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Kissimmee

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Kissimmee 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 1 day ago
$376
Roundtrip
found 1 day 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 1 day ago
Arajet
Tue, May 26 - Tue, Jun 16
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$380 Roundtrip, found 3 hours ago
$380
Roundtrip
found 3 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 $380 found 3 hours ago
Arajet
Tue, May 26 - Tue, Jun 16
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$509 Roundtrip, found 4 days ago
$509
Roundtrip
found 4 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 $509 found 4 days ago
Arajet
Tue, May 26 - Tue, Jun 16
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$525 Roundtrip, found 3 days ago
$525
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 $525 found 3 days ago
Copa
Sun, May 24 - Sat, Jun 13
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$588 Roundtrip, just found
$588
Roundtrip
just found
Select Copa flight, departing Sun, May 24 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Sat, Jun 13, priced at $588 just found
Copa
Thu, May 28 - Tue, Jun 2
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$588 Roundtrip, just found
$588
Roundtrip
just found
Select Copa flight, departing Thu, May 28 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 2, priced at $588 just found
Azul
Thu, May 28 - Tue, Jun 2
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$601 Roundtrip, just found
$601
Roundtrip
just found
Select Azul flight, departing Thu, May 28 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 2, priced at $601 just found
United
Sun, Sep 13 - Tue, Sep 22
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$608 Roundtrip, just found
$608
Roundtrip
just found
Select United flight, departing Sun, Sep 13 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Sep 22, priced at $608 just found
avianca
Thu, May 28 - Tue, Jun 2
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$641 Roundtrip, just found
$641
Roundtrip
just found
Select avianca flight, departing Thu, May 28 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 2, priced at $641 just found
LATAM Airlines Group
Thu, May 28 - Tue, Jun 2
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$664 Roundtrip, just found
$664
Roundtrip
just found
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 just found
American Airlines
Sun, May 24 - Sat, Jun 13
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$683 Roundtrip, just found
$683
Roundtrip
just found
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 just found
GOL Linhas Aereas S.A.
Wed, May 27 - Thu, Jun 4
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$691 Roundtrip, found 1 hour ago
$691
Roundtrip
found 1 hour ago
Select GOL Linhas Aereas S.A. flight, departing Wed, May 27 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Thu, Jun 4, priced at $691 found 1 hour ago
Air Canada
Wed, Sep 9 - Tue, Sep 22
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$801 Roundtrip, found 3 hours ago
$801
Roundtrip
found 3 hours 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 3 hours ago
Delta
Tue, May 26 - Wed, Jun 24
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$821 Roundtrip, found 3 hours ago
$821
Roundtrip
found 3 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 $821 found 3 hours ago
Azul
Thu, May 28 - Tue, Jun 2
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$901 Roundtrip, just found
$901
Roundtrip
just found
Select Azul flight, departing Thu, May 28 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 2, priced at $901 just found
Aeromexico
Wed, Sep 9 - Tue, Sep 22
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$1,286 Roundtrip, found 3 hours ago
$1,286
Roundtrip
found 3 hours ago
Select Aeromexico flight, departing Wed, Sep 9 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Sep 22, priced at $1,286 found 3 hours ago

Cheap Flights to Kissimmee

Fall in love at first flight with your vacation to Kissimmee 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 Kissimmee on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Kissimmee, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Kissimmee

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Kissimmee 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 Kissimmee?

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 Kissimmee are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Kissimmee?

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 Kissimmee.

What airport is best to fly into Kissimmee?

When you’re planning your trip to Kissimmee, convenience is the name of the game. Luckily, Kissimmee Kissimmee Gateway Airport is nearby so you can deplane and get going on checking off everything on your Kissimmee must-do list.

How much are flights to Kissimmee?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Kissimmee 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 Kissimmee?

The trick to saving a stack of cash on your flight to Kissimmee? 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?

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

Last Minute Hotel Deals in Kissimmee

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (3,573 reviews)
Great Hotel

Reviewed on Apr 15, 2026

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Kompose Boutique Resort at Theme Parks
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,877 reviews)
Clean room, hallways could have more freq vacuuming. All supplies eventually. Loud in pool at night. Should close at 10 not 11. Tv channels offer little, why not offer smart tvs so we all can login with our own or bring firesticks. Bed very very hard. Toilets so very low, like sitting on floor if ...

Reviewed on Apr 15, 2026

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Vacation Village Orlando, Celebration
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3 out of 5
7470 W. Irlo Bronson Memorial Hwy. Kissimmee FL
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (3,861 reviews)
The room smelled like wet carpet, it was horrible!

Reviewed on Apr 15, 2026

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Ramada by Wyndham Kissimmee Gateway
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Book a stay at this golf resort in Kissimmee. Enjoy free WiFi, free parking, and 7 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (2,803 reviews)
Great place to visit; great for family of all ages

Reviewed on Apr 15, 2026

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Holiday Inn Club Vacations at Orange Lake Resort by IHG
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
7700 Westgate Blvd. Kissimmee FL
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,614 reviews)
We just recently stayed on the property. Staff were fabulous but the room that was provided to us was quite dated. The property itself was clean but staff was not cleaning tables at the small amenities like the ice cream shop or counters. Over all 3.5/4

Reviewed on Apr 15, 2026

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Westgate Town Center Resort
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Book a stay at this spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (3,582 reviews)
Pool, waterpark & restaurant were great. Barking dog next to our room was not.

Reviewed on Apr 15, 2026

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Margaritaville Resort Orlando with H2O Waterpark
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
Book a stay at this golf hotel in Kissimmee. Enjoy free WiFi, 4 outdoor pools, and a golf course. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (4,780 reviews)
Don’t know where to begin but this is not the same resort I stayed in last year .. the room was different very dated … sink stopped up .. internet was non existent, trash in wall ways .. and a dog barked for 6 days starting at 5 am and no one could ever find the dog … I reached out to management ...

Reviewed on Apr 15, 2026

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Hilton Vacation Club Mystic Dunes Orlando
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln Kissimmee FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,514 reviews)
Friendly staff!! Very clean

Reviewed on Apr 16, 2026

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Holiday Inn Resort Kissimmee by the Parks by IHG
See all 27,382 properties in Kissimmee
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.

Top Hotels With Free Airport Shuttle

Paradise Palms by Home 2U

Paradise Palms by Home 2U

3.5 out of 5
8950 Paradise Palms Blvd Kissimmee FL
Stay at this vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's ...
Get rates
Paradise Palms by Home 2U
See all 27,382 properties in Kissimmee
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.