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ORD - STI

$230 Find cheap flights from Chicago O'Hare Airport to Santiago de los Caballeros

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Santiago de los Caballeros departing on 7/3. 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
Fri 6/7
Fri 6/14

Search hundreds of travel sites at once for deals on flights to Santiago de los Caballeros

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Santiago de los Caballeros, 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 Chicago to Santiago de los Caballeros, as well as popular online travel agencies
In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

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

Bundle and saveSave money when you bundle your flight + hotel.

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Santiago de los Caballeros 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
10:33 am - 1:59 amORD-STI
14h 26m1 stop
2:59 am - 4:40 pmSTI-ORD
14h 41m1 stop
$256Spirit Airlines
Find Deal
Tue, Oct 1 - Fri, Oct 25
6:40 pm - 3:00 pmORD-STI
19h 20m1 stop
3:56 pm - 5:40 pmSTI-ORD
26h 44m1 stop
$282Spirit Airlines
Find Deal
Sat, Jun 15 - Tue, Jun 18
6:45 pm - 12:25 pmORD-STI
16h 40m1 stop
5:10 pm - 9:07 amSTI-ORD
16h 57m1 stop
$393American Airlines
Find Deal
Sat, May 25 - Sun, Jun 2
8:20 pm - 12:25 pmORD-STI
15h 05m2 stops
5:10 pm - 9:07 amSTI-ORD
16h 57m1 stop
$398American Airlines
Find Deal
Sat, May 25 - Sun, Jun 2
5:05 am - 3:00 pmORD-STI
8h 55m1 stop
12:45 pm - 10:49 amSTI-ORD
23h 04m1 stop
Tue, Jul 9 - Tue, Jul 16
5:05 am - 3:00 pmORD-STI
8h 55m1 stop
12:45 pm - 9:23 amSTI-ORD
21h 38m2 stops
Tue, Jul 9 - Tue, Jul 16
10:35 am - 2:41 amORD-STI
15h 06m1 stop
1:49 am - 9:50 amSTI-ORD
9h 01m1 stop
$604JetBlue
Find Deal
Sat, Jun 15 - Mon, Jun 17
10:45 am - 1:23 amORD-STI
13h 38m1 stop
2:39 am - 9:56 amSTI-ORD
8h 17m1 stop
$657JetBlue
Find Deal
Wed, May 22 - Sun, May 26
6:10 pm - 12:02 pmORD-STI
16h 52m1 stop
7:00 am - 9:11 pmSTI-ORD
15h 11m2 stops
$695Delta
Find Deal
Fri, Aug 23 - Sun, Sep 1
5:55 pm - 12:02 pmORD-STI
17h 07m2 stops
7:00 am - 9:11 pmSTI-ORD
15h 11m2 stops
$736Delta
Find Deal
Fri, Aug 23 - Sun, Sep 1

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

Get data-powered insights and trends into flights from O'Hare Intl to Santiago de los Caballeros 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 Chicago O'Hare Airport to Santiago de los Caballeros?

The average price of all flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros clicked on KAYAK for each day over the last 12 months.
For Chicago O'Hare Airport to Santiago de los Caballeros, Tuesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Santiago de los Caballeros back to Chicago O'Hare Airport, the best deals are generally found on Monday, with Wednesday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros, 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 Chicago O'Hare Intl Airport to Santiago de los Caballeros is April, where tickets cost $207 on average. On the other hand, the most expensive months are December and July, where the average cost of tickets is $726 and $704 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 24 days before departure.

Good to know

Low season

August

High season

June

Cheapest flight

$230
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly with an average 33% increase in price.
Flight from Chicago O'Hare 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
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 Chicago O'Hare Airport to Santiago de los Caballeros flights

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

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros was $230 for a one-way ticket and $256 for a round-trip.

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

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

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Santiago de los Caballeros?

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

  • Which airline alliances offer flights from Chicago O'Hare Airport to Santiago de los Caballeros?

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

  • Which is the best airline for flights from Chicago to Santiago de los Caballeros, Delta or JetBlue?

    The two airlines most popular with KAYAK users for flights from Chicago to Santiago de los Caballeros are Delta and JetBlue. With an average price for the route of $437 and an overall rating of 8.0, Delta is the most popular choice. JetBlue is also a great choice for the route, with an average price of $543 and an overall rating of 7.6.

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

    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 Chicago O'Hare Airport to Santiago de los Caballeros.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Santiago de los Caballeros from Chicago O'Hare Airport 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 Chicago O'Hare Airport to Santiago de los Caballeros?

    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 Santiago de los Caballeros with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and STI 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 Chicago O'Hare Airport to Santiago de los Caballeros?

    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 Santiago de los Caballeros from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 5 airlines serving from O'Hare Intl to Santiago de los Caballeros

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Santiago de los Caballeros. 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 O'Hare Intl to Santiago de los Caballeros? 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.
8.0
DeltaOverall score based on 10789 reviews
8.6Crew
8.0Entertainment
7.4Food
7.9Comfort
8.2Boarding
Airline reviews

West Jet has a horrible boarding process and the seats have no cushion.

4.0 OkayDouglas, May 2024MSP - YEG
Read more about Delta reviews

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

at the time for boarding the lady just call Group A and no other goups and everybody from A to F go inside without the right turn,and when we get in theres no more spsce for carry on , the ones that get in at not correct group from the back occupy our space !!!!! a mess !!!!

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

I had back trouble prior to my flight and everyone was great about helping me.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

For it to have left on time! Instead of two hours early with zero notice

Flight kept delayed from morning to late afternoon so I had to make other arrangements

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

Terrible… missed our flight due to ridiculously long time to go thru baggage check-in!

The crew was not great or professional. It seemed like they didn't really want to be there. A true lack of effort for accommodating customers.

Everything was really good but the seats are not very comfortable.

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

Book cheap flights from Chicago to Santiago de los Caballeros

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Santiago de los Caballeros found on KAYAK in the last 72 hours.
7/3Wed
1 stopCopa Airlines
22h 50mORD-STI
$230
7/3Wed
2 stops
17h 10mORD-STI
$265
7/3Wed
3 stops
26h 36mORD-STI
$339

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

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 Chicago to Santiago de los Caballeros that are departing in the next 10 days.
5/10Fri
multi-stopSpirit Airlines
6h 19mORD-STI
5/16Thu
multi-stopSpirit Airlines
14h 36mSTI-ORD
$463
5/10Fri
multi-stopDelta
12h 51mORD-STI
5/17Fri
multi-stopDelta
19h 08mSTI-ORD
$478
5/10Fri
multi-stopSpirit Airlines
31h 36mORD-STI
5/16Thu
multi-stopSpirit Airlines
14h 36mSTI-ORD
$487
5/10Fri
multi-stopAmerican Airlines
8h 10mORD-STI
5/17Fri
multi-stopAmerican Airlines
11h 32mSTI-ORD
$535
5/10Fri
multi-stopSpirit Airlines
31h 36mORD-STI
5/16Thu
multi-stopSpirit Airlines
15h 41mSTI-ORD
$569
5/10Fri
multi-stopDelta
19h 24mORD-STI
5/17Fri
multi-stopDelta
19h 08mSTI-ORD
$589
5/10Fri
multi-stop
36h 29mORD-STI
5/16Thu
multi-stop
9h 09mSTI-ORD
$625
5/10Fri
multi-stop
36h 29mORD-STI
5/16Thu
multi-stop
17h 23mSTI-ORD
$680

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Chicago O'Hare Airport - Santiago de los Caballeros Flights

Departure:

Chicago O'Hare Airport (undefined)United States

Destination:

Santiago de los Caballeros (STI)Dominican Republic

Return flight deals:

Santiago de los Caballeros - Chicago O'Hare Airport

Cabin classes: