.

Orbitz makes traveling on a budget very easy to do. We provide everything you need to plan your ideal trip from start to finish. Getting there and back again is a snap when you book your Winter Park flight using Orbitz.

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 $242 and $492. If you were flying one-way from Punta Cana (PUJ), you could have nabbed fares from just $136.
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.