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Winter Garden

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Winter Garden Flights as Low as $52

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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Cheap Flights to Winter Garden

Fall in love at first flight with your vacation to Winter Garden by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Winter Garden on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Winter Garden, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Winter Garden

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winter Garden with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ORL airport.

What is the cheapest month to fly to Winter Garden?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Winter Garden are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winter Garden?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Winter Garden.

What airport is best to fly into Winter Garden?

When you’re planning your trip to Winter Garden, convenience is the name of the game. Luckily, Winter Garden Orlando Intl. Airport is nearby so you can deplane and get going on checking off everything on your Winter Garden must-do list.

How much are flights to Winter Garden?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winter Garden on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $52, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Winter Garden?

The trick to saving a stack of cash on your flight to Winter Garden? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $52 right now, why wait?

Winter Garden Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$52

Last Minute Hotel Deals in Winter Garden

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
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! (8,965 reviews)
Great room. Honestly was shocked by the low price compared to what you get. Kids also eat free at the restaurant downstairs where they serve Mickey Mouse Pancakes!!!

Reviewed on Jan 20, 2026

The Grove Resort & Water Park Orlando
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave Winter Garden FL
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, a free theme park shuttle, and a 24-hour fitness center. Our guests praise ...
9.2/10 Wonderful! (5,199 reviews)
Overall great experience. The only issue is why do we have to pay for parking on the property.

Reviewed on Jan 20, 2026

Home2 Suites by Hilton Orlando at Flamingo Crossings
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 out of 5
631 FLAGLER AVE Winter Garden FL
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 ...
9.4/10 Exceptional! (4,451 reviews)
Everything was perfect- from parking to check in, our room, and check out. So thankful for a clean, comfortable room, especially after being on the road all day. Staff was so kind. Thank you.

Reviewed on Jan 21, 2026

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

4 out of 5
17777 Bali Blvd Winter Garden FL
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! (4,105 reviews)
Good

Reviewed on Jan 21, 2026

Hilton Vacation Club Aqua Sol Orlando West
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (4,351 reviews)
The staff went out of their way to make our stay as comfortable and pleasant as possible. Thanks to the late night reception as they did everything they could to meet our needs. Very much appreciated.

Reviewed on Jan 18, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (6,924 reviews)
Clean Room, Staff are kind

Reviewed on Jan 19, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (5,570 reviews)
A nice room for the value. Very safe, and very quiet.

Reviewed on Jan 20, 2026

Rosen Inn at Pointe Orlando
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 out of 5
6515 International Drive Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our ...
7.2/10 Good! (4,073 reviews)
Clean rooms and service

Reviewed on Jan 20, 2026

Wyndham I-Drive Avanti Resort & Conference Center
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.