Cheap Flights to Winter Park from $41
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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 $78 and $41 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* |
|---|---|---|---|
| TTN | Sanford | December 14 to January 29 | $78 |
| PSM | Sanford | January 24 to February 11 | $84 |
| DTW | Orlando | January 8 to January 17 | $110 |
| PHL | Orlando | February 1 to February 5 | $122 |
| SWF | Sanford | November 16 to November 25 | $128 |
| EWR | Orlando | December 8 to December 15 | $133 |
| EWR | Orlando | December 8 to December 15 | $133 |
| PSM | Orlando | December 6 to December 10 | $148 |
| SJU | Orlando | December 4 to December 8 | $164 |
| ORD | Orlando | January 28 to February 1 | $165 |
| MSP | Orlando | February 1 to February 2 | $177 |
| JFK | Orlando | December 12 to December 16 | $199 |
| LAX | Orlando | December 3 to December 9 | $230 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| TTN | Sanford | November 6 to November 13 | $162 |
| TTN | Orlando | November 6 to November 14 | $209 |
| PSM | Sanford | November 8 to November 12 | $228 |
| SWF | Orlando | November 7 to November 19 | $234 |
| SWF | Sanford | November 6 to December 7 | $236 |
| SJU | Orlando | November 7 to November 10 | $247 |
| PSM | Orlando | November 8 to November 12 | $252 |
| MSP | Orlando | November 6 to November 14 | $289 |
| EWR | Orlando | November 7 to November 14 | $290 |
| ORD | Orlando | November 8 to November 12 | $317 |
| LAX | Orlando | November 6 to November 13 | $339 |
| JFK | Orlando | November 8 to November 22 | $441 |
| DTW | Orlando | November 8 to November 14 | $665 |
Winter Park Flight Information
Traveling to | Winter Park |
|---|---|
Lowest Price | $78 |
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
"Love the Alfond! Two suggestions: 1) the desk in my room had no electrical outlet, so working on my computer required making sure it was already charged. Would love to see an electric outlet there! 2) the shower door has a large gap on the hinge side between it and the wall (same wall as the shower ..."
Reviewed on Oct 30, 2026
Park Plaza Hotel
"Comfortable clean bed, tons of character, nice mini split A/C that kept the room at a perfect temp, somewhat dimly lit small bathroom, but more than adequate. The said train noise was barely noticeable the Friday and Saturday night we stayed. We will be back. Very charming."
Reviewed on Oct 31, 2026
Family Friendly Hotels in Winter Park
The Alfond Inn
"Love the Alfond! Two suggestions: 1) the desk in my room had no electrical outlet, so working on my computer required making sure it was already charged. Would love to see an electric outlet there! 2) the shower door has a large gap on the hinge side between it and the wall (same wall as the shower ..."
Reviewed on Oct 30, 2026
Park Plaza Hotel
"Comfortable clean bed, tons of character, nice mini split A/C that kept the room at a perfect temp, somewhat dimly lit small bathroom, but more than adequate. The said train noise was barely noticeable the Friday and Saturday night we stayed. We will be back. Very charming."
Reviewed on Oct 31, 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
Need a Car For After Your Flight?
Midsize
$6
Compact
$6
Economy
$6
Standard
$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!
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