MDW - STI

$397 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 5/10. 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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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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Cheap Flights from Midway to Santiago de los Caballeros

 
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.

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Midway to Santiago de los Caballeros.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Delta Logo
10:25 am - 12:14 amMDW-STI
12h 49m2 stops
Delta Logo
6:11 am - 9:27 pmSTI-MDW
16h 16m2 stops
$397Delta
Find Deal
Sat, May 10 - Tue, May 20
Delta Logo
12:48 pm - 12:27 amMDW-STI
10h 39m2 stops
Delta Logo
6:11 am - 6:45 pmSTI-MDW
13h 34m2 stops
$478Delta
Find Deal
Fri, May 2 - Fri, May 9
Delta Logo
9:16 am - 12:14 amMDW-STI
13h 58m2 stops
Delta Logo
6:11 am - 9:27 pmSTI-MDW
16h 16m2 stops
$861Delta
Find Deal
Mon, May 12 - Wed, May 21
Delta Logo
1:05 pm - 1:13 amMDW-STI
11h 08m2 stops
Delta Logo
6:20 am - 6:36 pmSTI-MDW
13h 16m2 stops
$1,103Delta
Find Deal
Sat, Sep 20 - Mon, Sep 22
Delta Logo
9:16 am - 12:14 amMDW-STI
13h 58m2 stops
Delta Logo
6:11 am - 6:45 pmSTI-MDW
13h 34m2 stops
$1,625Delta
Find Deal
Thu, May 8 - Thu, May 15
Delta Logo
1:05 pm - 1:12 amMDW-STI
11h 07m2 stops
Delta Logo
6:10 am - 6:28 pmSTI-MDW
13h 18m2 stops
$2,288Delta
Find Deal
Tue, Aug 12 - Tue, Aug 19
Delta Logo
9:16 am - 12:14 amMDW-STI
13h 58m2 stops
Delta Logo
6:11 am - 6:45 pmSTI-MDW
13h 34m2 stops
$2,419Delta
Find Deal
Fri, May 16 - Fri, May 23
Delta Logo
9:16 am - 12:14 amMDW-STI
13h 58m2 stops
Delta Logo
6:11 am - 6:45 pmSTI-MDW
13h 34m2 stops
$2,902Delta
Find Deal
Fri, May 16 - Fri, May 23
Delta Logo
10:35 am - 1:12 amMDW-STI
13h 37m2 stops
Delta Logo
6:10 am - 6:28 pmSTI-MDW
13h 18m2 stops
$3,237Delta
Find Deal
Thu, Aug 21 - Sat, Aug 30
Delta Logo
1:00 pm - 1:12 amMDW-STI
11h 12m2 stops
Delta Logo
6:10 am - 6:28 pmSTI-MDW
13h 18m2 stops
$3,499Delta
Find Deal
Thu, Jul 10 - Wed, Jul 30

Good to know

Cheapest flight

$397
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 $2,661 for a one-way ticket and $397 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.

  • 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

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

Information on your arrival and departure airports

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