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Winter Park

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Winter Park Flights as Low as $48

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

Frontier Airlines
Wed, Feb 26 - Tue, Mar 4
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$48 Roundtrip, found 2 days ago
$48
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Feb 26 from John F. Kennedy Intl. to Orlando Intl., returning Tue, Mar 4, priced at $48 found 2 days ago
Frontier Airlines
Wed, Feb 26 - Wed, Mar 5
BOS
Logan Intl.
MCO
Orlando Intl.
$48 Roundtrip, found 2 days ago
$48
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Feb 26 from Logan Intl. to Orlando Intl., returning Wed, Mar 5, priced at $48 found 2 days ago
Frontier Airlines
Tue, Apr 1 - Wed, Apr 9
BDL
Bradley Intl.
MCO
Orlando Intl.
$49 Roundtrip, found 2 days ago
$49
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Bradley Intl. to Orlando Intl., returning Wed, Apr 9, priced at $49 found 2 days ago
Frontier Airlines
Tue, Mar 18 - Tue, Mar 25
BOS
Logan Intl.
MCO
Orlando Intl.
$50 Roundtrip, found 6 days ago
$50
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Mar 18 from Logan Intl. to Orlando Intl., returning Tue, Mar 25, priced at $50 found 6 days ago
Spirit Airlines
Wed, Apr 2 - Tue, Apr 8
BOS
Logan Intl.
MCO
Orlando Intl.
$50 Roundtrip, found 5 days ago
$50
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Apr 2 from Logan Intl. to Orlando Intl., returning Tue, Apr 8, priced at $50 found 5 days ago
Spirit Airlines
Wed, Apr 2 - Tue, Apr 8
BOS
Logan Intl.
MCO
Orlando Intl.
$53 Roundtrip, found 5 days ago
$53
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Apr 2 from Logan Intl. to Orlando Intl., returning Tue, Apr 8, priced at $53 found 5 days ago
Frontier Airlines
Tue, Apr 8 - Wed, Apr 16
BOS
Logan Intl.
MCO
Orlando Intl.
$55 Roundtrip, found 3 days ago
$55
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Apr 8 from Logan Intl. to Orlando Intl., returning Wed, Apr 16, priced at $55 found 3 days ago
Spirit Airlines
Tue, Feb 25 - Wed, Mar 5
BOS
Logan Intl.
MCO
Orlando Intl.
$55 Roundtrip, found 5 days ago
$55
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Feb 25 from Logan Intl. to Orlando Intl., returning Wed, Mar 5, priced at $55 found 5 days ago
Spirit Airlines
Tue, Feb 25 - Tue, Mar 25
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$75 Roundtrip, found 5 days ago
$75
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Feb 25 from Detroit Metropolitan Wayne County to Orlando Intl., returning Tue, Mar 25, priced at $75 found 5 days ago
Frontier Airlines
Mon, Mar 17 - Mon, Mar 24
IND
Indianapolis Intl.
MCO
Orlando Intl.
$98 Roundtrip, found 5 days ago
$98
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Mar 17 from Indianapolis Intl. to Orlando Intl., returning Mon, Mar 24, priced at $98 found 5 days ago
JetBlue Airways
Sat, Mar 1 - Sat, Mar 1
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$131 Roundtrip, found 2 hours ago
$131
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, Mar 1 from John F. Kennedy Intl. to Orlando Intl., returning Sat, Mar 1, priced at $131 found 2 hours ago
Breeze Airways
Sat, Mar 8 - Wed, Mar 12
BDL
Bradley Intl.
MCO
Orlando Intl.
$134 Roundtrip, found 5 days ago
$134
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Mar 8 from Bradley Intl. to Orlando Intl., returning Wed, Mar 12, priced at $134 found 5 days ago
Delta
Tue, Mar 25 - Mon, Mar 31
BOS
Logan Intl.
MCO
Orlando Intl.
$137 Roundtrip, found 16 hours ago
$137
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Mar 25 from Logan Intl. to Orlando Intl., returning Mon, Mar 31, priced at $137 found 16 hours ago
Breeze Airways
Wed, Apr 16 - Wed, Apr 23
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Apr 16 from Portsmouth Intl. to Orlando Intl., returning Wed, Apr 23, priced at $147 found 6 days ago
American Airlines
Sat, Mar 8 - Wed, Mar 12
BDL
Bradley Intl.
MCO
Orlando Intl.
$159 Roundtrip, found 5 days ago
$159
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Mar 8 from Bradley Intl. to Orlando Intl., returning Wed, Mar 12, priced at $159 found 5 days ago
United
Thu, Apr 3 - Wed, Apr 9
BOS
Logan Intl.
MCO
Orlando Intl.
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select United flight, departing Thu, Apr 3 from Logan Intl. to Orlando Intl., returning Wed, Apr 9, priced at $186 found 1 day ago

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 February, 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 $48, 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 $48 right now, why wait?

Winter Park Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$48

Last Minute Hotel Deals in Winter Park

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 Feb 23 to Feb 24
$154
includes taxes & fees
Feb 23 - Feb 24
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 ...
7.8/10 Good! (4,346 reviews)
"Nos encantó, viaje con mi familia que incluye 2 niños (9,12yrs)"

Reviewed on Feb 20, 2025

Westgate Lakes Resort & Spa Universal Studios Area
Hyatt Regency Orlando International Airport
Hyatt Regency Orlando International Airport
4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
The price is $325 per night from Mar 17 to Mar 18
$325
includes taxes & fees
Mar 17 - Mar 18
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! (3,158 reviews)
Pre cruise
"Overnight stay prior to boarding our cruise ship. Beautiful pool and great restaurants."

Reviewed on Feb 20, 2025

Hyatt Regency Orlando International Airport
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 out of 5
14500 Continental Gateway, Orlando, FL
The price is $139 per night from Feb 24 to Feb 25
$139
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 spa tubs. Our guests praise the clean rooms and the family ...
7/10 Good! (2,071 reviews)
"There was nothing open to eat like it said it was supposed to be when we were there. Everything shut down except for the pizza place would love to have had the food stay open longer."

Reviewed on Feb 20, 2025

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Rosen Inn Lake Buena Vista
Rosen Inn Lake Buena Vista
3.5 out of 5
8442 Palm Parkway, Orlando, FL
The price is $92 per night from Feb 25 to Feb 26
$92
includes taxes & fees
Feb 25 - Feb 26
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our ...
8.4/10 Very Good! (4,699 reviews)
"We have stayed in the Rosen Inn Lake Buena Vista in various locations and are always highly satisfied and never displeased."

Reviewed on Feb 20, 2025

Rosen Inn Lake Buena Vista
Ramada by Wyndham Suites Orlando Airport
Ramada by Wyndham Suites Orlando Airport
3 out of 5
7500 Augusta National Dr, Orlando, FL
The price is $111 per night from Mar 3 to Mar 4
$111
includes taxes & fees
Mar 3 - Mar 4
Stay at this 3-star business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8/10 Very Good! (3,864 reviews)
"Great property and the price was definitely worth every penny. Fred was helpful and pleasant I would definitely recommend or stay again when visiting the Orlando area"

Reviewed on Feb 22, 2025

Ramada by Wyndham Suites Orlando Airport
Sheraton Orlando Lake Buena Vista Resort
Sheraton Orlando Lake Buena Vista Resort
4 out of 5
12205 S Apopka Vineland Rd, Orlando, FL
The price is $119 per night from Mar 12 to Mar 13
$119
includes taxes & fees
Mar 12 - Mar 13
Book a stay at this spa hotel in Orlando. Enjoy 2 outdoor pools, a full-service spa, and 2 spa tubs. Our guests praise the pool and the bar in our reviews. Popular ...
7.4/10 Good! (1,006 reviews)
"The cleaning staff was very helpful."

Reviewed on Feb 19, 2025

Sheraton Orlando Lake Buena Vista Resort
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 $123 per night from Mar 2 to Mar 3
$123
includes taxes & fees
Mar 2 - Mar 3
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! (6,414 reviews)
"Very clean and good location"

Reviewed on Feb 20, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
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 $242 per night from Feb 24 to Feb 25
$242
includes taxes & fees
Feb 24 - Feb 25
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! (5,032 reviews)
"We enjoyed everything about this place and would definitely return. Only complaint is the cost of food but thats expected at resorts."

Reviewed on Feb 19, 2025

Universal's Cabana Bay Beach Resort
See all 14,099 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.