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Santiago de los Caballeros

$103+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — STI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Kissimmee to Santiago de los Caballeros are usually found in September or October, booked 38 days in advance, depart on a Thursday or Friday and return on a Tuesday

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 September 15, 2025.

Round-trip from

$318
(Priceline)

One-way from

$103
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$356
From Kissimmee to Santiago de los Caballeros
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One-way flight from Kissimmee to Santiago de los Caballeros
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Highest demand for flights based on searches. 9% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 15, 2025.

This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:30 amMCO - STI
Nonstop2h 27mJetBlue
Fri 11/149:29 amSTI - MCO
Nonstop2h 38mJetBlue
Deal found 9/15$318
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/65:01 amMCO - STI
Nonstop2h 18mJetBlue
Tue 11/119:29 amSTI - MCO
Nonstop2h 38mJetBlue
Deal found 9/14$319
This SmartFares deal was found by Cheapflights users on 9/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:30 amMCO - STI
Nonstop2h 29mJetBlue
Thu 10/210:10 amSTI - MCO
Nonstop2h 33mJetBlue
Deal found 9/13$322
This Priceline deal was found by Cheapflights users on 9/15. 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.
Sun 10/56:06 amMCO - STI
1 stop4h 32mSpirit Airlines
Mon 10/1311:43 amSTI - MCO
1 stop11h 26mSpirit Airlines
Deal found 9/15$323
This eDestinos deal was found by Cheapflights users on 9/15. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:31 amMCO - STI
1 stop4h 32mSpirit Airlines
Sun 10/511:43 amSTI - MCO
1 stop5h 12mSpirit Airlines
Deal found 9/15$325
This Expedia deal was found by Cheapflights users on 9/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:30 amMCO - STI
Nonstop2h 27mJetBlue
Mon 10/278:29 amSTI - MCO
Nonstop2h 38mJetBlue
Deal found 9/15$326
This eDestinos deal was found by Cheapflights users on 9/13. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/268:35 pmMCO - STI
1 stop14h 28mSpirit Airlines
Wed 10/112:10 pmSTI - MCO
1 stop11h 18mSpirit Airlines
Deal found 9/13$327
This CheapOair deal was found by Cheapflights users on 9/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/286:30 amMCO - STI
Nonstop2h 29mJetBlue
Tue 11/189:29 amSTI - MCO
Nonstop2h 38mJetBlue
Deal found 9/13$328
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:55 amMCO - STI
1 stop9h 11mSpirit Airlines
Mon 11/106:18 pmSTI - MCO
1 stop15h 12mSpirit Airlines
Deal found 9/13$329
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/76:00 amMCO - STI
1 stop6h 13mAmerican Airlines
Tue 10/141:14 pmSTI - MCO
1 stop8h 46mAmerican Airlines
Deal found 9/13$331
This American Airlines deal was found by Cheapflights users on 9/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:00 amMCO - STI
1 stop6h 13mAmerican Airlines
Tue 11/47:00 amSTI - MCO
1 stop11h 31mAmerican Airlines
Deal found 9/12$332
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/278:00 amMCO - STI
1 stop13h 56mAmerican Airlines
Sat 12/66:00 amSTI - MCO
1 stop13h 47mAmerican Airlines
Deal found 9/14$333

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 September 15, 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

Wed 10/29

5:01 am-7:19 am

Nonstop2h 18m

Santiago de los Caballeros

Tue 11/4

9:29 am-11:07 am

Nonstop2h 38m

$318

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Sun 10/19

6:30 am-8:57 am

Nonstop2h 27m

Santiago de los Caballeros

Mon 11/10

9:29 am-11:07 am

Nonstop2h 38m

$318

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Fri 11/21

8:35 pm-11:59 pm

Nonstop2h 24m

Santiago de los Caballeros

Wed 11/26

9:30 am-11:08 am

Nonstop2h 38m

$319

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Wed 11/19

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Tue 12/9

9:29 am-11:07 am

Nonstop2h 38m

$319

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Thu 11/27

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Sat 12/6

9:27 am-11:09 am

Nonstop2h 42m

$319

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Thu 11/6

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Tue 11/11

9:29 am-11:07 am

Nonstop2h 38m

$319

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Mon 10/27

6:06 am-10:38 am

1 stop4h 32m

Santiago de los Caballeros

Thu 10/30

11:43 am-4:55 pm

1 stop5h 12m

$329

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Wed 11/19

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Mon 12/8

9:27 am-11:09 am

Nonstop2h 42m

$329

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Wed 10/29

8:00 am-12:13 pm

1 stop4h 13m

Santiago de los Caballeros

Tue 11/4

7:00 am-8:25 pm

1 stop14h 25m

$332

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Thu 11/13

6:55 am-5:06 pm

1 stop9h 11m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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 September 12, 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 38 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, May is the cheapest month in which you can book a flight from Kissimmee to Santiago de los Caballeros (average of $347). Flying from Kissimmee to Santiago de los Caballeros in July is currently the most expensive (average of $600). 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 September 15, 2025.

When flying from Kissimmee to Santiago de los Caballeros, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Kissimmee to Santiago de los Caballeros?

Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Santiago de los Caballeros. Price data was last updated on September 14, 2025.

Travelers seeking maximum savings on their Kissimmee to Santiago de los Caballeros flight should consider departing on Wednesday mornings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 15, 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 September 15, 2025.
Read through reviews of airlines operating flights from Kissimmee to Santiago de los Caballeros, such as Delta, American Airlines, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,912 reviews
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.8
Fair
3,172 reviews
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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 6 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 $318, 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. Generally, flights for this route are nonstop.

  • 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 $310, our data shows the cheapest flight currently is $149. When looking at the most popular route, (Orlando - Santiago de los Caballeros), you can expect to pay $304 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, May is the cheapest month in which you can book a flight from Kissimmee to Santiago de los Caballeros (average of $347). Flying from Kissimmee to Santiago de los Caballeros in July is currently the most expensive (average of $600). 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 6 airlines flying from Kissimmee to Santiago de los Caballeros

Discover the top 6 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$201Average$358FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$301Average$416FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$311Average$534FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$313Average$379FlexibilityNo cancel feeOn-time65%
DeltaCheapest$329Average$417FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$485Average$674FlexibilityNo cancel feeOn-time69%

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