Cheap Flights to Winter Park from $44

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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 $44 for one-way flights to Winter Park for the period specified. Prices and availability are subject to change. Additional terms apply

Mon, Sep 15 - Fri, Sep 19
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Sep 15 from Philadelphia Intl. to Orlando Intl., returning Fri, Sep 19, priced at $68 just found
Sun, Oct 26 - Sun, Nov 2
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$368 Roundtrip, found 4 days ago
$368
Roundtrip
found 4 days ago
Select Arajet flight, departing Sun, Oct 26 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Sun, Nov 2, priced at $368 found 4 days ago
OriginDestinationTravel DatesFlights From*
TTNOrlandoSeptember 15 to September 26$61
DTWOrlandoSeptember 6 to September 8$69
ORDOrlandoSeptember 20 to September 26$80
EWROrlandoSeptember 5 to September 12$87
EWROrlandoSeptember 5 to September 12$87
JFKOrlandoSeptember 26 to September 29$90
BOSOrlandoSeptember 13 to September 15$92
LAXOrlandoSeptember 18 to September 22$110
SJUOrlandoSeptember 27 to October 5$154
MSPOrlandoOctober 2 to October 5$165
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TTNOrlandoSeptember 6 to September 7$62
DTWOrlandoSeptember 6 to September 8$69
ORDOrlandoSeptember 6 to September 8$80
EWROrlandoSeptember 5 to September 12$87
EWROrlandoSeptember 5 to September 12$87
JFKOrlandoSeptember 5 to September 8$124
PSMOrlandoSeptember 6 to September 13$126
LAXOrlandoSeptember 5 to September 8$150
MSPOrlandoSeptember 5 to September 11$204
SJUOrlandoSeptember 5 to September 8$244
*Prices include taxes and fees

Winter Park Flight Information

Traveling to
Winter Park
Lowest Price
$61
Number of Airlines Serving
Airlines Serving
Spirit Airlines, Frontier Airlines, Arajet
Number of Daily Flights
Airlines with Direct Flights

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
$294 nightly
The price is $331 total per night from Aug 30 to Aug 31
$331 total
Aug 30 - Aug 31
Total with taxes and fees
Stay at this 4-star luxury hotel in Winter Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
The Alfond Inn
Park Plaza Hotel

Park Plaza Hotel

3 out of 5
307 South Park Avenue , Winter Park, FL
$168 nightly
The price is $188 total per night from Sep 14 to Sep 15
$188 total
Sep 14 - Sep 15
Total with taxes and fees
Stay at this 3-star golf hotel in Winter Park. Enjoy free WiFi, room service, and valet parking (surcharge). Our guests praise the helpful staff and the property ...
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

The Alfond Inn

4 out of 5
300 East New England Avenue, Winter Park, FL
$294 nightly
The price is $331 total per night from Aug 30 to Aug 31
$331 total
Aug 30 - Aug 31
Total with taxes and fees
Stay at this 4-star luxury hotel in Winter Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
The Alfond Inn
Park Plaza Hotel

Park Plaza Hotel

3 out of 5
307 South Park Avenue , Winter Park, FL
$168 nightly
The price is $188 total per night from Sep 14 to Sep 15
$188 total
Sep 14 - Sep 15
Total with taxes and fees
Stay at this 3-star golf hotel in Winter Park. Enjoy free WiFi, room service, and valet parking (surcharge). Our guests praise the helpful staff and the property ...
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

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $751, price is now $358 per person
$358
per person
Oct 12 - Oct 19
found 19 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,381, price is now $690 per person
$690
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Save 100% on your flight
Price was $860, price is now $441 per person
$441
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Philadelphia to Winter Park
View all trips

Winter Park flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $737, price is now $511 per person
$511
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was $971, price is now $795 per person
$795
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5 out of 5
Price was $1,253, price is now $1,037 per person
$1,037
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Detroit to Winter Park
View all trips

Winter Park flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Price was $2,012, price is now $1,196 per person
$1,196
per person
Oct 12 - Oct 19
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
The Fold Hotels Orlando

The Fold Hotels Orlando

2 out of 5
Price was $1,658, price is now $1,274 per person
$1,274
per person
Oct 12 - Oct 19
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Element Orlando Universal Blvd.

Element Orlando Universal Blvd.

3 out of 5
Price was $1,912, price is now $1,522 per person
$1,522
per person
Oct 12 - Oct 19
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Philadelphia to Winter Park
View all trips

Need a Car For After Your Flight?

Midsize

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$1

$3 total
found 10 hours ago
Midsize undefined

Economy

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$1

$3 total
found 10 hours ago
Economy undefined

Compact

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$1

$3 total
found 10 hours ago
Compact undefined

Special SUV

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$3

$22 total
found 11 hours ago
Special SUV undefined
Lowest prices found within the past 10 hours. Prices and availability subject to change. Additional terms may apply.

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.

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.