Search Cheap Flights to
Winter Park

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winter Park Flights as Low as $91

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

Spirit Airlines
Wed, May 7 - Wed, May 7
CLT
Charlotte-Douglas Intl.
MCO
Orlando Intl.
$91 Roundtrip, found 6 days ago
$91
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, May 7 from Charlotte-Douglas Intl. to Orlando Intl., returning Wed, May 7, priced at $91 found 6 days ago
Spirit Airlines
Wed, May 28 - Wed, May 28
CLT
Charlotte-Douglas Intl.
MCO
Orlando Intl.
$92 Roundtrip, found 11 hours ago
$92
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Wed, May 28 from Charlotte-Douglas Intl. to Orlando Intl., returning Wed, May 28, priced at $92 found 11 hours ago
Spirit Airlines
Tue, May 13 - Wed, May 21
CLT
Charlotte-Douglas Intl.
MCO
Orlando Intl.
$97 Roundtrip, found 5 days ago
$97
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, May 13 from Charlotte-Douglas Intl. to Orlando Intl., returning Wed, May 21, priced at $97 found 5 days ago
Breeze Airways
Tue, May 13 - Tue, May 20
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$97 Roundtrip, just found
$97
Roundtrip
just found
Select Breeze Airways flight, departing Tue, May 13 from Newark Liberty Intl. Airport to Orlando Intl., returning Tue, May 20, priced at $97 just found
Spirit Airlines
Wed, May 14 - Wed, May 14
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, May 14 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, May 14, priced at $100 just found
Spirit Airlines
Wed, May 7 - Wed, May 7
CLT
Charlotte-Douglas Intl.
MCO
Orlando Intl.
$101 Roundtrip, found 5 hours ago
$101
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Wed, May 7 from Charlotte-Douglas Intl. to Orlando Intl., returning Wed, May 7, priced at $101 found 5 hours ago
Breeze Airways
Tue, May 13 - Tue, May 20
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Tue, May 13 from Newark Liberty Intl. Airport to Orlando Intl., returning Tue, May 20, priced at $102 just found
Spirit Airlines
Mon, May 12 - Wed, May 14
CLT
Charlotte-Douglas Intl.
MCO
Orlando Intl.
$103 Roundtrip, found 6 hours ago
$103
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Mon, May 12 from Charlotte-Douglas Intl. to Orlando Intl., returning Wed, May 14, priced at $103 found 6 hours ago
Spirit Airlines
Thu, May 15 - Thu, May 15
CLT
Charlotte-Douglas Intl.
MCO
Orlando Intl.
$106 Roundtrip, found 5 days ago
$106
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, May 15 from Charlotte-Douglas Intl. to Orlando Intl., returning Thu, May 15, priced at $106 found 5 days ago
Frontier Airlines
Wed, May 14 - Tue, May 20
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, May 14 from John F. Kennedy Intl. to Orlando Intl., returning Tue, May 20, priced at $108 just found
Spirit Airlines
Fri, May 9 - Fri, May 9
SJU
Luis Munoz Marin Intl.
MCO
Orlando Intl.
$142 Roundtrip, just found
$142
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, May 9 from Luis Munoz Marin Intl. to Orlando Intl., returning Fri, May 9, priced at $142 just found
United
Sat, Jun 7 - Tue, Jun 10
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$149 Roundtrip, just found
$149
Roundtrip
just found
Select United flight, departing Sat, Jun 7 from Newark Liberty Intl. Airport to Orlando Intl., returning Tue, Jun 10, priced at $149 just found
JetBlue Airways
Sat, Jun 7 - Tue, Jun 10
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$149 Roundtrip, just found
$149
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Jun 7 from Newark Liberty Intl. Airport to Orlando Intl., returning Tue, Jun 10, priced at $149 just found
Delta
Wed, Jul 9 - Wed, Jul 16
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$169 Roundtrip, just found
$169
Roundtrip
just found
Select Delta flight, departing Wed, Jul 9 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Jul 16, priced at $169 just found
American Airlines
Wed, Jul 9 - Wed, Jul 16
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$169 Roundtrip, just found
$169
Roundtrip
just found
Select American Airlines flight, departing Wed, Jul 9 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Jul 16, priced at $169 just found
Delta
Tue, Jul 22 - Tue, Jul 29
DAL
Love Field
MCO
Orlando Intl.
$203 Roundtrip, just found
$203
Roundtrip
just found
Select Delta flight, departing Tue, Jul 22 from Love Field to Orlando Intl., returning Tue, Jul 29, priced at $203 just found

Cheap Flights to Winter Park

Fall in love at first flight with your vacation to Winter Park 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 Park on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Winter Park

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winter Park 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 Park?

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 Park are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winter Park?

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 Park.

What airport is best to fly into Winter Park?

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

How much are flights to Winter Park?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winter Park on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $91, 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 Park?

The trick to saving a stack of cash on your flight to Winter Park? 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 $91 right now, why wait?

Winter Park Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$90

Last Minute Hotel Deals in Winter Park

Holiday Inn Resort Orlando Suites - Waterpark by IHG
Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 out of 5
14500 Continental Gateway, Orlando, FL
The price is $138 per night from May 5 to May 6
$138
includes taxes & fees
May 5 - May 6
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
7.2/10 Good! (2,634 reviews)
"This resort has everything the kids didn’t even want to leave the resort because of the arcade area. The lobby is made up like a mini mall"

Reviewed on Apr 12, 2025

Holiday Inn Resort Orlando Suites - Waterpark by IHG
Hyatt Regency Orlando International Airport
Hyatt Regency Orlando International Airport
4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
The price is $235 per night from Apr 19 to Apr 20
$235
includes taxes & fees
Apr 19 - Apr 20
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! (3,199 reviews)
"The room was exquisite, spacious, clean, modern. So convenient for taking a very early flight. Loved the clock in the mirror, floor lights for night, bathroom spacious and clean. Wish there was self-laundry. The Queen bed had 3 pillows, strange because most others have 4. Triple layer heavy sheets ..."

Reviewed on Apr 12, 2025

Hyatt Regency Orlando International Airport
Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort
3.5 out of 5
6550 Adventure Way, Orlando, FL
The price is $185 per night from Apr 20 to Apr 21
$185
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (5,190 reviews)
"Best stay ever !!"

Reviewed on Apr 12, 2025

Universal's Cabana Bay Beach Resort
Rosen Inn at Pointe Orlando
Rosen Inn at Pointe Orlando
3 out of 5
9000 International Drive, Orlando, FL
The price is $95 per night from Apr 20 to Apr 21
$95
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (4,145 reviews)
"Good location, walkable, clean"

Reviewed on Apr 13, 2025

Rosen Inn at Pointe Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton Hotel Orlando at SeaWorld
4 out of 5
10100 International Drive, Orlando, FL
The price is $129 per night from May 9 to May 10
$129
includes taxes & fees
May 9 - May 10
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.2/10 Good! (5,848 reviews)
"The room was great. They do need more parking spaces. Pool area was clean and fun."

Reviewed on Apr 14, 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld
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 Apr 21 to Apr 22
$104
includes taxes & fees
Apr 21 - Apr 22
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! (6,280 reviews)
"I liked that it had a bar at the pool. Not enough umbrellas at the pool"

Reviewed on Apr 12, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Westgate Lakes Resort & Spa Universal Studios Area
Westgate Lakes Resort & Spa Universal Studios Area
4 out of 5
9500 Turkey Lake Rd, Orlando, FL
The price is $154 per night from Apr 20 to Apr 21
$154
includes taxes & fees
Apr 20 - Apr 21
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (4,699 reviews)
"All the staff were super friendly pla e is clean very helpful definitely would go back again!"

Reviewed on Apr 12, 2025

Westgate Lakes Resort & Spa Universal Studios Area
Caribe Royale Orlando
Caribe Royale Orlando
4.5 out of 5
8101 World Center Dr, Orlando, FL
The price is $244 per night from Apr 21 to Apr 22
$244
includes taxes & fees
Apr 21 - Apr 22
Book a stay at this luxury hotel in Orlando. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the restaurant in our ...
9/10 Wonderful! (3,975 reviews)
"loved the staff at every stop. teh bar staff at both Calyposos and the rum bar were super good at their jobs. friendly and efficient! We were not fans of the breakfast buffet at the Tropical (?) in lower level. Staff there were great but food was not. I'd replace the gravy and biscuits ..."

Reviewed on Apr 12, 2025

Caribe Royale Orlando
See all 14,015 properties in Winter Park
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.