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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Santiago de los Caballeros

(Round-trip)
Depart: Fri Feb 3 2017 Return: Fri Feb 10 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
STI
6h 37m
1 stop
STI
ORD
9h 15m
1 stop
Depart: Mon Jan 23 2017 Return: Sun Jan 29 2017 Trip spans 7 days
United
United
ORD
STI
17h 55m
2 stops
STI
ORD
22h 41m
2 stops
Depart: Tue Mar 21 2017 Return: Wed Mar 29 2017 Trip spans 9 days
Copa Airlines
Copa Airlines
ORD
STI
29h 04m
1 stop
STI
ORD
9h 24m
1 stop
Depart: Sat Jan 14 2017 Return: Sat Jan 28 2017 Trip spans 15 days
Delta
Delta
MDW
STI
5h 51m
1 stop
STI
MDW
8h 02m
1 stop
Depart: Tue May 23 2017 Return: Sat Jun 3 2017 Trip spans 12 days
JetBlue
JetBlue
ORD
STI
7h 37m
1 stop
STI
ORD
14h 27m
1 stop
Depart: Fri Mar 17 2017 Return: Mon Mar 27 2017 Trip spans 11 days
Major Airline
Major Airline
ORD
STI
23h 49m
2 stops
STI
ORD
12h 20m
2 stops
Depart: Mon Apr 3 2017 Return: Mon Apr 10 2017 Trip spans 8 days
Copa Airlines
Copa Airlines
ORD
STI
29h 04m
1 stop
STI
ORD
9h 24m
1 stop
Depart: Mon Apr 17 2017 Return: Fri May 5 2017 Trip spans 19 days
Delta
Delta
MDW
STI
22h 27m
2 stops
STI
MDW
20h 36m
2 stops
Depart: Thu Apr 6 2017 Return: Mon Apr 10 2017 Trip spans 5 days
Copa Airlines
Copa Airlines
ORD
STI
29h 04m
1 stop
STI
ORD
9h 24m
1 stop
Depart: Sun Jun 4 2017 Return: Sat Jun 10 2017 Trip spans 7 days
JetBlue
JetBlue
ORD
STI
11h 22m
1 stop
STI
ORD
12h 54m
1 stop
Depart: Sat Feb 25 2017 Return: Sat Mar 4 2017 Trip spans 8 days
Delta
Delta
MDW
STI
7h 03m
1 stop
STI
MDW
23h 07m
1 stop
Depart: Tue May 23 2017 Return: Sat Jun 3 2017 Trip spans 12 days
Delta
Delta
MDW
STI
11h 43m
2 stops
STI
MDW
15h 08m
2 stops
Depart: Fri Jun 9 2017 Return: Sat Jun 24 2017 Trip spans 16 days
Copa Airlines
Copa Airlines
ORD
STI
29h 04m
1 stop
STI
ORD
21h 56m
1 stop
Depart: Thu Dec 29 2016 Return: Fri Dec 30 2016 Trip spans 2 days
Major Airline
Major Airline
ORD
STI
14h 26m
2 stops
STI
ORD
14h 43m
2 stops
Depart: Sat Feb 25 2017 Return: Sat Mar 4 2017 Trip spans 8 days
Delta
Delta
MDW
STI
7h 03m
1 stop
STI
MDW
17h 47m
2 stops
Depart: Sun Feb 19 2017 Return: Sat Feb 25 2017 Trip spans 7 days
JetBlue
JetBlue
ORD
STI
12h 34m
1 stop
STI
ORD
9h 29m
1 stop
Depart: Fri Mar 17 2017 Return: Mon Mar 20 2017 Trip spans 4 days
Delta
Delta
MDW
STI
13h 53m
2 stops
STI
MDW
23h 22m
2 stops
Depart: Sun Mar 12 2017 Return: Sat Mar 18 2017 Trip spans 6 days
JetBlue
JetBlue
ORD
STI
15h 21m
1 stop
STI
ORD
8h 50m
1 stop
Depart: Thu Apr 13 2017 Return: Tue Apr 18 2017 Trip spans 6 days
Delta
Delta
MDW
STI
14h 33m
2 stops
STI
MDW
13h 02m
2 stops
Depart: Fri Jun 9 2017 Return: Sat Jun 24 2017 Trip spans 16 days
Delta
Delta
MDW
STI
17h 42m
1 stop
STI
MDW
6h 39m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Chicago
only $378
only $444
Destination

Santiago de los Caballeros
$378