ORD - STI

$193 Find Cheap Flights from Chicago O'Hare Airport to Santiago de los Caballeros - Compare and Save

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Everything you should know

Cheapest round-trip
$735
Typical prices: $495-$1,101
American Airlines
Fri 11/30Mon 12/31
ORD - STI • 2 stops
Cheapest one-way
$193
Typical prices: $246-$461
Delta
Wed 1/31
ORD - STI • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Chicago O'Hare Intl Airport and Santiago de los Caballeros. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
November
Cheapest • 42% price drop
November
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Boston Logan Intl (BOS)
Cheapest • Avg $425 (round-trip)
Fort Lauderdale (FLL)
Shortest trip • 8h 24m (one-way)
Insights
Insights
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We hope you love your trip to Santiago de los Caballeros!
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Booking Insights
Flight Deals

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

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

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

Mon, Nov 30 - Thu, Dec 31
American Airlines Logo
9:06 pm - 1:32 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
14h 26m2 stops Charlotte Douglas Miami
American Airlines Logo
3:20 pm - 8:00 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
18h 40m1 stop Philadelphia
$735American Airlines
Sat, Jan 16 - Sat, Jan 23
Delta Logo
7:00 am - 12:56 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
15h 56m2 stops Detroit Metropolitan Wayne County New York John F Kennedy Intl
Delta Logo
6:38 am - 6:47 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
14h 09m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson
$738Delta
Sat, Mar 6 - Sat, Mar 20
Delta Logo
6:00 am - 11:50 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
15h 50m1 stop New York John F Kennedy Intl
Delta Logo
6:35 am - 5:34 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 59m1 stop New York John F Kennedy Intl
$783Delta
Wed, Dec 2 - Sun, Dec 6
American Airlines Logo
9:06 pm - 1:24 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
14h 18m2 stops Charlotte Douglas Miami
American Airlines Logo
5:02 pm - 8:00 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
16h 58m1 stop Miami
$796American Airlines
Fri, Mar 19 - Thu, Mar 25
American Airlines Logo
5:00 am - 10:28 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
16h 28m1 stop Miami
American Airlines Logo
6:10 am - 6:29 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
13h 19m1 stop Miami
$821American Airlines
Sat, Dec 19 - Sat, Dec 26
American Airlines Logo
8:55 pm - 2:25 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
15h 30m1 stop Philadelphia
American Airlines Logo
5:05 pm - 7:38 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
16h 33m1 stop Miami
$825American Airlines
Fri, Mar 19 - Sat, Mar 27
Frontier Logo
3:24 pm - 10:47 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
18h 23m1 stop Philadelphia
Frontier Logo
12:19 pm - 2:19 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
27h 00m1 stop Philadelphia
$828Frontier
Sun, Dec 20 - Sun, Jan 17
JetBlue Logo
2:47 pm - 12:59 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 12m1 stop Fort Lauderdale
JetBlue Logo
2:42 pm - 11:47 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 05m1 stop Fort Lauderdale
$1,001JetBlue
Sun, Dec 20 - Fri, Jan 1
JetBlue Logo
2:47 pm - 12:59 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 12m1 stop Fort Lauderdale
JetBlue Logo
6:01 am - 1:30 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 29m1 stop Fort Lauderdale
$1,022JetBlue
Sun, Dec 20 - Fri, Jan 1
JetBlue Logo
2:47 pm - 12:59 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 12m1 stop Fort Lauderdale
JetBlue Logo
6:01 am - 1:30 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 29m1 stop Fort Lauderdale
$1,023JetBlue
Booking Insights

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

Round-trip flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros typically range from $495 to $1,101. The lowest price found in the past 5 days was $735, on American Airlines.

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

Based on deals KAYAK users found in the last 12 months, Friday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Santiago de los Caballeros. It’s 32% cheaper than the average day, while Wednesday is the most expensive, with prices 34% higher.

What’s the cheapest month to fly from Chicago O'Hare Intl Airport to Santiago de los Caballeros?

•November is the cheapest month to fly from Chicago O'Hare Intl Airport to Santiago de los Caballeros at $436 round-trip.
•December ($1,124) and January ($745) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 157% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

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

Low season

August

Cheapest flight

$193
Beat the crowds with an average 65% drop in travelers.
The most popular month to fly with an average 114% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros

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

Are your dates flexible? Find out the best times to travel from O'Hare Intl 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 O'Hare Intl Airport to Santiago de los Caballeros 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 Chicago O'Hare Intl Airport to Santiago de los Caballeros?

    Two cabin classes are available on flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros:

    • Economy Class
    • First Class

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

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

  • Do I need a passport to fly from Chicago O'Hare Intl 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.

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

    Round-trip flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros range from $495 to $1,101, with an average of $749 over the past 12 months. Anything below $495 counts as a good deal.

  • Have flight prices from Chicago O'Hare Intl 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 $735 to $5,230. That means the highest observed fare was about 7x higher than the lowest one.

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

    One-way fares from Chicago O'Hare Intl Airport to Santiago de los Caballeros are currently lower than usual. Average one-way flight prices are about $273, which is 8% below the typical average for this route.

  • 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 O'Hare Intl Airport to Santiago de los Caballeros?

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

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

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

    • Miami (MIA) - 61% of one-stop connections
    • Fort Lauderdale (FLL) - 21% of one-stop connections
    • Newark (EWR) - 8% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 6% of one-stop connections

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

    Yes. Flexible dates can save you up to 50% on flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros. Friday is the cheapest departure day at $512 round-trip on average, while Wednesday is the most expensive at $1,004, a difference of $492.

    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 Chicago O'Hare Intl Airport to Santiago de los Caballeros?

    Flying via Fort Lauderdale (FLL) gives the shortest average 1-stop total travel time at 8h 24m, compared with 9h 23m via Miami (MIA) and 9h 26m via Philadelphia (PHL).

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

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

Your guide to booking Chicago O'Hare Intl Airport to Santiago de los Caballeros 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 Friday departure and avoid flying on Wednesday. On this route, Friday flights average $512, about $492 less than Wednesday fares (49% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Santiago de los Caballeros trip for November. Fares historically average $436 round-trip in that month - typically $688 less than the most expensive month, which is December (based on the last 12 months).
  • 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 O'Hare Intl to Santiago de los Caballeros

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

Car rentals in Santiago de los Caballeros
Hotels in Santiago de los Caballeros