Flights
Hotels
From
To
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Flights
Hotels
Round-trip
One-way
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Did you mean flights from Port of Spain to Chicago?

Cheap Flights from Chicago to Port of Spain, TT, Trinidad And Tobago - CHI to POS Last modified: Aug 24, 2016 12:50 AM

Popular flights from Chicago to Port of Spain Last modified: Aug 24, 2016 12:50 AM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

United
CHIPOS
Mon 9/12
1 stop
POSCHI
Fri 9/16
1 stop
$439
Select
United
CHIPOS
Thu 10/13
1 stop
POSCHI
Tue 10/25
1 stop
$439
Select
United
CHIPOS
Fri 10/14
1 stop
POSCHI
Mon 10/24
1 stop
$439
Select
United
CHIPOS
Fri 10/14
1 stop
POSCHI
Tue 10/25
1 stop
$439
Select
American
CHIPOS
Thu 9/22
2 stops
POSCHI
Sun 9/25
2 stops
$531
Select
American
CHIPOS
Thu 9/22
1 stop
POSCHI
Sun 9/25
1 stop
$531
Select
Caribbean
CHIPOS
Fri 12/9
1 stop
POSCHI
Tue 12/27
1 stop
$686
Select
Caribbean
CHIPOS
Fri 12/9
2 stops
POSCHI
Tue 12/27
2 stops
$686
Select
Air Canada
CHIPOS
Wed 12/21
2 stops
POSCHI
Tue 12/27
2 stops
$754
Select
WestJet
CHIPOS
Mon 9/12
2 stops
POSCHI
Fri 9/16
2 stops
$865
Select
Copa
CHIPOS
Mon 9/12
1 stop
POSCHI
Fri 9/16
1 stop
$907
Select
British Airways
CHIPOS
Mon 12/19
3 stops
POSCHI
Mon 12/26
3 stops
$3,448
Select

How Much Does it Cost to Fly from Chicago to Port of Spain (CHI to POS)?

We have collected flight cost data from across the web for travel from Chicago to Port of Spain, and have found the average flight price for this trip to be $441.

When Can I Buy the Cheapest Flight from Chicago to Port of Spain (CHI to POS)?

Airlines can adjust prices for plane tickets from Chicago to Port of Spain based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

Lowest Fares Chart By Month from Chicago to Port of Spain

The chart below shows the lowest fare by month when flying from Chicago to Port of Spain.

Month Origin Destination Carrier Depart Date Return Date Stops Price
August Chicago Port of Spain United 8/26/16 8/28/16 1 $842
September Chicago Port of Spain United 9/12/16 9/16/16 1 $439
October Chicago Port of Spain United 10/13/16 10/25/16 1 $439
November Chicago Port of Spain American 11/17/16 11/21/16 2 $547
December Chicago Port of Spain United 12/9/16 12/27/16 1 $563
January Chicago Port of Spain American 1/3/17 1/10/17 1 $547
February Chicago Port of Spain Air Canada 2/20/17 2/28/17 1 $467
March Chicago Port of Spain American 3/10/17 3/19/17 1 $607

Chicago to Port of Spain Flight Questions

Below are some common questions that asked about this flight route:

Question: What are the most popular connecting cities when flying from Chicago to Port of Spain?
Answer: Houston, TX

Airlines Flying from Chicago to Port of Spain (CHI to POS) Number of flights searched: 115Last modified: Aug 24, 2016 12:50 AM

Below are the different airlines that fly from Chicago to Port of Spain with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to Port of Spain.

Chicago to Port of Spain
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American MIA X X X X
American IND / MIA X X X X X X X
JetBlue JFK X X X X X X X
Copa PTY X X X X X X
United IAH X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and Port of Spain, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Miami American, Delta, Frontier, United $117
Chicago to San Juan American, JetBlue, Delta, Spirit, United $270
Chicago to Dallas - Ft Worth American, Alaska, Delta, Spirit, United $77
Chicago to Atlanta American, Alaska, Delta, Frontier, Spirit, United $71
Chicago to Washington American, Alaska, JetBlue, Delta, Frontier, United $77
Chicago to San Francisco American, Alaska, Delta, Frontier, United, Virgin America $165
Chicago to Denver American, Delta, Frontier, Spirit, United $77
Chicago to Boston American, Alaska, JetBlue, Delta, Spirit, United $67
Chicago to Houston American, Delta, Spirit, United $81
Chicago to Phoenix American, Alaska, Delta, Frontier, Spirit, United $87
Chicago to Ft Lauderdale American, JetBlue, Delta, Spirit, United $137
Chicago to Tampa American, Delta, Frontier, Spirit, United $67
Chicago to Minneapolis - St Paul American, Delta, Frontier, Spirit, United $77
Chicago to Seattle American, Alaska, Delta, Frontier, Spirit, United, Virgin America $117
Chicago to Newark American, Alaska, JetBlue, Delta, United $116

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Tobago British Airways $842
Chicago to Grenada American, Air Canada, JetBlue, British Airways, Delta $655
Chicago to Barbados American, Air Berlin, Air Canada, Avianca, JetBlue, British Airways, Delta, WestJet $576
Chicago to St Lucia American, Air Canada, JetBlue, British Airways, Delta, United, WestJet $503
Chicago to London Jet Airways, American, Air Berlin, Air Canada, Air France, AeroMexico, Royal Air Maroc, Avianca, Finnair, Alitalia, British Airways, Air China, Cathay, Delta, Aer Lingus, Emirates, Etihad, Icelandair, Iberia, KLM, Lufthansa, LOT, Swiss, Austrian, Royal Jordanian, SAS, Brussels, Turkish, Tap Portugal, United, Air Europa, Virgin Atlantic, WestJet $466
Chicago to Punta Cana LAN Argentina, American, Air Berlin, Air Canada, Air France, Avianca, JetBlue, British Airways, Copa, Delta, Frontier, Spirit, United, WestJet $293
Chicago to St Thomas Island American, JetBlue, Delta, Spirit, United $303
Chicago to Toronto American, Air Canada, Delta, Porter, United, WestJet $204
Chicago to St Maarten American, Air Canada, Air France, AeroMexico, JetBlue, Copa, Delta, Spirit, United, WestJet $411
Chicago to Cancun American, Air Berlin, Air Canada, AeroMexico, Alaska, JetBlue, British Airways, Copa, Delta, Frontier, Iberia, Lufthansa, Spirit, United, Virgin America, WestJet, Volaris $297
Chicago to Aruba American, Air Canada, Avianca, JetBlue, British Airways, Copa, Delta, Spirit, United, WestJet $413

Cheap International Flights to Port of Spain - POS

FlightsAirlineLowest Price
Indianapolis to Port of Spain American, Air Canada, Copa, United, WestJet $570
Milwaukee to Port of Spain American, AeroMexico, Copa, United, WestJet $763
Grand Rapids to Port of Spain American, British Airways, Copa, United $709
Madison to Port of Spain American, British Airways, United $559
Cheap Flights from Chicago to Port of Spain, TT, Trinidad And Tobago, from $439 Round trip from CHI to POS