Cheap Flights to Winter Garden from $25
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 Garden?
The cheapest prices found with in the last 7 days for return flights were $54 and $25 for one-way flights to Winter Garden for the period specified. Prices and availability are subject to change. Additional terms apply
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$54 Roundtrip, found 1 hour ago
$54
Roundtrip
found 1 hour ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Orlando | January 13 to January 21 | $58 |
| JFK | Orlando | January 14 to January 21 | $58 |
| EWR | Orlando | January 21 to January 30 | $58 |
| DTW | Orlando | February 23 to February 27 | $58 |
| LGA | Orlando | January 14 to January 21 | $58 |
| BOS | Orlando | January 11 to January 18 | $59 |
| ORD | Orlando | January 19 to January 31 | $62 |
| MSP | Orlando | January 24 to January 31 | $128 |
| LAX | Orlando | March 17 to March 24 | $140 |
| SJU | Orlando | January 15 to January 24 | $158 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| SJU | Orlando | December 28 to January 7 | $262 |
| ORD | Orlando | December 28 to January 7 | $287 |
| LGA | Orlando | December 27 to December 31 | $300 |
| PHL | Orlando | December 28 to January 6 | $317 |
| BOS | Orlando | December 26 to December 31 | $332 |
| JFK | Orlando | December 28 to January 4 | $382 |
| EWR | Orlando | December 28 to January 2 | $418 |
| LAX | Orlando | December 26 to December 31 | $459 |
| MSP | Orlando | December 28 to January 4 | $461 |
| DTW | Orlando | December 26 to January 2 | $467 |
Winter Garden Flight Information
Traveling to | Winter Garden |
|---|---|
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
Amazing Winter Garden Accommodation Deals
Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd Winter Garden FL
$131 nightly
The price is $148 total per night from Jan 12 to Jan 13
$148 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (4,077 reviews)
All of it was great! Property, check in, accommodations.we will be back!
Reviewed on Dec 22, 2025
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
13279 Hartzog Road Winter Garden FL
$118 nightly
The price is $133 total per night from Jan 4 to Jan 5
$133 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (2,243 reviews)
Great food. Clean rooms.
Reviewed on Dec 13, 2025
The Palisades Resort Orlando
14200 Avalon Road Winter Garden FL
Book a stay at this family-friendly hotel in Four Corners. Enjoy free parking, a fitness center, and a business center. Popular attractions Disney's Animal Kingdom® ...
Worst ever
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
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Luxury Hotels in Winter Garden
Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd Winter Garden FL
$131 nightly
The price is $148 total per night from Jan 12 to Jan 13
$148 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (4,077 reviews)
All of it was great! Property, check in, accommodations.we will be back!
Reviewed on Dec 22, 2025
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
$218 nightly
The price is $245 total per night from Jan 5 to Jan 6
$245 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (8,811 reviews)
Room was clean
Reviewed on Dec 21, 2025
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
13279 Hartzog Road Winter Garden FL
$118 nightly
The price is $133 total per night from Jan 4 to Jan 5
$133 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (2,243 reviews)
Great food. Clean rooms.
Reviewed on Dec 13, 2025
Save an average of 15% on thousands of hotels when you're signed in
The Palisades Resort Orlando
14200 Avalon Road Winter Garden FL
Book a stay at this family-friendly hotel in Four Corners. Enjoy free parking, a fitness center, and a business center. Popular attractions Disney's Animal Kingdom® ...
Worst ever
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
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Winter Garden
Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd Winter Garden FL
$131 nightly
The price is $148 total per night from Jan 12 to Jan 13
$148 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (4,077 reviews)
Families like: Outdoor pools, free waterpark access, kitchen, playground
Travelers say...
All of it was great! Property, check in, accommodations.we will be back!
Reviewed on Dec 22, 2025
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
13279 Hartzog Road Winter Garden FL
$118 nightly
The price is $133 total per night from Jan 4 to Jan 5
$133 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (2,243 reviews)
Great food. Clean rooms.
Reviewed on Dec 13, 2025
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
$218 nightly
The price is $245 total per night from Jan 5 to Jan 6
$245 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (8,811 reviews)
Families like: Outdoor pools, free waterpark access, kids club, miniature golf
Travelers say...
Room was clean
Reviewed on Dec 21, 2025
Save an average of 15% on thousands of hotels when you're signed in
The Palisades Resort Orlando
14200 Avalon Road Winter Garden FL
Book a stay at this family-friendly hotel in Four Corners. Enjoy free parking, a fitness center, and a business center. Popular attractions Disney's Animal Kingdom® ...
Families like: Playground, laundry
Worst ever
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
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Best Winter Garden Flight and Hotel Packages
Winter Garden flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Boston to Winter Garden
View all tripsWinter Garden flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Boston to Winter Garden
View all tripsWinter Garden flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Boston to Winter Garden
View all tripsNeed a Car For After Your Flight?
Compact
Orlando, Florida, USA
$8
$15 total
found 6 hours ago
Midsize
Orlando, Florida, USA
$8
$15 total
found 6 hours ago
Special
Orlando, Florida, USA
$9
$36 total
found 6 hours ago
Fullsize
Orlando, Florida, USA
$15
$30 total
found 6 hours ago
Lowest prices found within the past 6 hours. Prices and availability subject to change. Additional terms may apply.
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!
More Ways To Wander
Winter Garden Hotels
Find the perfect hotel after your flight
Winter Garden Vacation Rentals
Great Deals on alternative accommodations
Winter Garden Car Rentals
Affordable cars to get you around town
Winter Garden Vacations
Save more by combining flights, hotels and cars
Things to do in Winter Garden
Activities, attractions and tours
Explore More Ways to Travel with Travelocity
- Marriott Hotels & Resorts in Killarney
- Killarney Hotels
- Paradise Heights Hotels
- Hotels near Walt Disney World® Resort
- 5 Star Hotels in Gotha
- Farmstay in Gotha
- Cabins in Gotha
- Condos in Gotha
- Cottages in Gotha
- Hilton Hotels in Gotha
- Gotha Hotels
- Motels in Gotha
- Town Houses in Gotha
- Villas in Gotha
- Hotels near Winter Garden Art Association
- Hotels near West Orange Trail
- Orlando Hotels
- Hotels near Carter Family Bowl
- Hotels near Oakland Nature Preserve
- Hotels near Winter Garden Heritage Museum
- Farmstay in Ocoee
- B&B in Ocoee
- Cabins in Ocoee
- Condo Resorts in Ocoee
- Condos in Ocoee
- Extended Stay Hotels in Ocoee
- Guest Houses in Ocoee
- Hostels in Ocoee
- Casino Resorts & in Ocoee
- Cheap Hotels in Ocoee
- Convention Center Hotels in Ocoee
- Kid Friendly Hotels in Ocoee
- Golf Resorts & in Ocoee
- Historic Hotels in Ocoee
- Hotels with Hot Tubs in Ocoee
- La Quinta Inn & Suites Hotels in Ocoee
- Luxury Hotels in Ocoee
- Pet Friendly Hotels in Ocoee
- Red Roof Inn Hotels in Ocoee
- Spa Resorts & in Ocoee
- Winery Hotels in Ocoee
- Wyndham Hotels in Ocoee
- Ocoee Hotels
- Houseboats in Ocoee
- Motels in Ocoee
- Vacation Homes in Ocoee
- Rv Parks in Ocoee
- Resorts in Ocoee
- Town Houses in Ocoee
- Villas in Ocoee
- Hotels near Resurrection Catholic Church
- Hotels near Central Florida Railroad Museum
- Flights to Clermont
- Flights to Maitland
- Flights to Winter Park
- Flights to Windermere
- Flights to Lake Buena Vista North
- Flights to Southwest Orlando
- Flights to Zellwood
- Flights to Florida
- Flights to Central Florida
- Flights to Apopka
- Flights to Mount Dora
- Flights to Gotha
- Flights to Astatula
- Flights to Tavares
- Flights to Four Corners
- Flights to Orlando
- Flights to Lake Buena Vista
- Flights to Altamonte Springs
- Flights to Minneola
- Flights to Casselberry
- Flights to Montverde
- Flights to Groveland
- Flights to Tangerine
- Flights to Howey-in-the-Hills
- Flights to Celebration
- Flights to Orlando Intl.
- Jetblue Airways Boston (BOS) to Orlando (MCO) flights
- Flights from New York (JFK) to Orlando (MCO)
- Flights from Chicago (ORD) to Orlando (MCO)
- Flights from Philadelphia (PHL) to Orlando (MCO)
- Flights to Winter Springs
- Flights to Ocoee
- Flights to Longwood
- Flights to Wekiva Springs