Cheap Flights to West Kissimmee from $25

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How Much Does it Cost To Fly To West Kissimmee?

The cheapest prices found with in the last 7 days for return flights were $49 and $25 for one-way flights to West Kissimmee for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
LGAOrlandoFebruary 4 to February 14$53
JFKOrlandoFebruary 21 to February 28$56
DTWOrlandoFebruary 8 to February 12$57
TTNOrlandoJanuary 30 to February 5$59
EWROrlandoMarch 2 to March 4$59
BOSOrlandoFebruary 8 to February 14$72
ORDOrlandoFebruary 10 to February 13$79
SJUOrlandoJanuary 31 to February 3$133
LAXOrlandoMarch 10 to March 17$134
MSPOrlandoFebruary 22 to February 26$172
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PHLOrlandoJanuary 25 to February 11$75
PSMOrlandoJanuary 25 to February 14$95
JFKOrlandoJanuary 24 to February 7$104
JFKOrlandoJanuary 24 to February 7$104
DTWOrlandoJanuary 25 to January 29$125
EWROrlandoJanuary 24 to January 28$136
ORDOrlandoJanuary 24 to January 29$193
SJUOrlandoJanuary 25 to January 27$227
LAXOrlandoJanuary 25 to January 30$261
MSPOrlandoJanuary 25 to February 1$283
*Prices include taxes and fees

West Kissimmee Flight Information

Traveling to
West Kissimmee
Lowest Price
$49
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing West Kissimmee Accommodation Deals

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
Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West

2.5 out of 5
8536 W Irlo Bronson Memorial Hwy Kissimmee FL
$80 nightly
The price is $91 total per night from Jan 26 to Jan 27
$91 total
Jan 26 - Jan 27
Total with taxes and fees
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (2,191 reviews)
Staff was nice. Hotel is getting outdated but is not too bad.

Reviewed on Jan 19, 2026

Opens in a new windowDestiny Palms Hotel Maingate West
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

4 out of 5
17777 Bali Blvd Winter Garden FL
$131 nightly
The price is $148 total per night from Jan 27 to Jan 28
$148 total
Jan 27 - Jan 28
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (4,082 reviews)
Yes to the staff. My only complaint is that I wish I had asked for a queen bed . We had a King and only one nightstand. We stayed with you last Month. Dec 3-10 . in Building 1100. We are planning a return visit in February around the middle of the month. I prefer the first floor.

Reviewed on Jan 15, 2026

Opens in a new windowHilton Vacation Club Aqua Sol Orlando West
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 out of 5
105 Summer Bay Blvd Clermont FL
$96 nightly
The price is $107 total per night from Feb 1 to Feb 2
$107 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,120 reviews)
Staff were all very nice and helpful!

Reviewed on Jan 20, 2026

Opens in a new windowHoliday Inn Express & Suites Clermont Se West Orlando by IHG
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 West Kissimmee 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 vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's ...
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 West Kissimmee

Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 out of 5
17805 US Highway 192 Clermont FL
$140 nightly
The price is $155 total per night from Jan 22 to Jan 23
$155 total
Jan 22 - Jan 23
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free parking, 5 outdoor pools, and 4 hot tubs. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (2,091 reviews)
Deberían tener Netflix para los Niños en la noche,y cortinas para la ducha después todo bien gracias

Reviewed on Jan 18, 2026

Opens in a new windowSummer Bay Orlando by Exploria Resorts
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 out of 5
105 Summer Bay Blvd Clermont FL
$96 nightly
The price is $107 total per night from Feb 1 to Feb 2
$107 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,120 reviews)
Staff were all very nice and helpful!

Reviewed on Jan 20, 2026

Opens in a new windowHoliday Inn Express & Suites Clermont Se West Orlando by IHG
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

4 out of 5
17777 Bali Blvd Winter Garden FL
$131 nightly
The price is $148 total per night from Jan 27 to Jan 28
$148 total
Jan 27 - Jan 28
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (4,082 reviews)
Yes to the staff. My only complaint is that I wish I had asked for a queen bed . We had a King and only one nightstand. We stayed with you last Month. Dec 3-10 . in Building 1100. We are planning a return visit in February around the middle of the month. I prefer the first floor.

Reviewed on Jan 15, 2026

Opens in a new windowHilton Vacation Club Aqua Sol Orlando West
Save an average of 15% on thousands of hotels when you're signed in
Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West

2.5 out of 5
8536 W Irlo Bronson Memorial Hwy Kissimmee FL
$80 nightly
The price is $91 total per night from Jan 26 to Jan 27
$91 total
Jan 26 - Jan 27
Total with taxes and fees
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (2,191 reviews)
Staff was nice. Hotel is getting outdated but is not too bad.

Reviewed on Jan 19, 2026

Opens in a new windowDestiny Palms Hotel Maingate West
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 West Kissimmee

Hilton Vacation Club Aqua Sol Orlando West
Great for families

Hilton Vacation Club Aqua Sol Orlando West

4 out of 5
17777 Bali Blvd Winter Garden FL
$131 nightly
The price is $148 total per night from Jan 27 to Jan 28
$148 total
Jan 27 - Jan 28
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (4,082 reviews)

Families like: Outdoor pools, free waterpark access, kitchen, playground

Travelers say...
Yes to the staff. My only complaint is that I wish I had asked for a queen bed . We had a King and only one nightstand. We stayed with you last Month. Dec 3-10 . in Building 1100. We are planning a return visit in February around the middle of the month. I prefer the first floor.

Reviewed on Jan 15, 2026

Opens in a new windowHilton Vacation Club Aqua Sol Orlando West
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Great for families

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
$188 nightly
The price is $212 total per night from Jan 22 to Jan 23
$212 total
Jan 22 - Jan 23
Total with taxes and fees
Book a stay at this 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! (2,568 reviews)

Families like: Outdoor pools, free waterpark access, kids club, playground

Travelers say...
Lean, staff was very courteous and prompt

Reviewed on Jan 19, 2026

Opens in a new windowHoliday Inn Club Vacations at Orange Lake Resort by IHG
Caribe Cove Resort

Caribe Cove Resort

3.5 out of 5
9000 Treasure Trove Ln Kissimmee FL
Stay at this condo in Kissimmee. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood ...
8.6/10 Excellent! (2,261 reviews)
This was a great place to stay for our business trip much better then staying in a hotel. Its nice to have a home away from home atmosphere.

Reviewed on Jan 16, 2026

Opens in a new windowCaribe Cove Resort
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Summer Bay Orlando by Exploria Resorts
Great for families

Summer Bay Orlando by Exploria Resorts

3.5 out of 5
17805 US Highway 192 Clermont FL
$140 nightly
The price is $155 total per night from Jan 22 to Jan 23
$155 total
Jan 22 - Jan 23
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free parking, 5 outdoor pools, and 4 hot tubs. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (2,091 reviews)

Families like: Outdoor pools, kitchen, playground, miniature golf

Travelers say...
Deberían tener Netflix para los Niños en la noche,y cortinas para la ducha después todo bien gracias

Reviewed on Jan 18, 2026

Opens in a new windowSummer Bay Orlando by Exploria Resorts
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 West Kissimmee Flight and Hotel Packages

West Kissimmee flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
Westgate Cocoa Beach Resort
Westgate Town Center Resort
Don't see what you're looking for?
See all available trips from Chicago to West Kissimmee
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West Kissimmee flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Blue Tree Resort in Lake Buena Vista
Orbit One Vacation Villas
Evermore Orlando Resort
Don't see what you're looking for?
See all available trips from Boston to West Kissimmee
View all trips

West Kissimmee flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Westgate Town Center Resort
Westgate Lakes Resort & Spa Universal Studios Area
Don't see what you're looking for?
See all available trips from Chicago to West Kissimmee
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 4 days. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to West Kissimmee?
In the last seven days, the cheapest roundtrip flight to West Kissimmee cost $49 on our site. Look through our excellent deals, secure your tickets and start planning for your next travel experience. This price was available on Travelocity for flights to West Kissimmee departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to West Kissimmee?
If you've been dreaming of an escape to West Kissimmee, February is the cheapest month to travel there. This is according to Travelocity's direct return flight demand between January and December last year. Pick your preferred travel dates and lock in your flights today.
How can I check my flight status to West Kissimmee?
"Trips" is your one-stop shop when it comes to information related to your flight to West Kissimmee. Travelocity's handy portal lets you handle everything in the same place, from looking up your flight status to making updates to your itinerary. Click on Trips at the top right of the Travelocity homepage and then create an account or sign in. Alternatively, download the Travelocity app and access your info while you're out and about. Whether you have the family flying with you or you're a solo wanderer, all your bookings are at your fingertips.
How do I find the best deals on flights to West Kissimmee?
One way to nab an awesome deal is to be flexible with your travel dates. First, search for your flight to West Kissimmee, then tap on the "Flexible dates" box above the results. This will let you compare prices for the surrounding dates. Want another tip? Book well in advance. To give you an idea of fares, $49 was the cheapest price for a return flight to West Kissimmee in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to West Kissimmee with Travelocity?
If you're chasing cheap flights to West Kissimmee, you'll discover some top deals with Travelocity. From cheap family flights on budget airlines to flexible ticket options, we've got it all. Enjoy a worry-free break with our round-the-clock customer support, Price Match Guarantee and free cancellations with most hotels and activities. Start planning your travel itinerary and prepare to fly away to this amazing destination.
How much is a flight to West Kissimmee on average?
Based on prices found over the last seven days, roundtrip flights to West Kissimmee were between $49 and $283. When you're ready to take off, Travelocity will help you find a fare to suit your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to West Kissimmee?
What you can expect mostly depends on your carrier and where you're flying from. Generally, most airlines provide passengers with warm meals, drinks and entertainment on long-haul journeys. Whether you're chasing business class flights to West Kissimmee or cheap flights for family vacations, you'll be well taken care of from the moment you jet off to the minute you land.

Plane Tickets To West 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 West Kissimmee. Browse through our inventory to explore a wide range of cheap flights to West 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 West Kissimmee as you anxiously await to exit the plane and explore what West Kissimmee has to offer. Considering all the amazing local food and culture in West 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 West 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 West 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 West 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 West 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.