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Winter Garden

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Winter Garden Flights as Low as $59

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 May, 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 $59, 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 $59 right now, why wait?

Winter Garden Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$58

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
The price is $269 per night from May 11 to May 12
$269
includes taxes & fees
May 11 - May 12
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 5 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
7.8/10 Good! (7,598 reviews)
"Resort is well put together and flows nicely. Staff was friendly and very helpful. We only stayed for one night but it was a great time and everyone said they would return if we get the chance."

Reviewed on May 5, 2025

The Grove Resort & Water Park Orlando
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
The price is $130 per night from May 22 to May 23
$130
includes taxes & fees
May 22 - May 23
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! (2,986 reviews)
"Staff was friendly and Very accommodating."

Reviewed on May 5, 2025

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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
The price is $138 per night from May 25 to May 26
$138
includes taxes & fees
May 25 - May 26
Stay at this 3-star 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! (4,048 reviews)
"The pool was too shallow for older kids but great for the younger ones. The TV didn’t work for a couple days but we weren’t in the room much anyway. The staff was great. The breakfast was ok but everything was cold would have been nice if they had microwaves and real bacon. Overall it was a good ..."

Reviewed on May 4, 2025

Home2 Suites by Hilton Orlando at Flamingo Crossings
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
4 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is $148 per night from May 13 to May 14
$148
includes taxes & fees
May 13 - May 14
Stay at this 4-star family-friendly hotel in Winter Garden. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (3,747 reviews)
"Amenities were nice and the facilities. The room needed some updating. Staff was friendly and helpful. It felt near stuff but not to the extent that you can walk. Overall things went well and they had fun activities."

Reviewed on May 4, 2025

Hilton Vacation Club Aqua Sol Orlando West
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 out of 5
13279 Hartzog Road, Winter Garden, FL
The price is $107 per night from May 26 to May 27
$107
includes taxes & fees
May 26 - May 27
Stay at this 3.5-star 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! (2,079 reviews)
Perfect
"Perfect French family with 3 children Good price, clean, nice room"

Reviewed on May 3, 2025

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Homewood Suites by Hilton Orlando at Flamingo Crossings
Homewood Suites by Hilton Orlando at Flamingo Crossings
3 out of 5
411 Flagler Ave, Winter Garden, FL
The price is $148 per night from May 18 to May 19
$148
includes taxes & fees
May 18 - May 19
Stay at this 3-star hotel in Winter Garden. Enjoy free breakfast, 2 bars/lounges, and a free theme park shuttle. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (1,666 reviews)
"Staff was super friendly, good breakfast options, lots of restaurants within a walkable distance. Overall very satisfied"

Reviewed on May 4, 2025

Homewood Suites by Hilton Orlando at Flamingo Crossings
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
The price is $104 per night from May 13 to May 14
$104
includes taxes & fees
May 13 - May 14
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (6,220 reviews)
"Property was nice with lots of food options. Rooms were a little dated but clean."

Reviewed on May 6, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Hyatt Regency Orlando International Airport
Hyatt Regency Orlando International Airport
4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
The price is $201 per night from May 12 to May 13
$201
includes taxes & fees
May 12 - May 13
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.2/10 Wonderful! (3,223 reviews)
"It was a beautiful property I wish we could’ve stayed longer"

Reviewed on May 5, 2025

Hyatt Regency Orlando International Airport
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.