Cheap Flights To Kissimmee (ISM)

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Cheap Flights to Kissimmee from $25 One Way, $50 Round Trip

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

Sat, Feb 21 - Wed, Feb 25
LGA
LaGuardia
MCO
Orlando Intl.
$50 Roundtrip, just found
$50
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Feb 21 from LaGuardia to Orlando Intl., returning Wed, Feb 25, priced at $50 just found
Tue, Mar 3 - Tue, Mar 10
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$50 Roundtrip, just found
$50
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Mar 3 from Newark Liberty Intl. Airport to Orlando Intl., returning Tue, Mar 10, priced at $50 just found
Wed, Mar 4 - Wed, Mar 4
LGA
LaGuardia
MCO
Orlando Intl.
$52 Roundtrip, found 2 days ago
$52
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Mar 4 from LaGuardia to Orlando Intl., returning Wed, Mar 4, priced at $52 found 2 days ago
Sat, Feb 21 - Wed, Feb 25
LGA
LaGuardia
MCO
Orlando Intl.
$53 Roundtrip, just found
$53
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Feb 21 from LaGuardia to Orlando Intl., returning Wed, Feb 25, priced at $53 just found
Wed, Mar 4 - Tue, Mar 17
LGA
LaGuardia
MCO
Orlando Intl.
$54 Roundtrip, found 23 hours ago
$54
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Wed, Mar 4 from LaGuardia to Orlando Intl., returning Tue, Mar 17, priced at $54 found 23 hours ago
Tue, Feb 24 - Fri, Feb 27
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$55 Roundtrip, found 8 hours ago
$55
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Feb 24 from Newark Liberty Intl. Airport to Orlando Intl., returning Fri, Feb 27, priced at $55 found 8 hours ago
Tue, Feb 24 - Fri, Feb 27
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$56 Roundtrip, found 8 hours ago
$56
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Feb 24 from Newark Liberty Intl. Airport to Orlando Intl., returning Fri, Feb 27, priced at $56 found 8 hours ago
Sun, Apr 26 - Sat, May 2
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$56 Roundtrip, found 2 hours ago
$56
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sun, Apr 26 from Newark Liberty Intl. Airport to Orlando Intl., returning Sat, May 2, priced at $56 found 2 hours ago
Wed, Feb 25 - Sat, Feb 28
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$57 Roundtrip, just found
$57
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Feb 25 from John F. Kennedy Intl. to Orlando Intl., returning Sat, Feb 28, priced at $57 just found
Wed, Apr 8 - Wed, Apr 22
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$57 Roundtrip, found 2 hours ago
$57
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Wed, Apr 8 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Apr 22, priced at $57 found 2 hours ago

Kissimmee Flight Information

Traveling To
Kissimmee
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines
Flight Price
$50
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

Mar 23 - Mar 27

4 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $438, price is now $218 per person
$218
per person
found 1 day ago
Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

Mar 7 - Mar 11

4 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $515, price is now $247 per person
$247
per person
found 1 day ago
Westgate Vacation Villas Resort
4.0-star property

Westgate Vacation Villas Resort

Mar 6 - Mar 10

4 night stay

Detroit (DTW) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $544, price is now $282 per person
$282
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Kissimmee
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Kissimmee premium economy 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)

Mar 23 - Mar 26

3 night stay

Detroit (DTW) to Orlando (MCO)

JetBlue Airways • Non-stop roundtrip • PremiumEconomy
Price was $1,002, price is now $767 per person
$767
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

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)

Mar 21 - Mar 25

4 night stay

San Juan (SJU) to Orlando (MCO)

JetBlue Airways • PremiumEconomy

Orlando (MCO) to San Juan (SJU)

Spirit Airlines • PremiumEconomy
Price was $1,646, price is now $1,226 per person
$1,226
per person
found 3 hours 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

Evermore Orlando Resort
4.0-star property

Evermore Orlando Resort

9.6/10 Exceptional! (489 reviews)

Mar 21 - Mar 25

4 night stay

San Juan (SJU) to Orlando (MCO)

JetBlue Airways • PremiumEconomy

Orlando (MCO) to San Juan (SJU)

Spirit Airlines • PremiumEconomy
Save 100% on your flight
Price was $2,648, price is now $2,045 per person
$2,045
per person
found 22 hours ago
Amazing for families visting Orlando.

Reviewed on Oct 24, 2025

Don't see what you're looking for?
See all available trips from Detroit to Kissimmee
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Kissimmee first class flight packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
3.0-star property

Palazzo Lakeside Hotel

8.2/10 Very Good! (5,145 reviews)

Mar 6 - Mar 14

8 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $2,470, price is now $1,164 per person
$1,164
per person
found 1 day ago
Simply not impressed- even for the price it was not very clean and high resort fee for no housekeeping daily. Requested towels and was given 2 for a family of 4

Reviewed on Jan 31, 2026

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)

Mar 6 - Mar 14

8 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $3,063, price is now $2,195 per person
$2,195
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

Harbor Island Beach Club by Villatel
2.0-star property

Harbor Island Beach Club by Villatel

9.4/10 Exceptional! (3 reviews)

Mar 9 - Mar 12

3 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • FirstClass

Orlando (MCO) to Boston (BOS)

United • FirstClass
Price was $2,333, price is now $1,758 per person
$1,758
per person
found 18 hours ago
Don't see what you're looking for?
See all available trips from Boston to Kissimmee
View all trips

Kissimmee

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Kissimmee or any other low fare domestic or international air travel.

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You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Kissimmee. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Kissimmee flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Kissimmee to your mobile phone or email.

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 $50 this week to Kissimmee, and peaked at $57. Several lucky passengers departing New York (LGA) managed to secure one-way flights from just $25.
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.