MDW - STI

$368 Find Cheap Flights from Chicago Midway Airport to Santiago de los Caballeros

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Santiago de los Caballeros departing on 2/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Search hundreds of travel sites at once for deals on flights to Santiago de los Caballeros

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Santiago de los Caballeros, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Santiago de los Caballeros, as well as popular online travel agencies
In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is why:

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap Flight Deals from Chicago Midway Airport to Santiago de los Caballeros (MDW-STI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago Midway Airport to Santiago de los Caballeros that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Midway to Santiago de los Caballeros

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to Santiago de los Caballeros.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:15 pm - 6:23 pmMDW-STI
45h 08m2 stops
7:43 pm - 7:07 amSTI-MDW
37h 24m2 stops
$368Frontier
Find Deal
ו', פב​​​​​​​' 21 - ב', מרץ 3
9:34 am - 1:33 amMDW-STI
13h 59m2 stops
6:35 am - 4:12 pmSTI-MDW
11h 37m2 stops
$835Delta
Find Deal
ש', ינו' 18 - ש', ינו' 25
9:33 am - 1:33 amMDW-STI
14h 00m2 stops
6:00 am - 6:03 pmSTI-MDW
13h 03m2 stops
$927Delta
Find Deal
ה', מרץ 6 - ג', מרץ 11
9:34 am - 1:33 amMDW-STI
13h 59m2 stops
6:35 am - 5:43 pmSTI-MDW
13h 08m2 stops
$1,195Delta
Find Deal
א', פב​​​​​​​' 2 - א', פב​​​​​​​' 9
9:20 am - 10:52 pmMDW-STI
12h 32m2 stops
6:50 am - 5:03 pmSTI-MDW
11h 13m2 stops
$1,546Delta
Find Deal
ה', אפר' 24 - ב', אפר' 28

Flights from Midway to Santiago de los Caballeros - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Santiago de los Caballeros to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago Midway Airport to Santiago de los Caballeros?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Santiago de los Caballeros, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Santiago de los Caballeros is April, where tickets cost $207 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $767 and $704 respectively.

Good to know

Cheapest flight

$368
Flight from Chicago Midway Airport to Santiago de los Caballeros

When to book flights from Midway to Santiago de los Caballeros

Are your dates flexible? Find out the best times to travel from Midway to Santiago de los Caballeros based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Santiago de los Caballeros flights

  • What is the cheapest flight from Chicago Midway Airport to Santiago de los Caballeros?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Santiago de los Caballeros was $368 for a round-trip ticket.

  • Do I need a passport to fly between Chicago Midway Airport and Santiago de los Caballeros?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago Midway Airport and on arrival in Santiago de los Caballeros.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Santiago de los Caballeros?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Santiago de los Caballeros?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Santiago de los Caballeros.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Santiago de los Caballeros?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Santiago de los Caballeros.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Santiago de los Caballeros?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Santiago de los Caballeros from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Santiago de los Caballeros?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Santiago de los Caballeros with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and STI can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Santiago de los Caballeros?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Santiago de los Caballeros from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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One-way flight deals

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1843 miMDW-STI

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