Cheap Flights to Winter Park from $44

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How Much Does it Cost To Fly To Winter Park?

The cheapest prices found with in the last 7 days for return flights were $87 and $44 for one-way flights to Winter Park for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
PHLOrlandoJuly 19 to July 29$87
EWROrlandoJuly 23 to July 29$87
LGAOrlandoJuly 16 to July 19$87
ORDOrlandoJuly 29 to August 2$93
JFKOrlandoJuly 19 to July 22$98
DTWOrlandoOctober 5 to October 9$98
PSMOrlandoJuly 26 to August 2$102
LAXOrlandoAugust 4 to August 12$138
MSPOrlandoSeptember 23 to September 30$139
SJUOrlandoSeptember 30 to October 8$169
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PSMOrlandoJuly 5 to July 12$116
TTNOrlandoJuly 5 to July 9$152
DTWOrlandoJuly 5 to July 12$160
LAXOrlandoJuly 5 to July 9$188
SWFOrlandoJuly 4 to July 21$202
ORDOrlandoJuly 4 to July 8$212
EWROrlandoJuly 5 to July 8$251
JFKOrlandoJuly 4 to August 8$259
SJUOrlandoJuly 6 to July 9$288
MSPOrlandoJuly 4 to July 5$330
*Prices include taxes and fees

Winter Park Flight Information

Traveling to
Winter Park
Lowest Price
$87
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Luxury Hotels in Winter Park

The Alfond Inn

The Alfond Inn

4 out of 5
300 East New England Avenue, Winter Park, FL
Stay at this 4-star luxury hotel in Winter Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (1,001 reviews)
"This is my fourth or fifth time staying at the Alfond Inn. It is a beautiful hotel and the perfect location I did feel on this trip. That service was not at its best. The check-in experience should have been a welcome back, but instead, it was a quick check-in with credit cards and keys exchanged ..."

Reviewed on Jun 22, 2025

The Alfond Inn
Park Plaza Hotel

Park Plaza Hotel

3 out of 5
307 South Park Avenue , Winter Park, FL
Stay at this 3-star spa hotel in Winter Park. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the property condition ...
8.4/10 Very Good! (995 reviews)
"There is something magical about this place."

Reviewed on Jun 30, 2025

Park Plaza Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Winter Park

The Alfond Inn

The Alfond Inn

4 out of 5
300 East New England Avenue, Winter Park, FL
Stay at this 4-star luxury hotel in Winter Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (1,001 reviews)
"This is my fourth or fifth time staying at the Alfond Inn. It is a beautiful hotel and the perfect location I did feel on this trip. That service was not at its best. The check-in experience should have been a welcome back, but instead, it was a quick check-in with credit cards and keys exchanged ..."

Reviewed on Jun 22, 2025

The Alfond Inn
Park Plaza Hotel

Park Plaza Hotel

3 out of 5
307 South Park Avenue , Winter Park, FL
Stay at this 3-star spa hotel in Winter Park. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the property condition ...
8.4/10 Very Good! (995 reviews)
"There is something magical about this place."

Reviewed on Jun 30, 2025

Park Plaza Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Winter Park Flight and Hotel Packages

Winter Park flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
CoCo Key Hotel and Water Resort 
Westgate River Ranch Resort & Rodeo
Westgate Palace Hotel / Universal / I-Drive
Don't see what you're looking for?
See all available trips from Boston to Winter Park
View all trips

Winter Park flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
Westgate Palace Hotel / Universal / I-Drive
Westgate Lakes Resort & Spa Universal Studios Area
Don't see what you're looking for?
See all available trips from Chicago to Winter Park
View all trips

Winter Park flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive
The Grove Resort & Water Park Orlando
Homewood Suites By Hilton Orlando-Nearest Universal Studios
Don't see what you're looking for?
See all available trips from San Juan to Winter Park
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 10 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Winter Park?
20 airlines advertise flights to Winter Park, making it one of the world's most frequented airline hubs. Lots of seasoned travelers fly with these carriers:

  • Southwest Airlines
  • Spirit Airlines
  • Delta Air Lines

What airport is best to fly into Winter Park?
Flying in and out of Winter Park is simple, as it has just one airport. You'll find MCO approximately 12 mi from all the action downtown.
Where to stay in Winter Park
Life is one big journey, so why not get out there and really experience it in Winter Park? You can start by choosing from the 870 superb properties available there through Travelocity.Your vacation is here! It's the perfect time to treat yourself to life's little luxuries. Make a reservation at the The Alfond Inn or the Hilton Orlando/Altamonte Springs and enjoy outstanding service and a lavish room. The Days Inn by Wyndham N Orlando/Casselberry and the HomeTowne Studios by Red Roof Orlando - Casselberry are some less expensive options if you'd prefer to spend your cash on activities and experiences.
Places to visit in Winter Park
Do some serious shopping at Winter Park Village, a popular shopping destination for locals and visitors alike. Seeking some more ideas? Enjoy vanishing into another world at Enzian Theater, where you're sure to find something that will amuse you. But that's not all. An impressive array of colorful flowers and beautifully perfumed air await you at Kraft Azalea Gardens.
How to get through airport security fast when traveling to Winter Park
These handy tips and hints about airport security will save you lots of time and energy on your way to Winter Park:

  • Have your boarding pass and travel ID easily accessible. They'll be the first things you'll be instructed to produce by security personnel.
  • Keep in mind that metal belt buckles can set off the body scanner's alarms. If you have one on, you may be instructed to step back and remove it before proceeding.
  • Laptops and other electronic devices must be placed in a tub to be X-rayed.
  • When it comes to flying with liquids and gels, every passenger is permitted a quart-sized clear zip-lock bag to transport containers no greater than 3.4 ounces (100 milliliters).
  • Hiking boots and other cumbersome shoes tend to be X-rayed by airport security. We suggest wearing simple sneakers instead.
  • Razors and knives are prohibited from entering the aircraft. Stash them away in your checked luggage to avoid losing them at the airport security checkpoint.

Plane Tickets To Winter Park

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Winter Park. Browse through our inventory to explore a wide range of cheap flights to Winter Park to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Winter Park as you anxiously await to exit the plane and explore what Winter Park has to offer. Considering all the amazing local food and culture in Winter Park, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Winter Park to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Winter Park without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Winter Park with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Winter Park today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.