Cheap Flights to Winter Park from $39
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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 $76 and $39 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 | October 26 to November 2 | $76 |
| TTN | Orlando | October 5 to October 9 | $78 |
| TTN | Sanford | October 2 to October 9 | $78 |
| DTW | Orlando | September 20 to October 1 | $92 |
| PSM | Orlando | October 24 to October 31 | $102 |
| EWR | Orlando | October 7 to October 14 | $118 |
| EWR | Orlando | October 7 to October 14 | $118 |
| PSM | Sanford | November 8 to November 12 | $132 |
| ORD | Orlando | October 21 to October 26 | $143 |
| SJU | Orlando | August 14 to August 17 | $162 |
| LAX | Orlando | October 13 to October 20 | $168 |
| MSP | Orlando | August 30 to September 5 | $168 |
| JFK | Orlando | October 7 to October 10 | $209 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| SJU | Orlando | August 14 to August 17 | $162 |
| PSM | Orlando | August 15 to August 29 | $204 |
| ORD | Orlando | August 14 to August 18 | $238 |
| PHL | Orlando | August 15 to August 27 | $239 |
| PSM | Sanford | August 16 to August 23 | $240 |
| SWF | Sanford | August 15 to October 5 | $262 |
| SWF | Orlando | August 16 to August 26 | $268 |
| LAX | Orlando | August 14 to August 22 | $280 |
| MSP | Orlando | August 15 to August 22 | $298 |
| EWR | Orlando | August 15 to August 20 | $309 |
| DTW | Orlando | August 16 to August 20 | $309 |
| JFK | Orlando | August 15 to August 20 | $405 |
Winter Park Flight Information
Traveling to | Winter Park |
|---|---|
Lowest Price | $76 |
Number of Airlines Serving | |
Airlines Serving | Allegiant Air |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Luxury Hotels in Winter Park
The Alfond Inn
"I have 2 dogs, we felt welcomed!!"
Reviewed on Aug 7, 2026
Park Plaza Hotel
"Over all it was bad... filthy conditions. The lack of soundproofing had the hotel supplying ear plugs right next to the bottles if wine. No major news channels in their cable offerings."
Reviewed on Aug 3, 2026
Family Friendly Hotels in Winter Park
The Alfond Inn
"I have 2 dogs, we felt welcomed!!"
Reviewed on Aug 7, 2026
Park Plaza Hotel
"Over all it was bad... filthy conditions. The lack of soundproofing had the hotel supplying ear plugs right next to the bottles if wine. No major news channels in their cable offerings."
Reviewed on Aug 3, 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 - business class flights
Winter Park flight + hotel packages - first class flights
Need a Car For After Your Flight?
Compact
$4
Economy
$4
Midsize
$5
Standard
$6
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!
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