Find Cheap Flights from Chicago Midway 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 Aug 19 2017 Return: Wed Aug 23 2017 Trip spans 5 days
Delta
Delta
MDW
8:00a
PUJ
4:20p
8h 20m
1 stop
PUJ
10:09a
MDW
5:43p
7h 34m
1 stop
Depart: Tue Oct 17 2017 Return: Fri Nov 3 2017 Trip spans 18 days
Delta
Delta
MDW
6:10a
STI
6:23p
12h 13m
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
6:10a
STI
6:23p
12h 13m
2 stops
STI
2:10a
MDW
2:22p
12h 12m
2 stops
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
Delta
Delta
MDW
3:00a
STI
6:23p
15h 23m
2 stops
STI
2:10a
MDW
7:15p
17h 05m
2 stops
Depart: Fri Sep 15 2017 Return: Tue Sep 19 2017 Trip spans 5 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 Jun 13 2017 Return: Mon Jun 19 2017 Trip spans 7 days
Delta
Delta
MDW
3:20a
PUJ
4:30p
13h 10m
1 stop
PUJ
11:59a
MDW
8:02p
8h 03m
1 stop
Depart: Tue Jun 20 2017 Return: Wed Jun 28 2017 Trip spans 9 days
Delta
Delta
MDW
6:10a
PUJ
4:30p
10h 20m
1 stop
PUJ
4:00a
MDW
8:02p
16h 02m
1 stop
Depart: Tue Sep 5 2017 Return: Tue Sep 12 2017 Trip spans 8 days
Delta
Delta
MDW
3:20a
PUJ
9:19a
5h 59m
1 stop
PUJ
10:09a
MDW
6:07p
7h 58m
1 stop
Depart: Mon Jun 5 2017 Return: Thu Jun 8 2017 Trip spans 4 days
Delta
Delta
MDW
2:00a
PUJ
3:06p
13h 06m
1 stop
PUJ
4:00a
MDW
7:20p
15h 20m
1 stop
Depart: Mon Sep 18 2017 Return: Thu Sep 21 2017 Trip spans 4 days
Delta
Delta
MDW
2:45p
PUJ
8:10a
17h 25m
2 stops
PUJ
10:09a
MDW
8:07p
9h 58m
1 stop
Depart: Thu Sep 21 2017 Return: Mon Sep 25 2017 Trip spans 5 days
Delta
Delta
MDW
2:00a
SDQ
8:13a
6h 13m
1 stop
SDQ
9:55a
MDW
8:07p
10h 12m
1 stop
Depart: Mon Jun 26 2017 Return: Wed Jun 28 2017 Trip spans 3 days
Delta
Delta
MDW
3:20a
PUJ
4:30p
13h 10m
1 stop
PUJ
4:00a
MDW
8:02p
16h 02m
1 stop
Depart: Fri Sep 8 2017 Return: Sun Sep 10 2017 Trip spans 3 days
Delta
Delta
MDW
2:00a
SDQ
8:13a
6h 13m
1 stop
SDQ
9:55a
MDW
8:07p
10h 12m
1 stop
Depart: Fri Jun 2 2017 Return: Mon Jun 5 2017 Trip spans 4 days
Delta
Delta
MDW
2:40p
PUJ
8:24a
17h 44m
1 stop
PUJ
4:00a
MDW
5:00p
13h 00m
1 stop
Depart: Tue Jun 6 2017 Return: Thu Jun 8 2017 Trip spans 3 days
Delta
Delta
MDW
3:20a
PUJ
3:06p
11h 46m
1 stop
PUJ
4:00a
MDW
7:20p
15h 20m
1 stop
Depart: Sat Oct 28 2017 Return: Thu Nov 2 2017 Trip spans 6 days
Delta
Delta
MDW
1:10p
PUJ
7:32a
18h 22m
2 stops
PUJ
10:09a
MDW
10:07a
23h 58m
1 stop
Depart: Thu Nov 9 2017 Return: Tue Nov 14 2017 Trip spans 6 days
Delta
Delta
MDW
1:00a
SDQ
7:10a
6h 10m
1 stop
SDQ
9:30a
MDW
6:03p
8h 33m
1 stop
Depart: Tue Aug 8 2017 Return: Wed Aug 16 2017 Trip spans 9 days
Delta
Delta
MDW
2:00a
PUJ
4:30p
14h 30m
1 stop
PUJ
4:00a
MDW
5:43p
13h 43m
1 stop
Depart: Wed Sep 20 2017 Return: Wed Sep 27 2017 Trip spans 8 days
Delta
Delta
MDW
2:15p
PUJ
7:32a
17h 17m
2 stops
PUJ
11:24a
MDW
8:07p
8h 43m
1 stop
Depart: Mon Jun 19 2017 Return: Wed Jun 28 2017 Trip spans 10 days
Delta
Delta
MDW
9:42a
PUJ
4:30p
6h 48m
1 stop
PUJ
4:00a
MDW
8:02p
16h 02m
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.

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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,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
$414
Destination

Santo Domingo
$484
Punta Cana
$414
Santiago de los Caballeros
$449
Airlines