Cheap Flight Deals to Kissimmee FL from CA $135

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How to find cheap flights to Kissimmee?

The cheapest prices found with in the last 7 days for return flights were CA $77 and CA $135 for one-way flights to Kissimmee for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
LGAOrlandoDecember 10 to December 13CA $77
EWROrlandoDecember 9 to December 11CA $106
DTWOrlandoJanuary 24 to January 30CA $113
CLTOrlandoNovember 28 to December 2CA $131
JFKOrlandoDecember 10 to December 13CA $179
MSYOrlandoNovember 25 to November 29CA $205
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWROrlandoNovember 23 to November 24CA $139
DTWOrlandoNovember 23 to November 28CA $181
LGAOrlandoNovember 21 to November 22CA $225
JFKOrlandoNovember 23 to November 24CA $318
*Prices include taxes and fees

Your guide to flights to Kissimmee, FL

Flair Airlines fly to Kissimmee, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Kissimmee FL currently costs between CA $77 and CA $318. Prices vary, but for the best fares, travel in March when prices are at their lowest.  

Top tips for finding cheap flights to Kissimmee  

The cheapest flight for a round trip to Kissimmee is currently CA $77. When you search for flights to Kissimmee, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Kissimmee for nearby days.  The cheapest month to travel to Kissimmee is February from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Kissimmee 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Kissimmee with Travelocity 

We have top deals on plane tickets even for last minute flights to Kissimmee, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Kissimmee for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Kissimmee

Maingate Lakeside Resort

Maingate Lakeside Resort

3 out of 5
7769 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is CA $51 per night from Nov 16 to Nov 17
CA $51
CA $96 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
4.2/10 (2,488 reviews)
Ok

Reviewed on Oct 29, 2025

Opens in a new windowMaingate Lakeside Resort
Champions World Resort

Champions World Resort

2 out of 5
8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy 2 outdoor pools, a fitness center, and a 24-hour business center. Our guests praise the property ...
Nice location. Small pool. Staff were friendly. There is a shuttle to Disneyworld, which was very convenient

Reviewed on Aug 10, 2021

Opens in a new windowChampions World Resort
Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
3000 Maingate Ln, Kissimmee, FL
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (3,593 reviews)
Great customer service. Nice and clean hotel and good breakfast. Will consider coming back

Reviewed on Nov 10, 2025

Opens in a new windowGalleria Palms Hotel
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Baymont by Wyndham Celebration

Baymont by Wyndham Celebration

2.5 out of 5
7601 Black Lake Road, Kissimmee, FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a free area shuttle. Popular attractions Disney's Animal Kingdom® ...
Hotel is very old and very dirty. Staff very lazy and unaccomidating. We are switching hotels immediately.

Reviewed on May 3, 2021

Opens in a new windowBaymont by Wyndham Celebration
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.

Our Top Kissimmee hotel with Airport Shuttles

Paradise Palms by Home 2U

Paradise Palms by Home 2U

3.5 out of 5
8950 Paradise Palms Blvd, Kissimmee, FL
Stay at this 3.5-star vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Disney's Animal Kingdom® Theme Park and ...
Opens in a new windowParadise Palms by Home 2U
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.

Luxury Hotels in Kissimmee

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
7593 Gathering Drive, Kissimmee, FL
The price is CA $294 per night from Dec 9 to Dec 10
CA $294
CA $400 total
Dec 9 - Dec 10
includes taxes & fees
Stay at this 5-star luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,421 reviews)
Well stocked kitchen, clean unit and quiet

Reviewed on Nov 2, 2025

Opens in a new windowReunion Resort & Golf Club
Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
3151 Pantanal Lane, Kissimmee, FL
Stay at this 4-star business-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our ...
9/10 Wonderful! (1,151 reviews)
Condo was decent, could have had a few more supplies in the unit. Half rolls of TP is pretty sh*tty... literally.

Reviewed on Nov 4, 2025

Opens in a new windowMagic Village Yards, Trademark Collection by Wyndham
Celebration Suites

Celebration Suites

3 out of 5
5820 West Irlo Bronson Memorial Highway, Kissimmee, FL
Stay at this 3-star family-friendly resort in Kissimmee. Enjoy 3 outdoor pools, 2 restaurants, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,002 reviews)
Excelente opção para sua viagem à Orlando
O hotel tem quartos muito confortáveis, é limpo a cada dois dias e tem uma cozinha completa e espaçosa, perfeita pra preparar lanches e refeições completas. Não usei outras dependências do hotel, mas todas elas eram agradáveis e muito bem mantidas.

Reviewed on Oct 8, 2025

Opens in a new windowCelebration Suites
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Baymont by Wyndham Celebration

Baymont by Wyndham Celebration

2.5 out of 5
7601 Black Lake Road, Kissimmee, FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a free area shuttle. Popular attractions Disney's Animal Kingdom® ...
Hotel is very old and very dirty. Staff very lazy and unaccomidating. We are switching hotels immediately.

Reviewed on May 3, 2021

Opens in a new windowBaymont by Wyndham Celebration
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.

Family Friendly Hotels in Kissimmee

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3 out of 5
5200 West Irlo Bronson Memorial Highway, Kissimmee, FL
The price is CA $59 per night from Dec 1 to Dec 2
CA $59
CA $115 total
Dec 1 - Dec 2
includes taxes & fees
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the breakfast and ...
8.4/10 Very Good! (2,626 reviews)
Very nice , clean and friendly place to stay with friends and family

Reviewed on Nov 9, 2025

Opens in a new windowMagic Moment Resort & Kids Club, Dazzler Select by Wyndham
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
The price is CA $137 per night from Nov 20 to Nov 21
CA $137
CA $203 total
Nov 20 - Nov 21
includes taxes & fees
Stay at this 4-star golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (4,418 reviews)
Everything was great.

Reviewed on Nov 11, 2025

Opens in a new windowHilton Vacation Club Mystic Dunes Orlando
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
The price is CA $157 per night from Nov 16 to Nov 17
CA $157
CA $238 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this 4-star 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. ...
8.6/10 Excellent! (2,483 reviews)
Spotless accommodations!

Reviewed on Nov 10, 2025

Opens in a new windowHoliday Inn Club Vacations at Orange Lake Resort by IHG
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Seralago Hotel and Suites Main Gate East

Seralago Hotel and Suites Main Gate East

3 out of 5
5678 West Irlo Bronson Memorial Highway, 2, Kissimmee, FL
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the clean rooms ...
4.6/10 (1,642 reviews)
Nice

Reviewed on Apr 3, 2025

Opens in a new windowSeralago Hotel and Suites Main Gate East
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.

Best Kissimmee Flight and Hotel Packages

Kissimmee flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Palazzo Lakeside Hotel
Summerville Vacation Homes by Columbia Management
Don't see what you're looking for?
See all available trips from Toronto to Kissimmee
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Kissimmee flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Westgate Palace Hotel / Universal / I-Drive
Westgate Lakes Resort & Spa Universal Studios Area
Don't see what you're looking for?
See all available trips from Toronto to Kissimmee
View all trips

Kissimmee flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
Omni Orlando Resort at ChampionsGate
Galleria Palms Hotel
Silver Lake Resort
Don't see what you're looking for?
See all available trips from Toronto to Kissimmee
View all trips

Kissimmee flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hilton Orlando Lake Buena Vista - Disney Springs® Area
The Delaney Hotel
Meliá Orlando Celebration
Don't see what you're looking for?
See all available trips from Toronto to Kissimmee
View all trips

Need a car after flight to Kissimmee?

Flights To Kissimmee

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Kissimmee. Browse through our inventory to explore a wide range of cheap flights to Kissimmee to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Kissimmee, as you anxiously await to exit the plane and explore what Kissimmee has to offer. Considering all the amazing local food and culture in Kissimmee, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Kissimmee to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Kissimmee without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Kissimmee with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Kissimmee today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.