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$939+ Cheap flights to Kissimmee

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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags

Flights to Kissimmee in 2026

Find the latest flights to Kissimmee in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 647,157 searches and data was last updated on 15 January 2026.

Return from

$1,602

One-way from

$939

Popular in

January

Cheapest in

August

Average price

$2,478
Air Canada
  • Air Canada
  • 16/2-23/2
  • 4 total stops
  • 88h 32m total
  • Sydney to Orlando
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9/2
  • 9/2
  • 2 total stops
  • 33h 37m total
  • Sydney to Kissimmee
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($228 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($54 potential savings vs. average return price).
Search Deals
Average for return flights in January 2026
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Find flight deals to Kissimmee

Enter your travel dates to find the best prices.

Cheapest flights to Kissimmee
Explore the most affordable flight options available to Kissimmee. Find the lowest fares based on data from user searches, with prices last updated on 15 January 2026.

Mon 16/211:20
SYD
-
MCO
2 stops41h 12m
Air Canada
Mon 23/218:15
MCO
-
SYD
2 stops47h 20m
Air Canada
Deal found 12/1$1,602
Fri 17/409:20
SYD
-
MCO
2 stops28h 26m
Air Canada
Wed 29/418:15
MCO
-
SYD
2 stops47h 05m
Air Canada
Deal found 13/1$1,670
Thu 15/116:00
SYD
-
MCO
2 stops47h 02m
Air Canada
Thu 22/112:00
MCO
-
SYD
2 stops53h 35m
Air Canada
Deal found 13/1$1,687
Wed 11/211:20
SYD
-
MCO
2 stops41h 12m
Air Canada
Wed 18/218:15
MCO
-
SYD
2 stops47h 20m
Air Canada
Deal found 14/1$1,697
Thu 1/1009:20
SYD
-
MCO
2 stops25h 43m
Air Canada
Fri 16/1017:30
MCO
-
SYD
2 stops47h 50m
Air Canada
Deal found 13/1$1,699
Tue 21/409:20
SYD
-
MCO
2 stops28h 17m
Air Canada
Sun 10/519:30
MCO
-
SYD
2 stops45h 50m
Air Canada
Deal found 13/1$1,700
Mon 9/311:20
SYD
-
MCO
2 stops51h 30m
Air Canada
Mon 16/313:35
MCO
-
SYD
2 stops28h 00m
Air Canada
Deal found 14/1$1,711
Mon 16/310:25
SYD
-
MCO
2 stops52h 25m
Air Canada
Wed 8/412:05
MCO
-
SYD
2 stops29h 15m
Air Canada
Deal found 13/1$1,721

Cheapflights Fare Finder

 
Locate flights to Kissimmee that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 647,157 searches and data was last updated on 15 January 2026.
Use the filters below to find and compare flights to Kissimmee that are best for you.

Fly from

Sydney

Route

Depart

Return

Price

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Fri 17/4

09:20-23:46

2 stops28h 26m

Orlando

Wed 29/4

18:15-07:20

2 stops47h 05m

$1,667

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Wed 11/2

11:20-23:02

3 stops51h 42m

Orlando

Wed 18/2

18:15-09:35

2 stops47h 20m

$1,733

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Tue 17/3

10:20-09:20

2 stops38h 00m

Orlando

Wed 8/4

12:05-07:20

2 stops29h 15m

$1,796

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Fri 20/3

10:20-12:32

2 stops41h 12m

Orlando

Tue 21/4

13:15-07:20

2 stops28h 05m

$1,804

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Wed 18/3

10:20-12:32

3 stops41h 12m

Orlando

Fri 10/4

08:30-07:20

3 stops32h 50m

$1,823

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Mon 16/2

11:20-16:55

1 stop21h 35m

Orlando

Mon 23/2

16:45-10:55

2 stops26h 10m

$1,826

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Sun 15/3

10:20-23:02

2 stops51h 42m

Orlando

Wed 8/4

08:30-07:20

2 stops32h 50m

$1,836

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Mon 30/3

06:00-06:30

2 stops39h 30m

Orlando

Sat 11/4

20:45-07:20

2 stops44h 35m

$1,902

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Mon 9/2

21:30-15:07

2 stops33h 37m

$939

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Sun 8/2

07:05-13:42

2 stops22h 37m

$951

Flights are sorted by cheapest return flights first.

Deals found on 13/1

Showing 1-10 of 16 results
1
2

Best time to book a flight to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee with our price prediction graph.
Estimated return 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 to Kissimmee

When is the best time to book a flight to Kissimmee?

Use this chart to determine the optimal time to book a return flight from Sydney to Kissimmee. Price data was last updated on 9 January 2026.

The best time to book flights to Kissimmee is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

How long is the flight to Kissimmee?

On average, a flight from Sydney to Kissimmee takes 21 hours 22 minutes. Flights to Kissimmee from other popular cities in Australia will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Kissimmee?

The most popular airlines flying from Sydney to Kissimmee are Qantas Airways, United Airlines and Air Canada.

United Airlines
United Airlines
From $1,194
Qantas Airways
Qantas Airways
From $1,062
Air Canada
Air Canada
From $1,147
Virgin Australia
Virgin Australia
From $1,454

What are the cheapest airlines that fly to Kissimmee?

The cheapest airlines flying from Sydney to Kissimmee are United Airlines, American Airlines and Air Canada.

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 61.0 - 221.0 mm per month. June is typically the wettest month, when rainfall can reach 221.0 mm. November is typically the driest time to visit Kissimmee when rainfall is around 61.0 mm.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 29.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 16.0 C).

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 15 January 2026.
See what other customers who have flown with Virgin Australia, Qantas Airways, andUnited Airlines to the United States have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Virgin Australia
7.6
Good
430 reviews
Check prices

Entertainment

6.4

Overall

7.6

Comfort

7.5

Crew

8.2

Boarding

7.7

Food

6.4

Reviews

1 / 20
10.0
Excellent

Leanne,Dec 2025

MEL - LST

The crew were very welcoming and the landing was excellent
Virgin Australia
7.6
Good
430 reviews
Virgin Australia
7.6
Good
430 reviews
Check prices

Entertainment

6.4

Overall

7.6

Comfort

7.5

Crew

8.2

Boarding

7.7

Food

6.4

Reviews

1 / 20
10.0
Excellent

Leanne,Dec 2025

MEL - LST

The crew were very welcoming and the landing was excellent
Qantas Airways
7.5
Good
971 reviews
Virgin Australia
7.6
Good
430 reviews
Check prices

Entertainment

6.4

Overall

7.6

Comfort

7.5

Crew

8.2

Boarding

7.7

Food

6.4

Reviews

1 / 20
10.0
Excellent

Leanne,Dec 2025

MEL - LST

The crew were very welcoming and the landing was excellent
United Airlines
7.4
Good
9,164 reviews
Virgin Australia
7.6
Good
430 reviews
Check prices

Entertainment

6.4

Overall

7.6

Comfort

7.5

Crew

8.2

Boarding

7.7

Food

6.4

Reviews

1 / 20
10.0
Excellent

Leanne,Dec 2025

MEL - LST

The crew were very welcoming and the landing was excellent
American Airlines
7.2
Good
11,132 reviews
Virgin Australia
7.6
Good
430 reviews
Check prices

Entertainment

6.4

Overall

7.6

Comfort

7.5

Crew

8.2

Boarding

7.7

Food

6.4

Reviews

1 / 20
10.0
Excellent

Leanne,Dec 2025

MEL - LST

The crew were very welcoming and the landing was excellent
Air Canada
7.1
Good
10,622 reviews
Virgin Australia
7.6
Good
430 reviews
Check prices

Entertainment

6.4

Overall

7.6

Comfort

7.5

Crew

8.2

Boarding

7.7

Food

6.4

Reviews

1 / 20
10.0
Excellent

Leanne,Dec 2025

MEL - LST

The crew were very welcoming and the landing was excellent

FAQs about flying to Kissimmee

  • Can I find cheaper flights to Kissimmee if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Kissimmee on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Kissimmee?

    Based on reviews from Cheapflights users, Delta is rated the highest out of the airlines that fly to Kissimmee.

  • How much is a return flight to Kissimmee?

    A return flight to Kissimmee will typically cost around $151, however they can be found for as little as $119.

  • Where does the fastest flight to Kissimmee depart from?

    For those looking to save time traveling to Kissimmee, Brisbane offers the quickest one-way flight (20 hours 6 minutes).

  • Does Orlando have car hire?

    Yes. Those touching down at Orlando can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to Orlando?

    Yes. Orlando has hotels nearby for those requiring accommodations. Hyatt Regency Orlando International Airport is the closest property to Orlando (0.0 km away from Orlando).

See more FAQs

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Airports serving Kissimmee

Book a flight to or from one of these Kissimmee airports.
Flights to Orlando
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