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Santiago de los Caballeros

$200+ Cheap flights from Midway (MDW) 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — STI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Midway to Santiago de los Caballeros

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Santiago de los Caballeros (STI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 12, 2025.

Round-trip from

$1,805
(Delta)

One-way from

$200
(Delta)

Popular in

December

Cheapest in

September

Average price

$405
From Chicago Midway to Santiago de los Caballeros
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One-way flight from Chicago Midway to Santiago de los Caballeros
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Highest demand for flights based on searches. 11% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Midway to Santiago de los Caballeros

Cheapest flights from Midway to Santiago de los Caballeros
Explore the most affordable flight options available from Midway to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Delta deal was found by Cheapflights users on 6/10. 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.
Sat 11/229:30 amMDW - STI
2 stops13h 56mDelta
Tue 12/99:59 pmSTI - MDW
2 stops15h 56mDelta
Deal found 6/10$1,717

Cheapflights Fare Finder

Customize your flight search to find flights from Midway 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 June 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Santiago de los Caballeros that are best for you.

Fly from

Midway

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

ChicagoSantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Sat 11/22

9:30 am-1:26 am

2 stops13h 56m

Santiago de los Caballeros

Tue 12/9

9:59 pm-11:55 am

2 stops15h 56m

$1,717

ChicagoSantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Tue 8/19

12:43 pm-12:47 am

2 stops11h 04m

$200

ChicagoSantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Fri 7/18

10:31 am-9:50 am

2 stops22h 19m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Best time to book a flight from Midway to Santiago de los Caballeros

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

Rainfall in Santiago de los Caballeros by month

Plan your trip to Santiago de los Caballeros by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Santiago de los Caballeros ranges from 3.0 - 11.6 inches per month. December is typically the wettest month, when rainfall can reach 11.6 in. July is typically the driest time to visit Santiago de los Caballeros when rainfall is around 3.0 in.

Temperature in Santiago de los Caballeros by month

Plan your trip to Santiago de los Caballeros by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Santiago de los Caballeros, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

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 June 12, 2025.
Delta
8.0
Very good
7,946 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Midway 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 Chicago Midway?

    Santiago de los Caballeros (STI), located 6.8 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Santiago de los Caballeros. 0 airlines have flights to Santiago from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Santiago de los Caballeros should not be difficult; the airport handles an average of 0 inbound flights from Chicago Midway per day.

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

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

  • How can I find direct flights from Midway 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 Midway to Santiago de los Caballeros.

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

    Yes. Cheapflights offers flight deals from Midway 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 Chicago Midway Airport to Santiago de los Caballeros?

    Currently, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Santiago de los Caballeros (average of $347). Flying from Chicago Midway Airport to Santiago de los Caballeros in July is currently the most expensive (average of $630). 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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See prices for flight routes from nearby airports that may be better suited for you.
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