MDW - STI

$287 Find Cheap Flights from Chicago Midway Airport to Santiago de los Caballeros

This is the cheapest one-way 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 5/15. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches 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
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41,299,237 searches in the past 7 days on KAYAK

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

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

Everything you should know

Cheapest round-trip
$515
Delta
Tue 6/2Tue 6/9
MDW - STI • 2 stops
Cheapest one-way
$287
Delta
Fri 5/15
MDW - STI • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Santiago de los Caballeros!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway 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 Midway 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Tue, Jun 2 - Tue, Jun 9
Delta Logo
12:53 pm - 12:59 am
MDW
-
STI
11h 06m
2 stops
Delta Logo
8:59 pm - 10:09 am
STI
-
MDW
14h 10m
2 stops
$515Delta
Sun, May 31 - Sun, Jun 14
Delta Logo
10:59 am - 12:59 am
MDW
-
STI
13h 00m
2 stops
Delta Logo
8:59 pm - 1:09 pm
STI
-
MDW
17h 10m
2 stops
$661Delta
Fri, May 15 - Tue, May 19
Delta Logo
12:53 pm - 12:59 am
MDW
-
STI
11h 06m
2 stops
Delta Logo
6:00 am - 9:09 pm
STI
-
MDW
16h 09m
2 stops
$715Delta
Sun, May 31 - Sun, Jun 14
Delta Logo
10:59 am - 12:59 am
MDW
-
STI
13h 00m
2 stops
Delta Logo
8:59 pm - 12:46 pm
STI
-
MDW
16h 47m
2 stops
$765Delta
Wed, Jun 10 - Sun, Jun 14
Frontier Logo
12:04 pm - 9:54 am
MDW
-
STI
20h 50m
2 stops
Frontier Logo
11:09 am - 10:11 pm
STI
-
MDW
12h 02m
2 stops
$825Frontier
Sun, May 31 - Sun, Jun 14
Delta Logo
10:59 am - 12:59 am
MDW
-
STI
13h 00m
2 stops
Delta Logo
8:59 pm - 12:46 pm
STI
-
MDW
16h 47m
2 stops
$953Delta
Mon, May 18 - Fri, May 22
Delta Logo
9:22 am - 12:59 am
MDW
-
STI
14h 37m
2 stops
Delta Logo
8:59 pm - 12:42 pm
STI
-
MDW
16h 43m
2 stops
$1,721Delta
Sun, May 24 - Thu, May 28
Delta Logo
9:22 am - 12:59 am
MDW
-
STI
14h 37m
2 stops
Delta Logo
6:00 am - 6:33 pm
STI
-
MDW
13h 33m
2 stops
$1,863Delta
Sat, May 16 - Sat, May 23
Delta Logo
1:22 pm - 12:59 am
MDW
-
STI
10h 37m
2 stops
Delta Logo
8:59 pm - 12:42 pm
STI
-
MDW
16h 43m
2 stops
$1,968Delta
Sat, Jun 20 - Sat, Jul 4
Delta Logo
4:25 pm - 12:25 pm
MDW
-
STI
19h 00m
2 stops
Delta Logo
6:00 am - 5:07 pm
STI
-
MDW
12h 07m
2 stops
$2,209Delta
Booking Insights

KAYAK's insights & trends for Midway to Santiago de los Caballeros flights

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.

Which airlines provide the cheapest flights from Chicago Midway Airport to Santiago de los Caballeros?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Santiago de los Caballeros were found on Delta ($515) and Frontier ($825).

Find deals

Good to know

Cheapest flight$287
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 $287 for a one-way ticket and $515 for a round-trip.

  • 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.

  • 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.

Everything you need to know for your flight from Midway to Santiago de los Caballeros

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Santiago de los Caballeros (STI)