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$804+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
23 May — 30 May1
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 23 April 2026.

Thu 4/613:15
SYD
-
MCO
3 stops36h 28m
Multiple Airlines
Thu 11/608:46
MCO
-
SYD
3 stops37h 04m
Multiple Airlines
Deal found 20/4$1,445
Wed 29/406:00
SYD
-
MCO
3 stops47h 00m
Multiple Airlines
Wed 13/507:05
MCO
-
SYD
3 stops38h 45m
Multiple Airlines
Deal found 20/4$1,487
Sat 25/413:15
SYD
-
MCO
3 stops32h 13m
Multiple Airlines
Fri 8/507:00
MCO
-
SYD
3 stops38h 50m
Multiple Airlines
Deal found 22/4$1,511
Fri 22/509:20
SYD
-
MCO
2 stops27h 56m
Air Canada
Thu 4/615:41
MCO
-
SYD
2 stops25h 39m
Air Canada
Deal found 21/4$1,558
Sun 14/609:20
SYD
-
MCO
2 stops27h 11m
Air Canada
Sun 21/620:30
MCO
-
SYD
2 stops44h 50m
Air Canada
Deal found 22/4$1,568
Tue 14/713:15
SYD
-
MCO
2 stops32h 03m
Multiple Airlines
Wed 22/716:00
MCO
-
SYD
2 stops29h 50m
Multiple Airlines
Deal found 20/4$1,590
Tue 2/617:50
SYD
-
MCO
1 stop27h 30m
Multiple Airlines
Tue 9/608:46
MCO
-
SYD
2 stops32h 44m
Multiple Airlines
Deal found 18/4$1,613

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 23 April 2026.

Return from

$1,445

One-way from

$804

Popular in

January

Cheapest in

August

Average price

$1,902
4/6-11/6
  • 4/6-11/6
  • 6 total stops
  • 73h 32m total
  • Sydney to Orlando
Search Deals
9/5
  • 9/5
  • 3 total stops
  • 41h 52m total
  • Sydney to Kissimmee
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($222 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($53 potential savings vs. average return price).
Search Deals
Average for return flights in April 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 23 April 2026.
Use the filters below to find and compare flights to Kissimmee that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Wed 13/5

09:10-16:54

1 stop21h 44m

Orlando

Fri 22/5

19:55-07:05

1 stop21h 10m

$2,174

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Wed 3/6

09:30-18:14

2 stops22h 44m

Orlando

Wed 10/6

10:51-06:55

2 stops30h 04m

$2,217

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Sat 16/5

09:30-17:48

2 stops22h 18m

Orlando

Sat 23/5

17:17-07:00

2 stops47h 43m

$2,286

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Wed 19/8

09:15-18:59

1 stop23h 44m

Orlando

Tue 8/9

11:15-06:50

2 stops29h 35m

$2,308

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Tue 13/10

10:10-19:28

1 stop24h 18m

Orlando

Fri 6/11

17:48-12:25

2 stops26h 37m

$2,391

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Wed 19/8

12:00-21:19

1 stop23h 19m

Orlando

Tue 8/9

17:00-06:55

1 stop23h 55m

$2,460

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Wed 19/8

06:00-21:19

3 stops29h 19m

Orlando

Tue 8/9

15:34-07:05

2 stops25h 31m

$2,483

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Tue 28/7

20:45-16:26

2 stops33h 41m

Orlando

Thu 20/8

18:17-18:50

3 stops34h 33m

$2,544

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Tue 23/6

10:20-11:44

2 stops39h 24m

Orlando

Tue 30/6

19:35-07:00

1 stop21h 25m

$2,594

SydneyOrlando

SYD - MCO

SYDMCO

Sydney Kingsford Smith

Tue 23/6

10:20-11:44

2 stops39h 24m

Orlando

Sat 4/7

15:50-06:55

2 stops49h 05m

$2,594

Flights are sorted by cheapest return flights first.

Deals found on 22/4

Showing 1-10 of 16 resultsSorted by cheapest first
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 17 April 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 44 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 $1,076
Qantas Airways
Qantas Airways
From $1,114
American Airlines
American Airlines
From $1,267
Air Canada
Air Canada
From $1,071

What are the cheapest airlines that fly to Kissimmee?

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

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 23 April 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
632 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
Air New Zealand
8.0
Very Good
632 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
Qantas Airways
7.5
Good
1,024 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
United Airlines
7.4
Good
9,636 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
American Airlines
7.1
Good
11,655 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
Air Canada
7.1
Good
10,957 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding

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, United Airlines 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 $545, however they can be found for as little as $262.

  • 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 46 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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Cheapflights makes it easy to find Kissimmee flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets to Kissimmee?

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