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Kissimmee

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Kissimmee Flights as Low as $132

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

Breeze Airways
Wed, Aug 5 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$132 Roundtrip, found 5 days ago
$132
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Aug 13, priced at $132 found 5 days ago
Breeze Airways
Wed, Aug 5 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Aug 13, priced at $137 found 5 days ago
Breeze Airways
Wed, Aug 5 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$141 Roundtrip, found 4 hours ago
$141
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $141 found 4 hours ago
Breeze Airways
Wed, Aug 5 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$142 Roundtrip, found 5 days ago
$142
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Aug 13, priced at $142 found 5 days ago
Breeze Airways
Wed, Aug 5 - Wed, Aug 19
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$145 Roundtrip, found 4 days ago
$145
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Wed, Aug 19, priced at $145 found 4 days ago
Breeze Airways
Wed, Aug 5 - Wed, Aug 19
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$150 Roundtrip, found 4 days ago
$150
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Wed, Aug 19, priced at $150 found 4 days ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$154 Roundtrip, found 3 days ago
$154
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $154 found 3 days ago
Breeze Airways
Wed, Aug 5 - Wed, Aug 19
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$155 Roundtrip, found 4 days ago
$155
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Wed, Aug 19, priced at $155 found 4 days ago
Breeze Airways
Wed, Aug 5 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$156 Roundtrip, found 4 hours ago
$156
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $156 found 4 hours ago
Avelo Airlines
Fri, May 15 - Thu, May 21
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Fri, May 15 from Tweed - New Haven Regional to Lakeland Intl. Airport, returning Thu, May 21, priced at $157 found 5 days ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$159 Roundtrip, found 3 days ago
$159
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $159 found 3 days ago
Avelo Airlines
Sat, Oct 17 - Fri, Oct 30
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$161 Roundtrip, found 5 days ago
$161
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Sat, Oct 17 from Tweed - New Haven Regional to Orlando Intl., returning Fri, Oct 30, priced at $161 found 5 days ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $164 found 3 days ago
Breeze Airways
Wed, Aug 5 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$166 Roundtrip, found 4 hours ago
$166
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $166 found 4 hours ago
Breeze Airways
Wed, Aug 5 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Aug 13, priced at $167 found 5 days ago
Breeze Airways
Wed, Aug 5 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$169 Roundtrip, found 5 days ago
$169
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 5 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $169 found 5 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 $132, 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 $132 right now, why wait?

Kissimmee Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$131

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! (3,613 reviews)
The breakfast was fine. You could use more meat options like turkey or chicken. Not everyone eats pork. The pool was amazing. Staff was great!

Reviewed on Apr 18, 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! (3,888 reviews)
Clean room, great area, awesome staff, lots of things to do around and in the property. Shuttle to parks works great.

Reviewed on Apr 17, 2026

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Vacation Village Orlando, Celebration
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! (2,802 reviews)
I absolutely loved our stay here. We stayed in the villas which looked amazing on the inside. Very spacious and modern. The only complaint was the restaurant "Stone & Current". My husband and I both got Beef Wellington, which was ok but definitely not worth $40. The crab & cheese dip was bland, the ...

Reviewed on Apr 18, 2026

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Holiday Inn Club Vacations at Orange Lake Resort by IHG
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! (3,587 reviews)
Pool awesome but quest services were below par.

Reviewed on Apr 18, 2026

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Margaritaville Resort Orlando with H2O Waterpark
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! (1,609 reviews)
The Resort Villa is outdated could use some upgrades. The WaterPark is not included in your stay you have to pay extra. It could have been a little bit cleaner. There was plenty of activities and things to do for the kids.

Reviewed on Apr 17, 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, 4 outdoor pools, and a golf course. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (4,718 reviews)
The property is very nice and clean. All pools should have a bar, especially the adult pool. We had to drive to the main pool as it was the only one that had a bar. We were woken at 7:00am both days of our stay due to very loud lawn maintenance work. We could also hear everyone on the exterior stairs ...

Reviewed on Apr 18, 2026

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Hilton Vacation Club Mystic Dunes Orlando
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

3.5 out of 5
2900 Parkway Blvd Kissimmee FL
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (2,881 reviews)
Breakfast excelent!

Reviewed on Apr 17, 2026

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Delta Hotels by Marriott Orlando Celebration
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
7700 Westgate Blvd. Kissimmee FL
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,903 reviews)
We had a short but wonderful stay and evening was great!

Reviewed on Apr 18, 2026

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Westgate Vacation Villas Resort
See all 27,346 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 27,346 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.