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Kissimmee

$183+ Cheap flights from Monterey (MRY) 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
MRY — MCO
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Monterey to Kissimmee

Keep the following information in mind while searching for Monterey to Kissimmee flight deals. Data was last updated September 17, 2025.

Round-trip from

$383
(Hawaiian Airlines)

One-way from

$199
(Alaska Airlines)

Popular in

December

Cheapest in

May

Average price

$688
From Monterey Regional to Kissimmee
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One-way flight from Monterey Regional to Kissimmee
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Highest demand for flights based on searches. 13% potential increase in price ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Monterey to Kissimmee

Cheapest flights from Monterey to Kissimmee
Explore the most affordable flight options available from Monterey to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/17. 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 10/1512:29 pmMRY - MCO
1 stop7h 52mAmerican Airlines
Tue 10/217:00 amMCO - MRY
1 stop8h 49mAmerican Airlines
Deal found 9/17$384
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:00 amMRY - MCO
1 stop9h 37mAlaska Airlines
Mon 11/35:49 pmMCO - MRY
1 stop8h 43mAlaska Airlines
Deal found 9/16$391
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/167:29 pmMRY - MCO
1 stop6h 33mAmerican Airlines
Tue 10/215:08 amMCO - MRY
1 stop9h 31mAmerican Airlines
Deal found 9/16$392
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/1512:29 pmMRY - MCO
1 stop7h 52mAmerican Airlines
Mon 10/206:00 amMCO - MRY
1 stop8h 40mAmerican Airlines
Deal found 9/17$407
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/2012:31 pmMRY - MCO
1 stop8h 55mAmerican Airlines
Sun 11/235:45 pmMCO - MRY
1 stop7h 40mAmerican Airlines
Deal found 9/16$415
This Hawaiian Airlines deal was found by Cheapflights users on 9/14. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:00 amMRY - MCO
1 stop8h 16mHawaiian Airlines
Sat 10/410:00 amMCO - MRY
1 stop12h 15mHawaiian Airlines
Deal found 9/14$450
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:15 amMRY - MCO
1 stop8h 06mUnited Airlines
Sat 10/42:03 pmMCO - MRY
2 stops10h 35mUnited Airlines
Deal found 9/14$456

Cheapflights Fare Finder

 
Customize your flight search to find flights from Monterey 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 September 17, 2025.
Use the filters below to find and compare flights from Monterey to Kissimmee that are best for you.

Fly from

Monterey

Fly to

Kissimmee

Route

Depart

Return

Price

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Mon 1/5

8:02 pm-8:24 am

1 stop9h 22m

Orlando

Wed 1/14

7:00 am-1:56 pm

1 stop9h 56m

$383

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Wed 10/15

12:29 pm-11:21 pm

1 stop7h 52m

Orlando

Tue 10/21

5:08 am-11:39 am

1 stop9h 31m

$384

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Mon 1/5

8:02 pm-8:24 am

1 stop9h 22m

Orlando

Wed 1/14

7:20 am-11:25 pm

2 stops19h 05m

$389

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Mon 1/5

12:39 pm-10:38 pm

1 stop6h 59m

Orlando

Wed 1/14

10:04 am-6:42 pm

2 stops11h 38m

$389

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Fri 10/31

6:00 am-6:37 pm

1 stop9h 37m

Orlando

Mon 11/3

5:49 pm-11:32 pm

1 stop8h 43m

$391

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Thu 10/16

7:29 pm-5:02 am

1 stop6h 33m

Orlando

Tue 10/21

5:08 am-11:39 am

1 stop9h 31m

$392

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Mon 1/5

9:52 pm-11:08 am

2 stops34h 16m

$183

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Mon 10/6

7:57 pm-7:48 am

1 stop8h 51m

$199

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Tue 9/30

6:00 am-5:16 pm

1 stop8h 16m

$225

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Tue 9/30

6:00 am-5:16 pm

1 stop8h 16m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Best time to book a flight from Monterey to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Monterey 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 Monterey to Kissimmee

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

Currently, May is the cheapest month in which you can book a flight from Monterey to Kissimmee (average of $206). Flying from Monterey to Kissimmee in November is currently the most expensive (average of $289). 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 MRY to K1S?

Find hourly flight availability from Monterey 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 September 17, 2025.

When flying from Monterey to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 17, 2025.
Read through reviews of airlines operating flights from Monterey to Kissimmee, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Kathy,Jun 2024

RDD - SFO

United has consistently been good. Every now and then there is a crew member that should probably retire, but most of them are excellent.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Kathy,Jun 2024

RDD - SFO

United has consistently been good. Every now and then there is a crew member that should probably retire, but most of them are excellent.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Kathy,Jun 2024

RDD - SFO

United has consistently been good. Every now and then there is a crew member that should probably retire, but most of them are excellent.

Related info for your journey

Find useful and relevant information for your journey from Monterey 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 Monterey to Kissimmee?

    Monterey Regional (MRY), located 3.2 mi from the city center, is the airport you fly out of when you book flights from Monterey to Kissimmee. 2 airlines have flights from Monterey Regional to Kissimmee on a regular basis. Booking flights from Monterey Regional to Kissimmee should not be difficult; the airport handles an average of 0 outbound flights to Kissimmee per day.

  • How long is the flight from Monterey to Kissimmee?

    Airlines like Hawaiian Airlines and American Airlines fly from Monterey to Kissimmee in about 7h 52m. The time it takes to get you to your destination can typically vary by up to 1h 30m. Monterey and Kissimmee are separated by a distance of 2408 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Monterey 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 Monterey to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Monterey to Kissimmee (average of $206). Flying from Monterey to Kissimmee in November is currently the most expensive (average of $289). 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.

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Top 2 airlines flying from Monterey to Kissimmee

Discover the top 2 airlines that operate flights from Monterey 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$294Average$479FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$423Average$542FlexibilityNo cancel feeOn-time69%

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