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Winter Park

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Winter Park Flights as Low as $462

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.
$462 Roundtrip, found 1 hour ago
$462
Roundtrip
found 1 hour 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 $462 found 1 hour ago
Arajet
Sun, May 24 - Sun, Jun 14
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$521 Roundtrip, found 18 hours ago
$521
Roundtrip
found 18 hours ago
Select Arajet flight, departing Sun, May 24 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Sun, Jun 14, priced at $521 found 18 hours ago
Arajet
Sun, May 24 - Sun, Jun 14
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$539 Roundtrip, found 1 hour ago
$539
Roundtrip
found 1 hour ago
Select Arajet flight, departing Sun, May 24 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Sun, Jun 14, priced at $539 found 1 hour ago
Azul
Sun, Sep 20 - Sun, Sep 27
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$562 Roundtrip, found 6 hours ago
$562
Roundtrip
found 6 hours ago
Select Azul flight, departing Sun, Sep 20 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Sun, Sep 27, priced at $562 found 6 hours ago
Azul
Tue, Jun 2 - Tue, Jun 9
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$567 Roundtrip, found 1 hour ago
$567
Roundtrip
found 1 hour ago
Select Azul flight, departing Tue, Jun 2 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 9, priced at $567 found 1 hour ago
Arajet
Fri, Sep 11 - Tue, Sep 22
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$587 Roundtrip, found 1 hour ago
$587
Roundtrip
found 1 hour ago
Select Arajet flight, departing Fri, Sep 11 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Tue, Sep 22, priced at $587 found 1 hour ago
Copa
Tue, Jun 2 - Tue, Jun 9
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$601 Roundtrip, found 1 hour ago
$601
Roundtrip
found 1 hour ago
Select Copa flight, departing Tue, Jun 2 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 9, priced at $601 found 1 hour ago
United
Sun, May 17 - Thu, May 28
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$613 Roundtrip, found 18 hours ago
$613
Roundtrip
found 18 hours ago
Select United flight, departing Sun, May 17 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Thu, May 28, priced at $613 found 18 hours ago
avianca
Tue, Jun 2 - Tue, Jun 9
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$637 Roundtrip, found 1 hour ago
$637
Roundtrip
found 1 hour ago
Select avianca flight, departing Tue, Jun 2 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 9, priced at $637 found 1 hour ago
American Airlines
Tue, May 26 - Sun, May 31
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$649 Roundtrip, found 17 hours ago
$649
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, May 26 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Sun, May 31, priced at $649 found 17 hours ago
LATAM Airlines Group
Tue, Jun 2 - Tue, Jun 9
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$674 Roundtrip, found 1 hour ago
$674
Roundtrip
found 1 hour ago
Select LATAM Airlines Group flight, departing Tue, Jun 2 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 9, priced at $674 found 1 hour ago
GOL Linhas Aereas S.A.
Wed, Aug 12 - Wed, Aug 19
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$687 Roundtrip, found 5 hours ago
$687
Roundtrip
found 5 hours ago
Select GOL Linhas Aereas S.A. flight, departing Wed, Aug 12 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Wed, Aug 19, priced at $687 found 5 hours ago
Azul
Sun, Sep 20 - Sun, Sep 27
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$711 Roundtrip, found 6 hours ago
$711
Roundtrip
found 6 hours ago
Select Azul flight, departing Sun, Sep 20 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Sun, Sep 27, priced at $711 found 6 hours ago
Air Canada
Tue, Sep 22 - Tue, Sep 29
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$741 Roundtrip, found 4 days ago
$741
Roundtrip
found 4 days ago
Select Air Canada flight, departing Tue, Sep 22 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Sep 29, priced at $741 found 4 days ago
Delta
Tue, May 26 - Wed, Jun 24
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$861 Roundtrip, found 6 hours ago
$861
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, May 26 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Wed, Jun 24, priced at $861 found 6 hours ago
Aeromexico
Sun, Sep 20 - Sun, Sep 27
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$1,120 Roundtrip, found 6 hours ago
$1,120
Roundtrip
found 6 hours ago
Select Aeromexico flight, departing Sun, Sep 20 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Sun, Sep 27, priced at $1,120 found 6 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 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 $462, 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 $462 right now, why wait?

Winter Park Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$56

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! (5,435 reviews)
Check-in young lady was VERY sweet and kind. Beds were extremely comfortable and the black out curtains were legit. Grounds were clean, manicured, and nicely themed.

Reviewed on May 12, 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 family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.4/10 Exceptional! (4,176 reviews)
I’ve stayed here multiple times and the quality is consistent and excellent. I get a good nights sleep before my flight the next day.

Reviewed on May 11, 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 ...
9/10 Wonderful! (6,809 reviews)
The cafe had something for everyone. The pool and hot tub were nice.

Reviewed on May 12, 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! (6,415 reviews)
Very nice hotel that was probably the nicest one I ever stayed at. I went down for my birthday and they had bars, food places, and a stores at the hotel itself. My room had a private hot tub which I greatly loved. My only complaint is that the state had an almost record low so the hot water was struggling ...

Reviewed on May 12, 2026

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Westgate Lakes Resort & Spa Universal Studios Area
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3 out of 5
7400 Canada Ave Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions Universal’s Volcano ...
8.6/10 Excellent! (1,344 reviews)
The room was very clean. The breakfast was okay the waffles were hard and burned. The Ac Orked. Dry well

Reviewed on May 12, 2026

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DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
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! (5,301 reviews)
Room was clean pool was excellent food was average but huge selection for all tastes Starbucks on-site was a great addition All in all a great vacation for everyone

Reviewed on May 12, 2026

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Universal's Endless Summer Resort - Dockside Inn and Suites
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. ...
8.4/10 Very Good! (768 reviews)
Quiet, just renovated, and the room is very clean. I would stay at this place again.

Reviewed on May 12, 2026

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B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
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 ...
7.4/10 Good! (401 reviews)
Everything was perfect

Reviewed on May 12, 2026

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Holiday Inn Resort Orlando Suites - Waterpark by IHG
See all 15,099 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.