Airlines with flights from Punta Cana to Chicago
There are three airlines with scheduled flights between PUJ and MDW. Southwest is the only airline with non-stop flights from Punta Cana International Airport to Midway International Airport and the flight time is 5 hours and 5 minutes.
There are three airlines with scheduled flights between PUJ and MDW. Southwest is the only airline with non-stop flights from Punta Cana International Airport to Midway International Airport and the flight time is 5 hours and 5 minutes. Choose airline
Direct
Non-stop
5h 5min
Via Nashville
7h 10min
Via Atlanta
7h 18min
Via Orlando
7h 25min
Via Baltimore
7h 25min
Via Atlanta
9h 6min
Via Saint Louis
9h 55min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 5 hours and 5 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
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7 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)
PUJ
Direct
MDW
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN1999
14:40
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The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
-
Total flight time: 7h 10m - 9h 25m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
4 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)
PUJ
Via BNA
MDW
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN1736
WN578
WN578
16:55
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The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Delta Air Lines
-
Total flight time: 7h 18m - 10h 28m.
-
Sky Team Alliance
-
95 flights per week
PUJ
Via ATL
MDW
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
DL1755
DL1076
DL1076
13:09
13:09
13:09
13:09
13:09
13:09
13:09
DL1919
DL1076
DL1076
14:50
14:50
14:50
14:50
14:50
14:50
14:50
DL1836
DL1076
DL1076
15:55
15:55
15:55
15:55
15:55
15:55
15:55
The timetable & schedule information was updated at 2026-04-21
Via Orlando with Southwest Airlines
-
Total flight time: 7h 25m - 10h 25m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
48 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)
PUJ
Via MCO
MDW
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN783
WN2659
WN2659
13:45
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WN783
WN1429
WN1429
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13:45
13:45
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14:20
14:50
WN783
WN4895
WN4895
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13:45
13:45
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The timetable & schedule information was updated at 2026-04-21
Via Baltimore with Southwest Airlines
-
Total flight time: 7h 25m - 10h 15m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
43 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)
PUJ
Via BWI
MDW
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN812
WN998
WN998
13:25
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WN812
WN4821
WN4821
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13:25
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WN812
WN4002
WN4002
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14:15
14:15
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WN812
WN4094
WN4094
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14:35
14:35
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WN812
WN1330
WN1330
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15:00
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Frontier