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Kissimmee

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Kissimmee Flights as Low as $260

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

Arajet
Tue, Aug 18 - Tue, Aug 25
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$260 Roundtrip, found 5 days ago
$260
Roundtrip
found 5 days ago
Select Arajet flight, departing Tue, Aug 18 from Punta Cana Intl. to Orlando Sanford Intl., returning Tue, Aug 25, priced at $260 found 5 days ago
Arajet
Tue, Aug 18 - Tue, Aug 25
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$267 Roundtrip, found 4 days ago
$267
Roundtrip
found 4 days ago
Select Arajet flight, departing Tue, Aug 18 from Punta Cana Intl. to Orlando Sanford Intl., returning Tue, Aug 25, priced at $267 found 4 days ago
Arajet
Tue, Aug 18 - Tue, Aug 25
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$274 Roundtrip, found 6 days ago
$274
Roundtrip
found 6 days ago
Select Arajet flight, departing Tue, Aug 18 from Punta Cana Intl. to Orlando Sanford Intl., returning Tue, Aug 25, priced at $274 found 6 days ago
Frontier Airlines
Sat, Apr 4 - Wed, Apr 8
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$294 Roundtrip, found 1 day ago
$294
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Apr 4 from Punta Cana Intl. to Orlando Intl., returning Wed, Apr 8, priced at $294 found 1 day ago
Frontier Airlines
Sat, Apr 4 - Wed, Apr 8
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Apr 4 from Punta Cana Intl. to Orlando Intl., returning Wed, Apr 8, priced at $297 found 1 day ago
Spirit Airlines
Sat, Apr 4 - Wed, Apr 8
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$401 Roundtrip, found 1 day ago
$401
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Apr 4 from Punta Cana Intl. to Orlando Intl., returning Wed, Apr 8, priced at $401 found 1 day ago
Delta
Wed, Aug 19 - Tue, Aug 25
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$437 Roundtrip, found 9 hours ago
$437
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Aug 19 from Punta Cana Intl. to Orlando Intl., returning Tue, Aug 25, priced at $437 found 9 hours ago
Arajet
Fri, Sep 11 - Sun, Sep 20
LIM
Jorge Chávez Intl.
SFB
Orlando Sanford Intl.
$457 Roundtrip, found 3 days ago
$457
Roundtrip
found 3 days ago
Select Arajet flight, departing Fri, Sep 11 from Jorge Chávez Intl. to Orlando Sanford Intl., returning Sun, Sep 20, priced at $457 found 3 days ago
Copa
Tue, Apr 21 - Mon, May 4
LIM
Jorge Chávez Intl.
MCO
Orlando Intl.
$473 Roundtrip, found 8 hours ago
$473
Roundtrip
found 8 hours ago
Select Copa flight, departing Tue, Apr 21 from Jorge Chávez Intl. to Orlando Intl., returning Mon, May 4, priced at $473 found 8 hours ago
American Airlines
Wed, Apr 1 - Sun, Apr 5
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$476 Roundtrip, found 1 day ago
$476
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Apr 1 from Punta Cana Intl. to Orlando Intl., returning Sun, Apr 5, priced at $476 found 1 day ago
United
Sat, Apr 4 - Wed, Apr 8
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$498 Roundtrip, found 1 day ago
$498
Roundtrip
found 1 day ago
Select United flight, departing Sat, Apr 4 from Punta Cana Intl. to Orlando Intl., returning Wed, Apr 8, priced at $498 found 1 day ago
JetBlue Airways
Fri, Aug 21 - Mon, Aug 24
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$517 Roundtrip, found 8 hours ago
$517
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Fri, Aug 21 from Punta Cana Intl. to Orlando Intl., returning Mon, Aug 24, priced at $517 found 8 hours ago
avianca
Tue, Apr 21 - Fri, Jun 5
LIM
Jorge Chávez Intl.
MCO
Orlando Intl.
$527 Roundtrip, found 1 day ago
$527
Roundtrip
found 1 day ago
Select avianca flight, departing Tue, Apr 21 from Jorge Chávez Intl. to Orlando Intl., returning Fri, Jun 5, priced at $527 found 1 day ago
LATAM Airlines Group
Tue, Apr 21 - Mon, May 4
LIM
Jorge Chávez Intl.
MCO
Orlando Intl.
$545 Roundtrip, found 8 hours ago
$545
Roundtrip
found 8 hours ago
Select LATAM Airlines Group flight, departing Tue, Apr 21 from Jorge Chávez Intl. to Orlando Intl., returning Mon, May 4, priced at $545 found 8 hours ago
Aeromexico
Tue, May 12 - Tue, May 26
LIM
Jorge Chávez Intl.
MCO
Orlando Intl.
$1,052 Roundtrip, found 18 hours ago
$1,052
Roundtrip
found 18 hours ago
Select Aeromexico flight, departing Tue, May 12 from Jorge Chávez Intl. to Orlando Intl., returning Tue, May 26, priced at $1,052 found 18 hours ago
Air Canada
Fri, Sep 11 - Sun, Sep 20
LIM
Jorge Chávez Intl.
MCO
Orlando Intl.
$1,724 Roundtrip, found 3 days ago
$1,724
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Sep 11 from Jorge Chávez Intl. to Orlando Intl., returning Sun, Sep 20, priced at $1,724 found 3 days 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 August, 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 $260, 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 $260 right now, why wait?

Kissimmee Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$116

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! (3,311 reviews)
The breakfast was the same every single day. On the 3rd day, i was feeling sick of it already.

Reviewed on Mar 29, 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! (3,759 reviews)
This place is just amazing very clean peaceful, n close to EVERYTHING. Love love love my stay here

Reviewed on Mar 28, 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! (3,877 reviews)
Our room was extremely dirty upon check in. Granted we were in a dog friendly room, but it truly looked like the room was never turned around. There were black stains in the shower. The first night we were exhausted so all slept on top of the comforter. On the second night we pulled up the blankets ...

Reviewed on Mar 28, 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! (2,747 reviews)
Clean resort, awesome villas, family friendly, great pools, and every amenity needed.

Reviewed on Mar 28, 2026

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Holiday Inn Club Vacations at Orange Lake Resort by IHG
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 breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,455 reviews)
Dirty looking

Reviewed on Mar 28, 2026

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Holiday Inn Resort Kissimmee by the Parks 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! (1,541 reviews)
It was okay/good, but exactly what we paid for or maybe better. I was a little worried with how low the price was, but it ended up being very clean with comfy beds, pleasant atmosphere with onsite food options and activities. Not sure what consitutes the different levels of stars but I've stayed ...

Reviewed on Mar 28, 2026

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Westgate Town Center Resort
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, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (4,694 reviews)
Really nice experience, I stayed at the renovated rooms and was one of my best experiences visiting Orlando so far

Reviewed on Mar 28, 2026

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Hilton Vacation Club Mystic Dunes Orlando
Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando

3.5 out of 5
2800 N Poinciana Blvd Kissimmee FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (2,733 reviews)
The floor was disgusting when we got there but they cams and mopped and apologized.

Reviewed on Mar 28, 2026

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Legacy Vacation Resorts - Kissimmee/Orlando
See all 27,438 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 27,438 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.