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Flights from Port of Spain to Chicago
There are no direct flights from Port of Spain to Chicago. The fastest way is one stop via Miami or Toronto, about 7h 58m door to door (56 connections a week on current schedules).
No direct flights · 6 connection options From 7h 58m
Port of Spain to Chicago at a glance
Fastest journey7h 58mVia Miami, on current schedules
Nonstop flightsNoneConnect via Miami or Toronto
Best ways to fly from Port of Spain to Chicago
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
POS Miami (MIA) CHI
Leg 1: American Airlines, Caribbean Airlines · Leg 2: American Airlines, Frontier Airlines, United Airlines
Wed15:15 POS18:52 MIA1h 23m connection20:15 MIA22:13 CHIAmerican Airlines
2Search
POS Toronto (YYZ) CHI
Leg 1: Air Canada, Caribbean Airlines, Air Canada Rouge · Leg 2: Air Canada, United Airlines, Korean Air
Mon02:00 POS07:35 YYZ1h 10m connection08:45 YYZ09:29 CHIAir Canada Rouge + United Airlines
3Search
POS Houston (IAH) CHI
Leg 1: United Airlines · Leg 2: American Airlines, Frontier Airlines, United Airlines
Wed01:15 POS05:43 IAH0h 47m connection06:30 IAH08:49 CHIUnited Airlines
4Search
POS Fort Lauderdale (FLL) CHI
Leg 1: Caribbean Airlines · Leg 2: American Airlines, Frontier Airlines, JetBlue Airways
Thu10:15 POS13:59 FLL2h 31m connection16:30 FLL18:39 CHICaribbean Airlines + United Airlines
5Search
POS New York (JFK) CHI
Leg 1: Caribbean Airlines, JetBlue Airways · Leg 2: American Airlines, JetBlue Airways, Qantas
Mon00:00 POS04:51 JFK2h 09m connection07:00 JFK08:33 CHICaribbean Airlines + JetBlue Airways
Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.
Good to know
- Distance
- 4,318 km2,681 miles
- Journey time
- 7h 58mon current schedules
- Time difference
- -2hChicago vs Port of Spain
- Currency in Chicago
- USD
- Airports
- POS → ORD, MDW, RFD
Flights from Port of Spain to Chicago: questions answered
Are there direct flights from Port of Spain to Chicago?
No. There is no nonstop service, so you will connect, most easily in Miami, Toronto and Houston. Some connections are on one airline or alliance, so your bags and connection are protected on a single ticket.
How long is the flight from Port of Spain to Chicago?
With one connection the journey usually takes around 7h 58m, depending on the layover. The straight-line distance is 4,318 km.
Where do you change planes between Port of Spain and Chicago?
The best connecting points are Miami (MIA), Toronto (YYZ), Houston (IAH) and Fort Lauderdale (FLL). American Airlines flies both legs via Miami, so you can book it as one ticket.
Which airports serve Port of Spain and Chicago?
Port of Spain: Piarco International Airport (POS). Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD).
What is the time difference between Port of Spain and Chicago?
Chicago is 2 hours behind Port of Spain.
