Cheap Flights To Kissimmee (ISM)

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Cheap Flights to Kissimmee from $117 One Way, $198 Round Trip

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

Sat, Dec 20 - Tue, Jan 6
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$198 Roundtrip, found 2 days ago
$198
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Dec 20 from Punta Cana Intl. to Orlando Intl., returning Tue, Jan 6, priced at $198 found 2 days ago
Fri, Apr 3 - Fri, Apr 10
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Select Arajet flight, departing Fri, Apr 3 from Punta Cana Intl. to Orlando Sanford Intl., returning Fri, Apr 10, priced at $205 found 4 days ago
Sat, Jan 24 - Sat, Jan 31
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$278 Roundtrip, found 16 hours ago
$278
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sat, Jan 24 from Punta Cana Intl. to Orlando Intl., returning Sat, Jan 31, priced at $278 found 16 hours ago
Tue, Feb 24 - Sun, Mar 8
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Select World Ticket Ltd flight, departing Tue, Feb 24 from Punta Cana Intl. to Orlando Sanford Intl., returning Sun, Mar 8, priced at $302 found 3 days ago
Sat, Jan 17 - Wed, Jan 21
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$339 Roundtrip, found 1 day ago
$339
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Jan 17 from Punta Cana Intl. to Orlando Intl., returning Wed, Jan 21, priced at $339 found 1 day ago
Wed, Jan 14 - Mon, Jan 19
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$339 Roundtrip, found 1 day ago
$339
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jan 14 from Punta Cana Intl. to Orlando Intl., returning Mon, Jan 19, priced at $339 found 1 day ago
Fri, Feb 27 - Tue, Mar 3
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$346 Roundtrip, found 3 days ago
$346
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Feb 27 from Punta Cana Intl. to Orlando Intl., returning Tue, Mar 3, priced at $346 found 3 days ago
Fri, May 8 - Tue, May 12
SCL
Arturo Merino Benitez
SFB
Orlando Sanford Intl.
$349 Roundtrip, found 1 day ago
$349
Roundtrip
found 1 day ago
Select Arajet flight, departing Fri, May 8 from Arturo Merino Benitez to Orlando Sanford Intl., returning Tue, May 12, priced at $349 found 1 day ago
Mon, Dec 29 - Tue, Jan 6
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$354 Roundtrip, found 23 hours ago
$354
Roundtrip
found 23 hours ago
Select Delta flight, departing Mon, Dec 29 from Punta Cana Intl. to Orlando Intl., returning Tue, Jan 6, priced at $354 found 23 hours ago
Fri, Feb 27 - Sun, Mar 1
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$379 Roundtrip, found 3 days ago
$379
Roundtrip
found 3 days ago
Select Copa flight, departing Fri, Feb 27 from Punta Cana Intl. to Orlando Intl., returning Sun, Mar 1, priced at $379 found 3 days ago

Kissimmee Flight Information

Traveling To
Kissimmee
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Arajet, Spirit Airlines, Frontier Airlines, Southwest Airlines, JetBlue Airways, American Airlines, Azul, World Ticket Ltd, Delta, Copa
Flight Price
$198
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Kissimmee economy flight packages

Price found within the past 48 hours. Click for updated prices.
Flamingo Inn Beachfront
2.0-star property

Flamingo Inn Beachfront

Feb 4 - Feb 9

5 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $436, price is now $189 per person
$189
per person
found 23 hours ago
Florida Hotel & Conference Center in the Florida Mall
3.5-star property

Florida Hotel & Conference Center in the Florida Mall

Feb 8 - Feb 11

3 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $586, price is now $266 per person
$266
per person
found 1 day ago
Mi Casa Hotel
2.5-star property

Mi Casa Hotel

Jan 17 - Jan 22

5 night stay

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Coach

Orlando (MCO) to Boston (BOS)

Spirit Airlines • Coach
Price was $439, price is now $203 per person
$203
per person
found 1 day ago
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Kissimmee first class flight packages

Price found within the past 48 hours. Click for updated prices.
Florida Hotel & Conference Center in the Florida Mall
3.5-star property

Florida Hotel & Conference Center in the Florida Mall

9.2/10 Wonderful! (2,232 reviews)

Jan 26 - Jan 28

2 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $941, price is now $726 per person
$726
per person
found 1 day ago
What a stunning and beautiful hotel. My son loved it also and having full access to the mall was a bonus!! Will definitely be back soon!

Reviewed on Dec 9, 2025

Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.8/10 Excellent! (1,085 reviews)

Jan 26 - Jan 28

2 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $917, price is now $760 per person
$760
per person
found 1 day ago
The location is conveniently close to Universal, with a nearby 7-Eleven and several restaurants. The room is clean and pleasant, and parking is easily accessible.

Reviewed on Aug 6, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays
4.0-star property

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

9.2/10 Wonderful! (1,001 reviews)

Jan 26 - Jan 28

2 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $1,135, price is now $960 per person
$960
per person
found 1 day ago
We were very displeased with the cleanliness of our cottage upon arrival. I found multiple hairs on the ground and furniture, so vacuumed Before I even unpacked my suitcase. At the end of the night, our feet were so filthy dirty, we had to wash them before we could get into bed because the floors werent clean. The pool was gross, even had a used band aid in it. The kitchen barely had enough dishes and they left nothing to help with cooking coffee or anything. We've had many vrbo properties in the past, and this was one of the least desirable that we've stayed at.

Reviewed on Oct 7, 2024

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Kissimmee

Traveling to Kissimmee and need a cheap flight? Orbitz has great deals on flights to Kissimmee right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

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There are many Internet sites that promise cheap Kissimmee flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Kissimmee, book your lodging, and look up key attractions in Kissimmee. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

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Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Kissimmee or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Kissimmee flights. When you need us, we’re here for you!

Frequently asked questions

Which airlines fly to Kissimmee?
Choose from 20 airlines that fly into Orlando Intl. Airport (MCO), the primary airport in the city. Among all that choice, you're certain to walk away with a fabulous deal. Here are some of the major international airlines that'll get you to Kissimmee — and then exploring every part of this city:

  • Spirit Airlines - 274 flights to Kissimmee per month
  • JetBlue - 148 flights to Kissimmee per month
  • Frontier Airlines - 105 flights to Kissimmee per month

What is the best airport to fly to in Kissimmee?
Orlando Intl. Airport (MCO). It's the city's main airport and is located approximately 11 miles northeast of the center. You'll be dropping off your belongings and exploring the best of Kissimmee not long after touching down.
How much is a flight to Kissimmee?
Prices for round-trip flights started as low as $198 this week to Kissimmee, and peaked at $379. Several lucky passengers departing Punta Cana (PUJ) managed to secure one-way flights from just $117.
How to book the cheapest flight to Kissimmee?
With some of the most impressive flight deals around, you're guaranteed value for money with Orbitz. The following suggestions will help you score cheap flights to Kissimmee — and leave you with more cash to play with:

  • Depending on where you're taking off from, click on the 'Nearby airports' function (located under the departure and arrival options). On occasion, other departure points will have cheaper fares.
  • If you're flexible with your plans, click on the 'Show flexible dates' option. It'll bring up flight deals for the days before and after your selected departure. Ticket prices often vary depending on what day it is.
  • Select 'Show options' to narrow down your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Once you know your travel dates, lock in your flight. Airfares usually increase as the departure date gets closer.
  • Bundle your hotels, flights and car rental into a competitive package deal. Save your dollars for things that really excite you, like discovering every corner of Kissimmee.
  • Flying during peak season means costly airfares. Try to plan your trip outside of popular dates, such as school breaks, Thanksgiving and Easter.

How long is a flight to Kissimmee?
Naturally, flight times differ based on the destination and airport you're departing from. But to give you an idea of the average duration, take a look at these well-known routes to Kissimmee:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 1 hour and 46 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 50 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 38 minutes

What is the best time to book a flight to Kissimmee?
Generally speaking, the cheapest time to book a plane ticket is in January. This is closely followed by February then August. When looking for a cheap flight to Kissimmee, make sure you're ready to book. Cheap deals pop up suddenly and don't stick around!
What day of the week is the cheapest to book a flight to Kissimmee?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days to purchase fares to Kissimmee. The vacation of your dreams starts with an impressive flight deal!
What is the cheapest day of the week to fly to Kissimmee?
If you're after cheap flights to Kissimmee, leave earlier in the week. Orbitz data from 2020 shows Monday is the most affordable day to travel, followed by Tuesday. Saturday has the most expensive fares, so avoid this day and do your bank account a favor.
What is the cheapest month to fly to Kissimmee?
We won't keep you in suspense — according to Orbitz data, August is generally the most affordable month to fly. Ideal for those who crave a weekend getaway or simply escape from it all before the weather turns. Be aware that the most expensive time to fly is the height of summer, with airfares at their highest in June.
Which airlines allow free cancellation?
When searching for your Kissimmee flights on Orbitz, select "Filter by flexible change policies." This filter will show you all the carriers offering free cancellation and no change fees. That means you can breathe easy knowing that if your travel dates change, your reservation can too.
What do I need for the flight to Kissimmee?
The secret to a smooth and comfortable flight is preparation. Here are some handy tips to help you get ready for take off:

  • Before you step foot on the plane, you'll need to present some type of government-issued ID, such as your passport. You'll also need your boarding pass. If you're traveling with children, check with your airline about which documents they require — if any.
  • Take some activities to keep you amused on your journey to Kissimmee. Magazines and electronic gadgets like laptops and e-readers are perfect. Don't forget to take a bottle of water with you too. Even on short flights, it's important to keep well-hydrated.
  • Whatever the temperature is doing outside, plane cabins can get cold. Bring a sweater on board to keep yourself warm and cozy.

How many direct flights are there to Kissimmee?
At the moment, there are 1,109 direct flights each month to Kissimmee. When it comes to airlines that will take you there, you have loads of options. Southwest Airlines, Spirit Airlines and Frontier Airlines are among the most sought-after. Delta Air Lines, JetBlue Airways and American Airlines are other reputable carriers that offer nonstop services.
How do I get cheap first-class/business deals to Kissimmee?
There are ways of booking first or business-class fares to Kissimmee that won't burn through your wallet. Claim a seat in the pointy end of the plane for less with these great tips:

  • Be more flexible with your travel dates and hold out for big sales on first or business-class airfares.
  • Low-cost airlines offer business-class seats at a fraction of the usual price. Give the full-service carriers a miss and check out these cheaper options.
  • Bid for an upgrade in online auctions or upgrade your seat with frequent flyer loyalty programs.

How to get into Kissimmee from the airport?
Cruise into central Kissimmee with an Orlando Intl. Airport (MCO) car rental. Enterprise and EZ Rent-A-Car are two reputable providers at Orlando Intl. Airport (MCO). Fling your luggage in the trunk, head 11 miles to the southwest and you'll be in the hustle and bustle of the city in next to no time. Plenty of travelers also take advantage of taxis or public transportation to head into town from the airport. From there, you can still rent a ride to explore more of the region with one of our Kissimmee car rentals.
What is the best time to go to Kissimmee?
Kissimmee is popular in January, February and March. If you plan to head there during these months, it may be an idea to book early to ensure you pick up the best deals. Like to know what summer's like in Kissimmee? Average daily temperatures typically sit between 75 ºF and 90 ºF. Like most of the Northern Hemisphere, the summer season begins June 20 here.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.