Find Cheap Flights 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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Book cheap flights from Chicago Midway to Dominican Republic

(Round-trip)
Depart: Sat Oct 7 2017 Return: Tue Oct 17 2017 Trip spans 11 days
Delta
Delta
MDW
11:24a
STI
7:13a
19h 49m
2 stops
STI
2:10a
MDW
7:15p
17h 05m
2 stops
Depart: Thu Oct 12 2017 Return: Thu Oct 19 2017 Trip spans 8 days
Delta
Delta
MDW
3:20a
STI
6:23p
15h 03m
2 stops
STI
2:10a
MDW
7:15p
17h 05m
2 stops
Depart: Tue Oct 24 2017 Return: Tue Oct 31 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
STI
1:02p
11h 02m
2 stops
STI
2:10a
MDW
2:22p
12h 12m
2 stops
Depart: Mon Nov 13 2017 Return: Sat Nov 18 2017 Trip spans 6 days
Delta
Delta
MDW
1:00a
STI
4:59p
15h 59m
2 stops
STI
3:00p
MDW
10:37a
19h 37m
2 stops
Depart: Wed Jan 24 2018 Return: Tue Jan 30 2018 Trip spans 7 days
Delta
Delta
MDW
1:00a
STI
12:20p
11h 20m
2 stops
STI
2:00a
MDW
3:02p
13h 02m
2 stops
Depart: Thu Jan 25 2018 Return: Tue Jan 30 2018 Trip spans 6 days
Delta
Delta
MDW
7:30a
STI
4:59p
9h 29m
2 stops
STI
2:00a
MDW
6:38p
16h 38m
2 stops
Depart: Sat Oct 14 2017 Return: Thu Oct 19 2017 Trip spans 6 days
Delta
Delta
MDW
5:08a
PUJ
7:32a
26h 24m
2 stops
PUJ
10:09a
MDW
8:07p
9h 58m
1 stop
Depart: Sun Nov 12 2017 Return: Thu Nov 16 2017 Trip spans 5 days
Delta
Delta
MDW
2:20a
PUJ
8:19a
5h 59m
1 stop
PUJ
10:10a
MDW
7:53p
9h 43m
1 stop
Depart: Tue Jan 9 2018 Return: Tue Jan 16 2018 Trip spans 8 days
Delta
Delta
MDW
7:00a
PUJ
1:57p
6h 57m
1 stop
PUJ
3:30a
MDW
3:02p
11h 32m
1 stop
Depart: Tue Jan 16 2018 Return: Tue Jan 23 2018 Trip spans 8 days
Delta
Delta
MDW
5:10a
PUJ
1:57p
8h 47m
1 stop
PUJ
3:30a
MDW
12:25p
8h 55m
1 stop
Depart: Sat Jan 27 2018 Return: Fri Feb 2 2018 Trip spans 7 days
Delta
Delta
MDW
1:00a
PUJ
7:10a
6h 10m
1 stop
PUJ
3:30a
MDW
6:38p
15h 08m
1 stop
Depart: Wed Jan 31 2018 Return: Wed Feb 7 2018 Trip spans 8 days
Delta
Delta
MDW
1:00a
PUJ
1:57p
12h 57m
1 stop
PUJ
3:30a
MDW
12:25p
8h 55m
1 stop
Depart: Sat Oct 21 2017 Return: Wed Oct 25 2017 Trip spans 5 days
Delta
Delta
MDW
2:30a
PUJ
7:32a
29h 02m
2 stops
PUJ
11:24a
MDW
8:02p
8h 38m
1 stop
Depart: Fri Jan 5 2018 Return: Tue Jan 9 2018 Trip spans 5 days
Delta
Delta
MDW
1:00a
PUJ
1:57p
12h 57m
1 stop
PUJ
10:10a
MDW
6:38p
8h 28m
1 stop
Depart: Sun Aug 27 2017 Return: Sun Sep 3 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
SDQ
8:04a
6h 04m
1 stop
SDQ
10:04a
MDW
7:54p
9h 50m
1 stop
Depart: Wed Aug 30 2017 Return: Sun Sep 3 2017 Trip spans 5 days
Delta
Delta
MDW
2:00a
SDQ
8:04a
6h 04m
1 stop
SDQ
10:04a
MDW
7:54p
9h 50m
1 stop
Depart: Wed Oct 18 2017 Return: Wed Oct 25 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
SDQ
8:10a
6h 10m
1 stop
SDQ
9:55a
MDW
8:02p
10h 07m
1 stop
Depart: Thu Oct 26 2017 Return: Tue Oct 31 2017 Trip spans 6 days
Delta
Delta
MDW
2:00a
SDQ
8:10a
6h 10m
1 stop
SDQ
9:55a
MDW
6:43p
8h 48m
1 stop
Depart: Tue Oct 10 2017 Return: Wed Oct 18 2017 Trip spans 9 days
Delta
Delta
MDW
2:15p
SDQ
8:10a
17h 55m
1 stop
SDQ
9:55a
MDW
6:03p
8h 08m
1 stop
Depart: Mon Sep 11 2017 Return: Thu Sep 21 2017 Trip spans 11 days
Delta
Delta
MDW
2:45p
SDQ
8:04a
17h 19m
2 stops
SDQ
10:04a
MDW
5:33a
19h 29m
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.

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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
$449
Destination

Santo Domingo
$484
Punta Cana
$472
Santiago de los Caballeros
$449
Airlines