STI - ORD

$259 Find Cheap Flights from Santiago de los Caballeros to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$439
Typical prices: $469-$713
Delta
Sun 1/28Thu 2/1
STI - ORD • 1 stop
Cheapest one-way
$241
Typical prices: $248-$372
American Airlines
Sun 11/25
STI - ORD • 1 stop
Nonstop flights
There are currently no direct flights between Santiago de los Caballeros and Chicago O'Hare Intl Airport. You'll need to take a connecting flight to reach the destination.
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Insights
When to travel
Cheapest • 59% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $416 (round-trip)
Shortest trip • 7h 58m (one-way)
Insights
Insights
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We hope you love your trip to Chicago O'Hare Intl Airport!
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Booking Insights
Flight Deals

Cheap Flights from Santiago de los Caballeros to O'Hare Intl (STI-ORD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Santiago de los Caballeros to O'Hare Intl

Thu, Jan 28 - Mon, Feb 1
Delta Logo
6:38 am - 9:52 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
17h 14m1 stop New York John F Kennedy Intl
Delta Logo
9:50 am - 12:53 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
13h 03m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
$439Delta
Thu, Jan 28 - Mon, Feb 1
Delta Logo
6:38 am - 9:52 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
17h 14m1 stop New York John F Kennedy Intl
Delta Logo
10:40 am - 12:53 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
12h 13m1 stop New York John F Kennedy Intl
$439Delta
Thu, Jan 28 - Mon, Feb 1
Delta Logo
6:38 am - 8:32 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
15h 54m2 stops New York John F Kennedy Intl Detroit Metropolitan Wayne County
Delta Logo
5:30 am - 12:53 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
17h 23m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
$563Delta
Tue, Dec 29 - Sun, Jan 3
JetBlue Logo
4:15 pm - 11:33 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 18m1 stop Fort Lauderdale
JetBlue Logo
2:47 pm - 12:59 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 12m1 stop Fort Lauderdale
$614JetBlue
Tue, Dec 29 - Sun, Jan 3
JetBlue Logo
4:15 pm - 11:33 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 18m1 stop Fort Lauderdale
JetBlue Logo
2:47 pm - 12:59 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 12m1 stop Fort Lauderdale
$641JetBlue
Thu, Feb 4 - Sat, Feb 6
United Airlines Logo
6:00 am - 1:09 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 09m1 stop Newark
United Airlines Logo
5:45 pm - 11:49 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
16h 04m1 stop Newark
$659United Airlines
Mon, Jan 11 - Mon, Feb 8
JetBlue Logo
2:42 pm - 11:47 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 05m1 stop Fort Lauderdale
JetBlue Logo
2:55 pm - 3:00 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
10h 05m1 stop Boston Logan Intl
$760JetBlue
Mon, Jan 11 - Mon, Feb 8
JetBlue Logo
2:42 pm - 11:47 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 05m1 stop Fort Lauderdale
JetBlue Logo
2:55 pm - 3:00 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
10h 05m1 stop Boston Logan Intl
$763JetBlue
Fri, Dec 18 - Fri, Dec 25
American Airlines Logo
2:15 pm - 11:37 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 22m1 stop Miami
American Airlines Logo
5:50 pm - 2:25 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
18h 35m1 stop Philadelphia
$771American Airlines
Mon, Jan 11 - Mon, Feb 8
JetBlue Logo
2:42 pm - 11:47 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 05m1 stop Fort Lauderdale
JetBlue Logo
2:55 pm - 3:00 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
10h 05m1 stop Boston Logan Intl
$773JetBlue
Booking Insights

Price, demand and travel trends for Santiago de los Caballeros to Chicago O'Hare Intl Airport 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 Santiago de los Caballeros to Chicago O'Hare Intl Airport?

Round-trip flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport typically range from $469 to $713. The lowest price found in the past 5 days was $439, on Delta.

What's the cheapest day of the week to fly from Santiago de los Caballeros to Chicago O'Hare Intl Airport?

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Santiago de los Caballeros to Chicago O'Hare Intl Airport. It’s 28% cheaper than the average day, while Sunday is the most expensive, with prices 29% higher.

Key details for Santiago de los Caballeros to Chicago O'Hare Intl Airport flights

Low season

April

Cheapest flight

$241
Beat the crowds with an average 85% drop in travelers.
The most popular month to fly with an average 45% increase in travelers.
One-way flight from Santiago de los Caballeros to Chicago O'Hare Intl Airport

When to book flights from Santiago de los Caballeros to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Santiago de los Caballeros to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Santiago de los Caballeros to Chicago O'Hare Intl Airport flight questions, answered

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

  • What cabin classes can I book on flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport?

    Only Economy Class is available on flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport.

  • How long is a flight from Santiago de los Caballeros to Chicago O'Hare Intl Airport?

    A nonstop flight from Santiago de los Caballeros to Chicago O'Hare Intl Airport takes 00m, covering 1,858 miles.

  • Do I need a passport to fly from Santiago de los Caballeros to Chicago O'Hare Intl Airport?

    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.

  • How much should I expect to pay for a Santiago de los Caballeros to Chicago O'Hare Intl Airport flight?

    Round-trip flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport range from $469 to $713, with an average of $577 over the past 12 months. Anything below $469 counts as a good deal.

  • Have flight prices from Santiago de los Caballeros to Chicago O'Hare Intl Airport 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 $439 to $1,199. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Santiago de los Caballeros to Chicago O'Hare Intl Airport looking right now?

    One-way fares from Santiago de los Caballeros to Chicago O'Hare Intl Airport are currently in line with typical prices for this route. Average one-way fares are about $285.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates averaging $64 for economy cars. Top options include:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

  • Which airports can I use when flying from Santiago de los Caballeros to Chicago O'Hare Intl Airport?

    Flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport usually depart from Santiago de los Caballeros (STI) and arrive at Chicago O'Hare Intl (ORD).

  • Which airports do connecting flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport pass through?

    One-stop flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport most commonly connect through:

    • Fort Lauderdale (FLL) - 43% of one-stop connections
    • Miami (MIA) - 34% of one-stop connections
    • Panama City Tocumen Intl (PTY) - 17% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 4% of one-stop connections

  • Can I save money by using flexible dates for flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport?

    Yes. Flexible dates can save you up to 44% on flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport. Monday is the cheapest departure day at $419 round-trip on average, while Sunday is the most expensive at $748, a difference of $329.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Santiago de los Caballeros to Chicago O'Hare Intl Airport?

    Flying via Fort Lauderdale (FLL) gives the shortest average 1-stop total travel time at 7h 58m, compared with 8h 28m via Miami (MIA) and 11h 42m via Panama City Tocumen Intl (PTY).

  • What is the time difference between Santiago de los Caballeros and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 2 hours behind Santiago de los Caballeros (Central Time vs Atlantic Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

Your guide to booking Santiago de los Caballeros to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Sunday. On this route, Monday flights average $419, about $329 less than Sunday fares (44% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Santiago de los Caballeros to Chicago O'Hare Intl Airport trip for February. Fares historically average $234 round-trip in that month - typically $544 less than the most expensive month, which is August (based on the last 12 months).

More options for your flight from Santiago de los Caballeros to O'Hare Intl

Complete your trip to Chicago with a hotel stay or car rental