$32 Cheap flight deals from Fort Walton Beach - Destin (VPS) to Kissimmee (ORL)

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This Weekend's Flight Deals from Fort Walton Beach - Destin to Kissimmee

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Apr 4 - Thu, Apr 9
PNS
Pensacola Intl.
MCO
Orlando Intl.
$100 Roundtrip, found 1 hour ago
$100
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Apr 4 from Pensacola Intl. to Orlando Intl., returning Thu, Apr 9, priced at $100 found 1 hour ago
Sun, Apr 5 - Mon, Apr 6
VPS
Northwest Florida Regional
MCO
Orlando Intl.
$575 Roundtrip, found 5 days ago
$575
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Apr 5 from Northwest Florida Regional to Orlando Intl., returning Mon, Apr 6, priced at $575 found 5 days ago

Airfares from $32 One Way, $57 Round Trip from Fort Walton Beach - Destin to Kissimmee

Prices starting at $57 for return flights and $32 for one-way flights to Kissimmee were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Apr 19 - Sun, Apr 26
PNS
Pensacola
MCO
Orlando
$57 Roundtrip, found 20 hours ago
$57
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Sun, Apr 19 from Pensacola to Orlando, returning Sun, Apr 26, priced at $57 found 20 hours ago
Sun, Apr 19 - Sun, Apr 26
PNS
Pensacola
MCO
Orlando
$60 Roundtrip, found 20 hours ago
$60
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sun, Apr 19 from Pensacola to Orlando, returning Sun, Apr 26, priced at $60 found 20 hours ago
Sun, Apr 19 - Thu, Apr 23
PNS
Pensacola
MCO
Orlando
$61 Roundtrip, found 2 days ago
$61
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Apr 19 from Pensacola to Orlando, returning Thu, Apr 23, priced at $61 found 2 days ago
Tue, Nov 10 - Tue, Nov 17
PNS
Pensacola
MCO
Orlando
$64 Roundtrip, found 23 hours ago
$64
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Tue, Nov 10 from Pensacola to Orlando, returning Tue, Nov 17, priced at $64 found 23 hours ago
Sun, May 10 - Sun, May 17
PNS
Pensacola
MCO
Orlando
$70 Roundtrip, found 3 days ago
$70
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, May 10 from Pensacola to Orlando, returning Sun, May 17, priced at $70 found 3 days ago

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

9/10 Wonderful! (3,462 reviews)

May 7 - May 11

4 night stay

Pensacola (PNS) to Orlando (MCO)

Frontier Airlines • Coach

Orlando (MCO) to Pensacola (PNS)

Spirit Airlines • Coach
Price was $389, price is now $231 per person
$231
per person
found 1 day ago
I rated 5-stars for the location and price of the stay. The rooms were in fact clean, but perhaps the age of the hotel (even though renovated) had a particular smell that only helped when running the a/c which wasn’t needed (I visited during the January attic blast).

Reviewed on Feb 10, 2026

Florida Hotel & Conference Center in the Florida Mall
3.5-star property

Florida Hotel & Conference Center in the Florida Mall

9.2/10 Wonderful! (2,530 reviews)

May 7 - May 11

4 night stay

Pensacola (PNS) to Orlando (MCO)

Frontier Airlines • Coach

Orlando (MCO) to Pensacola (PNS)

Spirit Airlines • Coach
Price was $758, price is now $492 per person
$492
per person
found 1 day 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

Orlando Palms Hotel
2.5-star property

Orlando Palms Hotel

7.8/10 Good! (2,469 reviews)

May 7 - May 11

4 night stay

Pensacola (PNS) to Orlando (MCO)

Frontier Airlines • Coach

Orlando (MCO) to Pensacola (PNS)

Spirit Airlines • Coach
Price was $405, price is now $285 per person
$285
per person
found 1 day ago
I had such a great stay at Orlando Palms Hotel! Honestly, I wasn’t quite sure what to expect when I booked, but I was so pleasantly surprised. The hotel was clean, comfortable, and welcoming from the moment I walked in. The real highlight of my trip was Eli. He was absolutely incredible, so caring, helpful, and genuinely kind. He went out of his way to make sure I was comfortable and had everything I needed. He answered all of my questions, shared great recommendations, and always did it with a warm, positive attitude. You can tell he truly cares about making guests feel at home. Great coffee too and other breakfast items available which was nice.

Reviewed on Feb 26, 2026

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Kissimmee first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Grove Resort & Water Park Orlando
4.0-star property

The Grove Resort & Water Park Orlando

8/10 Very Good! (9,174 reviews)

May 25 - May 29

4 night stay

Pensacola (PNS) to Orlando (MCO)

American Airlines • Non-stop • FirstClass

Orlando (MCO) to Pensacola (PNS)

Delta • Non-stop • FirstClass
Price was $1,203, price is now $1,068 per person
$1,068
per person
found 1 day ago
We enjoyed the Grove. Rooms, Pools, Restaurants and Bars were great. Check-in was not great at all. Staff worked hard and did great, but clearly needed some help. Rooms were slow to get cleaned and didn't get some requested items, but overall a good trip.

Reviewed on Mar 27, 2026

Evermore Orlando Resort
4.0-star property

Evermore Orlando Resort

9.6/10 Exceptional! (617 reviews)

May 25 - May 29

4 night stay

Pensacola (PNS) to Orlando (MCO)

American Airlines • Non-stop • FirstClass

Orlando (MCO) to Pensacola (PNS)

Delta • Non-stop • FirstClass
Price was $2,501, price is now $2,121 per person
$2,121
per person
found 1 day ago
Amazing for families visting Orlando.

Reviewed on Oct 24, 2025

Club Wyndham Bonnet Creek
3.5-star property

Club Wyndham Bonnet Creek

9.2/10 Wonderful! (1,013 reviews)

May 25 - May 29

4 night stay

Pensacola (PNS) to Orlando (MCO)

American Airlines • Non-stop • FirstClass

Orlando (MCO) to Pensacola (PNS)

Delta • Non-stop • FirstClass
Price was $1,227, price is now $1,094 per person
$1,094
per person
found 1 day ago
Check in 3 step process. Wait in line to check in. Then you get directed to a staff member who asks you for additional contact information to set you up for part 3: a sales pitch to convince you to buy into their timeshare. You can’t avoid the timeshare pitch as that person gives you the ‘security key’ to get you into the front gate. Of course, the check in person could give you this, but it’s part of the hard sell timeshare process. I won’t stay here again.

Reviewed on Oct 9, 2024

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More About Flying To Kissimmee from Fort Walton Beach - Destin

Route Information for Flights from Fort Walton Beach - Destin to Kissimmee

Origin Airport IATA Code
VPS
Destination Airport IATA Code
ORL
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Fort Walton Beach - Destin to Kissimmee

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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.