Find Cheap Flights from Dominican Republic to Chicago

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 Dominican Republic to Chicago

(Round-trip)
Depart: Thu Sep 21 2017 Return: Mon Sep 25 2017 Trip spans 5 days
American Airlines
American Airlines
PUJ
ORD
19h 01m
1 stop
ORD
PUJ
19h 30m
1 stop
Depart: Thu Aug 17 2017 Return: Wed Aug 23 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SDQ
ORD
8h 51m
1 stop
ORD
SDQ
6h 30m
1 stop
Depart: Fri Nov 17 2017 Return: Fri Dec 1 2017 Trip spans 15 days
Copa Airlines
Copa Airlines
STI
ORD
9h 24m
1 stop
ORD
STI
23h 35m
1 stop
Depart: Thu Jun 1 2017 Return: Sun Jun 4 2017 Trip spans 4 days
United
United
STI
ORD
30h 25m
2 stops
ORD
STI
6h 45m
1 stop
Depart: Fri Oct 6 2017 Return: Wed Oct 11 2017 Trip spans 6 days
Delta
Delta
STI
ORD
16h 20m
1 stop
ORD
STI
7h 08m
1 stop
Depart: Thu Oct 5 2017 Return: Thu Oct 12 2017 Trip spans 8 days
American Airlines
American Airlines
PUJ
ORD
23h 09m
1 stop
ORD
PUJ
19h 55m
1 stop
Depart: Sun Oct 8 2017 Return: Sat Oct 14 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SDQ
ORD
9h 05m
1 stop
ORD
SDQ
8h 36m
1 stop
Depart: Wed Sep 13 2017 Return: Sat Sep 23 2017 Trip spans 11 days
Spirit Airlines
Spirit Airlines
SDQ
ORD
8h 55m
1 stop
ORD
SDQ
8h 36m
1 stop
Depart: Thu Aug 17 2017 Return: Sun Aug 20 2017 Trip spans 4 days
Copa Airlines
Copa Airlines
PUJ
ORD
12h 56m
1 stop
ORD
PUJ
24h 42m
1 stop
Depart: Wed Aug 23 2017 Return: Wed Aug 30 2017 Trip spans 8 days
American Airlines
American Airlines
PUJ
ORD
23h 24m
1 stop
ORD
PUJ
19h 30m
1 stop
Depart: Mon Jul 3 2017 Return: Tue Aug 8 2017 Trip spans 37 days
United
United
PUJ
ORD
5h 05m
nonstop
ORD
PUJ
4h 40m
nonstop
Depart: Fri Jun 23 2017 Return: Thu Jul 6 2017 Trip spans 14 days
Spirit Airlines
Spirit Airlines
SDQ
ORD
8h 51m
1 stop
ORD
SDQ
8h 50m
1 stop
Depart: Thu Jul 6 2017 Return: Wed Jul 12 2017 Trip spans 7 days
Copa Airlines
Copa Airlines
SDQ
ORD
31h 17m
1 stop
ORD
SDQ
10h 01m
1 stop
Depart: Thu Aug 17 2017 Return: Sun Aug 20 2017 Trip spans 4 days
Copa Airlines
Copa Airlines
STI
ORD
9h 18m
1 stop
ORD
STI
29h 16m
1 stop
Depart: Fri Jun 30 2017 Return: Sun Jul 2 2017 Trip spans 3 days
United
United
PUJ
ORD
5h 05m
nonstop
ORD
PUJ
20h 35m
2 stops
Depart: Tue May 30 2017 Return: Tue Jun 6 2017 Trip spans 8 days
United
United
STI
ORD
17h 44m
1 stop
ORD
STI
17h 04m
2 stops
Depart: Fri May 26 2017 Return: Mon May 29 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SDQ
ORD
9h 06m
1 stop
ORD
SDQ
8h 32m
1 stop
Depart: Thu May 25 2017 Return: Thu Jun 1 2017 Trip spans 8 days
United
United
SDQ
ORD
8h 39m
1 stop
ORD
SDQ
14h 20m
2 stops
* 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

Santo Domingo
$498
Punta Cana
$465
Santiago de los Caballeros
$509
Destination

Chicago
$465