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Flights from Chicago to Port of Spain
There are no direct flights from Chicago to Port of Spain. The fastest way is one stop via Miami or Toronto, about 7h 17m door to door (124 connections a week on current schedules).
No direct flights · 6 connection options From 7h 17m
Chicago to Port of Spain at a glance
Fastest journey7h 17mVia Miami, on current schedules
Nonstop flightsNoneConnect via Miami or Toronto
Best ways to fly from Chicago to Port of Spain
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
CHI Miami (MIA) POS
Leg 1: American Airlines, Frontier Airlines, United Airlines · Leg 2: American Airlines, Caribbean Airlines
Fri06:00 CHI09:46 MIA0h 59m connection10:45 MIA14:17 POSAmerican Airlines
2Search
CHI Toronto (YYZ) POS
Leg 1: Air Canada, United Airlines, Korean Air · Leg 2: Air Canada, Caribbean Airlines, Air Canada Rouge
Mon16:00 CHI18:20 YYZ1h 40m connection20:00 YYZ01:23 POSAir Canada + Air Canada Rouge
3Search
CHI Orlando (MCO) POS
Leg 1: American Airlines, Frontier Airlines, United Airlines · Leg 2: Caribbean Airlines
Mon09:30 CHI12:59 MCO2h 16m connection15:15 MCO19:11 POSUnited Airlines + Caribbean Airlines
4Search
CHI New York (JFK) POS
Leg 1: American Airlines, JetBlue Airways, Qantas · Leg 2: Caribbean Airlines, JetBlue Airways
Sat06:15 CHI09:12 JFK2h 48m connection12:00 JFK19:23 POSJetBlue Airways + Caribbean Airlines
5Search
CHI Houston (IAH) POS
Leg 1: American Airlines, Frontier Airlines, United Airlines · Leg 2: United Airlines
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 17mon current schedules
- Time difference
- +2hPort of Spain vs Chicago
- Currency in Port of Spain
- USD
- Airports
- ORD, MDW, RFD → POS
Flights from Chicago to Port of Spain: questions answered
Are there direct flights from Chicago to Port of Spain?
No. There is no nonstop service, so you will connect, most easily in Miami, Toronto and Orlando. 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 Chicago to Port of Spain?
With one connection the journey usually takes around 7h 17m, depending on the layover. The straight-line distance is 4,318 km.
Where do you change planes between Chicago and Port of Spain?
The best connecting points are Miami (MIA), Toronto (YYZ), Orlando (MCO) and New York (JFK). American Airlines flies both legs via Miami, so you can book it as one ticket.
Which airports serve Chicago and Port of Spain?
Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD). Port of Spain: Piarco International Airport (POS).
What is the time difference between Chicago and Port of Spain?
Port of Spain is 2 hours ahead of Chicago.
