MDW - STI

$794 Find Cheap Flights from Chicago Midway Airport to Santiago de los Caballeros - Compare and Save

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Everything you should know

Cheapest round-trip
$859
Typical prices: $427-$427
Delta
Tue 1/16Tue 1/23
MDW - STI • 2 stops
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Booking Insights
Flight Deals

Cheap Flights from Midway to Santiago de los Caballeros (MDW-STI)

 
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

Sat, Jan 16 - Sat, Jan 23
Delta Logo
6:00 am - 12:56 amMDW  Chicago Midway-STI Santiago de los Caballeros
16h 56m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
Delta Logo
2:16 pm - 11:55 pmSTI  Santiago de los Caballeros-MDW Chicago Midway
11h 39m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson
$859Delta
Mon, Nov 23 - Fri, Nov 27
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9:30 am - 12:59 amMDW  Chicago Midway-STI Santiago de los Caballeros
13h 29m2 stops Detroit Metropolitan Wayne County New York John F Kennedy Intl
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7:00 am - 4:39 pmSTI  Santiago de los Caballeros-MDW Chicago Midway
11h 39m2 stops New York John F Kennedy Intl Minneapolis St Paul
$1,098Delta
Thu, Nov 19 - Mon, Nov 30
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6:00 am - 7:59 pmMDW  Chicago Midway-STI Santiago de los Caballeros
11h 59m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
Delta Logo
9:25 pm - 10:28 amSTI  Santiago de los Caballeros-MDW Chicago Midway
15h 03m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson
$1,149Delta
Fri, Mar 12 - Mon, Mar 15
Delta Logo
12:30 pm - 1:00 pmMDW  Chicago Midway-STI Santiago de los Caballeros
22h 30m2 stops Minneapolis St Paul New York John F Kennedy Intl
Delta Logo
8:40 pm - 4:50 pmSTI  Santiago de los Caballeros-MDW Chicago Midway
21h 10m2 stops New York John F Kennedy Intl Minneapolis St Paul
$1,431Delta
Thu, Mar 11 - Mon, Mar 15
Delta Logo
6:00 am - 8:15 pmMDW  Chicago Midway-STI Santiago de los Caballeros
12h 15m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
Delta Logo
8:40 pm - 6:37 pmSTI  Santiago de los Caballeros-MDW Chicago Midway
22h 57m2 stops New York John F Kennedy Intl Detroit Metropolitan Wayne County
$1,618Delta
Wed, Dec 16 - Thu, Dec 31
Delta Logo
6:00 am - 7:59 pmMDW  Chicago Midway-STI Santiago de los Caballeros
11h 59m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
Delta Logo
7:00 am - 5:24 pmSTI  Santiago de los Caballeros-MDW Chicago Midway
12h 24m2 stops New York John F Kennedy Intl Minneapolis St Paul
$2,291Delta
Sun, Dec 20 - Thu, Jan 7
Multiple Airlines Logo
8:35 pm - 2:58 pmMDW  Chicago Midway-STI Santiago de los Caballeros
16h 23m2 stops Orlando Panama City Tocumen Intl
Multiple Airlines Logo
3:54 pm - 4:53 pmSTI  Santiago de los Caballeros-MDW Chicago Midway
26h 59m3 stops Panama City Tocumen Intl Montreal Pierre Elliott Trudeau Intl Minneapolis St Paul
$2,958Multiple Airlines
Sun, Dec 20 - Thu, Jan 7
Multiple Airlines Logo
8:35 pm - 2:58 pmMDW  Chicago Midway-STI Santiago de los Caballeros
16h 23m2 stops Orlando Panama City Tocumen Intl
Multiple Airlines Logo
3:54 pm - 4:53 pmSTI  Santiago de los Caballeros-MDW Chicago Midway
26h 59m3 stops Panama City Tocumen Intl Montreal Pierre Elliott Trudeau Intl Minneapolis St Paul
$2,973Multiple Airlines
Thu, Mar 11 - Sun, Mar 14
Delta Logo
6:00 am - 8:15 pmMDW  Chicago Midway-STI Santiago de los Caballeros
12h 15m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
Delta Logo
8:40 pm - 11:56 amSTI  Santiago de los Caballeros-MDW Chicago Midway
16h 16m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson
$2,980Delta
Sun, Dec 20 - Wed, Jan 6
Delta Logo
6:00 am - 7:47 pmMDW  Chicago Midway-STI Santiago de los Caballeros
11h 47m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
Delta Logo
3:08 am - 10:17 pmSTI  Santiago de los Caballeros-MDW Chicago Midway
21h 09m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson
$3,006Delta
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Santiago de los Caballeros flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago Midway Airport to Santiago de los Caballeros?

Round-trip flights from Chicago Midway Airport to Santiago de los Caballeros typically range from $427 to $427. The lowest price found in the past 5 days was $859, on Delta.

Key details for Chicago Midway Airport to Santiago de los Caballeros flights

Cheapest flight

$794
One-way 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

Your Chicago Midway Airport to Santiago de los Caballeros flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

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

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Chicago Midway Airport to Santiago de los Caballeros changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $859 to $4,987. That means the highest observed fare was about 6x higher than the lowest one.

  • What car rental options are available at Santiago de los Caballeros Airport (STI)?

    Santiago de los Caballeros Airport (STI) hosts 5 major car rental companies, with daily rates averaging $32 for economy cars. Top options include:

    • Zezgo
    • America Car Rental
    • Alamo
    • Europcar
    • Infinity Car Rental

  • Which airports can I use when flying from Chicago Midway Airport to Santiago de los Caballeros?

    Flights from Chicago Midway Airport to Santiago de los Caballeros usually depart from Chicago Midway (MDW) and arrive at Santiago de los Caballeros (STI).

  • What is the time difference between Chicago Midway Airport and Santiago de los Caballeros?

    Santiago de los Caballeros is 2 hours ahead of Chicago Midway Airport (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Chicago Midway Airport to Santiago de los Caballeros flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Santiago de los Caballeros Airport.

    • Hodelpa Garden Court

More options for your flight from Midway to Santiago de los Caballeros

Complete your trip to Santiago de los Caballeros with a hotel stay or car rental