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Kissimmee

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Kissimmee Flights as Low as $147

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

Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$147 Roundtrip, found 4 days ago
$147
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $147 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
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$156 Roundtrip, found 3 days ago
$156
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 $156 found 3 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
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$170 Roundtrip, found 5 days ago
$170
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $170 found 5 days ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$171 Roundtrip, found 3 days ago
$171
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 $171 found 3 days ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$180 Roundtrip, found 5 days ago
$180
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $180 found 5 days ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$192 Roundtrip, found 3 days ago
$192
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 $192 found 3 days ago
Breeze Airways
Sun, Aug 2 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$203 Roundtrip, found 18 hours ago
$203
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sun, Aug 2 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Aug 13, priced at $203 found 18 hours ago
Breeze Airways
Sun, Aug 2 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$213 Roundtrip, found 18 hours ago
$213
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sun, Aug 2 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Aug 13, priced at $213 found 18 hours ago
Breeze Airways
Sun, Aug 2 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$218 Roundtrip, found 18 hours ago
$218
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sun, Aug 2 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Aug 13, priced at $218 found 18 hours ago
Breeze Airways
Sun, Aug 2 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$220 Roundtrip, found 18 hours ago
$220
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sun, Aug 2 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Aug 13, priced at $220 found 18 hours ago
Breeze Airways
Sun, Aug 2 - Thu, Aug 13
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$230 Roundtrip, found 18 hours ago
$230
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sun, Aug 2 from Tweed - New Haven Regional to Orlando Intl., returning Thu, Aug 13, priced at $230 found 18 hours ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$258 Roundtrip, found 2 days ago
$258
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $258 found 2 days ago
Avelo Airlines
Sat, Oct 24 - Sat, Oct 31
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$267 Roundtrip, found 5 hours ago
$267
Roundtrip
found 5 hours ago
Select Avelo Airlines flight, departing Sat, Oct 24 from Tweed - New Haven Regional to Orlando Intl., returning Sat, Oct 31, priced at $267 found 5 hours ago
Avelo Airlines
Fri, Jul 10 - Mon, Jul 13
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
$272 Roundtrip, found 4 days ago
$272
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Fri, Jul 10 from Tweed - New Haven Regional to Lakeland Intl. Airport, returning Mon, Jul 13, priced at $272 found 4 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 $147, 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 $147 right now, why wait?

Kissimmee Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$73

Last Minute Hotel Deals in Kissimmee

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! (3,979 reviews)
The time having to wait on elevators was crazy. But overall for my big family we enjoyed it

Reviewed on Apr 26, 2026

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Vacation Village Orlando, Celebration
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! (3,752 reviews)
This seems to be a newer hotel. The rooms were clean and the staff were friendly. It was a very modern/minimalist hotel. I stayed in the double king bed room. The bed was super comfy. My only con would be that the room was much smaller than I expected. It lacked storage like drawers. There was a ...

Reviewed on Apr 27, 2026

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Kompose Boutique Resort at Theme Parks
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! (3,594 reviews)
Housekeeping was so friendly and helpful. The shuttle to the promenade was great! The only thing I wish you would of had was transportation to and from the airport.

Reviewed on Apr 26, 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! (1,654 reviews)
Lovely resort and wonderful service. Renovated rooms are beautiful

Reviewed on Apr 26, 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! (4,720 reviews)
Will come back to this hotel.

Reviewed on Apr 26, 2026

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Hilton Vacation Club Mystic Dunes Orlando
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 ...
8.2/10 Very Good! (5,125 reviews)
very good experience. Great staff.

Reviewed on Apr 26, 2026

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Palazzo Lakeside Hotel
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! (2,914 reviews)
The hallway of 7 floor all time smell marihuana

Reviewed on Apr 25, 2026

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Delta Hotels by Marriott 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! (2,832 reviews)
Such an incredible stay at this resort!

Reviewed on Apr 27, 2026

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Holiday Inn Club Vacations at Orange Lake Resort by IHG
See all 27,622 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 27,622 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.