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 $242

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

Arajet
Tue, Nov 10 - Tue, Nov 17
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$242 Roundtrip, found 2 hours ago
$242
Roundtrip
found 2 hours ago
Select Arajet flight, departing Tue, Nov 10 from Punta Cana Intl. to Orlando Sanford Intl., returning Tue, Nov 17, priced at $242 found 2 hours ago
Frontier Airlines
Wed, Sep 16 - Tue, Sep 29
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$379 Roundtrip, found 2 hours ago
$379
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Sep 16 from Punta Cana Intl. to Orlando Intl., returning Tue, Sep 29, priced at $379 found 2 hours ago
American Airlines
Wed, Sep 16 - Tue, Sep 29
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$408 Roundtrip, found 2 hours ago
$408
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Sep 16 from Punta Cana Intl. to Orlando Intl., returning Tue, Sep 29, priced at $408 found 2 hours ago
Arajet
Tue, Sep 22 - Tue, Sep 29
LIM
Jorge Chávez Intl.
SFB
Orlando Sanford Intl.
$488 Roundtrip, found 2 hours ago
$488
Roundtrip
found 2 hours ago
Select Arajet flight, departing Tue, Sep 22 from Jorge Chávez Intl. to Orlando Sanford Intl., returning Tue, Sep 29, priced at $488 found 2 hours ago
Delta
Wed, Sep 16 - Tue, Sep 29
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$490 Roundtrip, found 2 hours ago
$490
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Sep 16 from Punta Cana Intl. to Orlando Intl., returning Tue, Sep 29, priced at $490 found 2 hours ago
United
Wed, Sep 16 - Tue, Sep 29
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$495 Roundtrip, found 2 hours ago
$495
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Sep 16 from Punta Cana Intl. to Orlando Intl., returning Tue, Sep 29, priced at $495 found 2 hours ago
avianca
Tue, Sep 15 - Sat, Sep 26
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$509 Roundtrip, found 2 hours ago
$509
Roundtrip
found 2 hours ago
Select avianca flight, departing Tue, Sep 15 from Punta Cana Intl. to Orlando Intl., returning Sat, Sep 26, priced at $509 found 2 hours ago
Delta
Wed, Aug 19 - Mon, Sep 7
LIM
Jorge Chávez Intl.
MCO
Orlando Intl.
$550 Roundtrip, just found
$550
Roundtrip
just found
Select Delta flight, departing Wed, Aug 19 from Jorge Chávez Intl. to Orlando Intl., returning Mon, Sep 7, priced at $550 just found
JetBlue Airways
Wed, Aug 19 - Tue, Aug 25
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$559 Roundtrip, found 2 hours ago
$559
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Aug 19 from Punta Cana Intl. to Orlando Intl., returning Tue, Aug 25, priced at $559 found 2 hours ago
LATAM Airlines Group
Wed, Aug 19 - Mon, Sep 7
LIM
Jorge Chávez Intl.
MCO
Orlando Intl.
$570 Roundtrip, just found
$570
Roundtrip
just found
Select LATAM Airlines Group flight, departing Wed, Aug 19 from Jorge Chávez Intl. to Orlando Intl., returning Mon, Sep 7, priced at $570 just found
Copa
Tue, Sep 15 - Sat, Sep 26
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$574 Roundtrip, found 2 hours ago
$574
Roundtrip
found 2 hours ago
Select Copa flight, departing Tue, Sep 15 from Punta Cana Intl. to Orlando Intl., returning Sat, Sep 26, priced at $574 found 2 hours ago
Delta
Sun, Aug 9 - Wed, Aug 19
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$586 Roundtrip, found 2 days ago
$586
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Aug 9 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Wed, Aug 19, priced at $586 found 2 days ago
GOL Linhas Aereas S.A.
Tue, Aug 11 - Wed, Aug 19
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$592 Roundtrip, found 2 days ago
$592
Roundtrip
found 2 days ago
Select GOL Linhas Aereas S.A. flight, departing Tue, Aug 11 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Wed, Aug 19, priced at $592 found 2 days ago
Arajet
Fri, Sep 11 - Sun, Sep 20
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$602 Roundtrip, found 2 hours ago
$602
Roundtrip
found 2 hours ago
Select Arajet flight, departing Fri, Sep 11 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Sun, Sep 20, priced at $602 found 2 hours ago
Air Canada
Thu, Nov 19 - Tue, Dec 8
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$858 Roundtrip, found 1 day ago
$858
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Nov 19 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Dec 8, priced at $858 found 1 day ago
Azul
Sun, Sep 13 - Tue, Sep 22
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$868 Roundtrip, found 1 day ago
$868
Roundtrip
found 1 day ago
Select Azul flight, departing Sun, Sep 13 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Sep 22, priced at $868 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 November, 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 $242, 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 $242 right now, why wait?

Kissimmee Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$57

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! (4,472 reviews)
"Large property. Great breakfast. Wonderful pool. Bed comfortable. Lots of bathroom counter space."

Reviewed on Jun 19, 2026

Get rates
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! (3,611 reviews)
"Loved it."

Reviewed on Jun 19, 2026

Get rates
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! (4,343 reviews)
"The outdoor pool area was great. We spent lots of time out there, and they did a movie after dark one night in the pool. The room was okay. Having a full kitchen was the best part, but the bed was HARD as a ROCK. Water pressure in the shower was amazing, washer and dryer were a treat. Overall a great ..."

Reviewed on Jun 18, 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 ...
8.2/10 Very Good! (5,179 reviews)
"Great staff and the room were very comfortable and modern 👌"

Reviewed on Jun 18, 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. ...
8.8/10 Excellent! (2,998 reviews)
"The property was super clean and beautiful. My only complaint was not having any sort of instructions for taking out garbage, getting clean linens, and what needed to be done in the villa upon checkout."

Reviewed on Jun 18, 2026

Get rates
Holiday Inn Club Vacations at Orange Lake Resort by IHG
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! (3,055 reviews)
"What a great place to unwind"

Reviewed on Jun 18, 2026

Get rates
Delta Hotels by Marriott Orlando Celebration
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! (2,721 reviews)
"I stayed at this hotel one night for a conference in Orlando area. The location is excellent very close to. It was also a large hotel and easy to find. What bothers me was that the floors and carpets in the room are quite dirty. Probably have not been cleaned in many years. That includes the lounge ..."

Reviewed on Jun 18, 2026

Get rates
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
The Adventure Hotel by the parks

The Adventure Hotel by the parks

3 out of 5
7675 W Irlo Bronson Hwy Kissimmee FL
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.2/10 Good! (2,514 reviews)
"The hotel is currently undergoing renovations, which was not disclosed on Expedia when I booked. I hope the renovations address more than just cosmetic issues, as the property needs significant improvements. First, I want to recognize the staff. Every employee we encountered was friendly, professional, ..."

Reviewed on Jun 17, 2026

Get rates
The Adventure Hotel by the parks
See all 26,578 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 26,578 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.