Cheap Flight Deals to Kissimmee FL from CA $149

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 $74 and CA $149 for one-way flights to Kissimmee for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
MSYOrlandoJune 20 to June 24CA $74
CLTOrlandoJune 18 to June 22CA $83
DTWOrlandoAugust 20 to August 28CA $106
LGAOrlandoJune 18 to June 25CA $119
EWROrlandoSeptember 4 to September 11CA $133
JFKOrlandoJuly 31 to August 7CA $159
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
CLTOrlandoJune 14 to June 14CA $137
LGAOrlandoJune 15 to June 21CA $176
EWROrlandoJune 14 to June 17CA $181
DTWOrlandoJune 15 to June 17CA $207
JFKOrlandoJune 16 to June 20CA $256
*Prices include taxes and fees

Your guide to flights to Kissimmee, FL

Canada Jetlines, 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 $74 and CA $256. Prices vary, but for the best fares, travel in October 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 $74. 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 $53 per night from Jun. 9 to Jun. 10
CA $53
per night
Jun. 9 - Jun. 10
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 (2,397 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 $98 per night from Jun. 9 to Jun. 10
CA $98
per night
Jun. 9 - Jun. 10
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! (3,846 reviews)
"God service. Clean rooms."

Reviewed on 5 Jun. 2024

Galleria 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® ...
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 $381 per night from Jun. 13 to Jun. 14
CA $381
per night
Jun. 13 - Jun. 14
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! (1,126 reviews)
"Excellent service"

Reviewed on 27 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
The price is CA $445 per night from Jul. 1 to Jul. 2
CA $445
per night
Jul. 1 - Jul. 2
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! (1,071 reviews)
"The location of this property and convenience is amazing"

Reviewed on 27 May 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 $72 per night from Jun. 9 to Jun. 10
CA $72
per night
Jun. 9 - Jun. 10
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! (886 reviews)
"Second time we stayed here. My daughter loved the play area. We love the hot breakfast and clean rooms. Will stay again!"

Reviewed on 2 Jun. 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 $127 per night from Jul. 8 to Jul. 9
CA $127
per night
Jul. 8 - Jul. 9
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! (3,208 reviews)
"Very convenient to everything, from shopping to theme park! Rooms still nice even though its outdated."

Reviewed on 4 Jun. 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 $127 per night from Jun. 10 to Jun. 11
CA $127
per night
Jun. 10 - Jun. 11
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! (1,360 reviews)
Quick getaway
"Last minute trip. This was a great place. Very clean, great atmosphere, great staff. Must return with the family."

Reviewed on 3 Jun. 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 Jun. 9 to Jun. 10
CA $57
per night
Jun. 9 - Jun. 10
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 (5,276 reviews)
"Very basic nothing to brag about"

Reviewed on 31 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.
Palazzo Lakeside Hotel
Westgate Palace Hotel / Universal / I-Drive
Westgate Town Center Resort
Don't see what you're looking for?
See all available trips from Montreal to Kissimmee
View all trips

Kissimmee flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
Westgate Palace Hotel / Universal / I-Drive
ette hotel
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.