Cheap Flights To Kissimmee (ISM)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Kissimmee from $100 One Way, $141 Round Trip

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

Fri, Feb 20 - Thu, Feb 26
YYZ
Pearson Intl.
MCO
Orlando Intl.
$141 Roundtrip, found 2 days ago
$141
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Fri, Feb 20 from Pearson Intl. to Orlando Intl., returning Thu, Feb 26, priced at $141 found 2 days ago
Sun, Mar 8 - Thu, Mar 12
YYZ
Pearson Intl.
MCO
Orlando Intl.
$161 Roundtrip, found 5 days ago
$161
Roundtrip
found 5 days ago
Select Flair Airlines flight, departing Sun, Mar 8 from Pearson Intl. to Orlando Intl., returning Thu, Mar 12, priced at $161 found 5 days ago
Mon, Feb 23 - Thu, Feb 26
YYZ
Pearson Intl.
MCO
Orlando Intl.
$172 Roundtrip, found 2 hours ago
$172
Roundtrip
found 2 hours ago
Select Porter Airlines flight, departing Mon, Feb 23 from Pearson Intl. to Orlando Intl., returning Thu, Feb 26, priced at $172 found 2 hours ago
Sun, Jan 25 - Wed, Jan 28
YYZ
Pearson Intl.
MCO
Orlando Intl.
$172 Roundtrip, just found
$172
Roundtrip
just found
Select Air Canada flight, departing Sun, Jan 25 from Pearson Intl. to Orlando Intl., returning Wed, Jan 28, priced at $172 just found
Tue, Jan 13 - Tue, Jan 13
YYZ
Pearson Intl.
MCO
Orlando Intl.
$192 Roundtrip, found 10 hours ago
$192
Roundtrip
found 10 hours ago
Select United flight, departing Tue, Jan 13 from Pearson Intl. to Orlando Intl., returning Tue, Jan 13, priced at $192 found 10 hours ago
Mon, Jan 26 - Sat, Jan 31
YYZ
Pearson Intl.
MCO
Orlando Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select American Airlines flight, departing Mon, Jan 26 from Pearson Intl. to Orlando Intl., returning Sat, Jan 31, priced at $197 just found
Tue, Mar 24 - Tue, Mar 31
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$205 Roundtrip, found 10 hours ago
$205
Roundtrip
found 10 hours ago
Select Arajet flight, departing Tue, Mar 24 from Punta Cana Intl. to Orlando Sanford Intl., returning Tue, Mar 31, priced at $205 found 10 hours ago
Tue, Jan 13 - Tue, Jan 13
YYZ
Pearson Intl.
MCO
Orlando Intl.
$215 Roundtrip, found 10 hours ago
$215
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Jan 13 from Pearson Intl. to Orlando Intl., returning Tue, Jan 13, priced at $215 found 10 hours ago
Tue, Dec 30 - Tue, Jan 6
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$238 Roundtrip, found 7 hours ago
$238
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Tue, Dec 30 from Punta Cana Intl. to Orlando Intl., returning Tue, Jan 6, priced at $238 found 7 hours ago
Mon, Feb 23 - Thu, Feb 26
YYZ
Pearson Intl.
MCO
Orlando Intl.
$242 Roundtrip, found 2 hours ago
$242
Roundtrip
found 2 hours ago
Select WestJet flight, departing Mon, Feb 23 from Pearson Intl. to Orlando Intl., returning Thu, Feb 26, priced at $242 found 2 hours ago

Kissimmee Flight Information

Traveling To
Kissimmee
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Flair Airlines, Porter Airlines, Air Canada, Arajet, Spirit Airlines, American Airlines, WestJet, Delta, Frontier Airlines, JetBlue Airways, United
Flight Price
$141
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.
Seasons Florida Resort
2.0-star property

Seasons Florida Resort

Jan 28 - Feb 2

5 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $439, price is now $223 per person
$223
per person
found 1 day ago
Palazzo Lakeside Hotel
3.0-star property

Palazzo Lakeside Hotel

Jan 28 - Feb 2

5 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $1,052, price is now $241 per person
$241
per person
found 1 day ago
The Shores Resort & Spa
4.0-star property

The Shores Resort & Spa

Feb 6 - Feb 9

3 night stay

Boston (BOS) to Orlando (MCO)

JetBlue Airways • Coach

Orlando (MCO) to Boston (BOS)

Delta • Coach
Save 100% on your flight
Price was $594, price is now $328 per person
$328
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Kissimmee
View all trips

Kissimmee premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,482 reviews)

Feb 6 - Feb 9

3 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $798, price is now $616 per person
$616
per person
found 1 day ago
It was ok for the price

Reviewed on Sep 27, 2025

The Delaney Hotel
3.5-star property

The Delaney Hotel

9.6/10 Exceptional! (1,002 reviews)

Feb 6 - Feb 9

3 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,011, price is now $819 per person
$819
per person
found 1 day ago
Great location for hospital access

Reviewed on Jul 8, 2025

Meliá Orlando Celebration
4.0-star property

Meliá Orlando Celebration

8.6/10 Excellent! (1,549 reviews)

Feb 6 - Feb 9

3 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,012, price is now $837 per person
$837
per person
found 1 day ago
Room was spacious and clean. It was like having your own apartment. A full-kitchen, separate shower and bath, and a balcony in the bedroom. Very friendly and helpful staff. The hotel had plenty of social activities for guests and is a short distance from Disney, downtown Celebration, and many restaurants. The balcony doors were hard to open and there was weed smell in some of the hallways.

Reviewed on Nov 12, 2025

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Kissimmee
View all trips

Kissimmee first class flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Blue Tree Resort in Lake Buena Vista
3.5-star property

Westgate Blue Tree Resort in Lake Buena Vista

8.4/10 Very Good! (1,002 reviews)

Feb 21 - Feb 25

4 night stay

Chicago (ORD) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
Price was $1,043, price is now $831 per person
$831
per person
found 21 hours ago
The place is very nice! However, the washer did not work.

Reviewed on Oct 31, 2025

Evermore Orlando Resort
4.0-star property

Evermore Orlando Resort

9.6/10 Exceptional! (489 reviews)

Feb 21 - Feb 25

4 night stay

Chicago (ORD) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
Price was $2,762, price is now $2,155 per person
$2,155
per person
found 21 hours ago
Amazing for families visting Orlando.

Reviewed on Oct 24, 2025

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)

Feb 21 - Feb 25

4 night stay

Chicago (ORD) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
Price was $1,315, price is now $1,074 per person
$1,074
per person
found 21 hours 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

Don't see what you're looking for?
See all available trips from Chicago to Kissimmee
View all trips

Kissimmee

If you are looking for affordable flights to Kissimmee, look no further. Orbitz offers discounted rates to many destinations.

Bargain flights to Kissimmee now available

As you review your budget and travel plans, consider the low fares Orbitz offers on Kissimmee flights. With Orbitz, booking flights to Kissimmee is easy and the lowest prices are guaranteed.

Easy self-help service offered

Orbitz offers cutting edge mobile tools that allow you to review and make bookings from your Android or iPhone mobile device with a simple application. You can easily and conveniently update your information or book your trip using this service. You are also able to obtain information on affordable hotel packages and receive frequent flight updates. You will receive confirmation of bookings or reservations made using the mobile service on the same day of the request. Change details or receive updates on your Kissimmee flights by visiting the Orbitz site or mobile application.

Orbitz looks after you

Orbitz ensures that you are kept informed with up-to-date flight information, providing feedback to up to six contact numbers to ensure that everyone receives the feedback. In addition to providing the discounted deals on Kissimmee flights, Orbitz is also able to structure a package based on your needs for activities, car hire and accommodations.

Traveler profile updates

After booking your Kissimmee flights, you may access your account profile on the Orbitz site and update your frequent flyer or loyalty membership details. This information will remain on the system and will be available for you to access when you make any future bookings with Orbitz.

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 $141 this week to Kissimmee, and peaked at $242. Several lucky passengers departing Toronto (YYZ) managed to secure one-way flights from just $100.
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.