Cheap Flight Deals to Kissimmee FL from CA $125

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Kissimmee?

The cheapest prices found with in the last 7 days for return flights were CA $65 and CA $125 for one-way flights to Kissimmee for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
MSYOrlandoJune 11 to June 15CA $65
EWROrlandoJune 5 to June 7CA $93
CLTOrlandoJune 7 to June 11CA $95
DTWOrlandoJune 4 to June 5CA $95
LGAOrlandoJune 4 to June 11CA $125
JFKOrlandoJune 4 to June 11CA $159
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
CLTOrlandoJune 1 to June 4CA $96
LGAOrlandoJune 1 to June 4CA $140
DTWOrlandoJune 2 to June 11CA $150
JFKOrlandoJune 1 to June 12CA $173
EWROrlandoJune 1 to June 18CA $186
*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 $65 and CA $190. Prices vary, but for the best fares, travel in December 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 $65. 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 January 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 $62 per night from May 27 to May 28
CA $62
per night
May 27 - May 28
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free parking, 3 outdoor pools, and a free theme park shuttle. Our guests praise the clean rooms ...
4/10 (2,386 reviews)
Weekend away
"Resort needs some up keep."

Reviewed on 19 May 2024

Maingate 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 ...
7.2/10 Good! (1,000 reviews)
"Nice location. Small pool. Staff were friendly. There is a shuttle to Disneyworld, which was very convenient"

Reviewed on 10 Aug. 2021

Champions World Resort
Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
3000 Maingate Ln, Kissimmee, FL
The price is CA $115 per night from May 29 to May 30
CA $115
per night
May 29 - May 30
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
8.8/10 Excellent! (3,825 reviews)
"It was really good and quiet place !"

Reviewed on 23 May 2024

Galleria Palms Hotel
Save an average of 15% on thousands of hotels when you're signed in
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® ...
7.6/10 Good! (1,000 reviews)
"Hotel is very old and very dirty. Staff very lazy and unaccomidating. We are switching hotels immediately."

Reviewed on 3 May 2021

Baymont 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 ...
Paradise 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 $383 per night from Jun. 1 to Jun. 2
CA $383
per night
Jun. 1 - Jun. 2
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! (1,120 reviews)
"3 bedroom condo was clean spacious our part of the resort was quiet"

Reviewed on 20 May 2024

Reunion 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 helpful staff and the clean ...
9/10 Wonderful! (1,069 reviews)
Great place close to all parks
"We stayed here because it is close to all the parks. Pleasantly surprised with the unit too. All new!"

Reviewed on 22 Apr. 2024

Magic Village Yards, Trademark Collection by Wyndham
Celebration Suites

Celebration Suites

3 out of 5
5820 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy 3 outdoor pools, 2 restaurants, and a 24-hour fitness center. Our guests praise the helpful ...
7.6/10 Good! (4,047 reviews)
"No need for the extra room but good if more people with you"

Reviewed on 14 Nov. 2023

Celebration Suites
Save an average of 15% on thousands of hotels when you're signed in
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® ...
7.6/10 Good! (1,000 reviews)
"Hotel is very old and very dirty. Staff very lazy and unaccomidating. We are switching hotels immediately."

Reviewed on 3 May 2021

Baymont 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 and Kids Club

Magic Moment Resort and Kids Club

4 out of 5
5200 West Irlo Bronson Memorial Highway, Kissimmee, FL
The price is CA $57 per night from Jun. 4 to Jun. 5
CA $57
per night
Jun. 4 - Jun. 5
Stay at this 4-star family-friendly hotel in Kissimmee. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the pool and the ...
8/10 Very Good! (838 reviews)
"Front desk service and courtesy"

Reviewed on 23 May 2024

Magic Moment Resort and Kids Club
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
The price is CA $119 per night from May 30 to May 31
CA $119
per night
May 30 - May 31
Stay at this 3.5-star golf hotel in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (3,145 reviews)
Repair to outside area door …NOT THE ROOM DOOR
"Just one complaint The door to the area we stayed at was VERY HARD TO OPEN and we were stuck there two mornings for a few minutes because the door would not open The lock just spun around… we physically went to the office and told them but it never got fixed … we were in room 23309"

Reviewed on 23 May 2024

Hilton Vacation Club Mystic Dunes Orlando
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel

4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is CA $156 per night from May 28 to May 29
CA $156
per night
May 28 - May 29
Book a stay at this golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (1,351 reviews)
"Always love orange lake beautifully maintained resort"

Reviewed on 23 May 2024

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Save an average of 15% on thousands of hotels when you're signed in
Seralago Hotel & Suites Main Gate East

Seralago Hotel & Suites Main Gate East

3 out of 5
5678 West Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is CA $57 per night from May 26 to May 27
CA $57
per night
May 26 - May 27
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the clean rooms in our reviews. ...
5/10 (5,250 reviews)
"This hotel is one my family and I would usually book, however it has absolutely gone down hill fast. There is absolutely NO dining area on premises, zero ice machines, rust and mold in the rooms, and no coffee makers in any rooms. We had to go off property just to even get a meal or snack. Oh and ..."

Reviewed on 20 May 2024

Seralago Hotel & 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.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Westgate Palace Hotel / Universal / I-Drive
Westgate Vacation Villas Resort
Don't see what you're looking for?
See all available trips from Montreal to Kissimmee
View all trips

Need a car after flight to Kissimmee?

Frequently asked questions

Which airlines fly to Kissimmee?
Being a prominent travel hub, it’s little wonder that Kissimmee has 20 airlines that fly into the city. Check out the deals with these popular carriers:

  • Southwest Airlines
  • Spirit Airlines
  • Delta Air Lines

What airport is best to fly into Kissimmee?
There’s no possibility of getting dropped off at the wrong airport in Kissimmee, as there’s just one servicing the city. Orlando Intl. Airport is 18 kilometers from all the action downtown.
Where to stay in Kissimmee
Life is one big journey, so why not get out there and truly experience it in Kissimmee? You can start by choosing from the 18,786 wonderful properties available through Travelocity.Spoil yourself with a little luxury at the Bella Vida Resort By Vhc Hospitality or the Terre Verde Resort. After all, it’s not every day you go on vacation! If you’re simply looking for a cosy room to catch those Zs, don’t stress! We’ve got options for you too. The Budget Inn East and the Flamingo Inn are some pocket-friendly alternatives.
Places to visit in Kissimmee
You’d be mad to stay in this bustling city without visiting some of its unique attractions. Gatorland® ought to be number one on your vacation itinerary.0 Want some more ideas? 0 But that’s not all. 0
How to get through airport security fast when traveling to Kissimmee
These handy hints and tips about airport security checks will save you plenty of time on your trip to Kissimmee:

  • Airport security will ask to see your passport and boarding pass at the checkpoint. Have them in a convenient place, so they’re all ready for inspection.
  • USB sticks, wallets and mobile phones are to be placed in a bin for X-raying. If you enter the body scanner with these items, you’ll be instructed to turn back and remove them.
  • Laptops must be taken out of their protective carriers and placed in a tub before being X-rayed.
  • Flying with a new cologne or perfume? As long as it’s no larger than 3.4 ounces (100 milliliters) and it’s stored in a clear zip-lock bag, you can keep it in your carry-on luggage.
  • Airport security staff may instruct you to take off your shoes before entering the body scanner. Choose a pair that come off easily. There’s nothing more irritating than having to do up your laces again and again.
  • Put any pocketknives or other dangerous items in your checked luggage. Airport security won’t allow such things in carry-on baggage.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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.