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STI - ORD

$114 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 5/21. 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
0 bags
Thu 6/6
Thu 6/13

Search hundreds of travel sites at once for deals on flights to Chicago

 
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
In the last 7 days travelers have searched 42,573,820 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Filter your dealsChoose cabin class, free Wi-Fi and more.

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Cheap flight deals from Santiago de los Caballeros to O'Hare Intl (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 O'Hare Intl 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 and deals for you by selecting your travel dates.
Choose your dates
2:59 am - 9:55 amSTI-ORD
7h 56m1 stop
5:41 pm - 1:59 amORD-STI
7h 18m1 stop
$206Spirit Airlines
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Tue, May 28 - Wed, May 29
2:59 am - 4:35 pmSTI-ORD
14h 36m1 stop
5:05 am - 3:00 pmORD-STI
8h 55m1 stop
$224Spirit Airlines
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Mon, Jun 3 - Tue, Jun 11
2:59 am - 2:06 pmSTI-ORD
12h 07m2 stops
6:40 pm - 1:59 amORD-STI
6h 19m1 stop
$275Spirit Airlines
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Tue, May 28 - Wed, May 29
2:59 am - 11:10 pmSTI-ORD
21h 11m2 stops
5:05 am - 3:00 pmORD-STI
8h 55m1 stop
$276Spirit Airlines
Find Deal
Mon, Jun 3 - Tue, Jun 11
2:59 am - 5:40 pmSTI-ORD
15h 41m1 stop
9:15 pm - 1:59 amORD-STI
27h 44m3 stops
$287Spirit Airlines
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Tue, May 28 - Wed, May 29
2:24 pm - 4:39 pmSTI-ORD
27h 15m1 stop
2:45 pm - 1:34 pmORD-STI
21h 49m2 stops
$451American Airlines
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Tue, Jun 4 - Tue, Jun 11
5:10 pm - 2:10 pmSTI-ORD
22h 00m2 stops
2:45 pm - 1:34 pmORD-STI
21h 49m2 stops
$454American Airlines
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Tue, Jun 4 - Tue, Jun 11
5:05 am - 4:45 pmSTI-ORD
12h 40m1 stop
7:15 pm - 8:55 amORD-STI
12h 40m1 stop
$567JetBlue
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Wed, May 29 - Wed, May 29
5:50 am - 4:30 pmSTI-ORD
11h 40m1 stop
10:37 am - 1:53 amORD-STI
14h 16m1 stop
$800JetBlue
Find Deal
Thu, Aug 22 - Sun, Sep 1
6:00 am - 2:25 pmSTI-ORD
9h 25m1 stop
6:15 pm - 3:12 pmORD-STI
19h 57m2 stops
$983United Airlines
Find Deal
Wed, May 29 - Wed, May 29

Flights from Santiago de los Caballeros to O'Hare Intl - Travel Insights & Trends

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 flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Wednesday is the most expensive day to fly from Santiago de los Caballeros to Chicago. For your return ticket, we recommend flying on a Tuesday and avoiding Saturdays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport is October, where tickets cost $243 on average. On the other hand, the most expensive months are January and July, where the average cost of tickets is $730 and $708 respectively.

Which airlines provide the cheapest flights from Santiago de los Caballeros to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Santiago de los Caballeros to Chicago found by KAYAK users in the last 72 hours was for $206 on Spirit Airlines, followed by American Airlines ($451). One-way flight deals have also been found from as low as $114 on Spirit Airlines and from $210 on Delta.

Good to know

Low season

April

High season

July

Cheapest flight

$114
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly with an average 36% 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 $114 for a one-way ticket and $206 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?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Santiago de los Caballeros and Chicago, with Star Alliance 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.

See more FAQs

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.
7.3
American AirlinesOverall score based on 14697 reviews
7.1Entertainment
6.6Food
8.0Crew
7.6Boarding
7.2Comfort
Airline reviews

The CX617 from HK to BKK was delayed more than 1.5 hours.

2.0 MediocreAnonymous, May 2024STL - ORD
Read more about American Airlines reviews

The CX617 from HK to BKK was delayed more than 1.5 hours.

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Book cheap flights from Santiago de los Caballeros to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Santiago de los Caballeros to Chicago found on KAYAK in the last 72 hours.
5/21Tue
1 stopSpirit Airlines
15h 41mSTI-ORD
$114
5/28Tue
1 stopSpirit Airlines
14h 36mSTI-ORD
$126
5/18Sat
2 stopsDelta
15h 40mSTI-ORD
$210
5/20Mon
1 stopAmerican Airlines
8h 04mSTI-ORD
$216
5/29Wed
1 stopAmerican Airlines
7h 47mSTI-ORD
$220
5/23Thu
1 stopCopa Airlines
9h 39mSTI-ORD
$223
5/25Sat
1 stopDelta
16h 42mSTI-ORD
$228
5/28Tue
2 stops
27h 47mSTI-ORD
$253
5/28Tue
3 stops
32h 39mSTI-ORD
$257
5/18Sat
1 stopCopa Airlines
9h 39mSTI-ORD
$261

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Last minute flights from Santiago de los Caballeros to O'Hare Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Santiago de los Caballeros to Chicago that are departing in the next 10 days.
5/9Thu
multi-stopSpirit Airlines
14h 36mSTI-ORD
5/12Sun
multi-stopSpirit Airlines
14h 01mORD-STI
$484
5/9Thu
multi-stopSpirit Airlines
17h 23mSTI-ORD
5/12Sun
multi-stopSpirit Airlines
6h 19mORD-STI
$540
5/9Thu
multi-stopSpirit Airlines
17h 23mSTI-ORD
5/12Sun
multi-stopSpirit Airlines
17h 29mORD-STI
$592
5/10Fri
multi-stopAmerican Airlines
7h 47mSTI-ORD
5/12Sun
multi-stopAmerican Airlines
16h 40mORD-STI
$647
5/10Fri
multi-stopAmerican Airlines
16h 46mSTI-ORD
5/12Sun
multi-stopAmerican Airlines
16h 40mORD-STI
$650
5/10Fri
multi-stopAmerican Airlines
11h 34mSTI-ORD
5/12Sun
multi-stopAmerican Airlines
9h 55mORD-STI
$664

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Santiago de los Caballeros - Chicago Flights

Departure:

Santiago de los Caballeros (STI)Dominican Republic

Destination:

Chicago (ORD)United States

Return flight deals:

Chicago - Santiago de los Caballeros

Cabin classes: