Cheap flights To Winter Park (ORL) from $29

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Cheap Flights to Winter Park from $29 One Way, $58 Round Trip

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

Mon, Jan 12 - Wed, Jan 21
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$58 Roundtrip, found 1 hour ago
$58
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Jan 12 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Jan 21, priced at $58 found 1 hour ago
Mon, Jan 19 - Tue, Jan 27
RDU
Raleigh - Durham Intl.
MCO
Orlando Intl.
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Jan 19 from Raleigh - Durham Intl. to Orlando Intl., returning Tue, Jan 27, priced at $58 just found
Mon, Jan 26 - Wed, Feb 4
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$58 Roundtrip, found 1 hour ago
$58
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Jan 26 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Feb 4, priced at $58 found 1 hour ago
Sun, Feb 8 - Wed, Feb 11
BDL
Bradley Intl.
MCO
Orlando Intl.
$59 Roundtrip, found 4 hours ago
$59
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sun, Feb 8 from Bradley Intl. to Orlando Intl., returning Wed, Feb 11, priced at $59 found 4 hours ago
Tue, Feb 10 - Sat, Feb 14
BDL
Bradley Intl.
MCO
Orlando Intl.
$60 Roundtrip, found 12 hours ago
$60
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Feb 10 from Bradley Intl. to Orlando Intl., returning Sat, Feb 14, priced at $60 found 12 hours ago
Mon, Mar 2 - Mon, Mar 9
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$62 Roundtrip, found 18 hours ago
$62
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Mon, Mar 2 from Newark Liberty Intl. Airport to Orlando Intl., returning Mon, Mar 9, priced at $62 found 18 hours ago
Mon, Jan 5 - Mon, Jan 12
BDL
Bradley Intl.
MCO
Orlando Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Jan 5 from Bradley Intl. to Orlando Intl., returning Mon, Jan 12, priced at $68 found 1 hour ago
Wed, Feb 18 - Wed, Feb 25
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Feb 18 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Feb 25, priced at $68 just found
Mon, Mar 2 - Wed, Mar 4
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$69 Roundtrip, found 4 hours ago
$69
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Mar 2 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Mar 4, priced at $69 found 4 hours ago
Mon, Jan 12 - Thu, Jan 15
BDL
Bradley Intl.
MCO
Orlando Intl.
$72 Roundtrip, found 6 hours ago
$72
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Mon, Jan 12 from Bradley Intl. to Orlando Intl., returning Thu, Jan 15, priced at $72 found 6 hours ago

Winter Park Flight Information

Traveling To
Winter Park
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Frontier Airlines, Breeze Airways
Flight Price
$58
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.
Flamingo Inn Beachfront
2.0-star property

Flamingo Inn Beachfront

Feb 4 - Feb 9

5 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $436, price is now $189 per person
$189
per person
found 1 day ago
Residence Inn by Marriott Daytona Beach Oceanfront
3.0-star property

Residence Inn by Marriott Daytona Beach Oceanfront

Jan 27 - Feb 3

7 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $1,433, price is now $544 per person
$544
per person
found 1 day ago
Florida Hotel & Conference Center in the Florida Mall
3.5-star property

Florida Hotel & Conference Center in the Florida Mall

Feb 4 - Feb 9

5 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $902, price is now $345 per person
$345
per person
found 1 day ago
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Winter Park

Reach your destination without breaking your budget by booking your flights to Winter Park using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Winter Park Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Winter Park flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Winter Park. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Winter Park, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Winter Park flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $58 and $72. If you were flying one-way from Hartford (BDL), you could have nabbed fares from just $29.
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.