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Kissimmee

$256+ Cheap flights from Tallahassee (TLH) to Kissimmee, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — MCO
May 2 — May 91
Sat 5/2
Sat 5/9
1 adult, Economy
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Cheap flight deals from Tallahassee to Kissimmee

Cheapest flights from Tallahassee to Kissimmee
Explore the most affordable flight options available from Tallahassee to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2026.

This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:09 am
TLH
-
MCO
1 stop4h 05m
American Airlines
Tue 6/93:35 pm
MCO
-
TLH
1 stop4h 27m
American Airlines
Deal found 3/31$357
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/47:07 pm
TLH
-
MCO
1 stop5h 48m
Delta
Sat 6/65:30 am
MCO
-
TLH
1 stop3h 55m
Delta
Deal found 3/29$367
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:15 pm
TLH
-
MCO
1 stop3h 27m
American Airlines
Sat 5/23:50 pm
MCO
-
TLH
1 stop3h 55m
American Airlines
Deal found 3/31$377
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:34 am
TLH
-
MCO
1 stop4h 10m
Delta
Sat 4/254:20 pm
MCO
-
TLH
1 stop6h 12m
Delta
Deal found 3/30$387
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:01 pm
TLH
-
MCO
1 stop4h 51m
Delta
Sun 6/145:30 am
MCO
-
TLH
1 stop3h 56m
Delta
Deal found 3/29$403
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:25 pm
TLH
-
MCO
1 stop5h 17m
American Airlines
Sun 9/208:08 am
MCO
-
TLH
1 stop3h 19m
American Airlines
Deal found 3/30$407
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/229:50 am
TLH
-
MCO
1 stop5h 18m
American Airlines
Sat 4/256:28 pm
MCO
-
TLH
1 stop5h 28m
American Airlines
Deal found 4/2$417
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:05 pm
TLH
-
MCO
1 stop6h 13m
Delta
Sun 4/195:30 am
MCO
-
TLH
1 stop3h 53m
Delta
Deal found 4/2$447
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/159:50 am
TLH
-
MCO
1 stop5h 18m
American Airlines
Sat 4/186:28 pm
MCO
-
TLH
1 stop5h 28m
American Airlines
Deal found 4/2$457
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:09 am
TLH
-
MCO
1 stop4h 10m
American Airlines
Tue 4/143:50 pm
MCO
-
TLH
1 stop3h 55m
American Airlines
Deal found 3/31$467
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/173:46 pm
TLH
-
MCO
1 stop5h 07m
Delta
Sun 4/195:30 am
MCO
-
TLH
1 stop3h 53m
Delta
Deal found 3/29$483
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/45:12 pm
TLH
-
MCO
1 stop3h 34m
Delta
Sat 4/117:00 am
MCO
-
TLH
1 stop5h 28m
Delta
Deal found 4/2$512

Find flight deals from Tallahassee to Kissimmee

Keep the following information in mind while searching for Tallahassee to Kissimmee flight deals. Data was last updated April 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$357
(American Airlines)

One-way from

$256
(KAYAK)
Provider with most accurate pricing for Tallahassee-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tallahassee-Orlando (ORL) flights.
Search Deals
From Tallahassee to Kissimmee
Search Deals
One-way flight from Tallahassee to Kissimmee
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tallahassee to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2026.
Use the filters below to find and compare flights from Tallahassee to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TallahasseeOrlando

TLH - MCO

TLHMCO

Tallahassee

Thu 5/14

6:09 am-10:14 am

1 stop4h 05m

Orlando

Tue 6/9

3:35 pm-8:02 pm

1 stop4h 27m

$357

TallahasseeOrlando

TLH - MCO

TLHMCO

Tallahassee

Thu 6/4

7:07 pm-12:55 am

1 stop5h 48m

Orlando

Sat 6/6

5:30 am-9:25 am

1 stop3h 55m

$367

TallahasseeOrlando

TLH - MCO

TLHMCO

Tallahassee

Fri 5/1

7:05 pm-1:18 am

1 stop6h 13m

Orlando

Fri 5/8

11:30 am-4:31 pm

1 stop5h 01m

$367

TallahasseeOrlando

TLH - MCO

TLHMCO

Tallahassee

Thu 6/4

8:32 pm-11:59 pm

1 stop3h 27m

Orlando

Sat 6/6

10:58 am-4:37 pm

1 stop5h 39m

$367
Quickest round-trip

TallahasseeOrlando

TLH - MCO

TLHMCO

Tallahassee

Fri 5/8

8:15 pm-11:42 pm

1 stop3h 27m

Orlando

Sat 5/9

3:50 pm-7:45 pm

1 stop3h 55m

$367

TallahasseeOrlando

TLH - MCO

TLHMCO

Tallahassee

Sun 5/24

6:15 am-10:18 am

1 stop4h 03m

Orlando

Sat 5/30

7:00 am-11:05 am

1 stop4h 05m

$367

TallahasseeOrlando

TLH - MCO

TLHMCO

Tallahassee

Wed 4/22

5:34 am-9:44 am

1 stop4h 10m

Orlando

Sat 4/25

4:20 pm-10:32 pm

1 stop6h 12m

$387

TallahasseeOrlando

TLH - MCO

TLHMCO

Tallahassee

Fri 6/12

7:01 pm-11:52 pm

1 stop4h 51m

Orlando

Sun 6/14

5:30 am-9:26 am

1 stop3h 56m

$403

TallahasseeOrlando

TLH - MCO

TLHMCO

Tallahassee

Wed 4/22

6:09 am-10:14 am

1 stop4h 05m

Orlando

Mon 4/27

3:50 pm-7:45 pm

1 stop3h 55m

$417

TallahasseeOrlando

TLH - MCO

TLHMCO

Tallahassee

Thu 4/16

7:05 pm-1:18 am

1 stop6h 13m

Orlando

Sun 4/19

5:30 am-9:23 am

1 stop3h 53m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Best time to book a flight from Tallahassee to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Tallahassee with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Tallahassee to Kissimmee

What is the cheapest month to book a flight from Tallahassee to Kissimmee?

Currently, November is the cheapest month in which you can book a flight from Tallahassee to Kissimmee (average of $147). Flying from Tallahassee to Kissimmee in June is currently the most expensive (average of $346). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TLH to K1S?

Find hourly flight availability from Tallahassee to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 2, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 85% on flights from Tallahassee to Kissimmee by exploring options for tickets in the morning.

What is the cheapest day to fly from Tallahassee to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Tallahassee to Kissimmee. Price data was last updated on March 12, 2026.

Travelers seeking maximum savings on their Tallahassee to Kissimmee flight should consider departing on Friday afternoons when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated April 2, 2026.
See what other customers who have flown with American Airlines from Tallahassee to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,549 reviews

Crew

8.0

Food

6.4

Entertainment

6.9

Comfort

7.2

Overall

7.1

Boarding

7.5

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.
American Airlines
7.1
Good
11,549 reviews
American Airlines
7.1
Good
11,549 reviews

Crew

8.0

Food

6.4

Entertainment

6.9

Comfort

7.2

Overall

7.1

Boarding

7.5

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

Related info for your journey

Find useful and relevant information for your journey from Tallahassee to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Tallahassee to Kissimmee?

    Tallahassee (TLH) is the airport you will fly out of if you book a flight from Tallahassee to Kissimmee. You should not have trouble finding flights to Kissimmee from Tallahassee; the airport handles an average of 0 outbound flights to Kissimmee per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Tallahassee airport to Kissimmee. It is only a 5.0 mi journey to Tallahassee (TLH) from Tallahassee’s city center.

  • How long is the flight from Tallahassee to Kissimmee?

    American Airlines and Delta can get you from Tallahassee to Kissimmee in just under 4h 05m. Your travel time can differ by up to 1h 43m. There are 228 mi between Tallahassee and Kissimmee. This flight may include one or multiple stops.

  • Can I find deals for flights from Tallahassee to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Tallahassee to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tallahassee to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tallahassee to Kissimmee.

  • Can I find deals for business class flights from Tallahassee to Kissimmee?

    Yes. Cheapflights offers flight deals from Tallahassee to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tallahassee to Kissimmee?

    Currently, November is the cheapest month in which you can book a flight from Tallahassee to Kissimmee (average of $147). Flying from Tallahassee to Kissimmee in June is currently the most expensive (average of $346). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 2 airlines flying from Tallahassee to Kissimmee

Discover the top 2 airlines that operate flights from Tallahassee to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Silver AirwaysCheapest$143Average$243FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$218Average$278FlexibilityNo cancel feeOn-time71%

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