Find Cheap Flights from Chicago O'Hare International to Santiago de los Caballeros (ORD - STI)

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Good to Know

Average Price:
$559
(avg. price over the last 2 weeks)
Good Deal:
$460
or less (round trip)

When to Book Flights from Chicago O'Hare International to Santiago de los Caballeros

Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $459 or less.
The cheapest flight from Chicago O'Hare International to Santiago de los Caballeros was found 42 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 2% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago O'Hare International to Santiago de los Caballeros Flights

How long does a flight from Chicago O'Hare International to Santiago de los Caballeros take?
An average nonstop flight takes 6h 08m, covering a distance of 1852 miles.
Which airlines provide the cheapest flights from Chicago O'Hare International to Santiago de los Caballeros?
In the past 3 days, the cheapest round-trip tickets were found on Spirit Airlines ($363), Delta ($421) and Copa Airlines ($441).
Do I need a passport to fly between Chicago O'Hare International and Santiago de los Caballeros?
Yes.
What’s the cheapest day of the week to fly Chicago O'Hare International to Santiago de los Caballeros?
For Chicago O'Hare International to Santiago de los Caballeros, Saturday is the cheapest day to fly on average and Friday is the most expensive. Flying from Santiago de los Caballeros back to Chicago O'Hare International, the best deals are generally found on Friday, with Tuesday being the most expensive.

Book cheap flights from Chicago O'Hare International to Santiago de los Caballeros (round-trip)

Airports
Origin
Chicago
$363
only
$363
Destination
Santiago de los Caballeros
$363
only
$363
Sat, Feb 10
ORD
STI
6h 17m
Fri, Feb 16
STI
ORD
9h 21m
Trip: 7 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52093 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
LAS
OAK
Excellent 8.0

newer plane, competent pilots, made up a lot of lost time in air

Didn't leave on time, gate info updating wrong, said we were boarding, when we weren't, said we had departed when we hadn't, long time for baggage unload,

EWR
MYR
Okay 5.6

Seats were comfortable. Crew was very friendly.

Fee for bag that travels free on other airlines. Nothing included even water!

LGA
ORD
Good 7.0

Large seats great space

High bag fees no snacks without charge or beverages.

MCO
DTW
Good 7.3

On time, easy boarding, clear communication regarding baggage, flight times, etc. clean plane. Easy simple flight.

I fit everything in a small backpack to avoid the baggage fees. Food and drinks only for purchase on board. Seats aren’t the most comfortable but fine for my 2.5 hour flight.

PIT
LAS
Excellent 10.0

The price of the flight makes it possible for me to visit my family. Otherwise it would not happen

Sat, Apr 28
ORD
STI
15h 33m
Tue, May 1
STI
ORD
17h 36m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

LGA
PIT
Excellent 10.0

Our original flight was delayed and Marika, at the Delta gate of another flight to the same city, was able to get us on the flight that was going to our city. We were so grateful to get home before the winter storm! We appreciate your staff and the help their quick, efficient manner to get us on a new flight!

ATL
BWI
Okay 4.6

Snacks & beverages on a 1 hour flight. Very nice crew

Older plane, no entertainment

Tue, Jul 3
ORD
STI
29h 15m
Tue, Jul 10
STI
ORD
9h 24m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 6481 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.3
Entertainment
7.4
Food
7.5
LAX
PTY
Good 7.0

Crew members and service was good

Our flight got delayed and nobody would tell us what happened, the flight was supposed to depart at 10:20 but I got an email at 1:29 pm advising about the delay.

PTY
LIM
Excellent 9.3

Service and comfort was great, on boarding was pretty fast too

Entertainment

PTY
ORD
Good 6.0

The flight attendants excellent customer services

An item stolen from my luggage

JFK
PTY
Good 6.6

I had to keep my backpack in front under the seat. They should not allow heavy carry on's

LIM
PTY
Excellent 8.6

We did not have the little TVs

Thu, Mar 1
ORD
STI
6h 17m
Thu, Mar 8
STI
ORD
9h 21m
Trip: 8 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52093 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
DTW
TPA
Mediocre 2.0

will never fly spirit again

MSP
PHX
Good 7.0

On time and actually early

Seats not very comfortable and tight

SAN
LAS
Mediocre 2.0

Super cheap flight

Plane departed 15 minutes before scheduled departure.

PIT
LAS
Excellent 10.0

The price of the flight makes it possible for me to visit my family. Otherwise it would not happen

MSP
MCO
Excellent 8.3

Friendly funny flight attendants. Professional staff.

Only 2 employees checking in 30+ people. Dropped to one for some time.

Thu, May 31
ORD
STI
12h 53m
Wed, Jun 6
STI
ORD
9h 48m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
DTW
ATL
Excellent 8.0

I love Delta, especially their newer planes that have screens in the backs of headrests and free movies.

Leg room is never enough. I'm 6'1".

DFW
LGA
Excellent 10.0

Good service, more leg room than American Airlines.

Everything was good.

ATL
BWI
Okay 4.6

Snacks & beverages on a 1 hour flight. Very nice crew

Older plane, no entertainment

MEX
ATL
Good 7.0

Beautiful plane, great entertainment system, two bathrooms for economy class, decent food

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

Sat, Mar 3
ORD
STI
6h 30m
Fri, Mar 9
STI
ORD
9h 21m
Trip: 7 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52093 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
LAS
OAK
Excellent 8.0

newer plane, competent pilots, made up a lot of lost time in air

Didn't leave on time, gate info updating wrong, said we were boarding, when we weren't, said we had departed when we hadn't, long time for baggage unload,

MSY
MCO
Mediocre 2.0

Delay

DTW
TPA
Mediocre 2.0

will never fly spirit again

LGA
ORD
Good 7.0

Large seats great space

High bag fees no snacks without charge or beverages.

PIT
LAS
Excellent 10.0

The price of the flight makes it possible for me to visit my family. Otherwise it would not happen

Tue, Jun 12
ORD
STI
10h 42m
Fri, Jun 15
STI
ORD
13h 16m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
DEN
Excellent 10.0

Excellent piloting and cabin crew.

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

LGA
PIT
Excellent 10.0

Our original flight was delayed and Marika, at the Delta gate of another flight to the same city, was able to get us on the flight that was going to our city. We were so grateful to get home before the winter storm! We appreciate your staff and the help their quick, efficient manner to get us on a new flight!

MEX
ATL
Good 7.0

Beautiful plane, great entertainment system, two bathrooms for economy class, decent food

Fri, Jan 26
ORD
STI
29h 11m
Fri, Feb 2
STI
ORD
9h 29m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 6481 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.3
Entertainment
7.4
Food
7.5
LAX
PTY
Good 7.0

Crew members and service was good

Our flight got delayed and nobody would tell us what happened, the flight was supposed to depart at 10:20 but I got an email at 1:29 pm advising about the delay.

PTY
ORD
Good 6.0

The flight attendants excellent customer services

An item stolen from my luggage

PTY
LIM
Excellent 10.0

Good service

LIM
PTY
Excellent 8.6

We did not have the little TVs

PTY
IAD
Excellent 9.0

Everything was pretty-much great.

Was told that headphones were going to be issued. Never got any, so I couldn't watch any movies....

Sat, Mar 17
ORD
STI
6h 08m
Fri, Mar 23
STI
ORD
9h 21m
Trip: 7 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52093 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
EWR
MYR
Okay 5.6

Seats were comfortable. Crew was very friendly.

Fee for bag that travels free on other airlines. Nothing included even water!

MSP
PHX
Good 7.0

On time and actually early

Seats not very comfortable and tight

LGA
ORD
Good 7.0

Large seats great space

High bag fees no snacks without charge or beverages.

MSP
MCO
Excellent 8.3

Friendly funny flight attendants. Professional staff.

Only 2 employees checking in 30+ people. Dropped to one for some time.

BWI
MSY
Excellent 8.3

The crew were great

Who charges for water??? Also spirit didn't transfer my precheck over to my boarding pass and I almost missed my flight.

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Chicago O'Hare International to Santiago de los Caballeros Flight Information

Flights Arrive in Santiago de los Caballeros
Flights Depart from Chicago O'Hare International
Flight Price $363
Distance 1852 miles
Airlines Spirit Airlines, Delta, Copa Airlines
*
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.