Cheap Flights to Winter Garden from $35
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How Much Does it Cost To Fly To Winter Garden?
The cheapest prices found with in the last 7 days for return flights were $101 and $35 for one-way flights to Winter Garden for the period specified. Prices and availability are subject to change. Additional terms apply
LGA
LaGuardia
MCO
Orlando Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ORD | Orlando | May 24 to May 27 | $101 |
| TTN | Orlando | July 8 to July 22 | $128 |
| PSM | Orlando | May 24 to May 28 | $129 |
| LAX | Orlando | May 24 to May 28 | $142 |
| SWF | Orlando | May 30 to June 3 | $143 |
| EWR | Orlando | June 15 to June 20 | $179 |
| DTW | Orlando | May 28 to May 30 | $185 |
| MSP | Orlando | August 10 to August 18 | $207 |
| JFK | Orlando | August 12 to August 19 | $209 |
| SJU | Orlando | June 6 to July 18 | $220 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PSM | Orlando | May 16 to May 21 | $191 |
| SWF | Orlando | May 16 to May 21 | $195 |
| DTW | Orlando | May 16 to May 20 | $255 |
| ORD | Orlando | May 16 to May 29 | $281 |
| PHL | Orlando | May 16 to May 24 | $289 |
| MSP | Orlando | May 16 to May 19 | $300 |
| EWR | Orlando | May 17 to May 21 | $306 |
| SJU | Orlando | May 16 to May 17 | $356 |
| JFK | Orlando | May 17 to May 21 | $473 |
| LAX | Orlando | May 16 to May 17 | $521 |
Winter Garden Flight Information
Traveling to | Winter Garden |
|---|---|
Lowest Price | $101 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, Arajet |
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
$125 nightly
The price is $141 total per night from May 18 to May 19
$141 total
May 18 - May 19
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, 2 outdoor pools, and free water park access. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (3,983 reviews)
We stayed at this resort to celebrate my son’s birthday, and overall we had a great experience. This is actually my second visit—the first time was when it was known as “Liki Tiki,” and now under Hilton it still remains a beautiful resort. The kids had an amazing time, which made the trip very special ...
Reviewed on May 8, 2026
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
13279 Hartzog Road Winter Garden FL
$98 nightly
The price is $110 total per night from May 17 to May 18
$110 total
May 17 - May 18
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! (2,229 reviews)
Clean, free early check in for Bonvoy members.
Reviewed on May 7, 2026
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® ...
7.6/10 Good! (999 reviews)
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
$125 nightly
The price is $141 total per night from May 18 to May 19
$141 total
May 18 - May 19
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, 2 outdoor pools, and free water park access. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (3,983 reviews)
We stayed at this resort to celebrate my son’s birthday, and overall we had a great experience. This is actually my second visit—the first time was when it was known as “Liki Tiki,” and now under Hilton it still remains a beautiful resort. The kids had an amazing time, which made the trip very special ...
Reviewed on May 8, 2026
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
$210 nightly
The price is $236 total per night from Jun 9 to Jun 10
$236 total
Jun 9 - Jun 10
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 ...
8/10 Very Good! (9,810 reviews)
Muy bonito hotel, y con todas las comodidades para pasar una estancia agradable, y quiero agradecer la atención de Jenifer la chica del front desk, q nos recibio muy atenta y nos aclaro todas nuestras dudas. Asi como nos dio una explicación detallada de las ubicaciones del parque de agua y todas ...
Reviewed on May 9, 2026
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
13279 Hartzog Road Winter Garden FL
$98 nightly
The price is $110 total per night from May 17 to May 18
$110 total
May 17 - May 18
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! (2,229 reviews)
Clean, free early check in for Bonvoy members.
Reviewed on May 7, 2026
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® ...
7.6/10 Good! (999 reviews)
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
$125 nightly
The price is $141 total per night from May 18 to May 19
$141 total
May 18 - May 19
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, 2 outdoor pools, and free water park access. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (3,983 reviews)
Families like: Outdoor pools, free waterpark access, kitchen, playground
Travelers say...
We stayed at this resort to celebrate my son’s birthday, and overall we had a great experience. This is actually my second visit—the first time was when it was known as “Liki Tiki,” and now under Hilton it still remains a beautiful resort. The kids had an amazing time, which made the trip very special ...
Reviewed on May 8, 2026
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
13279 Hartzog Road Winter Garden FL
$98 nightly
The price is $110 total per night from May 17 to May 18
$110 total
May 17 - May 18
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! (2,229 reviews)
Clean, free early check in for Bonvoy members.
Reviewed on May 7, 2026
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
$210 nightly
The price is $236 total per night from Jun 9 to Jun 10
$236 total
Jun 9 - Jun 10
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 ...
8/10 Very Good! (9,810 reviews)
Families like: Outdoor pools, free waterpark access, kids club, miniature golf
Travelers say...
Muy bonito hotel, y con todas las comodidades para pasar una estancia agradable, y quiero agradecer la atención de Jenifer la chica del front desk, q nos recibio muy atenta y nos aclaro todas nuestras dudas. Asi como nos dio una explicación detallada de las ubicaciones del parque de agua y todas ...
Reviewed on May 9, 2026
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® ...
7.6/10 Good! (999 reviews)
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
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Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Winter Garden
View all tripsWinter Garden flight + hotel packages - business class flights
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Don't see what you're looking for?
See all available trips from Philadelphia 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 New York to Winter Garden
View all tripsNeed a Car For After Your Flight?
Midsize SUV
ORLANDO, USA
$2
$20 total
found 1 day ago
Special SUV
ORLANDO, USA
$2
$20 total
found 1 day ago
Economy
Orlando, USA
$6
$11 total
found 1 day ago
Compact
Orlando, USA
$7
$13 total
found 1 day ago
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
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