SUMMER: Chicago to the Dominican Republic for only $265 roundtrip

_Punta Cana / 1 Stop / American Airlines / Caribbean / Chicago / Chicago, USA → Punta Cana, Dominican Republic / Depart USA / Economy / Flight / Non-Stop / Standard Route
Flight deals from Chicago to the Dominican Republic | Secret Flying
Missed the deal?

Become a Secret Flying member to receive alerts to your inbox the moment we publish a flight deal.

You'll never miss a Secret Flying deal again.

Summer flights from Chicago to the Dominican Republic for only $265 roundtrip with American Airlines.

 

The example dates listed below range between $265 and $270 roundtrip.

 

DEPART:
Chicago, USA

 

ARRIVE:
Punta Cana, Dominican Republic

 

RETURN:
Chicago, USA

 

DATES:
Availability from July to August 2025

Example dates:
15th-22nd Jul
16th-23rd Jul
22nd-29th Jul
23rd-30th Jul
30th Jul – 6th Aug
5th-12th Aug

and more…

 

STOPS:
Philadelphia (outgoing only)

 

AIRLINES:
American Airlines

 

 

GO TO DEAL

 

Summer flights from Chicago to the Dominican Republic for only $265 roundtrip with American Airlines. Flight deal ticket image.

Find a hotel to go with your flight to
Punta Cana