Find Cheap Flights from Chicago Midway to Dominican Republic

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Mon 11/20
Mon 11/27
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Book cheap flights from Chicago Midway to Dominican Republic (round-trip)

Airports
Origin
Chicago
$452
only
$452
Destination
Santo Domingo
$490
only
$490
Punta Cana
$452
only
$452
Santiago de los Caballeros
$455
only
$455
Sat, Jan 6
MDW
PUJ
6h 10m
Fri, Jan 12
PUJ
MDW
14h 38m
Trip: 7 days
Overall null null
Based on null reviews
Fri, Dec 8
MDW
SDQ
16h 15m
Sat, Dec 16
SDQ
MDW
9h 25m
Trip: 9 days
Overall null null
Based on null reviews
Sat, Mar 24
MDW
SDQ
38h 34m
Sat, Mar 31
SDQ
MDW
31h 41m
Trip: 8 days
Overall null null
Based on null reviews
Sat, Jan 20
MDW
PUJ
8h 47m
Sat, Jan 27
PUJ
MDW
8h 55m
Trip: 8 days
Overall null null
Based on null reviews
Sun, Feb 11
MDW
PUJ
8h 47m
Fri, Feb 16
PUJ
MDW
9h 43m
Trip: 6 days
Overall null null
Based on null reviews
Thu, Jan 18
MDW
STI
12h 41m
Mon, Jan 22
STI
MDW
20h 26m
Trip: 5 days
Overall null null
Based on null reviews
Fri, Feb 2
MDW
STI
11h 49m
Sat, Feb 10
STI
MDW
7h 50m
Trip: 9 days
Overall null null
Based on null reviews
Fri, Feb 2
MDW
PUJ
6h 57m
Thu, Feb 8
PUJ
MDW
7h 58m
Trip: 7 days
Overall null null
Based on null reviews
Thu, Mar 1
MDW
PUJ
6h 37m
Wed, Mar 7
PUJ
MDW
8h 55m
Trip: 7 days
Overall null null
Based on null reviews
Thu, Mar 1
MDW
PUJ
6h 37m
Wed, Mar 7
PUJ
MDW
8h 23m
Trip: 7 days
Overall null null
Based on null reviews
Sat, Apr 7
MDW
PUJ
12h 57m
Sat, Apr 14
PUJ
MDW
10h 52m
Trip: 8 days
Overall null null
Based on null reviews
Wed, Apr 11
MDW
PUJ
6h 22m
Wed, Apr 18
PUJ
MDW
8h 23m
Trip: 8 days
Overall null null
Based on null reviews
Tue, May 1
MDW
PUJ
11h 27m
Tue, May 8
PUJ
MDW
8h 55m
Trip: 8 days
Overall null null
Based on null reviews
Thu, Jan 18
MDW
SDQ
6h 10m
Thu, Jan 25
SDQ
MDW
7h 58m
Trip: 8 days
Overall null null
Based on null reviews
Thu, Jan 25
MDW
SDQ
14h 56m
Mon, Jan 29
SDQ
MDW
15h 53m
Trip: 5 days
Overall null null
Based on null reviews
Sat, Dec 9
MDW
PUJ
7h 41m
Wed, Dec 13
PUJ
MDW
17h 51m
Trip: 5 days
Overall null null
Based on null reviews
Sun, Feb 18
MDW
SDQ
6h 10m
Fri, Feb 23
SDQ
MDW
8h 25m
Trip: 6 days
Overall null null
Based on null reviews
Fri, Mar 23
MDW
PUJ
6h 22m
Thu, Mar 29
PUJ
MDW
10h 52m
Trip: 7 days
Overall null null
Based on null reviews
Sat, Dec 30
MDW
PUJ
8h 59m
Fri, Jan 5
PUJ
MDW
10h 57m
Trip: 7 days
Overall null null
Based on null reviews
Sun, Dec 24
MDW
PUJ
7h 26m
Sun, Dec 31
PUJ
MDW
19h 26m
Trip: 8 days
Overall null null
Based on null reviews
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