Take off on cheap flights from Chicago to Punta Cana, your adventure starts now!

Find cheap airline tickets from Chicago to Punta Cana by date

  • any
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • any
  • September 2020
  • October 2020
  • November 2020
  • December 2020
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  • August 2021
  • price
  • month of departure
  • month of return
$275
JetBlue outward: Dec 14, 2020
12:55p ORD » 6:55p PUJ
JetBlue 1 stop (6h)
JetBlue inbound: Dec 19, 2020
8:12p PUJ » 7:37a ORD
JetBlue 1 stop (11h25m)
$325
Unknown Company outward: Dec 4, 2020
2:30a ORD » 7:42p PUJ
Unknown Company 1 stop (17h12m)
Unknown Company inbound: Dec 7, 2020
8:55p PUJ » 3:27p ORD
Unknown Company 1 stop (18h32m)
$814
American Airlines outward: Oct 30, 2020
11:20a ORD » 5:46p PUJ
American Airlines 1 stop (6h26m)
American Airlines inbound: Nov 7, 2020
8:27p PUJ » 1:50a ORD
American Airlines direct (5h23m)
Return
Departure
Choose when you'd like to depart to Punta Cana (Dominican Republic):
Find the cheapest Chicago Punta Cana flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Chicago - Punta Cana with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Chicago to Punta Cana

  • any
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • all
  • American Airlines
  • United Airlines
American Airlines
outbound: Oct 30, 2020
American Airlines 1 stop
return: Nov 7, 2020
American Airlines direct
United Airlines
outbound: Oct 30, 2020
United Airlines 1 stop
return: Nov 7, 2020
United Airlines direct

Travel tips for flights Chicago - Punta Cana

  • Arrival city:
  • Punta Cana, Dominican Republic
  • Airport(s):
  • Punta Cana International Airport (PUJ)
  • Local time:
  • Sep 24, 2020 9:03 PM, GMT-4
  • Weather:
  • min. 73ºF, max. 88ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 24, 2020 8:03 PM, GMT-5
  • Weather:
  • min. 66ºF, max. 78ºF