Find Cheap Flights from Chicago to Dominican Republic

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
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 Dominican Republic

(Round-trip)
Depart: Tue May 30 2017 Return: Sat Jun 3 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
PUJ
15h 37m
1 stop
PUJ
ORD
21h 28m
1 stop
Depart: Mon Sep 18 2017 Return: Mon Sep 25 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
PUJ
19h 30m
1 stop
PUJ
ORD
21h 49m
1 stop
Depart: Mon Nov 20 2017 Return: Thu Nov 23 2017 Trip spans 4 days
United
United
ORD
PUJ
4h 30m
nonstop
PUJ
ORD
5h 10m
nonstop
Depart: Mon Aug 14 2017 Return: Mon Aug 21 2017 Trip spans 8 days
Copa Airlines
Copa Airlines
ORD
STI
29h 16m
1 stop
STI
ORD
22h 10m
1 stop
Depart: Sat Jul 1 2017 Return: Tue Jul 18 2017 Trip spans 18 days
JetBlue
JetBlue
ORD
SDQ
12h 27m
1 stop
SDQ
ORD
12h 57m
1 stop
Depart: Tue Oct 24 2017 Return: Tue Oct 31 2017 Trip spans 8 days
Delta
Delta
MDW
STI
11h 02m
2 stops
STI
MDW
12h 12m
2 stops
Depart: Mon Sep 25 2017 Return: Wed Sep 27 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
SDQ
8h 36m
1 stop
SDQ
ORD
8h 55m
1 stop
Depart: Mon Jun 26 2017 Return: Fri Jun 30 2017 Trip spans 5 days
Frontier
Frontier
ORD
PUJ
4h 42m
nonstop
PUJ
ORD
5h 17m
nonstop
Depart: Mon Jun 5 2017 Return: Mon Jun 12 2017 Trip spans 8 days
Air Canada
Air Canada
ORD
PUJ
10h 25m
1 stop
PUJ
ORD
13h 08m
1 stop
Depart: Fri Jun 9 2017 Return: Tue Jun 13 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
PUJ
21h 24m
nonstop
PUJ
ORD
22h 41m
nonstop
Depart: Tue Aug 15 2017 Return: Tue Aug 22 2017 Trip spans 8 days
Copa Airlines
Copa Airlines
ORD
STI
29h 16m
1 stop
STI
ORD
22h 10m
1 stop
Depart: Mon Oct 23 2017 Return: Wed Nov 1 2017 Trip spans 10 days
American Airlines
American Airlines
ORD
PUJ
20h 47m
1 stop
PUJ
ORD
17h 12m
1 stop
Depart: Mon Jul 10 2017 Return: Thu Jul 20 2017 Trip spans 11 days
United
United
ORD
PUJ
4h 40m
nonstop
PUJ
ORD
5h 05m
nonstop
Depart: Fri Jun 30 2017 Return: Tue Jul 18 2017 Trip spans 19 days
JetBlue
JetBlue
ORD
SDQ
15h 16m
1 stop
SDQ
ORD
16h 10m
1 stop
Depart: Sat Nov 11 2017 Return: Sun Nov 19 2017 Trip spans 9 days
Delta
Delta
MDW
STI
12h 13m
2 stops
STI
MDW
20h 49m
2 stops
Depart: Tue Oct 17 2017 Return: Tue Oct 24 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
SDQ
8h 49m
1 stop
SDQ
ORD
8h 55m
1 stop
Depart: Thu Jun 22 2017 Return: Tue Jun 27 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
STI
12h 44m
1 stop
STI
ORD
9h 35m
1 stop
Depart: Thu Oct 5 2017 Return: Mon Oct 9 2017 Trip spans 5 days
Copa Airlines
Copa Airlines
ORD
STI
29h 15m
1 stop
STI
ORD
9h 24m
1 stop
Depart: Mon Aug 28 2017 Return: Sat Sep 2 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
PUJ
19h 30m
1 stop
PUJ
ORD
19h 01m
1 stop
Depart: Wed Sep 6 2017 Return: Wed Sep 13 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
SDQ
25h 11m
1 stop
SDQ
ORD
13h 56m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
only $398
only $455
Destination

Santo Domingo
$451
Punta Cana
$398
Santiago de los Caballeros
$434