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Cabo San Lucas

$150+ Cheap flights from Kissimmee, FL to Cabo San Lucas, Mexico

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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJD
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from Kissimmee to Cabo San Lucas are usually found in September or January, booked 10 days in advance, depart on a Tuesday or Friday and return on a Tuesday

Cheap flight deals from Kissimmee to Cabo San Lucas

Keep the following information in mind while searching for Kissimmee to Cabo San Lucas flight deals. Data was last updated July 30, 2025.

Round-trip from

$377
(Mytrip)

One-way from

$150
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$489
From Kissimmee to Cabo San Lucas
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One-way flight from Kissimmee to Cabo San Lucas
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Highest demand for flights based on searches. 3% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 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 Kissimmee to Cabo San Lucas

Cheapest flights from Kissimmee to Cabo San Lucas
Explore the most affordable flight options available from Kissimmee to Cabo San Lucas. 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 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:55 pmMCO - SJD
2 stops23h 40mMultiple Airlines
Tue 9/2311:53 amSJD - MCO
2 stops21h 19mMultiple Airlines
Deal found 7/30$377
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.
Fri 8/86:00 amMCO - SJD
2 stops31h 35mFrontier
Sat 8/1612:06 pmSJD - MCO
1 stop23h 37mFrontier
Deal found 7/28$426
This Hawaiian 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/37:37 pmMCO - SJD
1 stop17h 31mHawaiian Airlines
Wed 11/126:40 pmSJD - MCO
1 stop20h 00mHawaiian Airlines
Deal found 7/28$432
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.
Thu 9/187:41 pmMCO - SJD
1 stop16h 29mAmerican Airlines
Mon 9/2210:10 amSJD - MCO
2 stops10h 45mAmerican Airlines
Deal found 7/30$436
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/25:49 pmMCO - SJD
1 stop21h 26mAlaska Airlines
Thu 11/1312:18 pmSJD - MCO
1 stop17h 22mAlaska Airlines
Deal found 7/29$443
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/239:30 amMCO - SJD
2 stops14h 10mDelta
Fri 11/2810:54 amSJD - MCO
2 stops11h 07mDelta
Deal found 7/30$449

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Cabo San Lucas 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 Kissimmee to Cabo San Lucas that are best for you.

Fly from

Kissimmee

Fly to

Cabo San Lucas

Route

Depart

Return

Price

OrlandoSan José del Cabo

MCO - SJD

MCOSJD

Orlando

Thu 9/18

6:55 pm-3:35 pm

2 stops23h 40m

San José del Cabo Los Cabos

Tue 9/23

11:53 am-12:12 pm

2 stops21h 19m

$377

OrlandoSan José del Cabo

MCO - SJD

MCOSJD

Orlando

Fri 8/8

6:00 am-10:35 am

2 stops31h 35m

San José del Cabo Los Cabos

Sat 8/16

12:06 pm-2:43 pm

1 stop23h 37m

$426

OrlandoSan José del Cabo

MCO - SJD

MCOSJD

Orlando

Thu 9/18

7:41 pm-9:10 am

1 stop16h 29m

San José del Cabo Los Cabos

Tue 9/23

12:25 pm-10:28 pm

1 stop7h 03m

$432

OrlandoSan José del Cabo

MCO - SJD

MCOSJD

Orlando

Sat 8/30

8:19 pm-3:10 pm

2 stops21h 51m

San José del Cabo Los Cabos

Wed 9/3

1:52 pm-3:39 pm

1 stop22h 47m

$447

OrlandoSan José del Cabo

MCO - SJD

MCOSJD

Orlando

Fri 8/15

6:58 pm-3:35 pm

3 stops23h 37m

$150

OrlandoSan José del Cabo

MCO - SJD

MCOSJD

Orlando

Fri 8/15

8:59 pm-10:35 am

1 stop16h 36m

$188

OrlandoSan José del Cabo

MCO - SJD

MCOSJD

Orlando

Tue 8/19

7:27 am-10:45 am

1 stop6h 18m

$192

OrlandoSan José del Cabo

MCO - SJD

MCOSJD

Orlando

Tue 8/19

6:13 pm-10:36 am

1 stop19h 23m

$200

OrlandoSan José del Cabo

MCO - SJD

MCOSJD

Orlando

Tue 8/19

6:13 pm-12:42 pm

2 stops21h 29m

$219

OrlandoSan José del Cabo

MCO - SJD

MCOSJD

Orlando

Tue 8/19

8:00 am-11:23 am

1 stop6h 23m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 12 results
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Best time to book a flight from Kissimmee to Cabo San Lucas

Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas from Kissimmee 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 Kissimmee to Cabo San Lucas

How far ahead should I book a flight from Kissimmee to Cabo San Lucas?

Use this chart to determine the optimal time to book a round-trip flight from Kissimmee to Cabo San Lucas. Price data was last updated on July 25, 2025.

To ensure you get the cheapest price possible for a flight from Kissimmee to Cabo San Lucas, you should look to book at least 10 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Kissimmee to Cabo San Lucas?

Currently, January is the cheapest month in which you can book a flight from Kissimmee to Cabo San Lucas (average of $437). Flying from Kissimmee to Cabo San Lucas in March is currently the most expensive (average of $549). 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 K1S to C4B?

Find hourly flight availability from Kissimmee to Cabo San Lucas. 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.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kissimmee to Cabo San Lucas as you normally would.

Reviews of airlines servicing Cabo San Lucas

Get insights into the airlines that provide service to Cabo San Lucas. 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 Cabo San Lucas. Reviews last updated July 30, 2025.
Read through reviews of airlines operating flights from Kissimmee to Cabo San Lucas, 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

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
British Airways
6.6
Okay
7,217 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Related info for your journey

Find useful and relevant information for your journey from Kissimmee to Cabo San Lucas. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Kissimmee to Cabo San Lucas one-way?

    The cheapest airlines for a one-way flight from Kissimmee to Cabo San Lucas are Frontier ($188), American Airlines ($192), and Hawaiian Airlines ($200).

  • Can I find deals for flights from Kissimmee to Cabo San Lucas that include hotel bookings?

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

  • How can I find direct flights from Kissimmee to Cabo San Lucas?

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

  • Can I find deals for business class flights from Kissimmee to Cabo San Lucas?

    Yes. Cheapflights offers flight deals from Kissimmee to Cabo San Lucas 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 Kissimmee to Cabo San Lucas?

    Currently, January is the cheapest month in which you can book a flight from Kissimmee to Cabo San Lucas (average of $437). Flying from Kissimmee to Cabo San Lucas in March is currently the most expensive (average of $549). 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 Kissimmee to Cabo San Lucas

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Kissimmee to Cabo San Lucas

Discover the top 6 airlines that operate flights from Kissimmee to Cabo San Lucas. 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
VivaCheapest$53Average$347FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$363Average$518FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$391Average$603FlexibilityNo cancel feeOn-time69%
DeltaCheapest$395Average$487FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$416Average$555FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$451Average$692FlexibilityNo cancel feeOn-time63%

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