Cheap Flights to Winter Park from $25
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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 $54 and $25 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* |
|---|---|---|---|
| LGA | Orlando | January 31 to February 6 | $54 |
| EWR | Orlando | February 18 to February 25 | $57 |
| JFK | Orlando | February 2 to February 10 | $58 |
| PHL | Orlando | January 31 to February 6 | $59 |
| ORD | Orlando | February 10 to February 24 | $69 |
| BOS | Orlando | February 7 to February 12 | $70 |
| DTW | Orlando | February 9 to February 12 | $85 |
| LAX | Orlando | March 10 to March 18 | $133 |
| SJU | Orlando | January 31 to February 11 | $140 |
| MSP | Orlando | February 14 to February 23 | $144 |
| SJU | Sanford | February 14 to February 27 | $391 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| TTN | Orlando | January 18 to January 24 | $98 |
| LGA | Orlando | January 18 to January 31 | $106 |
| DTW | Orlando | January 18 to January 22 | $114 |
| ORD | Orlando | January 18 to January 22 | $118 |
| PSM | Orlando | January 18 to January 31 | $137 |
| JFK | Orlando | January 18 to January 21 | $143 |
| SJU | Orlando | January 16 to January 19 | $147 |
| EWR | Orlando | January 18 to January 20 | $157 |
| MSP | Orlando | January 18 to January 24 | $239 |
| LAX | Orlando | January 18 to March 16 | $255 |
Winter Park Flight Information
Traveling to | Winter Park |
|---|---|
Lowest Price | $54 |
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
Everything was first class
Reviewed on Jan 7, 2026
Park Plaza Hotel
The place is ancient and full of history. Therefore, it needs updating. Simple things like caulking, the tile in the shower, updating the electricity wiring, etc. we always stay here. I love the location as it’s walkable to restaurants, shops, parks bars, farmers market, etc.. when we checked in, ...
Reviewed on Jan 9, 2026
Family Friendly Hotels in Winter Park
The Alfond Inn
Everything was first class
Reviewed on Jan 7, 2026
Park Plaza Hotel
The place is ancient and full of history. Therefore, it needs updating. Simple things like caulking, the tile in the shower, updating the electricity wiring, etc. we always stay here. I love the location as it’s walkable to restaurants, shops, parks bars, farmers market, etc.. when we checked in, ...
Reviewed on Jan 9, 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
$1
Midsize
$1
Economy
$3
Fullsize
$4
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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