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Winter Park

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Winter Park Flights as Low as $76

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

Spirit Airlines
Wed, Jun 4 - Wed, Jun 4
BOS
Logan Intl.
MCO
Orlando Intl.
$76 Roundtrip, found 3 hours ago
$76
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Jun 4 from Logan Intl. to Orlando Intl., returning Wed, Jun 4, priced at $76 found 3 hours ago
Frontier Airlines
Thu, May 29 - Wed, Jun 4
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$85 Roundtrip, found 5 days ago
$85
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, May 29 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Wed, Jun 4, priced at $85 found 5 days ago
Spirit Airlines
Wed, Jun 4 - Wed, Jun 4
BOS
Logan Intl.
MCO
Orlando Intl.
$85 Roundtrip, found 3 hours ago
$85
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Jun 4 from Logan Intl. to Orlando Intl., returning Wed, Jun 4, priced at $85 found 3 hours ago
Spirit Airlines
Thu, May 29 - Wed, Jun 4
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$89 Roundtrip, found 5 days ago
$89
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, May 29 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Wed, Jun 4, priced at $89 found 5 days ago
Frontier Airlines
Sun, Jun 1 - Fri, Jun 6
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$90 Roundtrip, found 5 days ago
$90
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Jun 1 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Fri, Jun 6, priced at $90 found 5 days ago
Frontier Airlines
Tue, May 27 - Fri, May 30
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, May 27 from John F. Kennedy Intl. to Orlando Intl., returning Fri, May 30, priced at $92 found 2 days ago
Frontier Airlines
Thu, May 29 - Wed, Jun 4
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$93 Roundtrip, found 5 days ago
$93
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, May 29 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Wed, Jun 4, priced at $93 found 5 days ago
Spirit Airlines
Thu, May 29 - Wed, Jun 4
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$94 Roundtrip, found 5 days ago
$94
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, May 29 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Wed, Jun 4, priced at $94 found 5 days ago
Breeze Airways
Wed, Jul 2 - Sat, Jul 12
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jul 2 from Portsmouth Intl. to Orlando Intl., returning Sat, Jul 12, priced at $102 found 1 day ago
Frontier Airlines
Wed, May 14 - Tue, May 20
LAX
Los Angeles Intl.
MCO
Orlando Intl.
$116 Roundtrip, found 2 days ago
$116
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, May 14 from Los Angeles Intl. to Orlando Intl., returning Tue, May 20, priced at $116 found 2 days ago
Frontier Airlines
Wed, May 14 - Sat, May 17
SJU
Luis Munoz Marin Intl.
MCO
Orlando Intl.
$146 Roundtrip, found 2 days ago
$146
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, May 14 from Luis Munoz Marin Intl. to Orlando Intl., returning Sat, May 17, priced at $146 found 2 days ago
Delta
Wed, Nov 12 - Tue, Nov 18
LAX
Los Angeles Intl.
MCO
Orlando Intl.
$163 Roundtrip, found 4 hours ago
$163
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Nov 12 from Los Angeles Intl. to Orlando Intl., returning Tue, Nov 18, priced at $163 found 4 hours ago
JetBlue Airways
Tue, Jul 8 - Tue, Jul 15
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$167 Roundtrip, found 1 hour ago
$167
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Jul 8 from John F. Kennedy Intl. to Orlando Intl., returning Tue, Jul 15, priced at $167 found 1 hour ago
United
Wed, Sep 17 - Tue, Sep 23
LAX
Los Angeles Intl.
MCO
Orlando Intl.
$169 Roundtrip, found 4 hours ago
$169
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Sep 17 from Los Angeles Intl. to Orlando Intl., returning Tue, Sep 23, priced at $169 found 4 hours ago
American Airlines
Wed, Sep 17 - Tue, Sep 23
LAX
Los Angeles Intl.
MCO
Orlando Intl.
$181 Roundtrip, found 4 hours ago
$181
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Sep 17 from Los Angeles Intl. to Orlando Intl., returning Tue, Sep 23, priced at $181 found 4 hours ago
Alaska Airlines
Wed, Sep 17 - Tue, Sep 23
LAX
Los Angeles Intl.
MCO
Orlando Intl.
$249 Roundtrip, found 4 hours ago
$249
Roundtrip
found 4 hours ago
Select Alaska Airlines flight, departing Wed, Sep 17 from Los Angeles Intl. to Orlando Intl., returning Tue, Sep 23, priced at $249 found 4 hours 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 June, 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 $76, 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 $76 right now, why wait?

Last Minute Hotel Deals in Winter Park

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 May 15 to May 16
$104
includes taxes & fees
May 15 - May 16
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! (6,220 reviews)
"Property was nice with lots of food options. Rooms were a little dated but clean."

Reviewed on May 6, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Hyatt Regency Orlando International Airport
Hyatt Regency Orlando International Airport
4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
The price is $201 per night from May 12 to May 13
$201
includes taxes & fees
May 12 - May 13
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! (3,223 reviews)
"It was a beautiful property I wish we could’ve stayed longer"

Reviewed on May 5, 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 $234 per night from May 13 to May 14
$234
includes taxes & fees
May 13 - May 14
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! (5,176 reviews)
"It is such a unique nicely decorated hotel. So much food selection at the diner. When we checked in we were given the last room farthest away from the lobby in americanas so lots of walking to and from the room which was a downside. Would stay here again definitely."

Reviewed on May 6, 2025

Universal's Cabana Bay Beach Resort
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 11 to May 12
$138
includes taxes & fees
May 11 - May 12
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! (2,876 reviews)
"We had a blast Just wish the pool would have been cleaner too many people."

Reviewed on May 6, 2025

Holiday Inn Resort Orlando Suites - Waterpark by IHG
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 $129 per night from May 11 to May 12
$129
includes taxes & fees
May 11 - May 12
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! (4,854 reviews)
"Everything was fabulous"

Reviewed on May 6, 2025

Westgate Lakes Resort & Spa Universal Studios Area
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 $120 per night from May 26 to May 27
$120
includes taxes & fees
May 26 - May 27
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! (5,954 reviews)
"Staff very helpful with service orientation."

Reviewed on May 7, 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld
Rosen Inn at Pointe Orlando
Rosen Inn at Pointe Orlando
3 out of 5
9000 International Drive, Orlando, FL
The price is $91 per night from May 11 to May 12
$91
includes taxes & fees
May 11 - May 12
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! (4,306 reviews)
"Would stay here everytime loved the location and very clean"

Reviewed on May 7, 2025

Rosen Inn at Pointe Orlando
Hilton Vacation Club Grande Villas Orlando
Hilton Vacation Club Grande Villas Orlando
3.5 out of 5
12118 Turtle Cay Circle, Orlando, FL
The price is $117 per night from May 20 to May 21
$117
includes taxes & fees
May 20 - May 21
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
9.2/10 Wonderful! (2,957 reviews)
"Was great"

Reviewed on May 6, 2025

Hilton Vacation Club Grande Villas Orlando
See all 14,143 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.