Cheap Flight Deals to Winter Garden FL from CA $33

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Winter Garden?

The cheapest prices found with in the last 7 days for return flights were CA $121 and CA $33 for one-way flights to Winter Garden for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
CMHOrlandoMay 25 to May 28CA $121
*Prices include taxes and fees

Your guide to flights to Winter Garden, FL

Spirit Airlines, Canada Jetlines, Air Transat fly to Winter Garden, so use Travelocity to search, find, and compare some truly tempting deals from the 4 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 $121 and CA $309. Prices vary, but for the best fares, travel in May 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 $121. 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 May 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

Liki Tiki Village

Liki Tiki Village

3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is CA $127 per night from May 14 to May 15
CA $127
per night
May 14 - May 15
Stay at this 3.5-star family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (3,507 reviews)
"Overall was a nice experience."

Reviewed on 1 May 2024

Liki Tiki Village
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 CA $130 per night from May 20 to May 21
CA $130
per night
May 20 - May 21
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! (1,608 reviews)
"We enjoyed our stay. We have family that stays there often."

Reviewed on 2 May 2024

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
The Palisades Resort Orlando

The Palisades Resort Orlando

3.5 out of 5
14200 Avalon Road, Winter Garden, FL
Book a stay at this family-friendly property in Four Corners. Enjoy free parking, a fitness center, and a business center. Popular attractions Disney's Animal ...
7.4/10 Good! (998 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 13 Sep. 2017

The Palisades Resort Orlando
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

Liki Tiki Village

Liki Tiki Village

3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is CA $127 per night from May 14 to May 15
CA $127
per night
May 14 - May 15
Stay at this 3.5-star family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (3,507 reviews)
"Overall was a nice experience."

Reviewed on 1 May 2024

Liki Tiki Village
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 CA $300 per night from May 5 to May 6
CA $300
per night
May 5 - May 6
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (5,307 reviews)
"My boyfriend and I went for his birthday because he always wanted to visit a resort witza at the front desk was amazing and extremely helpful. It was very clean and everything we imagined"

Reviewed on 2 May 2024

The Grove Resort & Water Park Orlando
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 CA $130 per night from May 20 to May 21
CA $130
per night
May 20 - May 21
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! (1,608 reviews)
"We enjoyed our stay. We have family that stays there often."

Reviewed on 2 May 2024

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Save an average of 15% on thousands of hotels when you're signed in
Edgewater Hotel

Edgewater Hotel

2.5 out of 5
99 W Plant St, Winter Garden, FL
The price is CA $197 per night from Jun. 2 to Jun. 3
CA $197
per night
Jun. 2 - Jun. 3
Stay at this B&B in Winter Garden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (250 reviews)
"I loved this historic hotel. The rooms were clean and comfortable. Breakfast was delicious and the staff were friendly and efficient."

Reviewed on 30 Apr. 2024

Edgewater Hotel
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

Liki Tiki Village

Liki Tiki Village

3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is CA $127 per night from May 14 to May 15
CA $127
per night
May 14 - May 15
Stay at this 3.5-star family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (3,507 reviews)
"Overall was a nice experience."

Reviewed on 1 May 2024

Liki Tiki Village
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 CA $130 per night from May 20 to May 21
CA $130
per night
May 20 - May 21
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! (1,608 reviews)
"We enjoyed our stay. We have family that stays there often."

Reviewed on 2 May 2024

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
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 CA $300 per night from May 5 to May 6
CA $300
per night
May 5 - May 6
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (5,307 reviews)
"My boyfriend and I went for his birthday because he always wanted to visit a resort witza at the front desk was amazing and extremely helpful. It was very clean and everything we imagined"

Reviewed on 2 May 2024

The Grove Resort & Water Park Orlando
Save an average of 15% on thousands of hotels when you're signed in
The Palisades Resort Orlando

The Palisades Resort Orlando

3.5 out of 5
14200 Avalon Road, Winter Garden, FL
Book a stay at this family-friendly property in Four Corners. Enjoy free parking, a fitness center, and a business center. Popular attractions Disney's Animal ...
7.4/10 Good! (998 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 13 Sep. 2017

The Palisades Resort Orlando
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.
Palazzo Lakeside Hotel
Westgate Palace Hotel / Universal / I-Drive
Westgate Lakes Resort & Spa Universal Studios Area
Don't see what you're looking for?
See all available trips from CMH-All Airports to Winter Garden
View all trips

Need a car after flight to Winter Garden?

Frequently asked questions

Which airlines fly to Winter Garden?
Whether you’re seeking fantastic service or excellent in-flight entertainment on your flight to Winter Garden, you’re sure to get what’s on your wish list. There are 20 carriers that fly to this destination, including:

  • Southwest Airlines
  • Spirit Airlines
  • Delta Air Lines

What airport is best to fly into Winter Garden?
Orlando Intl. Airport is approximately 32 kilometers from the sights and sounds of downtown Winter Garden. It’s the only airport in the city, so you don’t need to worry about your cab driver delivering you to the wrong one!
Where to stay in Winter Garden
Whether you’re in Winter Garden on a family getaway, a business trip or something else, we’re confident you’ll find the ideal place to crash. Book with Travelocity and choose from 106 accommodations within easy reach of the downtown area.If you don’t want to spend hours scouring the web for places to stay in Winter Garden, don’t stress. We’ve done all the hard work for you. Our recommended accommodations here are the 4 bedroom, 3 bath home has 2,602 square feet and the Disney’s Secret Garden.
Places to visit in Winter Garden
Heading to Winter Garden and thinking of visiting Walt Disney World®? When you arrive, why not ask the locals about it first? After all, there’s nothing like getting inside info from those who live there!Got a spare morning up your sleeve? Head over to Magic Kingdom® Park, one of the city’s most significant attractions.0 Seeking more options? 0
How to get through airport security fast when traveling to Winter Garden
These clever tips and hints about airport security checks will save you lots of time and energy on your trip to Winter Garden:

  • Make sure your travel ID and boarding pass are easily accessible. You’ll need to show them straightaway.
  • Bear in mind that belts with metal buckles can set off the body scanner’s alarms. If you’re wearing one, you may be instructed to take it off before moving forward.
  • All laptops must be taken out of their protective carry bags and placed in a tray before X-raying.
  • When you approach the security checkpoint, you’ll be asked to put all liquids, gels and creams in a separate tub for scanning. Make sure they’re all stored in containers no larger than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Security personnel will likely ask you to take off your shoes for the body scanner. Wear a pair that you can take off easily. There’s nothing more irritating than having to do up your laces over and over again.
  • Some countries have stringent quarantine laws. Think about where you’re headed to and whether or not you’re allowed to fly with fruit and meats.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.