Search Cheap Flights to
Kissimmee

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Kissimmee Flights as Low as $83

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

Allegiant Air
Mon, Oct 26 - Fri, Oct 30
TTN
Mercer
SFB
Orlando Sanford Intl.
$83 Roundtrip, found 1 day ago
$83
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Mon, Oct 26 from Mercer to Orlando Sanford Intl., returning Fri, Oct 30, priced at $83 found 1 day ago
Allegiant Air
Mon, Oct 26 - Fri, Oct 30
TTN
Mercer
SFB
Orlando Sanford Intl.
$93 Roundtrip, just found
$93
Roundtrip
just found
Select Allegiant Air flight, departing Mon, Oct 26 from Mercer to Orlando Sanford Intl., returning Fri, Oct 30, priced at $93 just found
Allegiant Air
Mon, Oct 26 - Fri, Oct 30
TTN
Mercer
SFB
Orlando Sanford Intl.
$98 Roundtrip, found 6 days ago
$98
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Mon, Oct 26 from Mercer to Orlando Sanford Intl., returning Fri, Oct 30, priced at $98 found 6 days ago
Frontier Airlines
Wed, Oct 28 - Tue, Nov 17
CVG
Cincinnati - Northern Kentucky Intl.
MCO
Orlando Intl.
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Cincinnati - Northern Kentucky Intl. to Orlando Intl., returning Tue, Nov 17, priced at $108 found 2 days ago
Allegiant Air
Fri, Oct 16 - Mon, Oct 19
TTN
Mercer
SFB
Orlando Sanford Intl.
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Fri, Oct 16 from Mercer to Orlando Sanford Intl., returning Mon, Oct 19, priced at $108 found 3 days ago
Breeze Airways
Sat, Oct 31 - Sat, Nov 7
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$112 Roundtrip, found 10 hours ago
$112
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sat, Oct 31 from Portsmouth Intl. to Orlando Intl., returning Sat, Nov 7, priced at $112 found 10 hours ago
Frontier Airlines
Mon, Oct 26 - Fri, Oct 30
TTN
Mercer
MCO
Orlando Intl.
$117 Roundtrip, found 7 hours ago
$117
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Mon, Oct 26 from Mercer to Orlando Intl., returning Fri, Oct 30, priced at $117 found 7 hours ago
Allegiant Air
Wed, Nov 11 - Mon, Nov 23
CVG
Cincinnati - Northern Kentucky Intl.
SFB
Orlando Sanford Intl.
$144 Roundtrip, found 4 days ago
$144
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Wed, Nov 11 from Cincinnati - Northern Kentucky Intl. to Orlando Sanford Intl., returning Mon, Nov 23, priced at $144 found 4 days ago
JetBlue Airways
Wed, Nov 11 - Tue, Nov 17
BOS
Logan Intl.
MCO
Orlando Intl.
$162 Roundtrip, found 3 hours ago
$162
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Wed, Nov 11 from Logan Intl. to Orlando Intl., returning Tue, Nov 17, priced at $162 found 3 hours ago
Delta
Wed, Nov 11 - Tue, Nov 17
BOS
Logan Intl.
MCO
Orlando Intl.
$162 Roundtrip, found 3 hours ago
$162
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Nov 11 from Logan Intl. to Orlando Intl., returning Tue, Nov 17, priced at $162 found 3 hours ago
Southwest Airlines
Wed, Nov 11 - Tue, Nov 17
BOS
Logan Intl.
MCO
Orlando Intl.
$181 Roundtrip, found 3 hours ago
$181
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Wed, Nov 11 from Logan Intl. to Orlando Intl., returning Tue, Nov 17, priced at $181 found 3 hours ago
Allegiant Air
Thu, Jan 21 - Thu, Jan 28
PSM
Portsmouth Intl.
SFB
Orlando Sanford Intl.
$192 Roundtrip, found 10 hours ago
$192
Roundtrip
found 10 hours ago
Select Allegiant Air flight, departing Thu, Jan 21 from Portsmouth Intl. to Orlando Sanford Intl., returning Thu, Jan 28, priced at $192 found 10 hours ago
United
Wed, Oct 14 - Sat, Oct 31
BOS
Logan Intl.
MCO
Orlando Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 14 from Logan Intl. to Orlando Intl., returning Sat, Oct 31, priced at $202 found 1 day ago
American Airlines
Tue, Jan 26 - Thu, Feb 4
BOS
Logan Intl.
MCO
Orlando Intl.
$239 Roundtrip, found 2 hours ago
$239
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Jan 26 from Logan Intl. to Orlando Intl., returning Thu, Feb 4, priced at $239 found 2 hours ago
Alaska Airlines
Thu, Oct 29 - Mon, Nov 2
BOS
Logan Intl.
MCO
Orlando Intl.
$510 Roundtrip, found 2 days ago
$510
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Thu, Oct 29 from Logan Intl. to Orlando Intl., returning Mon, Nov 2, priced at $510 found 2 days ago
BermudAir
Fri, Nov 6 - Wed, Nov 11
BOS
Logan Intl.
SFB
Orlando Sanford Intl.
$864 Roundtrip, found 1 day ago
$864
Roundtrip
found 1 day ago
Select BermudAir flight, departing Fri, Nov 6 from Logan Intl. to Orlando Sanford Intl., returning Wed, Nov 11, priced at $864 found 1 day 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 October, 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 $83, 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 $83 right now, why wait?

Kissimmee Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$38

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 ...
Get rates
Kompose Boutique Resort at Theme Parks
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3 out of 5
5200 West Irlo Bronson Memorial Highway Kissimmee FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the breakfast and ...
8.6/10 Excellent! (3,230 reviews)
"The staff was super friendly. The breakfast was really good and very organized. The only thing I disliked was the schedule for shuttles to the Disney parks were unclear until we got to the hotel to check in other than that it was great."

Reviewed on Sep 24, 2026

Get rates
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
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! (3,779 reviews)
"property was not as nice and clean as the hollywood beach fl property. not enough staff to check you in. waited almost an hour to get checked in"

Reviewed on Sep 25, 2026

Get rates
Margaritaville Resort Orlando with H2O Waterpark
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
4736 W Irlo Bronson Hwy Memorial Kissimmee FL
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (3,955 reviews)
"Muy limpio el lugar"

Reviewed on Sep 25, 2026

Get rates
Seasons Florida Resort
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 aparthotel in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (5,072 reviews)
"Fabulous 10/10- amazing experience,…. $74 for a suite!!!!! So clean! All the amenities! Free shuttles"

Reviewed on Sep 24, 2026

Get rates
Vacation Village Orlando, Celebration
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway Kissimmee FL
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (5,327 reviews)
"Excelente ubicación, habitación limpia y cómoda, agua caliente, toallas limpias. Tranquilo y buen desayuno."

Reviewed on Sep 25, 2026

Get rates
Palazzo Lakeside Hotel
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. ...
Get rates
Holiday Inn Club Vacations at Orange Lake Resort by IHG
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. ...
Get rates
Hilton Vacation Club Mystic Dunes Orlando
See all 27,924 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 27,924 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.