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 Dec 5 2017 Return: Tue Dec 12 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
SDQ
6h 40m
1 stop
SDQ
ORD
10h 51m
1 stop
Depart: Sun Oct 29 2017 Return: Wed Nov 1 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
PUJ
4h 30m
nonstop
PUJ
ORD
5h 12m
nonstop
Depart: Tue Jan 23 2018 Return: Tue Jan 30 2018 Trip spans 8 days
Delta
Delta
ORD
STI
10h 20m
1 stop
STI
ORD
14h 24m
1 stop
Depart: Thu Mar 29 2018 Return: Sat Apr 7 2018 Trip spans 10 days
Copa Airlines
Copa Airlines
ORD
STI
23h 35m
1 stop
STI
ORD
22h 16m
1 stop
Depart: Sat Dec 9 2017 Return: Sat Dec 16 2017 Trip spans 8 days
United
United
ORD
PUJ
4h 30m
nonstop
PUJ
ORD
5h 10m
nonstop
Depart: Mon Mar 5 2018 Return: Thu Mar 8 2018 Trip spans 4 days
Frontier
Frontier
ORD
PUJ
4h 36m
nonstop
PUJ
ORD
5h 18m
nonstop
Depart: Fri Dec 1 2017 Return: Sat Dec 9 2017 Trip spans 9 days
American Airlines
American Airlines
ORD
PUJ
14h 51m
2 stops
PUJ
ORD
5h 21m
nonstop
Depart: Thu Dec 7 2017 Return: Thu Dec 14 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
SDQ
6h 40m
1 stop
SDQ
ORD
10h 51m
1 stop
Depart: Fri Dec 1 2017 Return: Mon Dec 11 2017 Trip spans 11 days
Spirit Airlines
Spirit Airlines
ORD
SDQ
17h 36m
1 stop
SDQ
ORD
10h 51m
1 stop
Depart: Mon Nov 6 2017 Return: Mon Nov 13 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
SDQ
33h 00m
1 stop
SDQ
ORD
29h 23m
1 stop
Depart: Wed Feb 7 2018 Return: Wed Feb 14 2018 Trip spans 8 days
Delta
Delta
ORD
STI
7h 20m
1 stop
STI
ORD
14h 24m
1 stop
Depart: Tue Nov 14 2017 Return: Sun Nov 19 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
SDQ
6h 40m
1 stop
SDQ
ORD
21h 54m
1 stop
Depart: Sat Dec 9 2017 Return: Sat Dec 16 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
PUJ
18h 10m
1 stop
PUJ
ORD
10h 43m
1 stop
Depart: Sun Feb 11 2018 Return: Fri Feb 16 2018 Trip spans 6 days
United
United
ORD
PUJ
4h 30m
nonstop
PUJ
ORD
5h 10m
nonstop
Depart: Tue Mar 27 2018 Return: Wed Apr 4 2018 Trip spans 9 days
Frontier
Frontier
ORD
PUJ
4h 36m
nonstop
PUJ
ORD
5h 18m
nonstop
Depart: Fri Feb 9 2018 Return: Thu Feb 15 2018 Trip spans 7 days
American Airlines
American Airlines
ORD
PUJ
14h 16m
1 stop
PUJ
ORD
5h 21m
nonstop
Depart: Tue Jan 23 2018 Return: Tue Jan 30 2018 Trip spans 8 days
Delta
Delta
MDW
STI
11h 20m
2 stops
STI
MDW
15h 30m
2 stops
Depart: Mon Nov 13 2017 Return: Thu Nov 16 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
SDQ
6h 40m
1 stop
SDQ
ORD
10h 51m
1 stop
Depart: Wed Apr 4 2018 Return: Thu Apr 12 2018 Trip spans 9 days
Frontier
Frontier
ORD
PUJ
4h 36m
nonstop
PUJ
ORD
5h 19m
nonstop
Depart: Tue Nov 28 2017 Return: Mon Dec 4 2017 Trip spans 7 days
United
United
ORD
PUJ
14h 45m
1 stop
PUJ
ORD
5h 10m
nonstop
* 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.

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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.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

Chicago
only $314
only $406
Destination

Santo Domingo
$314
Punta Cana
$316
Santiago de los Caballeros
$401