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Santiago de los Caballeros

$155+ Cheap flights from Kissimmee, FL to Santiago de los Caballeros (STI)

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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — STI
Dec 31 — Jan 71
Wed 12/31
Wed 1/7
1 adult, Economy
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Cheapflights Tip: The best prices from Kissimmee to Santiago de los Caballeros are usually found in January or February, booked 69 days in advance, depart on a Sunday or Thursday and return on a Tuesday

Find flight deals from Kissimmee to Santiago de los Caballeros

Cheapest flights from Kissimmee to Santiago de los Caballeros
Explore the most affordable flight options available from Kissimmee to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 1, 2025.

This Priceline deal was found by Cheapflights users on 11/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:34 pmMCO - STI
1 stop7h 08mSpirit Airlines
Tue 12/303:43 amSTI - MCO
2 stops18h 42mSpirit Airlines
Deal found 11/28$329
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 12/287:34 pmMCO - STI
1 stop6h 08mSpirit Airlines
Mon 1/194:40 pmSTI - MCO
1 stop22h 32mSpirit Airlines
Deal found 12/1$331
This American Airlines deal was found by Cheapflights users on 11/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:00 amMCO - STI
1 stop10h 04mAmerican Airlines
Fri 1/236:00 amSTI - MCO
1 stop12h 35mAmerican Airlines
Deal found 11/29$334
This Priceline deal was found by Cheapflights users on 11/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:14 pmMCO - STI
2 stops16h 52mSpirit Airlines
Sat 12/133:43 amSTI - MCO
1 stop5h 02mSpirit Airlines
Deal found 11/30$335
This Gotogate deal was found by Cheapflights users on 11/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/157:49 pmMCO - STI
1 stop5h 53mSpirit Airlines
Fri 12/193:43 amSTI - MCO
2 stops18h 42mSpirit Airlines
Deal found 11/29$336
This JetBlue deal was found by Cheapflights users on 12/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/205:01 amMCO - STI
Nonstop2h 16mJetBlue
Sun 1/49:27 amSTI - MCO
Nonstop2h 46mJetBlue
Deal found 12/1$339
This Cheapflightsfares deal was found by Cheapflights users on 11/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:34 pmMCO - STI
1 stop6h 08mSpirit Airlines
Mon 12/293:43 amSTI - MCO
1 stop5h 02mSpirit Airlines
Deal found 11/30$343
This Kiwi.com deal was found by Cheapflights users on 11/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:34 pmMCO - STI
1 stop6h 08mMultiple Airlines
Mon 1/194:40 pmSTI - MCO
2 stops23h 02mMultiple Airlines
Deal found 11/30$348
This Cheapflightsfares deal was found by Cheapflights users on 12/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:34 pmMCO - STI
1 stop6h 08mSpirit Airlines
Sat 12/273:43 amSTI - MCO
1 stop5h 02mSpirit Airlines
Deal found 12/1$350

Cheap flight deals from Kissimmee to Santiago de los Caballeros

Keep the following information in mind while searching for Kissimmee to Santiago de los Caballeros flight deals. Data was last updated December 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$329
(JetBlue)

One-way from

$155
(KAYAK)

Popular in

December

Cheapest in

January

Average price

$586
Provider with most accurate pricing for Orlando (ORL)-Santiago de los Caballeros flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Santiago de los Caballeros flights.
Search Deals
From Kissimmee to Santiago de los Caballeros
Search Deals
One-way flight from Kissimmee to Santiago de los Caballeros
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Santiago de los Caballeros 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 1, 2025.
Use the filters below to find and compare flights from Kissimmee to Santiago de los Caballeros that are best for you.

Fly from

Kissimmee

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Thu 2/19

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Mon 3/2

9:29 am-11:15 am

Nonstop2h 46m

$329

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Thu 2/5

7:35 am-8:34 pm

1 stop11h 59m

Santiago de los Caballeros

Wed 2/11

6:38 am-9:02 pm

1 stop15h 24m

$334

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Sat 1/24

11:28 am-12:50 am

1 stop12h 22m

Santiago de los Caballeros

Sat 1/31

6:38 am-4:44 pm

1 stop11h 06m

$334

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Sat 12/20

5:01 am-8:17 am

Nonstop2h 16m

Santiago de los Caballeros

Sun 1/4

9:27 am-11:13 am

Nonstop2h 46m

$339

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Sat 1/24

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Thu 1/29

9:33 am-11:19 am

Nonstop2h 46m

$354

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Tue 1/27

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Mon 2/2

3:00 am-2:20 pm

1 stop12h 20m

$359

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Wed 1/28

12:15 pm-10:54 pm

1 stop9h 39m

Santiago de los Caballeros

Fri 1/30

9:33 am-11:19 am

Nonstop2h 46m

$369

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Thu 5/28

3:50 pm-12:14 am

1 stop8h 24m

Santiago de los Caballeros

Fri 6/12

6:15 am-3:59 pm

1 stop9h 44m

$374

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Mon 5/25

9:30 pm-11:59 pm

Nonstop2h 29m

Santiago de los Caballeros

Fri 6/5

7:40 am-10:10 am

Nonstop2h 30m

$374

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Sat 1/24

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Thu 1/29

4:10 am-3:33 pm

1 stop12h 23m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/28

Showing 1-10 of 18 results
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Best time to book a flight from Kissimmee to Santiago de los Caballeros

Have a flexible travel schedule? Discover the best time to fly to Santiago de los Caballeros 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 Santiago de los Caballeros

How far ahead should I book a flight from Kissimmee to Santiago de los Caballeros?

Use this chart to determine the optimal time to book a round-trip flight from Kissimmee to Santiago de los Caballeros. Price data was last updated on November 28, 2025.

To ensure you get the cheapest price possible for a flight from Kissimmee to Santiago de los Caballeros, you should look to book at least 69 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 Santiago de los Caballeros?

Currently, February is the cheapest month in which you can book a flight from Kissimmee to Santiago de los Caballeros (average of $126). Flying from Kissimmee to Santiago de los Caballeros in November is currently the most expensive (average of $316). 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 STI?

Find hourly flight availability from Kissimmee to Santiago de los Caballeros. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 1, 2025.

It’s typically best to fly out from Kissimmee to Santiago de los Caballeros in the evening. Doing so could potentially save you 43% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from Kissimmee to Santiago de los Caballeros

Explore weekly flight availability from Kissimmee to Santiago de los Caballeros. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 1, 2025.

The most flights from K1S to STI are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Santiago de los Caballeros

Get insights into the airlines that provide service to Santiago de los Caballeros. 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 Santiago de los Caballeros. Reviews last updated December 1, 2025.
Read through reviews of airlines operating flights from Kissimmee to Santiago de los Caballeros, such as American Airlines, JetBlue, and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,040 reviews

Overall

7.2

Entertainment

6.9

Comfort

7.2

Food

6.5

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
11,040 reviews
American Airlines
7.2
Good
11,040 reviews

Overall

7.2

Entertainment

6.9

Comfort

7.2

Food

6.5

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
JetBlue
7.2
Good
2,904 reviews
American Airlines
7.2
Good
11,040 reviews

Overall

7.2

Entertainment

6.9

Comfort

7.2

Food

6.5

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
Frontier
5.8
Fair
3,094 reviews
American Airlines
7.2
Good
11,040 reviews

Overall

7.2

Entertainment

6.9

Comfort

7.2

Food

6.5

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

Find useful and relevant information for your journey from Kissimmee to Santiago de los Caballeros. 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 into for flights to Santiago de los Caballeros from Kissimmee?

    Most people fly into Santiago de los Caballeros (STI) if they book a flight to Santiago de los Caballeros from Kissimmee. On average, Santiago has 1 inbound flight from Kissimmee per day from 4 airlines. Santiago de los Caballeros is conveniently located just 6.8 mi from Santiago de los Caballeros’s city center.

  • How long is the flight from Kissimmee to Santiago de los Caballeros?

    For as low as $329, JetBlue can have you in Santiago de los Caballeros from Kissimmee in 2h 18m. Kissimmee and Santiago de los Caballeros are separated by a distance of 918 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest flights from Kissimmee to Santiago de los Caballeros?

    While on average a flight from Kissimmee to Santiago de los Caballeros is generally $314, our data shows the cheapest flight currently is $170. When looking at the most popular route, (Orlando - Santiago de los Caballeros), you can expect to pay $282 for that flight.

  • Can I find deals for flights from Kissimmee to Santiago de los Caballeros that include hotel bookings?

    Yes. In addition to deals on Kissimmee to Santiago de los Caballeros flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kissimmee to Santiago de los Caballeros?

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

  • Can I find deals for business class flights from Kissimmee to Santiago de los Caballeros?

    Yes. Cheapflights offers flight deals from Kissimmee to Santiago de los Caballeros 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 Santiago de los Caballeros?

    Currently, February is the cheapest month in which you can book a flight from Kissimmee to Santiago de los Caballeros (average of $126). Flying from Kissimmee to Santiago de los Caballeros in November is currently the most expensive (average of $316). 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 Santiago de los Caballeros

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Kissimmee to Santiago de los Caballeros

Discover the top 4 airlines that operate flights from Kissimmee to Santiago de los Caballeros. 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 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$171Average$352FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$298Average$375FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$311Average$494FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$316Average$425FlexibilityNo cancel feeOn-time62%

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