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Kissimmee

$190+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
MRY — MCO
Mar 9 — Mar 161
Mon 3/9
Mon 3/16
1 adult, Economy
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Cheap 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 February 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/14:17 pm
MRY
-
MCO
2 stops34h 16m
Multiple Airlines
Sat 3/74:45 pm
MCO
-
MRY
1 stop24h 42m
Multiple Airlines
Deal found 2/5$323
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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.
Sun 3/16:00 am
MRY
-
MCO
1 stop20h 40m
Alaska Airlines
Tue 3/107:44 am
MCO
-
MRY
1 stop9h 22m
Alaska Airlines
Deal found 2/7$376
This Alaska Airlines deal was found by Cheapflights users on 2/5. 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.
Thu 9/246:00 am
MRY
-
MCO
1 stop8h 16m
Alaska Airlines
Sat 10/36:13 pm
MCO
-
MRY
1 stop8h 15m
Alaska Airlines
Deal found 2/5$379
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/224:19 pm
MRY
-
MCO
2 stops15h 27m
Multiple Airlines
Thu 2/267:40 am
MCO
-
MRY
1 stop10h 47m
Multiple Airlines
Deal found 2/7$388
This United Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 2/206:03 pm
MRY
-
MCO
1 stop9h 58m
United Airlines
Tue 2/244:56 pm
MCO
-
MRY
1 stop8h 33m
United Airlines
Deal found 2/4$389
This United Airlines deal was found by Cheapflights users on 2/5. 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.
Sun 3/16:03 pm
MRY
-
MCO
2 stops9h 13m
United Airlines
Sat 3/79:36 am
MCO
-
MRY
2 stops11h 24m
United Airlines
Deal found 2/5$391
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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.
Wed 3/46:00 am
MRY
-
MCO
1 stop20h 40m
Alaska Airlines
Tue 3/104:17 pm
MCO
-
MRY
1 stop10h 26m
Alaska Airlines
Deal found 2/7$396
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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.
Sun 3/16:00 am
MRY
-
MCO
1 stop20h 40m
Alaska Airlines
Wed 3/118:43 am
MCO
-
MRY
1 stop18h 00m
Alaska Airlines
Deal found 2/7$423
This American Airlines deal was found by Cheapflights users on 2/7. 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.
Mon 3/27:21 pm
MRY
-
MCO
1 stop6h 45m
American Airlines
Mon 3/95:41 pm
MCO
-
MRY
1 stop8h 32m
American Airlines
Deal found 2/7$429

Find flight deals from Monterey to Kissimmee

Keep the following information in mind while searching for Monterey to Kissimmee flight deals. Data was last updated February 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$323
(Kiwi.com)

One-way from

$190
(Expedia)

Popular in

February

Cheapest in

May

Average price

$772
Provider with most accurate pricing for San Francisco-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Francisco-Orlando (ORL) flights.
Search Deals
From Monterey Regional to Kissimmee
Search Deals
One-way flight from Monterey Regional to Kissimmee
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 7, 2026.
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

Sun 3/1

4:17 pm-6:30 am

1 stop11h 13m

Orlando

Sat 3/7

4:45 pm-2:27 pm

1 stop24h 42m

$358

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Fri 2/20

6:03 pm-7:01 am

1 stop9h 58m

Orlando

Tue 2/24

4:56 pm-10:29 pm

1 stop8h 33m

$389

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Sun 3/1

6:03 pm-6:16 am

2 stops9h 13m

Orlando

Sat 3/7

9:36 am-6:00 pm

2 stops11h 24m

$391

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Thu 3/5

6:00 am-5:40 am

1 stop20h 40m

Orlando

Wed 3/11

8:43 am-11:43 pm

1 stop18h 00m

$423

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Sat 7/11

7:03 am-11:44 pm

2 stops13h 41m

Orlando

Wed 7/15

3:35 pm-8:56 pm

1 stop8h 21m

$434

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Sun 3/1

6:03 pm-5:39 am

1 stop8h 36m

Orlando

Wed 3/11

9:00 am-6:00 pm

2 stops12h 00m

$434

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Wed 3/4

2:01 pm-5:36 am

2 stops12h 35m

Orlando

Thu 3/12

7:00 am-6:00 pm

2 stops14h 00m

$439

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Sun 3/1

6:03 pm-6:16 am

2 stops9h 13m

Orlando

Tue 3/10

9:00 am-6:00 pm

2 stops12h 00m

$439

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Sat 5/30

3:30 pm-5:34 am

2 stops11h 04m

Orlando

Mon 6/8

11:57 am-8:09 pm

2 stops11h 12m

$439

MontereyOrlando

MRY - MCO

MRYMCO

Monterey Regional

Tue 4/14

2:34 pm-5:52 am

1 stop12h 18m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 18 results
1
2

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 $128). Flying from Monterey to Kissimmee in December is currently the most expensive (average of $232). 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.

How much does it cost to fly round-trip from Monterey to Kissimmee?

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 February 7, 2026.
Read through reviews of airlines operating flights from Monterey to Kissimmee, such as Alaska Airlines, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,850 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,850 reviews
Alaska Airlines
8.0
Very good
11,850 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,254 reviews
Alaska Airlines
8.0
Very good
11,850 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,249 reviews
Alaska Airlines
8.0
Very good
11,850 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

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. 3 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 United Airlines and Alaska Airlines fly from Monterey to Kissimmee in about 9h 58m. The time it takes to get you to your destination can typically vary by up to 10h 42m. 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.

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

    $161 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Alaska Airlines and United Airlines, with prices starting from $175 and $197, 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 $128). Flying from Monterey to Kissimmee in December is currently the most expensive (average of $232). 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.

See more FAQs

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Alternative routes for Monterey to Kissimmee

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Top 3 airlines flying from Monterey to Kissimmee

Discover the top 3 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 February 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$292Average$460FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$344Average$534FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$352Average$513FlexibilityNo cancel feeOn-time75%

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