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Winter Park

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Winter Park Flights as Low as $376

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

Arajet
Tue, May 26 - Tue, Jun 16
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$376 Roundtrip, found 3 days ago
$376
Roundtrip
found 3 days ago
Select Arajet flight, departing Tue, May 26 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Tue, Jun 16, priced at $376 found 3 days ago
Arajet
Tue, May 26 - Tue, Jun 16
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$381 Roundtrip, found 4 hours ago
$381
Roundtrip
found 4 hours ago
Select Arajet flight, departing Tue, May 26 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Tue, Jun 16, priced at $381 found 4 hours ago
Arajet
Tue, May 26 - Tue, Jun 16
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$525 Roundtrip, found 5 days ago
$525
Roundtrip
found 5 days ago
Select Arajet flight, departing Tue, May 26 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Tue, Jun 16, priced at $525 found 5 days ago
Copa
Sun, May 31 - Thu, Jun 4
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$588 Roundtrip, found 4 hours ago
$588
Roundtrip
found 4 hours ago
Select Copa flight, departing Sun, May 31 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Thu, Jun 4, priced at $588 found 4 hours ago
Azul
Thu, May 28 - Tue, Jun 2
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$601 Roundtrip, found 4 hours ago
$601
Roundtrip
found 4 hours ago
Select Azul flight, departing Thu, May 28 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 2, priced at $601 found 4 hours ago
Copa
Sun, May 31 - Thu, Jun 4
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$608 Roundtrip, found 4 hours ago
$608
Roundtrip
found 4 hours ago
Select Copa flight, departing Sun, May 31 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Thu, Jun 4, priced at $608 found 4 hours ago
GOL Linhas Aereas S.A.
Sun, May 31 - Thu, Jun 4
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$621 Roundtrip, found 4 hours ago
$621
Roundtrip
found 4 hours ago
Select GOL Linhas Aereas S.A. flight, departing Sun, May 31 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Thu, Jun 4, priced at $621 found 4 hours ago
avianca
Wed, May 27 - Thu, Jun 4
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$641 Roundtrip, found 4 hours ago
$641
Roundtrip
found 4 hours ago
Select avianca flight, departing Wed, May 27 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Thu, Jun 4, priced at $641 found 4 hours ago
LATAM Airlines Group
Thu, May 28 - Tue, Jun 2
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$664 Roundtrip, found 4 hours ago
$664
Roundtrip
found 4 hours ago
Select LATAM Airlines Group flight, departing Thu, May 28 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 2, priced at $664 found 4 hours ago
American Airlines
Sun, May 24 - Sat, Jun 13
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$683 Roundtrip, found 2 days ago
$683
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, May 24 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Sat, Jun 13, priced at $683 found 2 days ago
United
Sun, Sep 13 - Tue, Sep 22
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$743 Roundtrip, found 1 day ago
$743
Roundtrip
found 1 day ago
Select United flight, departing Sun, Sep 13 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Sep 22, priced at $743 found 1 day ago
Delta
Wed, May 27 - Thu, Jun 4
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$764 Roundtrip, found 4 hours ago
$764
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, May 27 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Thu, Jun 4, priced at $764 found 4 hours ago
Air Canada
Wed, Sep 9 - Tue, Sep 22
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$801 Roundtrip, found 2 days ago
$801
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, Sep 9 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Sep 22, priced at $801 found 2 days ago
Delta
Wed, May 27 - Thu, Jun 4
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$821 Roundtrip, found 4 hours ago
$821
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, May 27 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Thu, Jun 4, priced at $821 found 4 hours ago
Azul
Sun, Sep 13 - Tue, Sep 22
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$858 Roundtrip, found 1 day ago
$858
Roundtrip
found 1 day ago
Select Azul flight, departing Sun, Sep 13 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Sep 22, priced at $858 found 1 day ago
Aeromexico
Thu, Sep 10 - Thu, Sep 24
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$1,286 Roundtrip, found 1 day ago
$1,286
Roundtrip
found 1 day ago
Select Aeromexico flight, departing Thu, Sep 10 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Thu, Sep 24, priced at $1,286 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 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 $376, 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 $376 right now, why wait?

Winter Park Flight Information
Destination airport
Orlando Sanford Intl.
Destination airport IATA code
SFB
Roundtrip price
$375

Last Minute Hotel Deals in Winter Park

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 family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Get rates
Hyatt Regency Orlando International Airport
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! (5,199 reviews)
Very clean room, every other day sheets and towel refresh, staff friendly and a washer/dryer in the room was very helpful!

Reviewed on Apr 18, 2026

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Sheraton Vistana Resort Villas, Lake Buena Vista/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! (6,636 reviews)
We overall enjoyed our stay. Nice resort, friendly staff, good pool, it was busy with lots of school groups. We upgraded to the Volcano Bay view room but we were disappointed we got a view of the dumpsters with Volcano Bay in the background. I was hoping for a better view for paying over $350-$375 ...

Reviewed on Apr 18, 2026

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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! (6,176 reviews)
It was okay

Reviewed on Apr 18, 2026

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Westgate Lakes Resort & Spa Universal Studios Area
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (6,328 reviews)
Rooms were clean everyday. Staff friendly and helpful. Location across the street from the The Pointe with restaurants, shopping, and night life. Walking distance from Orange County Convention Center.

Reviewed on Apr 18, 2026

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Rosen Inn at Pointe Orlando
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 ...
7.6/10 Good! (185 reviews)
The access to the pool was great but was limited due to the area under construction. The room setup was great but not the best on smell. It had a combination of cleaning bleach and a smell from the bathroom sorta like sewer backup. The staff was very friendly.

Reviewed on Apr 18, 2026

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Holiday Inn Resort Orlando Suites - Waterpark by IHG
Coco Key Hotel & Water Park Resort

Coco Key Hotel & Water Park Resort

3.5 out of 5
7400 International Dr Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 4 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (3,929 reviews)
Everything was excellent

Reviewed on Apr 18, 2026

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Coco Key Hotel & Water Park Resort
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Book a stay at this spa condo in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (4,184 reviews)
Yvjo

Reviewed on Apr 17, 2026

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Marriott's Grande Vista
See all 14,912 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.