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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 20 hours ago
$132
Roundtrip
found 20 hours 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 20 hours ago
Breeze Airways
Wed, Aug 5 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$137 Roundtrip, found 20 hours ago
$137
Roundtrip
found 20 hours 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 20 hours ago
Avelo Airlines
Fri, May 15 - Thu, May 21
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 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 $139 found 6 days ago
Breeze Airways
Wed, Aug 5 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$141 Roundtrip, found 20 hours ago
$141
Roundtrip
found 20 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 20 hours ago
Breeze Airways
Wed, Aug 5 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$142 Roundtrip, found 20 hours ago
$142
Roundtrip
found 20 hours 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 20 hours ago
Avelo Airlines
Fri, May 15 - Thu, May 21
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
$144 Roundtrip, found 4 days ago
$144
Roundtrip
found 4 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 $144 found 4 days ago
Breeze Airways
Wed, Aug 5 - Wed, Aug 19
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$145 Roundtrip, found 20 hours ago
$145
Roundtrip
found 20 hours 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 20 hours ago
Avelo Airlines
Fri, May 15 - Thu, May 21
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
$149 Roundtrip, found 3 days ago
$149
Roundtrip
found 3 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 $149 found 3 days ago
Breeze Airways
Wed, Aug 5 - Wed, Aug 19
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$150 Roundtrip, found 20 hours ago
$150
Roundtrip
found 20 hours 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 20 hours ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$154 Roundtrip, found 20 hours ago
$154
Roundtrip
found 20 hours 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 20 hours ago
Breeze Airways
Wed, Aug 5 - Wed, Aug 19
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$155 Roundtrip, found 20 hours ago
$155
Roundtrip
found 20 hours 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 20 hours ago
Avelo Airlines
Fri, May 15 - Thu, May 21
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
$157 Roundtrip, found 20 hours ago
$157
Roundtrip
found 20 hours 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 20 hours ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$159 Roundtrip, found 20 hours ago
$159
Roundtrip
found 20 hours 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 20 hours ago
Avelo Airlines
Sat, Oct 17 - Fri, Oct 30
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$161 Roundtrip, found 20 hours ago
$161
Roundtrip
found 20 hours 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 20 hours ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$164 Roundtrip, found 20 hours ago
$164
Roundtrip
found 20 hours 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 20 hours ago
Breeze Airways
Wed, Aug 5 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$167 Roundtrip, found 20 hours ago
$167
Roundtrip
found 20 hours 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 20 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 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
$58

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! (3,537 reviews)
Breakfast is good . EXTERIOR AMENITIES ARE GOOD ROOMS NEED MUCH MORE ACCOMODATION STUFF . NO FULL TOILERIES NO ADEQUATE LIGHTING NO TABLE AND CHAIR

Reviewed on Apr 13, 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! (3,858 reviews)
The property was nice. The room we had, king suite with fireworks view, was very nice. Everything around the resort was clean. Only suggestions I have for improvement would be, friendlier pool staff, check in process revamped (we checked in late and the staff seemed super tired, we were told we had ...

Reviewed on Apr 13, 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! (3,905 reviews)
The hotel had comfortable beds, didn't find the front staff very friendly at all. The cost of the hotel was a good price

Reviewed on Apr 13, 2026

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Ramada by Wyndham Kissimmee Gateway
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! (3,598 reviews)
Paid for certain items to be at room on reservation arrival but failed to.

Reviewed on Apr 13, 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! (1,627 reviews)
Honestly, I am disappointed in my entire stay there. The few shared pools were small. The 2 room 2 bathroom villa was nice initially until we started getting comfortable. While in the complete glass shower out in the open, there was no where to put my foot to do a leg shave. So, I sat down on the ...

Reviewed on Apr 13, 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! (4,766 reviews)
very clean room, good amenities in room

Reviewed on Apr 13, 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! (1,508 reviews)
Clean room and close to Disney and all the attractions of Kissimmee. If you're traveling without kids, be prepared to see a lot of other people's kids AND large groups. This place was packed with all sorts of groups. There was even an ROTC group doing some sort of ceremony in the parking lot right ...

Reviewed on Apr 13, 2026

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Holiday Inn Resort Kissimmee by the Parks by IHG
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! (1,885 reviews)
Great staff! They upgraded our room which was awesome. Amenities were great — pools are clean and well taken care of. It was a great stay and definitely lots of bang for your buck!

Reviewed on Apr 13, 2026

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Westgate Vacation Villas Resort
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.