Take off on cheap flights from Chicago to Port of Spain, your adventure starts now!

Find cheap airline tickets from Chicago to Port of Spain by date

  • any
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • any
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • price
  • month of departure
  • month of return
$430
outward: Aug 24, 2018
9:25p ORD » 10:37p POS
Copa Airlines 1 stop (25h12m)
inbound: Aug 31, 2018
12:01p POS » 10:30a ORD
Copa Airlines 1 stop (22h29m)
$431
outward: Aug 24, 2018
9:25p ORD » 10:37p POS
Copa Airlines 1 stop (25h12m)
inbound: Aug 31, 2018
12:01p POS » 10:30a ORD
Copa Airlines 1 stop (22h29m)
$432
outward: Aug 24, 2018
9:25p ORD » 10:37p POS
Copa Airlines 1 stop (25h12m)
inbound: Aug 31, 2018
12:01p POS » 10:30a ORD
Copa Airlines 1 stop (22h29m)
$464
outward: Aug 24, 2018
4:00p ORD » 10:37p POS
Copa Airlines 1 stop (30h37m)
inbound: Aug 31, 2018
12:01p POS » 10:30a ORD
Copa Airlines 1 stop (22h29m)
$549
outward: Aug 24, 2018
8:35p ORD » 8:27p POS
American Airlines 1 stop (23h52m)
inbound: Aug 31, 2018
9:24p POS » 9:14p ORD
American Airlines 2 stops (23h50m)
$561
outward: Aug 24, 2018
9:25p ORD » 10:37p POS
Copa Airlines 1 stop (25h12m)
inbound: Aug 31, 2018
11:36p POS » 10:30a ORD
Copa Airlines 1 stop (10h54m)
$574
outward: Aug 24, 2018
7:01p ORD » 3:38a POS
American Airlines 1 stop (8h37m)
inbound: Aug 31, 2018
9:24p POS » 6:48a ORD
American Airlines 1 stop (9h24m)
$614
outward: Mar 2, 2019
2:45a ORD » 5:15a POS
Air Canada 1 stop (26h30m)
inbound: Mar 4, 2019
5:35a POS » 5:52p ORD
Unknown Company 1 stop (12h17m)
$616
outward: Mar 2, 2019
2:45a ORD » 5:15a POS
Air Canada 1 stop (26h30m)
inbound: Mar 4, 2019
5:35a POS » 5:52p ORD
Unknown Company 1 stop (12h17m)
$626
outward: Mar 2, 2019
2:45a ORD » 5:15a POS
Air Canada 1 stop (26h30m)
inbound: Mar 4, 2019
5:35a POS » 11:57p ORD
Unknown Company 1 stop (18h22m)
$639
outward: Feb 28, 2019
12:36p ORD » 8:18p POS
American Airlines 1 stop (7h42m)
inbound: Mar 4, 2019
9:18p POS » 4:08p ORD
American Airlines 1 stop (18h50m)
$641
outward: Feb 28, 2019
12:36p ORD » 8:18p POS
American Airlines 1 stop (7h42m)
inbound: Mar 4, 2019
9:18p POS » 4:08p ORD
American Airlines 1 stop (18h50m)
$641
outward: Feb 28, 2019
12:36p ORD » 8:18p POS
American Airlines 1 stop (7h42m)
inbound: Mar 4, 2019
9:18p POS » 4:08p ORD
American Airlines 1 stop (18h50m)
$641
outward: Feb 28, 2019
12:36p ORD » 8:18p POS
American Airlines 1 stop (7h42m)
inbound: Mar 4, 2019
9:18p POS » 4:08p ORD
American Airlines 1 stop (18h50m)
$647
outward: Feb 28, 2019
12:36p ORD » 8:18p POS
American Airlines 1 stop (7h42m)
inbound: Mar 4, 2019
7:40p POS » 5:03a ORD
American Airlines 1 stop (9h23m)
$683
outward: Mar 2, 2019
2:45a ORD » 5:15a POS
Air Canada 1 stop (26h30m)
inbound: Mar 5, 2019
6:10p POS » 8:02p ORD
Unknown Company 1 stop (25h52m)
$701
outward: Feb 28, 2019
12:36p ORD » 8:18p POS
American Airlines 1 stop (7h42m)
inbound: Mar 4, 2019
7:40p POS » 5:03a ORD
American Airlines 1 stop (9h23m)
Return
Departure
Find the cheapest Chicago Port of Spain flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Chicago - Port of Spain with these new dates, click on an offer. Want to depart from another city? Choose: New York - Port of Spain London - Port of Spain Miami - Port of Spain See more routes

Airlines operating flights from Chicago to Port of Spain

  • any
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • all
  • United Airlines
United Airlines
outbound: Mar 1, 2019
United Airlines 1 stop
return: Mar 5, 2019
Caribbean Airlines 1 stop

Travel tips for flights Chicago - Port of Spain

Average flight duration: 20h37m (flight with stopovers)

  • Arrival city:
  • Port of Spain, Trinidad and Tobago
  • Airport(s):
  • Piarco International Airport (POS)
  • Local time:
  • Jul 17, 2018 12:09 AM, GMT-4
  • Weather:
  • min. 76ºF, max. 82ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jul 16, 2018 11:09 PM, GMT-5
  • Weather:
  • min. 65ºF, max. 74ºF