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

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FAQs for Booking Santiago de los Caballeros to Chicago Flights

How long does a flight from Santiago de los Caballeros to Chicago take?
An average nonstop flight takes 8h 12m, covering a distance of 1838 miles.
Which airlines provide the cheapest flights from Santiago de los Caballeros to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($454), Spirit Airlines ($534) and JetBlue ($551).
Do I need a passport to fly between Santiago de los Caballeros and Chicago?
Yes.
What’s the cheapest day of the week to fly Santiago de los Caballeros to Chicago?
For Santiago de los Caballeros to Chicago, Sunday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago back to Santiago de los Caballeros, the best deals are generally found on Saturday, with Tuesday being the most expensive.

Book cheap flights from Santiago de los Caballeros to Chicago (round-trip)

Airports
Origin
Santiago de los Caballeros
$454
only
$454
Destination
Chicago
$454
only
$454
Sun, Jan 21
STI
ORD
8h 14m
Tue, Jan 23
ORD
STI
13h 01m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jan 12
STI
ORD
9h 19m
Sat, Jan 13
ORD
STI
6h 17m
Trip: 2 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 51270 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
BWI
LAX
Okay 4.0

Cheap

Hidden fees

OAK
LAX
Excellent 8.0

It was on time and direct. Friendly and efficient staff on the ground and on the flight.

Nothing

IAH
LAX
Excellent 10.0

Flight was good and on time. Crew was very nice

The little add ons for luggage, etc

CUN
FLL
Okay 5.0

arrived safely @ my destination,

Though the terminal had "arriving early" listed on the flight arrival boards, for whatever reason we were LATE boarding. Boarding process was very slow. I arrived late in Ft Lauderdale & almost missed my connecting flight to Detroit. Had to run to my gate, as I heard the gate for my flight would be closing in 4 minutes. I was breathing hard & perspiring heavily from my sprint to my connecting flight. I was SUPPOSED to have a 1 hr. 45min. layover.

FLL
DTW
Good 7.0

arrived safely @ my destination .Flight crew were pleasant, allowed some seat switching to facilitate passenger comfort

After deplaneing , waited by the luggage carousel for about 45 min. before ANY luggage started coming to the carousel. The baggage area had 6 luggage carousels, with crowds of people waiting for their luggage & NONE of the carousels were operating.

Fri, Jan 26
STI
ORD
14h 33m
Sun, Jan 28
ORD
STI
13h 01m
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7242 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
UIO
FLL
Okay 4.0

One of the flight attendants who stood at the front of the aircraft during boarding did not help us with our luggage placement in the overhead bins by our seats in row two. As a result we had to place one carry on several rows back which did, of course, make it difficult to get to upon landing. Subsequent to that, that same flight attendant helped a young man with his carry on with placement directly above his seat in the first row.Later on, I asked the same flight attendant if I could have some hot water for my wife (helps her with breathing). He came to me with a full cup of very hot, almost scalding, water and a small bottle of water. He did say that the water was very hot, but did not offer any ice to cool it. Naturally, we had no place to partially empty the cup and had to hold it for some time to let it cool. I did ask again for cooler water, but he said none was available.

JFK
SDQ
Excellent 10.0

Everything

My flight was delayed

MCO
JFK
Excellent 8.0

Unexpected snacks and a decent variety of drinks.

It was super cold throughout the flight.

BOS
LAX
Okay 5.3

In flight entertainment was great

On a 5hr flight they stopped service after 2hrs and never offered any food for purchase. We were limited to the free snacks only which was lame.

SAN
JFK
Good 7.0

comfortable

the touch tv screens did not work . they were hard to control and scroll. the controls are located on the worse place(the arm rest) my neighbor kept changing my channels and volume every time they put their arm on the arm rest.

Mon, Jan 22
STI
ORD
12h 25m
Sun, Jan 28
ORD
STI
14h 55m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14300 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSP
BWI
Mediocre 2.0

I missed my flight and was not able to rebook any of it, losing 600 dollars...

MEX
BJX
Okay 4.0

Horrible experience! Flight was delayed over an hour with no announcement. Seat was reassigned from front aisle seat to rear window Seat. Fortunately, it was a short fkight.

SEA
AUS
Excellent 9.0

Boarding was not smooth. They got me and my son mixed up as we have same name.

LAX
MSP
Excellent 8.0

The snack variety

My headphone jack was broken :(

LIT
ATL
Good 6.6

WiFi doesn’t work.

Mon, Jan 22
STI
ORD
12h 25m
Wed, Jan 24
ORD
STI
7h 18m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 23
STI
ORD
8h 12m
Wed, Jan 24
ORD
STI
7h 18m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Jan 21
STI
ORD
8h 14m
Sat, Jan 27
ORD
STI
6h 17m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 9
STI
ORD
9h 06m
Tue, Jan 16
ORD
STI
6h 17m
Trip: 8 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 51270 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
CUN
FLL
Okay 5.0

arrived safely @ my destination,

Though the terminal had "arriving early" listed on the flight arrival boards, for whatever reason we were LATE boarding. Boarding process was very slow. I arrived late in Ft Lauderdale & almost missed my connecting flight to Detroit. Had to run to my gate, as I heard the gate for my flight would be closing in 4 minutes. I was breathing hard & perspiring heavily from my sprint to my connecting flight. I was SUPPOSED to have a 1 hr. 45min. layover.

ORD
PHX
Good 6.3

Could not even get a glass of water without having to use credit card

OAK
LAX
Excellent 8.0

It was on time and direct. Friendly and efficient staff on the ground and on the flight.

Nothing

BWI
LAX
Okay 4.0

Cheap

Hidden fees

BOS
PBI
Mediocre 3.6

The fact that the flight was $191.

There was no TVs, charging ports, WiFi. You have to pay for EVERYTHING from your carry on to the water you drink. Seats were uncomfortable. This was my first time flying spirit and would never fly spirit again. Both flights were delayed by maintenance. Staff wasn’t overly exciting for example on the way out the staff was thanked by one guy and he went for a high five and your staff was a stiff and didn’t even high five him back he just looked right passed they guy thanking him. What a loser!

Mon, Jan 22
STI
ORD
12h 25m
Sat, Jan 27
ORD
STI
6h 17m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jan 13
STI
ORD
9h 19m
Tue, Jan 16
ORD
STI
6h 17m
Trip: 4 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 51270 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
DFW
ORD
Excellent 10.0

One of the flight attendants on the flight was stunningly beautiful. She made me believe that there is a grand intelligence to the universe and the prime mover is great and terrible

The cramped seating. The fact that i didn't get a chance to gaze upon my beautiful flight attendant once more, only to return to my life having seen true beauty

CUN
FLL
Okay 5.0

arrived safely @ my destination,

Though the terminal had "arriving early" listed on the flight arrival boards, for whatever reason we were LATE boarding. Boarding process was very slow. I arrived late in Ft Lauderdale & almost missed my connecting flight to Detroit. Had to run to my gate, as I heard the gate for my flight would be closing in 4 minutes. I was breathing hard & perspiring heavily from my sprint to my connecting flight. I was SUPPOSED to have a 1 hr. 45min. layover.

MCO
BWI
Mediocre 2.0

They cancelled the fight after 3 hours of delays while on the tarmac

LAS
ORD
Good 6.0

Was happy the plain left the gate right on time and staff was very friendly

When we landed in Chicago there was and other plain in our gate and even with landing 25 minutes early we still got off the plain 30 minutes late

FLL
DTW
Good 7.0

arrived safely @ my destination .Flight crew were pleasant, allowed some seat switching to facilitate passenger comfort

After deplaneing , waited by the luggage carousel for about 45 min. before ANY luggage started coming to the carousel. The baggage area had 6 luggage carousels, with crowds of people waiting for their luggage & NONE of the carousels were operating.

Mon, Jan 8
STI
ORD
9h 25m
Thu, Jan 18
ORD
STI
7h 11m
Trip: 11 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7242 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
JFK
SDQ
Excellent 10.0

Everything

My flight was delayed

SAN
JFK
Good 7.0

comfortable

the touch tv screens did not work . they were hard to control and scroll. the controls are located on the worse place(the arm rest) my neighbor kept changing my channels and volume every time they put their arm on the arm rest.

MCO
JFK
Excellent 8.0

Unexpected snacks and a decent variety of drinks.

It was super cold throughout the flight.

PBI
HPN
Excellent 10.0

Everything

Nothing

SJU
MCO
Good 7.6

The flight was delayed 30 minutes.

Tue, Jan 23
STI
ORD
8h 12m
Sat, Jan 27
ORD
STI
6h 17m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 11
STI
ORD
14h 33m
Thu, Jan 18
ORD
STI
12h 02m
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7242 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
SJU
MCO
Good 7.6

The flight was delayed 30 minutes.

BOS
BUF
Excellent 8.6

Even with snow falling in both Boston and Buffalo we managed to only be an hour late.

UIO
FLL
Okay 4.0

One of the flight attendants who stood at the front of the aircraft during boarding did not help us with our luggage placement in the overhead bins by our seats in row two. As a result we had to place one carry on several rows back which did, of course, make it difficult to get to upon landing. Subsequent to that, that same flight attendant helped a young man with his carry on with placement directly above his seat in the first row.Later on, I asked the same flight attendant if I could have some hot water for my wife (helps her with breathing). He came to me with a full cup of very hot, almost scalding, water and a small bottle of water. He did say that the water was very hot, but did not offer any ice to cool it. Naturally, we had no place to partially empty the cup and had to hold it for some time to let it cool. I did ask again for cooler water, but he said none was available.

MCO
JFK
Excellent 8.0

Unexpected snacks and a decent variety of drinks.

It was super cold throughout the flight.

FLL
BOS
Excellent 10.0

good leg room, snacks, pleasant flight attendants

nothing

Sat, Jan 13
STI
ORD
9h 19m
Thu, Jan 18
ORD
STI
6h 17m
Trip: 6 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 51270 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
DTW
BWI
Excellent 8.0

Flight was smooth, and we arrived ahead of schedule!

ORD
PHX
Good 6.3

Could not even get a glass of water without having to use credit card

BWI
LAX
Okay 4.0

Cheap

Hidden fees

FLL
DTW
Good 7.0

arrived safely @ my destination .Flight crew were pleasant, allowed some seat switching to facilitate passenger comfort

After deplaneing , waited by the luggage carousel for about 45 min. before ANY luggage started coming to the carousel. The baggage area had 6 luggage carousels, with crowds of people waiting for their luggage & NONE of the carousels were operating.

MCO
BWI
Mediocre 2.0

They cancelled the fight after 3 hours of delays while on the tarmac

Thu, Jan 25
STI
ORD
12h 25m
Sat, Jan 27
ORD
STI
6h 17m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Jan 8
STI
ORD
9h 25m
Sat, Jan 13
ORD
STI
12h 35m
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7242 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
BUF
Excellent 8.6

Even with snow falling in both Boston and Buffalo we managed to only be an hour late.

JFK
CLT
Mediocre 2.0

I asked for help to check in luggage as my flight was leaving soon and I was essentially just told look for any son that stays check in without being directed. After 3 kiosks said put pf service and the lines were packed, when I asked for help again the jet blue advocate said “I can’t help you, you just missed the flight

I missed flight had to call customer service and pay even More money to get to my destination. I’ve been a very loyal jet blue customer both domestic and international and this quite frankly putna bad taste in my mouth

MCO
JFK
Excellent 8.0

Unexpected snacks and a decent variety of drinks.

It was super cold throughout the flight.

UIO
FLL
Okay 4.0

One of the flight attendants who stood at the front of the aircraft during boarding did not help us with our luggage placement in the overhead bins by our seats in row two. As a result we had to place one carry on several rows back which did, of course, make it difficult to get to upon landing. Subsequent to that, that same flight attendant helped a young man with his carry on with placement directly above his seat in the first row.Later on, I asked the same flight attendant if I could have some hot water for my wife (helps her with breathing). He came to me with a full cup of very hot, almost scalding, water and a small bottle of water. He did say that the water was very hot, but did not offer any ice to cool it. Naturally, we had no place to partially empty the cup and had to hold it for some time to let it cool. I did ask again for cooler water, but he said none was available.

JFK
SDQ
Excellent 10.0

Everything

My flight was delayed

Tue, Jan 9
STI
ORD
9h 06m
Fri, Jan 12
ORD
STI
19h 27m
Trip: 4 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 51270 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
PHX
Good 6.3

Could not even get a glass of water without having to use credit card

DTW
BWI
Excellent 8.0

Flight was smooth, and we arrived ahead of schedule!

OAK
LAX
Excellent 8.0

It was on time and direct. Friendly and efficient staff on the ground and on the flight.

Nothing

LAS
ORD
Good 6.0

Was happy the plain left the gate right on time and staff was very friendly

When we landed in Chicago there was and other plain in our gate and even with landing 25 minutes early we still got off the plain 30 minutes late

DFW
ORD
Excellent 10.0

One of the flight attendants on the flight was stunningly beautiful. She made me believe that there is a grand intelligence to the universe and the prime mover is great and terrible

The cramped seating. The fact that i didn't get a chance to gaze upon my beautiful flight attendant once more, only to return to my life having seen true beauty

Fri, Jan 26
STI
ORD
12h 25m
Sat, Jan 27
ORD
STI
6h 17m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 11
STI
ORD
9h 19m
Tue, Jan 16
ORD
STI
6h 17m
Trip: 6 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 51270 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
PHX
Good 6.3

Could not even get a glass of water without having to use credit card

DTW
BWI
Excellent 8.0

Flight was smooth, and we arrived ahead of schedule!

FLL
DTW
Good 7.0

arrived safely @ my destination .Flight crew were pleasant, allowed some seat switching to facilitate passenger comfort

After deplaneing , waited by the luggage carousel for about 45 min. before ANY luggage started coming to the carousel. The baggage area had 6 luggage carousels, with crowds of people waiting for their luggage & NONE of the carousels were operating.

MCO
BWI
Mediocre 2.0

They cancelled the fight after 3 hours of delays while on the tarmac

BWI
LAX
Okay 4.0

Cheap

Hidden fees

Sun, Jan 21
STI
ORD
8h 14m
Fri, Jan 26
ORD
STI
7h 18m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
*
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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.