ORD - STI

$196 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
$360
Typical prices: $456-$727
Frontier
Tue 10/9Wed 10/17
ORD - STI • 1 stop
Cheapest one-way
$196
Typical prices: $206-$363
Delta
Sun 10/28
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 book
5 weeks
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 36% compared to booking last minute.
Insights
Insights
When to travel
February
Cheapest • 28% 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)
Newark (EWR)
Shortest trip • 8h 00m (one-way)
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Insights
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We hope you love your trip to Santiago de los Caballeros!
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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

Fri, Oct 9 - Sat, Oct 17
Frontier Logo
4:41 pm - 10:28 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
16h 47m1 stop Philadelphia
Frontier Logo
11:43 am - 10:39 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 56m1 stop Philadelphia
$360Frontier
Tue, Nov 10 - Wed, Dec 9
Delta Logo
1:55 pm - 12:55 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
9h 00m1 stop New York John F Kennedy Intl
Delta Logo
2:30 pm - 9:42 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 12m1 stop New York John F Kennedy Intl
$426Delta
Tue, Nov 10 - Wed, Dec 9
American Airlines Logo
6:00 am - 4:08 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 08m1 stop Miami
American Airlines Logo
5:08 pm - 7:42 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
16h 34m1 stop Miami
$426American Airlines
Tue, Nov 10 - Wed, Dec 9
United Airlines Logo
11:56 am - 11:51 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
9h 55m1 stop Newark
United Airlines Logo
4:00 pm - 11:42 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 42m1 stop Newark
$426United Airlines
Wed, Oct 28 - Tue, Nov 10
Delta Logo
6:10 am - 5:33 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
10h 23m1 stop New York John F Kennedy Intl
Delta Logo
9:00 pm - 9:27 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
14h 27m1 stop New York John F Kennedy Intl
$426Delta
Tue, Sep 8 - Tue, Oct 27
American Airlines Logo
6:00 am - 8:03 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
13h 03m1 stop Miami
American Airlines Logo
3:12 pm - 7:47 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
17h 35m1 stop Miami
$427American Airlines
Tue, Nov 10 - Wed, Dec 9
Delta Logo
10:30 am - 7:35 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
7h 05m1 stop New York John F Kennedy Intl
Delta Logo
6:40 am - 5:03 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
12h 23m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson
$431Delta
Sat, Oct 3 - Sat, Oct 10
Multiple Airlines Logo
6:00 am - 1:27 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
6h 27m1 stop Fort Lauderdale
Multiple Airlines Logo
11:43 am - 10:39 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 56m1 stop Philadelphia
$472Multiple Airlines
Mon, Sep 28 - Fri, Oct 2
JetBlue Logo
6:00 am - 1:27 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
6h 27m1 stop Fort Lauderdale
JetBlue Logo
3:30 pm - 11:08 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
8h 38m1 stop Fort Lauderdale
$529JetBlue
Mon, Nov 16 - Thu, Nov 19
JetBlue Logo
2:15 pm - 1:51 amORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
9h 36m1 stop Boston Logan Intl
JetBlue Logo
6:35 am - 3:40 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
11h 05m1 stop Boston Logan Intl
$558JetBlue
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 from Chicago O'Hare Intl Airport to Santiago de los Caballeros 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 start at $360. Prices are below average for this route right now, with typical round-trip fares ranging from $456 to $727. The lowest price found in the past 5 days was $360 on Frontier.

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

Friday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Santiago de los Caballeros, it is 16% cheaper than the average day. Sunday is the most expensive day with flight prices 28% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • February is the cheapest month to fly from Chicago O'Hare Intl Airport to Santiago de los Caballeros at $412 round-trip.
  • December ($716) and June ($665) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 73% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago O'Hare Intl Airport to Santiago de los Caballeros the cheapest?

Flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros are cheapest 5 weeks before departure. Booking in this window typically costs about 36% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

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

Low season

October

Cheapest flight

$196
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 17% lower on average.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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).

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

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

  • 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:

    • Fort Lauderdale (FLL) - 43% of one-stop connections
    • Miami (MIA) - 27% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 21% of one-stop connections
    • Newark (EWR) - 4% of one-stop connections

    Fort Lauderdale (FLL) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 35% on the Chicago O'Hare Intl Airport to Santiago de los Caballeros route. Friday is the cheapest departure day at $484 round-trip on average, while Sunday is the most expensive at $738, a difference of $254. 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 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 0h 00m, covering 1,858 miles.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to Santiago de los Caballeros:

    • Earliest: departs at 12:00 am and lands at 12:00 am
    • Latest: departs at 12:00 am and lands at 12:00 am.

    The flight takes about 0h 00m.

  • How expensive are last-minute Chicago O'Hare Intl Airport to Santiago de los Caballeros flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 17% above the route average of $573. Book 5 weeks before departure for the lowest fares.

  • 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.

  • 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 $360 to $1,923. That means the highest observed fare was about 5x 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 $203, which is 23% below the typical average for this route.

  • 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 Newark (EWR) gives the shortest average 1-stop total travel time at 8h 00m, compared with 8h 42m via Fort Lauderdale (FLL) and 8h 46m via Miami (MIA).

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

    Santiago de los Caballeros is 1 hour ahead of Chicago O'Hare Intl Airport (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • 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 starting from around $9 for economy cars. Top options include:
    · Zezgo
    · America Car Rental
    · Infinity Car Rental
    · Alamo
    · Europcar

  • 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 $456 to $727, with an average of $573 over the past 12 months. Anything below $456 counts as a good deal.

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 can be flexible, aim for a Friday departure instead of Sunday. On this route, Friday flights average $484 - about $254 less than Sunday (34% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 5 weeks before you fly. On this route, that window historically saves about 36% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Santiago de los Caballeros trip for February. Fares historically average $412 round-trip in that month - typically $304 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

Everything you need to know for your flight from O'Hare Intl to Santiago de los Caballeros

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)
Santiago de los Caballeros (STI)