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Kissimmee

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Kissimmee Flights as Low as $151

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

Avelo Airlines
Thu, Aug 27 - Sun, Sep 6
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
$151 Roundtrip, found 1 day ago
$151
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Thu, Aug 27 from Tweed - New Haven Regional to Lakeland Intl. Airport, returning Sun, Sep 6, priced at $151 found 1 day ago
Breeze Airways
Tue, Jul 28 - Tue, Aug 4
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$155 Roundtrip, found 5 days ago
$155
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Jul 28 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 4, priced at $155 found 5 days ago
Breeze Airways
Tue, Jul 28 - Tue, Aug 4
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Jul 28 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 4, priced at $160 found 5 days ago
Breeze Airways
Tue, Jul 28 - Tue, Aug 4
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$165 Roundtrip, found 4 days ago
$165
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Jul 28 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 4, priced at $165 found 4 days ago
Breeze Airways
Tue, Jul 28 - Tue, Aug 4
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Jul 28 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 4, priced at $170 found 1 day ago
Breeze Airways
Tue, Jul 28 - Tue, Aug 4
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$175 Roundtrip, found 1 day ago
$175
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Jul 28 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 4, priced at $175 found 1 day ago
Breeze Airways
Tue, Jul 28 - Tue, Aug 4
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Jul 28 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 4, priced at $176 found 1 day ago
Breeze Airways
Tue, Jul 28 - Tue, Aug 4
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Jul 28 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 4, priced at $185 found 1 day ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$185 Roundtrip, found 3 days ago
$185
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 $185 found 3 days ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$190 Roundtrip, found 3 days ago
$190
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 $190 found 3 days ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$195 Roundtrip, found 3 days ago
$195
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 $195 found 3 days ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$200 Roundtrip, found 23 hours ago
$200
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $200 found 23 hours ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$205 Roundtrip, found 23 hours ago
$205
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $205 found 23 hours ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$210 Roundtrip, found 23 hours ago
$210
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $210 found 23 hours ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$235 Roundtrip, found 3 days ago
$235
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 $235 found 3 days ago
Breeze Airways
Thu, Aug 6 - Tue, Aug 18
HVN
Tweed - New Haven Regional
MCO
Orlando Intl.
$241 Roundtrip, found 1 day ago
$241
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Aug 6 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Aug 18, priced at $241 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 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 $151, 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 $151 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! (4,773 reviews)
"I enjoyed the free breakfast"

Reviewed on Jul 9, 2026

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Kompose Boutique Resort at Theme Parks
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3 out of 5
5711 W Irlo Bronson Memorial Hwy Kissimmee FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (2,809 reviews)
"Breakfast was delicious, service and very clean"

Reviewed on Jul 9, 2026

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Holiday Inn & Suites Orlando SW - Celebration Area 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! (3,666 reviews)
"Amazing"

Reviewed on Jul 9, 2026

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Margaritaville Resort Orlando with H2O Waterpark
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! (4,490 reviews)
"It was a really nice place to stay in , my family loved it so did my kids"

Reviewed on Jul 9, 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! (3,087 reviews)
"Clean, friendly staff, easy to check out and a lot of fun activities and pools. Awesome time!"

Reviewed on Jul 8, 2026

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Holiday Inn Club Vacations at Orange Lake Resort by IHG
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! (5,231 reviews)
"For the $55 per day I paid, this was exceptional value for money. A few things could be a little better (e.g. the checkin process), but great overall."

Reviewed on Jul 9, 2026

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Palazzo Lakeside Hotel
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

4 out of 5
6000 West Osceola Parkway Kissimmee FL
Book a stay at this spa hotel in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the pool and the helpful staff in ...
9.4/10 Exceptional! (1,640 reviews)
"Todo es espectacular, limpio, la atención, la comida de los restaurantes. Todo delicioso! Vamos cada 2 meses porque es nuestra escapada familiar"

Reviewed on Jul 9, 2026

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Gaylord Palms Resort & Convention Center
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! (4,810 reviews)
"Be aware… not worth it. This place was without internet or cable service during our whole stay at the resort. 1 week with no TV and they said spectrum didn’t repair after a minor storm in Florida. Not acceptable Hilton, especially with children. Also they charge for parking $10 a night… they close ..."

Reviewed on Jul 9, 2026

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Hilton Vacation Club Mystic Dunes Orlando
See all 26,677 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 26,677 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.