STI - ORD

$164 Find Cheap Flights from Santiago de los Caballeros to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Santiago de los Caballeros to O'Hare Intl departing on 9/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santiago de los Caballeros to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santiago de los Caballeros to Chicago, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Santiago de los Caballeros to Chicago (STI-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Santiago de los Caballeros to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
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

Tue, Sep 2 - Mon, Sep 15
Spirit Airlines Logo
10:20 am - 11:59 pmSTI-ORD
14h 39m1 stop
Spirit Airlines Logo
6:44 pm - 11:05 amORD-STI
15h 21m1 stop
$296Spirit Airlines
Find Deal
Wed, Oct 1 - Wed, Oct 15
Spirit Airlines Logo
12:10 pm - 10:48 pmSTI-ORD
11h 38m1 stop
Spirit Airlines Logo
7:11 pm - 11:05 amORD-STI
14h 54m1 stop
$300Spirit Airlines
Find Deal
Mon, Sep 15 - Tue, Sep 30
Spirit Airlines Logo
12:10 pm - 10:48 pmSTI-ORD
11h 38m1 stop
Spirit Airlines Logo
6:44 pm - 11:05 amORD-STI
15h 21m1 stop
$322Spirit Airlines
Find Deal
Fri, Oct 24 - Wed, Oct 29
Delta Logo
6:00 am - 9:24 pmSTI-ORD
16h 24m2 stops
Delta Logo
5:20 am - 6:38 pmORD-STI
12h 18m2 stops
$391Delta
Find Deal
Thu, Aug 28 - Thu, Sep 4
American Airlines Logo
7:00 am - 5:11 pmSTI-ORD
11h 11m2 stops
American Airlines Logo
7:03 pm - 12:27 pmORD-STI
16h 24m2 stops
$423American Airlines
Find Deal
Mon, Sep 15 - Tue, Sep 30
American Airlines Logo
1:29 pm - 7:47 amSTI-ORD
19h 18m2 stops
American Airlines Logo
5:00 am - 12:27 pmORD-STI
6h 27m1 stop
$434American Airlines
Find Deal
Thu, Oct 23 - Wed, Oct 29
JetBlue Logo
3:20 am - 12:10 pmSTI-ORD
9h 50m1 stop
JetBlue Logo
11:30 am - 3:04 amORD-STI
14h 34m1 stop
$561JetBlue
Find Deal
Wed, Nov 26 - Sun, Nov 30
United Airlines Logo
4:00 pm - 11:34 pmSTI-ORD
9h 34m1 stop
United Airlines Logo
11:59 pm - 11:46 amORD-STI
9h 47m1 stop
$563United Airlines
Find Deal
Mon, Sep 1 - Mon, Sep 15
JetBlue Logo
3:08 am - 3:32 pmSTI-ORD
13h 24m1 stop
JetBlue Logo
6:45 am - 6:04 pmORD-STI
10h 19m1 stop
$748JetBlue
Find Deal
Wed, Oct 8 - Wed, Oct 15
United Airlines Logo
6:00 am - 1:08 pmSTI-ORD
8h 08m1 stop
United Airlines Logo
4:50 pm - 1:46 amORD-STI
7h 56m1 stop
$1,175United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Santiago de los Caballeros to O'Hare Intl flights

Get data-powered insights and trends into flights from Santiago de los Caballeros to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Santiago de los Caballeros to Chicago?

The average price of all round-trip flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

For Santiago de los Caballeros to Chicago, Saturday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Chicago back to Santiago de los Caballeros, the best deals are generally found on Tuesday, with Saturday being the most expensive.

Good to know

Low seasonFebruary
Cheapest flight$164
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Santiago de los Caballeros to Chicago

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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Santiago de los Caballeros to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Santiago de los Caballeros to Chicago O'Hare Intl Airport was $164 for a one-way ticket and $296 for a round-trip.

  • Do I need a passport to fly between Santiago de los Caballeros and Chicago?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Santiago de los Caballeros and on arrival in Chicago.

  • Which aircraft models fly most regularly from Santiago de los Caballeros to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Santiago de los Caballeros to Chicago?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Santiago de los Caballeros and Chicago, with SkyTeam being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Santiago de los Caballeros to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Santiago de los Caballeros to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Santiago de los Caballeros to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Santiago de los Caballeros is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Santiago de los Caballeros to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Santiago de los Caballeros with another airline. Booking your flights between Santiago de los Caballeros and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Santiago de los Caballeros to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Santiago de los Caballeros up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Santiago de los Caballeros to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Santiago de los Caballeros to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Santiago de los Caballeros to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8896 reviews
8.1Crew
7.7Boarding
7.1Entertainment
7.3Comfort
6.6Food
Airline reviews

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

4.0 OkayGary, Jul 2025PIA - ORD
Read more United Airlines reviews

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

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

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