Cheap Flights to Winter Park from $34

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How Much Does it Cost To Fly To Winter Park?

The cheapest prices found with in the last 7 days for return flights were $61 and $34 for one-way flights to Winter Park for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
BWIOrlandoApril 16 to May 1$68
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BWIOrlandoMarch 31 to April 4$170
*Prices include taxes and fees

Winter Park MCO Flight Information

Traveling to
Winter Park MCO
Lowest Price
$61
Number of Airlines Serving
6
Airlines Serving
Frontier Airlines
Number of Daily Flights
18
Airlines with Direct Flights
American Airlines, JetBlue, LATAM Airlines, Southwest Airlines, Delta Air Lines, Gol

Find The Perfect Hotel For After Your Flight

Luxury Hotels in Winter Park

The Alfond Inn

The Alfond Inn

4 out of 5
300 East New England Avenue, Winter Park, FL
The price is $269 per night from Apr 1 to Apr 2
$269
per night
Apr 1 - Apr 2
Stay at this spa hotel in Winter Park. Enjoy free WiFi, breakfast, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,009 reviews)
"Very friendly staff, clean and elegant room, high end toileteries,very close to shops and restaurants in winter park"

Reviewed on Mar 21, 2024

The Alfond Inn
Park Plaza Hotel

Park Plaza Hotel

3 out of 5
307 South Park Avenue , Winter Park, FL
Stay at this 3-star spa hotel in Winter Park. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the property condition ...
8.4/10 Very Good! (799 reviews)
Charming!
"The hotel is full of character. If you are looking for updated and modern this is not your place, but if you enjoy eclectic character, historic features, kind employees, friendly atmosphere in a great location this is the best place a round. I would absolutely stay here again. In fact I can’t wait ..."

Reviewed on Mar 19, 2024

Park Plaza 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 Park

The Alfond Inn
Great for families

The Alfond Inn

4 out of 5
300 East New England Avenue, Winter Park, FL
The price is $269 per night from Apr 1 to Apr 2
$269
per night
Apr 1 - Apr 2
Stay at this spa hotel in Winter Park. Enjoy free WiFi, breakfast, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,009 reviews)

Families like: Outdoor pools, laundry

Travelers say...
"Very friendly staff, clean and elegant room, high end toileteries,very close to shops and restaurants in winter park"

Reviewed on Mar 21, 2024

The Alfond Inn
Park Plaza Hotel
Great for families

Park Plaza Hotel

3 out of 5
307 South Park Avenue , Winter Park, FL
Stay at this 3-star spa hotel in Winter Park. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the property condition ...
8.4/10 Very Good! (799 reviews)

Families like: Bicycle rentals nearby, extra beds/cribs, laundry

Charming!
"The hotel is full of character. If you are looking for updated and modern this is not your place, but if you enjoy eclectic character, historic features, kind employees, friendly atmosphere in a great location this is the best place a round. I would absolutely stay here again. In fact I can’t wait ..."

Reviewed on Mar 19, 2024

Park Plaza 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.

Best Winter Park Flight and Hotel Packages

Winter Park flight + hotel packages - economy flights

Palazzo Lakeside Hotel
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Maingate Lakeside Resort
Don't see what you're looking for?
See all available trips from WAS-All Airports to Winter Park
View all trips
Prices and availability subject to change. Additional terms may apply.

Winter Park flight + hotel packages - premium economy flights

Palazzo Lakeside Hotel
Caribe Royale Orlando
The Grove Resort & Water Park Orlando
Don't see what you're looking for?
See all available trips from WAS-All Airports to Winter Park
View all trips
Prices and availability subject to change. Additional terms may apply.

Winter Park flight + hotel packages - first class flights

Conrad Orlando
Westgate Palace Hotel / Universal / I-Drive
Wyndham Grand Orlando Resort Bonnet Creek
Don't see what you're looking for?
See all available trips from WAS-All Airports to Winter Park
View all trips
Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to Winter Park?
20 airlines advertise flights to Winter Park, making it one of the world’s most frequented airline hubs. Lots of seasoned travelers fly with these carriers:

  • Southwest Airlines
  • Spirit Airlines
  • Delta Air Lines

What airport is best to fly into Winter Park?
Flying in and out of Winter Park is simple, as it has just one airport. You’ll find MCO approximately 12 mi from all the action downtown.
Where to stay in Winter Park
Life is one big journey, so why not get out there and really experience it in Winter Park? You can start by choosing from the 870 superb properties available there through Travelocity.Your vacation is here! It’s the perfect time to treat yourself to life’s little luxuries. Make a reservation at the The Alfond Inn or the Hilton Orlando/Altamonte Springs and enjoy outstanding service and a lavish room. The Days Inn by Wyndham N Orlando/Casselberry and the HomeTowne Studios by Red Roof Orlando - Casselberry are some less expensive options if you’d prefer to spend your cash on activities and experiences.
Places to visit in Winter Park
Do some serious shopping at Winter Park Village, a popular shopping destination for locals and visitors alike. Seeking some more ideas? Enjoy vanishing into another world at Enzian Theater, where you’re sure to find something that will amuse you. But that’s not all. An impressive array of colorful flowers and beautifully perfumed air await you at Kraft Azalea Gardens.
How to get through airport security fast when traveling to Winter Park
These handy tips and hints about airport security will save you lots of time and energy on your way to Winter Park:

  • Have your boarding pass and travel ID easily accessible. They’ll be the first things you’ll be instructed to produce by security personnel.
  • Keep in mind that metal belt buckles can set off the body scanner’s alarms. If you have one on, you may be instructed to step back and remove it before proceeding.
  • Laptops and other electronic devices must be placed in a tub to be X-rayed.
  • When it comes to flying with liquids and gels, every passenger is permitted a quart-sized clear zip-lock bag to transport containers no greater than 3.4 ounces (100 milliliters).
  • Hiking boots and other cumbersome shoes tend to be X-rayed by airport security. We suggest wearing simple sneakers instead.
  • Razors and knives are prohibited from entering the aircraft. Stash them away in your checked luggage to avoid losing them at the airport security checkpoint.

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 Park

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 Park. Browse through our inventory to explore a wide range of cheap flights to Winter Park 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 Park as you anxiously await to exit the plane and explore what Winter Park has to offer. Considering all the amazing local food and culture in Winter Park, 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 Park 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 Park 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 Park 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 Park 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.