Cheap Flight Deals to Winter Garden FL from CA $139
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How to find cheap flights to Winter Garden?
The cheapest prices found with in the last 7 days for return flights were CA $70 and CA $139 for one-way flights to Winter Garden for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| EWR | Orlando | February 7 to February 11 | CA $70 |
| EWR | Orlando | February 7 to February 11 | CA $70 |
| PHL | Orlando | January 26 to January 30 | CA $95 |
| BOS | Orlando | February 7 to February 14 | CA $112 |
| DTW | Orlando | February 10 to February 14 | CA $123 |
| ORD | Orlando | February 1 to February 5 | CA $138 |
| SJU | Orlando | February 28 to March 1 | CA $188 |
| JFK | Orlando | February 21 to February 28 | CA $205 |
| LAX | Orlando | February 8 to February 12 | CA $240 |
| MSP | Orlando | April 20 to April 27 | CA $247 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| DTW | Orlando | January 18 to January 22 | CA $173 |
| LGA | Orlando | January 17 to January 21 | CA $197 |
| ORD | Orlando | January 18 to January 27 | CA $236 |
| LAX | Orlando | January 17 to January 22 | CA $257 |
| EWR | Orlando | January 17 to January 21 | CA $264 |
| MSP | Orlando | January 17 to January 22 | CA $488 |
| JFK | Orlando | January 17 to January 21 | CA $533 |
Your guide to flights to Winter Garden, FL
Flair Airlines fly to Winter Garden, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Winter Garden FL currently costs between CA $70 and CA $533. Prices vary, but for the best fares, travel in January when prices are at their lowest.
Top tips for finding cheap flights to Winter Garden
The cheapest flight for a round trip to Winter Garden is currently CA $70. When you search for flights to Winter Garden, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Winter Garden for nearby days. The cheapest month to travel to Winter Garden is February from our list of deals available.
But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.
How to cancel flights to Winter Garden
We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.
Why you should book your flight to Winter Garden with Travelocity
We have top deals on plane tickets even for last minute flights to Winter Garden, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Winter Garden for less.
Find The Perfect Hotel For After Your Flight
Amazing Place to Stay After Flight to Winter Garden
Hilton Vacation Club Aqua Sol Orlando West
Great, low-pressure water in showers besides that its great
Reviewed on Jan 8, 2026
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
The room was updated and clean. It was an amazing experience
Reviewed on Jan 9, 2026
The Palisades Resort Orlando
Check your notes I've called and I'm very upset thinking about taking legal action against you and them
Reviewed on Sep 13, 2017
Luxury Hotels in Winter Garden
Hilton Vacation Club Aqua Sol Orlando West
Great, low-pressure water in showers besides that its great
Reviewed on Jan 8, 2026
The Grove Resort & Water Park Orlando
The front desk was especially welcoming and always willing to answer questions and do what they could to help. The FlowRider duo of Eric and Anthony were also amazing. They were very patient while teaching my 2 sons to surf and had a ton of energy. They made that area so much fun!
Reviewed on Jan 13, 2026
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
The room was updated and clean. It was an amazing experience
Reviewed on Jan 9, 2026
The Palisades Resort Orlando
Check your notes I've called and I'm very upset thinking about taking legal action against you and them
Reviewed on Sep 13, 2017
Family Friendly Hotels in Winter Garden
Hilton Vacation Club Aqua Sol Orlando West
Great, low-pressure water in showers besides that its great
Reviewed on Jan 8, 2026
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
The room was updated and clean. It was an amazing experience
Reviewed on Jan 9, 2026
The Grove Resort & Water Park Orlando
The front desk was especially welcoming and always willing to answer questions and do what they could to help. The FlowRider duo of Eric and Anthony were also amazing. They were very patient while teaching my 2 sons to surf and had a ton of energy. They made that area so much fun!
Reviewed on Jan 13, 2026
The Palisades Resort Orlando
Check your notes I've called and I'm very upset thinking about taking legal action against you and them
Reviewed on Sep 13, 2017
Best Winter Garden Flight and Hotel Packages
Winter Garden flight + hotel packages - economy flights
Winter Garden flight + hotel packages - premium economy flights
Winter Garden flight + hotel packages - business class flights
Need a car after flight to Winter Garden?
Economy
Compact
Midsize
SUV
Plane Tickets To Winter Garden
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 Garden. Browse through our inventory to explore a wide range of cheap flights to Winter Garden 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 Garden as you anxiously await to exit the plane and explore what Winter Garden has to offer. Considering all the amazing local food and culture in Winter Garden, 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 Garden 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 Garden 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 Garden 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 Garden today!