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Winter Park

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Winter Park Flights as Low as $55

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

Spirit Airlines
Wed, Mar 4 - Wed, Mar 4
LGA
LaGuardia
MCO
Orlando Intl.
$55 Roundtrip, found 1 hour ago
$55
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Mar 4 from LaGuardia to Orlando Intl., returning Wed, Mar 4, priced at $55 found 1 hour ago
Frontier Airlines
Wed, Mar 4 - Wed, Mar 4
LGA
LaGuardia
MCO
Orlando Intl.
$56 Roundtrip, found 1 hour ago
$56
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Mar 4 from LaGuardia to Orlando Intl., returning Wed, Mar 4, priced at $56 found 1 hour ago
Frontier Airlines
Tue, Mar 3 - Thu, Mar 5
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$57 Roundtrip, found 1 hour ago
$57
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Mar 3 from John F. Kennedy Intl. to Orlando Intl., returning Thu, Mar 5, priced at $57 found 1 hour ago
Spirit Airlines
Sat, Mar 7 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$59 Roundtrip, found 1 hour ago
$59
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Mar 7 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Mar 11, priced at $59 found 1 hour ago
Spirit Airlines
Sat, Mar 7 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$61 Roundtrip, found 1 hour ago
$61
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Mar 7 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Mar 11, priced at $61 found 1 hour ago
Frontier Airlines
Mon, Apr 20 - Fri, Apr 24
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$66 Roundtrip, found 7 hours ago
$66
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Mon, Apr 20 from John F. Kennedy Intl. to Orlando Intl., returning Fri, Apr 24, priced at $66 found 7 hours ago
Frontier Airlines
Wed, Mar 11 - Wed, Mar 18
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$67 Roundtrip, found 2 days ago
$67
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Mar 11 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Mar 18, priced at $67 found 2 days ago
Spirit Airlines
Tue, Mar 10 - Tue, Mar 10
BOS
Logan Intl.
MCO
Orlando Intl.
$74 Roundtrip, found 1 hour ago
$74
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Mar 10 from Logan Intl. to Orlando Intl., returning Tue, Mar 10, priced at $74 found 1 hour ago
Frontier Airlines
Mon, Mar 9 - Fri, Mar 13
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Mar 9 from Detroit Metropolitan Wayne County to Orlando Intl., returning Fri, Mar 13, priced at $98 found 1 day ago
Breeze Airways
Sat, May 23 - Sat, Jun 6
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, May 23 from Portsmouth Intl. to Orlando Intl., returning Sat, Jun 6, priced at $102 found 1 day ago
United
Tue, Apr 28 - Fri, May 1
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$117 Roundtrip, found 19 hours ago
$117
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Apr 28 from Newark Liberty Intl. Airport to Orlando Intl., returning Fri, May 1, priced at $117 found 19 hours ago
Delta
Sun, Apr 19 - Tue, Apr 28
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$117 Roundtrip, found 7 hours ago
$117
Roundtrip
found 7 hours ago
Select Delta flight, departing Sun, Apr 19 from John F. Kennedy Intl. to Orlando Intl., returning Tue, Apr 28, priced at $117 found 7 hours ago
American Airlines
Tue, May 19 - Tue, Jun 2
LGA
LaGuardia
MCO
Orlando Intl.
$117 Roundtrip, found 19 hours ago
$117
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Tue, May 19 from LaGuardia to Orlando Intl., returning Tue, Jun 2, priced at $117 found 19 hours ago
JetBlue Airways
Sun, May 3 - Fri, May 8
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$117 Roundtrip, found 19 hours ago
$117
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Sun, May 3 from John F. Kennedy Intl. to Orlando Intl., returning Fri, May 8, priced at $117 found 19 hours ago
Sun Country Airlines
Thu, Jul 9 - Sun, Jul 12
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$423 Roundtrip, found 19 hours ago
$423
Roundtrip
found 19 hours ago
Select Sun Country Airlines flight, departing Thu, Jul 9 from John F. Kennedy Intl. to Orlando Intl., returning Sun, Jul 12, priced at $423 found 19 hours ago
Alaska Airlines
Tue, Mar 31 - Sun, Apr 5
BOS
Logan Intl.
MCO
Orlando Intl.
$633 Roundtrip, found 1 day ago
$633
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Mar 31 from Logan Intl. to Orlando Intl., returning Sun, Apr 5, priced at $633 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 March, 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 $55, 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 $55 right now, why wait?

Winter Park Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$54

Last Minute Hotel Deals in Winter Park

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (4,510 reviews)
Room was great, very family friendly, something to do everywhere you go on the premises.

Reviewed on Feb 5, 2026

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Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.4/10 Exceptional! (3,968 reviews)
clean room but bathroom was dated

Reviewed on Feb 2, 2026

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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
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (6,222 reviews)
Room was spotless, staff was warm and inviting. Diner was fantastic. Great job all around!

Reviewed on Jan 31, 2026

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Universal's Cabana Bay Beach Resort
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.4/10 Good! (6,527 reviews)
Staff was courteous. Only issue is the room is older and had a musty smell. Mayb an upgrade to the rooms will be better didn’t match the ascetic of the lobby which looked newly renovated. Hotel was convenient close to parks and convention center. Easy to get ubers etc. The shuttle bus service wasn't ...

Reviewed on Feb 3, 2026

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DoubleTree by Hilton Hotel Orlando at SeaWorld
Orlando International Drive North Hotel

Orlando International Drive North Hotel

2 out of 5
5859 American Way Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
7.2/10 Good! (2,793 reviews)
The room was very clean and they were very accommodating. Customer service was excellent.

Reviewed on Feb 2, 2026

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Orlando International Drive North Hotel
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
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (6,891 reviews)
The best thing this hotel has going for it is location. You can walk to Universal in about 10 minutes! Overall it is a little worn. The beds are comfortable and the room was clean, but as many older hotels, the carpet is worn out & pretty disgusting. That really bothers me. The check in staff was ...

Reviewed on Feb 1, 2026

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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
Book a stay at this 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 ...
8.2/10 Very Good! (5,751 reviews)
I liked the bathroom, the bed and pillows were comfy and the parking is free.

Reviewed on Jan 31, 2026

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Westgate Lakes Resort & Spa Universal Studios Area
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
9/10 Wonderful! (5,097 reviews)
Clean, large room with great view. Excellent beds. Slept very well. Fresh towels everyday. Really close to Universal and shuttle buses were regular!

Reviewed on Jan 31, 2026

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Universal's Endless Summer Resort - Dockside Inn and Suites
See all 14,785 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.