STI - ORD

$241 Find Cheap Flights from Santiago de los Caballeros to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$527
Typical prices: $449-$617
United Airlines
Mon 10/22Fri 10/26
STI - ORD • 1 stop
Cheapest one-way
$241
Typical prices: $226-$343
United Airlines
Mon 11/12
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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When to travel
Cheapest • 56% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $487 (round-trip)
Shortest trip • 8h 18m (one-way)
Insights
Insights
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We hope you love your trip to Chicago O'Hare Intl Airport!
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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, Oct 22 - Mon, Oct 26
United Airlines Logo
4:23 pm - 9:32 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
30h 09m1 stop Newark
United Airlines Logo
3:43 pm - 1:53 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
21h 10m1 stop Newark
$527United Airlines
Thu, Oct 22 - Mon, Oct 26
United Airlines Logo
6:00 am - 7:42 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
26h 42m1 stop Newark
United Airlines Logo
9:48 pm - 1:53 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
15h 05m1 stop Newark
$527United Airlines
Fri, Oct 30 - Fri, Nov 6
JetBlue Logo
3:44 pm - 11:57 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 13m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 3:23 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
6h 23m1 stop Fort Lauderdale
$530JetBlue
Thu, Oct 15 - Thu, Oct 22
JetBlue Logo
3:57 pm - 11:30 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
8h 33m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 2:47 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
6h 47m1 stop Fort Lauderdale
$540JetBlue
Sun, Oct 18 - Mon, Oct 26
JetBlue Logo
3:57 pm - 11:30 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
8h 33m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 2:34 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
6h 34m1 stop Fort Lauderdale
$544JetBlue
Thu, Oct 22 - Mon, Oct 26
JetBlue Logo
3:57 pm - 11:30 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
8h 33m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 2:34 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
6h 34m1 stop Fort Lauderdale
$550JetBlue
Fri, Oct 30 - Fri, Nov 6
American Airlines Logo
3:12 pm - 12:08 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 56m2 stops Miami Charlotte Douglas
American Airlines Logo
5:00 am - 4:08 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
9h 08m1 stop Miami
$567American Airlines
Thu, Oct 8 - Tue, Oct 13
American Airlines Logo
3:12 pm - 11:33 pmSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
9h 21m1 stop Miami
American Airlines Logo
5:05 am - 2:12 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 07m1 stop Miami
$569American Airlines
Thu, Oct 8 - Tue, Oct 13
American Airlines Logo
3:12 pm - 12:38 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
10h 26m1 stop Miami
American Airlines Logo
7:00 am - 2:12 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
6h 12m1 stop Miami
$569American Airlines
Fri, Oct 9 - Tue, Oct 13
American Airlines Logo
2:18 pm - 7:25 amSTI  Santiago de los Caballeros-ORD Chicago O'Hare Intl
18h 07m1 stop Philadelphia
American Airlines Logo
5:05 am - 2:12 pmORD  Chicago O'Hare Intl-STI Santiago de los Caballeros
8h 07m1 stop Miami
$569American Airlines
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 from Santiago de los Caballeros to Chicago O'Hare Intl Airport 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 start at $527. Prices are typical for this route right now, with typical round-trip fares ranging from $449 to $617. The lowest price found in the past 5 days was $527 on United Airlines.

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

Monday is the cheapest day of the week to fly from Santiago de los Caballeros to Chicago O'Hare Intl Airport, it is 21% cheaper than the average day. Sunday is the most expensive day with flight prices 20% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

Low season

April

Cheapest flight

$241
Most popular time to fly and prices are also 13% lower on average.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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).

  • 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.

  • 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) - 47% of one-stop connections
    • Miami (MIA) - 36% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 17% 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 Santiago de los Caballeros to Chicago O'Hare Intl Airport?

    Yes. Being flexible with your travel dates can save you up to 35% on the Santiago de los Caballeros to Chicago O'Hare Intl Airport route. Monday is the cheapest departure day at $419 round-trip on average, while Sunday is the most expensive at $637, a difference of $218. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • 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 River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

  • 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 0h 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.

  • 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 $527 to $2,095. That means the highest observed fare was about 4x 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 lower than usual. Average one-way flight prices are about $245, which is 13% below the typical average for this route.

  • 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 56m, compared with 8h 18m via Miami (MIA) and 10h 36m via New York John F Kennedy Intl (JFK).

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

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

  • 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 starting from around $17 for economy cars. Top options include:
    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

  • 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 $449 to $617, with an average of $528 over the past 12 months. Anything below $449 counts as a good deal.

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 can be flexible, aim for a Monday departure instead of Sunday. On this route, Monday flights average $419 - about $218 less than Sunday (34% 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