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Kissimmee

$167+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MRY — MCO
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$286
(Mytrip)

One-way from

$167
(Hawaiian Airlines)

Popular in

December

Cheapest in

May

Average price

$607
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. 10% potential increase in price ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 30, 2025.

This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/114:03 pmMRY - MCO
1 stop13h 18mMultiple Airlines
Fri 8/156:40 amMCO - MRY
2 stops12h 37mMultiple Airlines
Deal found 7/28$286
This Hawaiian Airlines deal was found by Cheapflights users on 7/29. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/76:00 amMRY - MCO
1 stop7h 50mHawaiian Airlines
Tue 11/115:49 pmMCO - MRY
1 stop8h 43mHawaiian Airlines
Deal found 7/29$334
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/207:57 pmMRY - MCO
1 stop8h 51mAlaska Airlines
Thu 10/234:30 pmMCO - MRY
1 stop10h 07mAlaska Airlines
Deal found 7/30$344
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 9/1012:30 pmMRY - MCO
1 stop6h 58mAmerican Airlines
Wed 9/177:20 amMCO - MRY
1 stop7h 19mAmerican Airlines
Deal found 7/30$355
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Wed 9/106:30 amMRY - MCO
1 stop7h 34mUnited Airlines
Wed 9/1712:00 pmMCO - MRY
2 stops12h 38mUnited Airlines
Deal found 7/28$360

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 July 30, 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 8/11

4:03 pm-8:21 am

1 stop13h 18m

Orlando

Fri 8/15

6:40 am-4:17 pm

2 stops12h 37m

$286

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Tue 10/7

6:00 am-4:50 pm

1 stop7h 50m

Orlando

Tue 11/11

5:49 pm-11:32 pm

1 stop8h 43m

$334

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Mon 10/20

7:57 pm-7:48 am

1 stop8h 51m

Orlando

Thu 10/23

4:30 pm-11:37 pm

1 stop10h 07m

$344

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Wed 9/10

12:30 pm-10:28 pm

1 stop6h 58m

Orlando

Wed 9/17

7:20 am-11:39 am

1 stop7h 19m

$355

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Wed 9/10

6:30 am-5:04 pm

1 stop7h 34m

Orlando

Wed 9/17

12:00 pm-9:38 pm

2 stops12h 38m

$360

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Tue 9/30

6:00 am-5:16 pm

1 stop8h 16m

$167

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Tue 9/30

6:09 am-8:22 pm

2 stops11h 13m

$183

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Tue 8/5

5:49 pm-6:00 am

1 stop9h 11m

$221

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Sat 11/15

7:50 am-12:55 am

3 stops14h 05m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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 $288). 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 July 30, 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 July 30, 2025.
Read through reviews of airlines operating flights from Monterey to Kissimmee, such as Alaska Airlines, Hawaiian Airlines, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • What are the cheapest airlines to fly from Monterey to Kissimmee one-way?

    $167 is the cheapest one-way deal found within the past few days, from Hawaiian Airlines. You may also be able to find cheap deals on American Airlines and Alaska Airlines, with prices starting from $183 and $225, respectively.

  • 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 $288). 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$292Average$478FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$378Average$570FlexibilityNo cancel feeOn-time69%

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