Cheap Flights to Winter Park from $49
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
How Much Does it Cost To Fly To Winter Park?
The cheapest prices found with in the last 7 days for return flights were $76 and $49 for one-way flights to Winter Park for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| SWF | Sanford | September 11 to September 28 | $76 |
| TTN | Orlando | October 2 to October 23 | $76 |
| TTN | Sanford | October 2 to October 5 | $78 |
| PSM | Orlando | October 24 to October 31 | $102 |
| DTW | Orlando | October 10 to October 16 | $104 |
| EWR | Orlando | October 27 to November 4 | $118 |
| EWR | Orlando | October 27 to November 4 | $118 |
| PSM | Sanford | October 25 to November 1 | $126 |
| ORD | Orlando | September 11 to September 14 | $138 |
| LAX | Orlando | August 25 to August 26 | $161 |
| SJU | Orlando | September 11 to September 13 | $173 |
| MSP | Orlando | August 27 to September 4 | $187 |
| JFK | Orlando | September 1 to September 12 | $202 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| SWF | Orlando | August 8 to August 12 | $196 |
| SWF | Sanford | August 8 to August 12 | $225 |
| PHL | Orlando | August 7 to September 1 | $237 |
| SJU | Orlando | August 8 to August 15 | $247 |
| ORD | Orlando | August 8 to August 10 | $262 |
| LAX | Orlando | August 7 to August 15 | $284 |
| EWR | Orlando | August 7 to August 13 | $294 |
| PSM | Sanford | August 9 to August 16 | $312 |
| MSP | Orlando | August 7 to August 15 | $323 |
| DTW | Orlando | August 9 to August 15 | $325 |
| PSM | Orlando | August 8 to August 15 | $356 |
| JFK | Orlando | August 9 to August 12 | $498 |
Winter Park Flight Information
Traveling to | Winter Park |
|---|---|
Lowest Price | $76 |
Number of Airlines Serving | |
Airlines Serving | Avelo Airlines, Frontier 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
Park Plaza Hotel
"Staff was great and so friendly and accommodating!"
Reviewed on Jul 27, 2026
Family Friendly Hotels in Winter Park
The Alfond Inn
Park Plaza Hotel
"Staff was great and so friendly and accommodating!"
Reviewed on Jul 27, 2026
Best Winter Park Flight and Hotel Packages
Winter Park flight + hotel packages - economy flights
Winter Park flight + hotel packages - premium economy flights
Winter Park flight + hotel packages - first class flights
Need a Car For After Your Flight?
Compact
$4
Economy
$4
Midsize
$6
Fullsize
$7
Frequently asked questions
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!
More Ways To Wander
Explore More Ways to Travel with Travelocity
- Suites in Orlando
- Lazy River in Orlando
- Balcony in Orlando
- Free Airport Transportation in Orlando
- Hot Tub in Orlando
- Indoor Pool in Orlando
- Kitchenette in Orlando
- Hilton Vacation Club Aqua Sol Orlando West
- Margaritaville Cottages Orlando By Vstays With H2O Waterpark
- Margaritaville Resort Orlando With H2O Waterpark
- Pet Friendly in Orlando
- The Grove Resort & Water Park Orlando
- Walt Disney World Dolphin
- Walt Disney World Swan Reserve
- Walt Disney World Swan
- Waterpark in Orlando
- Westgate Vacation Villas Resort
- Hotels in Orlando
- Hotels near Orlando Fl
- Gaylord Palms Resort & Convention Center
- Family Friendly in Orlando
- Drury Plaza Hotel Orlando - Disney Springs Area
- All-Inclusive in Orlando
- Adults Only in Orlando
- Aparthotels in Orlando
- Hotels near Orange County Convention Center
- Hotels near Magic Kingdom Park
- Resorts in Orlando
- Hotels near Orlando Fl
- Hotels near Universal Citywalk
- Hotels near Universal Orlando Resort
- Hotels near Universal Studios Florida
- Hotels near Universal S Volcano Bay
- Hotels near University Of Central Florida
- Hotels near Walt Disney World Resort
- Hotels in Winter Park
- Lake Nona Hotels
- Hotels in Kissimmee
- Hotels near Kia Center
- Hotels near Florida Mall
- Downtown Orlando Hotels
- Hotels near Disney'S Hollywood Studios
- Hotels near Disney'S Animal Kingdom Theme Park
- Hotels near Disney Springs
- Hotels in Daytona Beach
- Hotels near Camping World Stadium
- Flights from Salt Lake City (SLC) to Orlando (MCO)
- Flights from San Juan (SJU) to Orlando (MCO)
- Flights from Philadelphia (PHL) to Orlando (MCO)
- Flights from Chicago (ORD) to Orlando (MCO)
- Flights from Minneapolis (MSP) to Orlando (MCO)
- Flights from Flushing (LGA) to Orlando (MCO)
- Flights from Los Angeles (LAX) to Orlando (MCO)
- Flights from Jamaica (JFK) to Orlando (MCO)
- Flights from Newark (EWR) to Orlando (MCO)
- Flights from Detroit (DTW) to Orlando (MCO)
- Flights from Dallas (DFW) to Orlando (MCO)
- Flights from Cleveland (CLE) to Orlando (MCO)
- Flights from Baltimore (BWI) to Orlando (MCO)
- Flights from Windsor Locks (BDL) to Orlando (MCO)
- Flights from Atlanta (ATL) to Orlando (MCO)
- JetBlue Airways Boston (BOS) to Orlando (MCO) flights
- Flights from Orlando Fl
- Flights to Florida
- Flights to Winter Springs
- Flights to Winter Garden
- Flights to Windermere
- Flights to Tangerine
- Flights to Southwest Orlando
- Flights to Sanford
- Flights to Oviedo
- Flights to Orlando
- Flights to Orlando Fl
- Flights to Orange City
- Flights to Ocoee
- Flights to Mount Dora
- Flights to Montverde
- Flights to Maitland
- Flights to Longwood
- Flights to Lake Mary
- Flights to Lake Buena Vista
- Flights to Kissimmee
- Flights to Deltona
- Flights to Deland
- Flights to Debary
- Flights to Daytona Beach
- Flights to Clermont
- Flights to Christmas
- Flights to Central Florida
- Flights to Celebration
- Flights to Casselberry
- Flights to Apopka
- Flights to Altamonte Springs
- All-inclusive Resorts in Orlando
- Visit Enzian Theater
- Hotels near Full Sail University
- Hotels in Maitland
- Hotels near Walt Disney World® Resort
- Cheap Hotels in Orlando
- Flights to Florida
- Hotels near Rollins College
- Car rentals at Orlando Airport (MCO)
- Hotels near Universal Studios Florida
- Visit Walt Disney World® Resort
- Hotels in Orlando
- Resorts in Orlando
- Things to do in Orlando
- Orlando vacations
- Flights to Orlando
- Hotels with Free Airport Shuttle in Orlando
- Hotels in Downtown Orlando
- Car rentals in Orlando