$180+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJD
Jan 14 — Jan 211
1 adult, Economy
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Find cheap flights from Kissimmee to Cabo San Lucas with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Kissimmee to Cabo San Lucas are usually found in July or April, booked 4 days in advance, depart on a Tuesday or Friday and return on a Tuesday
Cheap flight deals from Kissimmee to Cabo San Lucas
Cheapest flights from Kissimmee to Cabo San LucasExplore 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 December 15, 2025.
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 December 15, 2025.
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Sun 12/217:00 amMCO - SJD
1 stop9h 32mUnited Airlines
Tue 12/303:46 pmSJD - MCO
1 stop12h 05mUnited Airlines
Deal found 12/14![United Airlines logo]()
$512
This Delta deal was found by Cheapflights users on 12/13. 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.
Mon 12/226:15 amMCO - SJD
1 stop8h 32mDelta
Wed 12/3112:38 pmSJD - MCO
2 stops19h 21mDelta
Deal found 12/13![Delta logo]()
$517
This Delta deal was found by Cheapflights users on 12/13. 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.
Mon 12/227:05 amMCO - SJD
1 stop7h 42mDelta
Thu 1/112:38 pmSJD - MCO
2 stops18h 22mDelta
Deal found 12/13![Delta logo]()
$522
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Sun 12/217:00 amMCO - SJD
1 stop9h 32mUnited Airlines
Sat 12/273:46 pmSJD - MCO
1 stop12h 05mUnited Airlines
Deal found 12/14![United Airlines logo]()
$546
This Delta deal was found by Cheapflights users on 12/13. 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.
Mon 12/228:05 amMCO - SJD
1 stop8h 05mDelta
Sat 1/312:00 pmSJD - MCO
1 stop9h 22mDelta
Deal found 12/13![Delta logo]()
$551
This Delta deal was found by Cheapflights users on 12/13. 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.
Mon 12/229:00 amMCO - SJD
1 stop7h 10mDelta
Mon 1/512:37 pmSJD - MCO
2 stops19h 15mDelta
Deal found 12/13![Delta logo]()
$556
This Gotogate deal was found by Cheapflights users on 12/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/143:05 pmMCO - SJD
1 stop8h 15mMultiple Airlines
Thu 12/182:10 pmSJD - MCO
1 stop28h 40mMultiple Airlines
Deal found 12/12![Multiple Airlines logo]()
$557
This Alaska Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 12/234:59 pmMCO - SJD
1 stop24h 31mAlaska Airlines
Fri 1/24:30 pmSJD - MCO
1 stop11h 25mAlaska Airlines
Deal found 12/13![Alaska Airlines logo]()
$604
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/307:00 amMCO - SJD
1 stop6h 43mUnited Airlines
Sun 1/412:05 pmSJD - MCO
1 stop15h 46mUnited Airlines
Deal found 12/13![United Airlines logo]()
$634
This Delta deal was found by Cheapflights users on 12/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:45 pmMCO - SJD
2 stops15h 00mDelta
Thu 12/259:40 amSJD - MCO
2 stops10h 45mDelta
Deal found 12/14![Delta logo]()
$651
Find 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 December 15, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $324 (Frontier) |
One-way from | $180 (Kiwi.com) |
Popular in | November |
Cheapest in | July |
Average price | $582 |
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 December 15, 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
Sat 2/14
5:15 am-1:20 pm
1 stop10h 05m
San José del Cabo Los Cabos
Sat 2/21
2:35 pm-12:25 am
1 stop7h 50m
$341
OrlandoSan José del Cabo
MCO - SJD
MCOSJD
Orlando
Thu 3/12
6:07 pm-1:55 pm
1 stop22h 48m
San José del Cabo Los Cabos
Thu 3/19
8:40 am-4:10 pm
2 stops28h 30m
$404
OrlandoSan José del Cabo
MCO - SJD
MCOSJD
Orlando
Tue 2/10
12:50 pm-10:27 pm
1 stop11h 37m
San José del Cabo Los Cabos
Tue 2/17
6:05 am-2:45 pm
1 stop6h 40m
$427
OrlandoSan José del Cabo
MCO - SJD
MCOSJD
Orlando
Wed 1/28
5:30 am-5:41 pm
2 stops14h 11m
San José del Cabo Los Cabos
Wed 2/4
6:05 am-2:45 pm
1 stop6h 40m
$432
OrlandoSan José del Cabo
MCO - SJD
MCOSJD
Orlando
Wed 2/25
6:00 am-3:51 pm
1 stop11h 51m
San José del Cabo Los Cabos
Wed 3/4
6:05 am-2:45 pm
1 stop6h 40m
$432
OrlandoSan José del Cabo
MCO - SJD
MCOSJD
Orlando
Tue 1/27
6:15 am-5:41 pm
2 stops13h 26m
San José del Cabo Los Cabos
Tue 2/3
6:05 am-2:45 pm
1 stop6h 40m
$432
OrlandoSan José del Cabo
MCO - SJD
MCOSJD
Orlando
Wed 1/14
5:30 am-5:41 pm
2 stops14h 11m
San José del Cabo Los Cabos
Wed 1/21
6:05 am-2:45 pm
1 stop6h 40m
$432
OrlandoSan José del Cabo
MCO - SJD
MCOSJD
Orlando
Fri 1/16
12:55 pm-8:00 am
2 stops21h 05m
San José del Cabo Los Cabos
Mon 1/19
3:20 pm-3:18 pm
1 stop21h 58m
$436
OrlandoSan José del Cabo
MCO - SJD
MCOSJD
Orlando
Wed 2/4
9:00 am-2:32 pm
1 stop7h 32m
San José del Cabo Los Cabos
Wed 2/11
3:46 pm-5:35 am
1 stop11h 49m
$442
OrlandoSan José del Cabo
MCO - SJD
MCOSJD
Orlando
Wed 1/7
8:23 am-2:42 pm
1 stop8h 19m
San José del Cabo Los Cabos
Wed 1/14
12:50 pm-12:01 am
1 stop9h 11m
$442
Showing 1-10 of 20 results
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 December 12, 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 4 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, March is the cheapest month in which you can book a flight from Kissimmee to Cabo San Lucas (average of $53). Flying from Kissimmee to Cabo San Lucas in October is currently the most expensive (average of $440). 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 December 15, 2025.
It’s optimal to fly from Kissimmee to Cabo San Lucas in the afternoon. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight in the evening.
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 December 15, 2025.
Read through reviews of airlines operating flights from Kissimmee to Cabo San Lucas, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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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.
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 December 15, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$53 | Average$347 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$209 | Average$502 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$386 | Average$609 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$401 | Average$506 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$429 | Average$564 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$451 | Average$621 | FlexibilityNo cancel fee | On-time63% |