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

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  • month of departure
  • month of return
$456
outward: Aug 24, 2018
1:08p ORD » 3:10a POS
United Airlines 1 stop (14h02m)
inbound: Aug 31, 2018
6:15a POS » 7:26a ORD
United Airlines 1 stop (25h11m)
$474
outward: Aug 24, 2018
1:08p ORD » 3:10a POS
United Airlines 1 stop (14h02m)
inbound: Aug 31, 2018
6:15a POS » 7:26a ORD
United Airlines 1 stop (25h11m)
$477
outward: Aug 24, 2018
1:08p ORD » 3:10a POS
United Airlines 1 stop (14h02m)
inbound: Aug 31, 2018
6:15a POS » 7:26a ORD
United Airlines 1 stop (25h11m)
$500
outward: Aug 24, 2018
2:00p ORD » 7:10p POS
JetBlue 1 stop (29h10m)
inbound: Aug 31, 2018
8:10p POS » 6:25a ORD
JetBlue 1 stop (10h15m)
$507
outward: Aug 24, 2018
12:15p ORD » 3:24a POS
American Airlines 2 stops (15h09m)
inbound: Aug 31, 2018
9:18p POS » 7:24p ORD
American Airlines 1 stop (22h06m)
$518
outward: Aug 24, 2018
2:00p ORD » 7:10p POS
JetBlue 1 stop (29h10m)
inbound: Aug 31, 2018
8:10p POS » 6:25a ORD
JetBlue 1 stop (10h15m)
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

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Travel tips for flights Chicago - Port of Spain

Average flight duration: 19h42m (flight with stopovers)

  • Arrival city:
  • Port of Spain, Trinidad and Tobago
  • Airport(s):
  • Piarco International Airport (POS)
  • Local time:
  • May 24, 2018 11:55 AM, GMT-4
  • Weather:
  • min. 76ºF, max. 87ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 24, 2018 10:55 AM, GMT-5