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 $54

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

Frontier Airlines
Wed, Aug 12 - Thu, Aug 27
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$54 Roundtrip, found 2 hours ago
$54
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Thu, Aug 27, priced at $54 found 2 hours ago
Frontier Airlines
Wed, Aug 12 - Thu, Aug 27
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$76 Roundtrip, found 2 hours ago
$76
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Thu, Aug 27, priced at $76 found 2 hours ago
Frontier Airlines
Tue, Sep 15 - Thu, Sep 24
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$78 Roundtrip, found 2 hours ago
$78
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Thu, Sep 24, priced at $78 found 2 hours ago
Frontier Airlines
Tue, Aug 18 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$80 Roundtrip, found 2 hours ago
$80
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Wed, Aug 26, priced at $80 found 2 hours ago
Frontier Airlines
Thu, Aug 13 - Sun, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$81 Roundtrip, found 2 hours ago
$81
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Aug 13 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Sun, Aug 16, priced at $81 found 2 hours ago
Frontier Airlines
Thu, Aug 13 - Sun, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$87 Roundtrip, found 2 hours ago
$87
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Aug 13 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Sun, Aug 16, priced at $87 found 2 hours ago
Frontier Airlines
Wed, Oct 21 - Tue, Oct 27
IAH
George Bush Intercontinental
MCO
Orlando Intl.
$110 Roundtrip, found 2 hours ago
$110
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Oct 21 from George Bush Intercontinental to Orlando Intl., returning Tue, Oct 27, priced at $110 found 2 hours ago
Delta
Thu, Aug 13 - Sun, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$119 Roundtrip, found 2 hours ago
$119
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Aug 13 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Sun, Aug 16, priced at $119 found 2 hours ago
Frontier Airlines
Tue, Sep 1 - Sun, Sep 13
LGA
LaGuardia
MCO
Orlando Intl.
$148 Roundtrip, found 3 days ago
$148
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Sep 1 from LaGuardia to Orlando Intl., returning Sun, Sep 13, priced at $148 found 3 days ago
American Airlines
Wed, Aug 12 - Thu, Aug 27
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$159 Roundtrip, found 2 hours ago
$159
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Thu, Aug 27, priced at $159 found 2 hours ago
United
Tue, Oct 6 - Wed, Oct 14
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$167 Roundtrip, found 2 hours ago
$167
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Oct 6 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Oct 14, priced at $167 found 2 hours ago
JetBlue Airways
Tue, Oct 6 - Tue, Oct 13
LGA
LaGuardia
MCO
Orlando Intl.
$167 Roundtrip, found 6 hours ago
$167
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Tue, Oct 6 from LaGuardia to Orlando Intl., returning Tue, Oct 13, priced at $167 found 6 hours ago
Delta
Sat, Aug 22 - Wed, Aug 26
MSP
Minneapolis - St. Paul Intl.
MCO
Orlando Intl.
$179 Roundtrip, found 2 hours ago
$179
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Aug 22 from Minneapolis - St. Paul Intl. to Orlando Intl., returning Wed, Aug 26, priced at $179 found 2 hours ago
Sun Country Airlines
Sat, Oct 17 - Fri, Oct 30
MSP
Minneapolis - St. Paul Intl.
MCO
Orlando Intl.
$207 Roundtrip, found 2 hours ago
$207
Roundtrip
found 2 hours ago
Select Sun Country Airlines flight, departing Sat, Oct 17 from Minneapolis - St. Paul Intl. to Orlando Intl., returning Fri, Oct 30, priced at $207 found 2 hours ago
Breeze Airways
Thu, Aug 13 - Sun, Aug 16
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$223 Roundtrip, found 3 hours ago
$223
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Aug 13 from Newark Liberty Intl. Airport to Orlando Intl., returning Sun, Aug 16, priced at $223 found 3 hours ago
Alaska Airlines
Fri, Dec 25 - Tue, Jan 5
MSP
Minneapolis - St. Paul Intl.
MCO
Orlando Intl.
$875 Roundtrip, found 3 hours ago
$875
Roundtrip
found 3 hours ago
Select Alaska Airlines flight, departing Fri, Dec 25 from Minneapolis - St. Paul Intl. to Orlando Intl., returning Tue, Jan 5, priced at $875 found 3 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 August, 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 $54, 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 $54 right now, why wait?

Winter Park Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$76

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 aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (5,675 reviews)
"Great price for the room(s). If you’re traveling in and want to cook, the kitchen is amazing. Amazing jacuzzi tub in the master bedroom!"

Reviewed on Jun 3, 2026

Get rates
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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 ...
8.6/10 Excellent! (6,949 reviews)
"You can tell it's an older property and it is in the process of updating. But there were missing buttons on the elevator, and it did seem run down"

Reviewed on Jun 3, 2026

Get rates
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
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 ...
9/10 Wonderful! (6,916 reviews)
"This is a huge property themed around 1950s . Diner style. To be honest, it actually feels as old as the 50s too and not in the best way. It feels a little dank and our lobby of the building we were staying in smelled like kitty litter. The shampoo and conditioner provided in the bathrooms is VO5 ..."

Reviewed on Jun 3, 2026

Get rates
Universal's Cabana Bay Beach Resort
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 ...
8.4/10 Very Good! (6,520 reviews)
"The rooms were clean. The pools were nice. The amenities were great! The only flaw was that the waterpark was open 😢 but we still thoroughly enjoyed our stay!"

Reviewed on Jun 3, 2026

Get rates
Westgate Lakes Resort & Spa Universal Studios Area
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 out of 5
18000 International Dr S. Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
8/10 Very Good! (8 reviews)
"The whole point of booking was to enjoy the water park that was closed down and not even advertised"

Reviewed on Jun 3, 2026

Get rates
Holiday Inn Resort Orlando Suites - Waterpark by IHG
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

3 out of 5
6323 International Dr Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our reviews. ...
8.6/10 Excellent! (898 reviews)
"El lugar es muy lindo y limpio a mi Me gustó mucho solo tener en cuenta q las puerta de las habitaciones continuas se escuchan como si abrieras la tuya y la limpieza no pasa a menos que lo solicited en recepcion. El resto estupendo"

Reviewed on Jun 3, 2026

Get rates
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
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 ...
9.2/10 Wonderful! (5,357 reviews)
"El lugar tiene muy buena ubicación, es bien limpio y agradable, el servicio de atención fue excelente lo recomiendo al 100%"

Reviewed on Jun 3, 2026

Get rates
Universal's Endless Summer Resort - Dockside Inn and Suites
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr Orlando FL
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (3,528 reviews)
"Room was great , kids loved the pools"

Reviewed on Jun 4, 2026

Get rates
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
See all 15,186 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.