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$659+ 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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
7 Mar — 14 Mar1
1 adult
1 adult, Economy, 0 bags

Flights to Kissimmee in 2026

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 5 February 2026.

Tue 21/409:20
SYD
-
MCO
2 stops28h 26m
Air Canada
Sun 10/519:30
MCO
-
SYD
2 stops45h 50m
Air Canada
Deal found 5/2$1,239
Thu 10/1216:00
SYD
-
MCO
2 stops35h 15m
Air Canada
Tue 29/1208:00
MCO
-
SYD
2 stops30h 55m
Air Canada
Deal found 4/2$1,246
Thu 1/1009:20
SYD
-
MCO
2 stops27h 12m
Air Canada
Sat 31/1012:10
MCO
-
SYD
2 stops29h 25m
Air Canada
Deal found 3/2$1,259
Tue 1/909:20
SYD
-
MCO
2 stops41h 22m
Air Canada
Wed 30/920:30
MCO
-
SYD
2 stops44h 50m
Air Canada
Deal found 4/2$1,299
Thu 1/1009:20
SYD
-
MCO
2 stops41h 27m
Multiple Airlines
Sat 31/1015:30
MCO
-
SYD
2 stops26h 05m
Multiple Airlines
Deal found 3/2$1,302
Fri 29/509:20
SYD
-
MCO
2 stops51h 11m
Air Canada
Tue 2/607:45
MCO
-
SYD
2 stops33h 35m
Air Canada
Deal found 4/2$1,307
Fri 17/409:20
SYD
-
MCO
2 stops28h 26m
Air Canada
Wed 29/418:05
MCO
-
SYD
2 stops47h 15m
Air Canada
Deal found 4/2$1,314
Tue 11/809:20
SYD
-
MCO
2 stops27h 22m
Air Canada
Tue 18/815:30
MCO
-
SYD
2 stops25h 50m
Air Canada
Deal found 3/2$1,319
Thu 10/1211:20
SYD
-
MCO
2 stops49h 30m
Air Canada
Mon 28/1216:05
MCO
-
SYD
2 stops46h 50m
Air Canada
Deal found 4/2$1,322
Mon 16/211:20
SYD
-
MCO
2 stops34h 16m
Air Canada
Sat 21/219:45
MCO
-
SYD
2 stops45h 50m
Air Canada
Deal found 4/2$1,337

Find flight deals to Kissimmee

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 5 February 2026.

Return from

$1,239

One-way from

$659

Popular in

January

Cheapest in

August

Average price

$1,701
Air Canada
  • Air Canada
  • 21/4-10/5
  • 4 total stops
  • 74h 16m total
  • Sydney to Orlando
Search Deals
7/5
  • 7/5
  • 2 total stops
  • 29h 32m total
  • Sydney to Kissimmee
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($218 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($52 potential savings vs. average return price).
Search Deals
Average for return flights in February 2026
Search Deals

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 5 February 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

18:05-07:20

2 stops47h 15m

$1,314

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Wed 4/3

11:20-06:30

2 stops35h 10m

Orlando

Wed 11/3

06:00-09:00

2 stops36h 00m

$1,444

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Tue 14/4

13:15-04:47

2 stops29h 32m

Orlando

Mon 27/4

16:02-07:30

1 stop25h 28m

$1,513

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Tue 17/3

14:00-06:30

2 stops31h 30m

Orlando

Mon 30/3

16:02-07:30

1 stop24h 28m

$1,565

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Thu 19/3

14:00-06:30

2 stops31h 30m

Orlando

Thu 26/3

16:02-07:25

1 stop24h 23m

$1,575

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Tue 3/3

06:00-12:45

2 stops46h 45m

Orlando

Tue 10/3

16:02-07:25

1 stop24h 23m

$1,600

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Fri 20/3

10:20-17:07

2 stops45h 47m

Orlando

Thu 9/4

08:30-07:20

3 stops32h 50m

$1,608

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Thu 19/3

10:25-23:50

2 stops28h 25m

Orlando

Sat 28/3

22:00-08:20

2 stops43h 20m

$1,621

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Thu 7/5

13:15-04:47

2 stops29h 32m

$659

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Sat 28/3

14:00-10:55

3 stops35h 55m

$744

Flights are sorted by cheapest return flights first.

Deals found on 5/2

Showing 1-10 of 14 results
1
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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 30 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 22 hours 16 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 United Airlines, Qantas Airways and Air Canada.

United Airlines
United Airlines
From $953
Qantas Airways
Qantas Airways
From $1,012
Air Canada
Air Canada
From $1,093
Air New Zealand
Air New Zealand
From $1,491

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 5 February 2026.
See what other customers who have flown with Air New Zealand, 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.
Air New Zealand
8.0
Very Good
580 reviews
Check prices

Comfort

8.0

Food

7.4

Entertainment

7.4

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Air New Zealand
8.0
Very Good
580 reviews
Air New Zealand
8.0
Very Good
580 reviews
Check prices

Comfort

8.0

Food

7.4

Entertainment

7.4

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Qantas Airways
7.5
Good
986 reviews
Air New Zealand
8.0
Very Good
580 reviews
Check prices

Comfort

8.0

Food

7.4

Entertainment

7.4

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
United Airlines
7.4
Good
9,241 reviews
Air New Zealand
8.0
Very Good
580 reviews
Check prices

Comfort

8.0

Food

7.4

Entertainment

7.4

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
American Airlines
7.2
Good
11,239 reviews
Air New Zealand
8.0
Very Good
580 reviews
Check prices

Comfort

8.0

Food

7.4

Entertainment

7.4

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Air Canada
7.1
Good
10,694 reviews
Air New Zealand
8.0
Very Good
580 reviews
Check prices

Comfort

8.0

Food

7.4

Entertainment

7.4

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane

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 $389, however they can be found for as little as $176.

  • 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 (21 hours 15 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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