Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Copa Airlines

The cheapest airline(s) flying from Chicago to Port-of-Spain is Copa Airlines.

  • Copa Airlines Copa Airlines
  • American Airlines American Airlines
  • United Airlines United Airlines
Cheapest Month July

Travel Period: June 2024 - May 2025

The cheapest month(s) to fly from Chicago to Port-of-Spain is July.

  • Jun 2024
  • Jul 2024
  • Aug 2024
  • Sep 2024
  • Oct 2024
  • Nov 2024
  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
Cheapest Day of the Week Wednesday

The cheapest day(s) of the week to fly from Chicago to Port-of-Spain is Wednesday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday
Cheapest Time 7am

The cheapest time of the day to fly from Chicago to Port-of-Spain is in the morning.

Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm

Flight Schedules

Last Updated: Thu, 2 May, 2024

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      • Availability
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      Connecting Flights

      • 05:00 - 09:06
        ORD - MIA
        10:15 - 14:05
        MIA - POS
      • 05:00 (ORD)Chicago O'Hare International Airport
        10:15 (MIA)Miami International Airport
      • 09:06 (MIA)Miami International Airport
        14:05 (POS)Port of Spain Airport
      • American Airlines (AA 2341)Boeing 737 800
        American Airlines (AA 2703)Boeing 737 Max 8 Passenger
      • 08h 05m (01h 09m)
      • MIA Miami 01h 09m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 09:31 - 12:56
        ORD - JFK
        17:30 - 22:38
        JFK - POS
      • 09:31 (ORD)Chicago O'Hare International Airport
        17:30 (JFK)New York John F. Kennedy International Airport
      • 12:56 (JFK)New York John F. Kennedy International Airport
        22:38 (POS)Port of Spain Airport
      • JetBlue Airways (B6 1106)Embraer Emb E90
        JetBlue Airways (B6 1817)Airbus
      • 12h 07m (04h 34m)
      • JFK New York City 04h 34m
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 09:55 - 12:53
        ORD - PHL
        14:15 - 17:11
        PHL - MIA
        18:10 - 21:50
        MIA - POS
      • 09:55 (ORD)Chicago O'Hare International Airport
        14:15 (PHL)Philadelphia International Airport
        18:10 (MIA)Miami International Airport
      • 12:53 (PHL)Philadelphia International Airport
        17:11 (MIA)Miami International Airport
      • American Airlines (AA 1926)Airbus
        American Airlines (AA 2334)Airbus
        American Airlines (AA 2398)Boeing 737 Max 8 Passenger
      • 10h 55m (02h 21m)
      • PHL, MIA Philadelphia, Miami 02h 21m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 09:55 - 12:56
        ORD - CLT
        15:08 - 17:20
        CLT - MIA
        18:10 - 21:50
        MIA - POS
      • 09:55 (ORD)Chicago O'Hare International Airport
        15:08 (CLT)Charlotte Airport
        18:10 (MIA)Miami International Airport
      • 12:56 (CLT)Charlotte Airport
        17:20 (MIA)Miami International Airport
      • American Airlines (AA 1086)Boeing 737 800
        American Airlines (AA 1114)Boeing 737 800
        American Airlines (AA 2398)Boeing 737 Max 8 Passenger
      • 10h 55m (03h 02m)
      • CLT, MIA Charlotte, Miami 03h 02m
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 09:55 - 12:56
        ORD - CLT
        13:30 - 15:42
        CLT - MIA
        18:10 - 21:50
        MIA - POS
      • 09:55 (ORD)Chicago O'Hare International Airport
        13:30 (CLT)Charlotte Airport
        18:10 (MIA)Miami International Airport
      • 12:56 (CLT)Charlotte Airport
        15:42 (MIA)Miami International Airport
      • American Airlines (AA 1086)Boeing 737 800
        American Airlines (AA 2257)Boeing 737 800
        American Airlines (AA 2398)Boeing 737 Max 8 Passenger
      • 10h 55m (03h 02m)
      • CLT, MIA Charlotte, Miami 03h 02m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 09:55 - 12:56
        ORD - CLT
        14:41 - 16:48
        CLT - MIA
        18:10 - 21:50
        MIA - POS
      • 09:55 (ORD)Chicago O'Hare International Airport
        14:41 (CLT)Charlotte Airport
        18:10 (MIA)Miami International Airport
      • 12:56 (CLT)Charlotte Airport
        16:48 (MIA)Miami International Airport
      • American Airlines (AA 1086)Boeing 737 800
        American Airlines (AA 1114)Boeing 737 800
        American Airlines (AA 2398)Boeing 737 Max 8 Passenger
      • 10h 55m (03h 07m)
      • CLT, MIA Charlotte, Miami 03h 07m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 10:05 - 14:13
        ORD - MIA
        18:10 - 21:50
        MIA - POS
      • 10:05 (ORD)Chicago O'Hare International Airport
        18:10 (MIA)Miami International Airport
      • 14:13 (MIA)Miami International Airport
        21:50 (POS)Port of Spain Airport
      • American Airlines (AA 1395)Boeing 737 800
        American Airlines (AA 2398)Boeing 737 Max 8 Passenger
      • 10h 45m (03h 57m)
      • MIA Miami 03h 57m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 10:15 - 13:37
        ORD - JAX
        15:24 - 16:43
        JAX - MIA
        18:10 - 21:50
        MIA - POS
      • 10:15 (ORD)Chicago O'Hare International Airport
        15:24 (JAX)Jacksonville International Airport
        18:10 (MIA)Miami International Airport
      • 13:37 (JAX)Jacksonville International Airport
        16:43 (MIA)Miami International Airport
      • American Airlines (AA 220)Boeing 737 800
        American Airlines (AA 3968)Embraer Emb 175
        American Airlines (AA 2398)Boeing 737 Max 8 Passenger
      • 10h 35m (03h 14m)
      • JAX, MIA Jacksonville, Miami 03h 14m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 10:35 - 11:27
        ORD - MKE
        12:00 - 15:02
        MKE - IAH
        16:48 - 23:23
        IAH - POS
      • 10:35 (ORD)Chicago O'Hare International Airport
        12:00 (MKE)Milwaukee General Mitchell Intl Airport
        16:48 (IAH)Houston George Bush Intercontinental Airport
      • 11:27 (MKE)Milwaukee General Mitchell Intl Airport
        15:02 (IAH)Houston George Bush Intercontinental Airport
      • United Airlines (UA 5416)Embraer 175
        United Airlines (UA 6176)Canadair Regional
        United Airlines (UA 2353)Boeing 737 Max 8 Passenger
      • 11h 48m (02h 19m)
      • MKE, IAH Milwaukee, Houston 02h 19m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 10:43 - 14:06
        ORD - JFK
        17:25 - 22:29
        JFK - POS
      • 10:43 (ORD)Chicago O'Hare International Airport
        17:25 (JFK)New York John F. Kennedy International Airport
      • 14:06 (JFK)New York John F. Kennedy International Airport
        22:29 (POS)Port of Spain Airport
      • JetBlue Airways (B6 906)Airbus
        JetBlue Airways (B6 1817)Airbus
      • 10h 46m (03h 19m)
      • JFK New York City 03h 19m
        • -
        • -
        • -
        • T
        • F
        • S
        • -
      • 10:43 - 14:06
        ORD - JFK
        17:24 - 22:29
        JFK - POS
      • 10:43 (ORD)Chicago O'Hare International Airport
        17:24 (JFK)New York John F. Kennedy International Airport
      • 14:06 (JFK)New York John F. Kennedy International Airport
        22:29 (POS)Port of Spain Airport
      • JetBlue Airways (B6 906)Airbus
        JetBlue Airways (B6 1817)Airbus
      • 10h 46m (03h 18m)
      • JFK New York City 03h 18m
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 10:43 - 14:06
        ORD - JFK
        17:23 - 22:29
        JFK - POS
      • 10:43 (ORD)Chicago O'Hare International Airport
        17:23 (JFK)New York John F. Kennedy International Airport
      • 14:06 (JFK)New York John F. Kennedy International Airport
        22:29 (POS)Port of Spain Airport
      • JetBlue Airways (B6 906)Airbus
        JetBlue Airways (B6 1817)Airbus
      • 10h 46m (03h 17m)
      • JFK New York City 03h 17m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 10:45 - 13:40
        ORD - IAH
        16:48 - 23:23
        IAH - POS
      • 10:45 (ORD)Chicago O'Hare International Airport
        16:48 (IAH)Houston George Bush Intercontinental Airport
      • 13:40 (IAH)Houston George Bush Intercontinental Airport
        23:23 (POS)Port of Spain Airport
      • United Airlines (UA 1788)Airbus
        United Airlines (UA 2353)Boeing 737 Max 8 Passenger
      • 11h 38m (03h 08m)
      • IAH Houston 03h 08m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 10:45 - 13:40
        ORD - IAH
        16:48 - 23:23
        IAH - POS
      • 10:45 (ORD)Chicago O'Hare International Airport
        16:48 (IAH)Houston George Bush Intercontinental Airport
      • 13:40 (IAH)Houston George Bush Intercontinental Airport
        23:23 (POS)Port of Spain Airport
      • United Airlines (UA 1788)Boeing 737 900
        United Airlines (UA 2353)Boeing 737 Max 8 Passenger
      • 11h 38m (03h 08m)
      • IAH Houston 03h 08m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 10:50 - 12:29
        ORD - BNA
        13:02 - 15:26
        BNA - IAH
        16:48 - 23:23
        IAH - POS
      • 10:50 (ORD)Chicago O'Hare International Airport
        13:02 (BNA)Nashville Airport
        16:48 (IAH)Houston George Bush Intercontinental Airport
      • 12:29 (BNA)Nashville Airport
        15:26 (IAH)Houston George Bush Intercontinental Airport
      • United Airlines (UA 2414)Boeing 737 800
        United Airlines (UA 6298)Embraer 175
        United Airlines (UA 2353)Boeing 737 Max 8 Passenger
      • 11h 33m (01h 55m)
      • BNA, IAH Nashville, Houston 01h 55m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 10:50 - 12:29
        ORD - BNA
        13:02 - 15:26
        BNA - IAH
        16:48 - 23:23
        IAH - POS
      • 10:50 (ORD)Chicago O'Hare International Airport
        13:02 (BNA)Nashville Airport
        16:48 (IAH)Houston George Bush Intercontinental Airport
      • 12:29 (BNA)Nashville Airport
        15:26 (IAH)Houston George Bush Intercontinental Airport
      • United Airlines (UA 2414)Boeing 737 800
        United Airlines (UA 5283)Embraer 175
        United Airlines (UA 2353)Boeing 737 Max 8 Passenger
      • 11h 33m (01h 55m)
      • BNA, IAH Nashville, Houston 01h 55m
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 10:50 - 12:29
        ORD - BNA
        13:02 - 15:26
        BNA - IAH
        16:48 - 23:23
        IAH - POS
      • 10:50 (ORD)Chicago O'Hare International Airport
        13:02 (BNA)Nashville Airport
        16:48 (IAH)Houston George Bush Intercontinental Airport
      • 12:29 (BNA)Nashville Airport
        15:26 (IAH)Houston George Bush Intercontinental Airport
      • United Airlines (UA 2414)Boeing 737 700
        United Airlines (UA 5283)Embraer 175
        United Airlines (UA 2353)Boeing 737 Max 8 Passenger
      • 11h 33m (01h 55m)
      • BNA, IAH Nashville, Houston 01h 55m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 10:55 - 14:24
        ORD - BOS
        15:07 - 16:25
        BOS - JFK
        17:30 - 22:38
        JFK - POS
      • 10:55 (ORD)Chicago O'Hare International Airport
        15:07 (BOS)Boston Logan International Airport
        17:30 (JFK)New York John F. Kennedy International Airport
      • 14:24 (BOS)Boston Logan International Airport
        16:25 (JFK)New York John F. Kennedy International Airport
      • JetBlue Airways (B6 312)Airbus A220 300
        JetBlue Airways (B6 617)Embraer Emb E90
        JetBlue Airways (B6 1817)Airbus
      • 10h 43m (01h 48m)
      • BOS, JFK Boston, New York City 01h 48m
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 12:39 - 16:46
        ORD - MIA
        18:10 - 21:50
        MIA - POS
      • 12:39 (ORD)Chicago O'Hare International Airport
        18:10 (MIA)Miami International Airport
      • 16:46 (MIA)Miami International Airport
        21:50 (POS)Port of Spain Airport
      • American Airlines (AA 2715)Boeing 737 800
        American Airlines (AA 2398)Boeing 737 Max 8 Passenger
      • 08h 11m (01h 24m)
      • MIA Miami 01h 24m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 12:47 - 15:47
        ORD - IAH
        16:48 - 23:23
        IAH - POS
      • 12:47 (ORD)Chicago O'Hare International Airport
        16:48 (IAH)Houston George Bush Intercontinental Airport
      • 15:47 (IAH)Houston George Bush Intercontinental Airport
        23:23 (POS)Port of Spain Airport
      • United Airlines (UA 490)Boeing 737 900
        United Airlines (UA 2353)Boeing 737 Max 8 Passenger
      • 09h 36m (01h 01m)
      • IAH Houston 01h 01m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 12:47 - 15:47
        ORD - IAH
        16:48 - 23:23
        IAH - POS
      • 12:47 (ORD)Chicago O'Hare International Airport
        16:48 (IAH)Houston George Bush Intercontinental Airport
      • 15:47 (IAH)Houston George Bush Intercontinental Airport
        23:23 (POS)Port of Spain Airport
      • United Airlines (UA 2341)Boeing 737 900
        United Airlines (UA 2353)Boeing 737 Max 8 Passenger
      • 09h 36m (01h 01m)
      • IAH Houston 01h 01m
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • 15:10 - 20:38+ 1
        ORD - PTY
        21:36 - 01:42+ 1
        PTY - POS
      • 15:10 (ORD)Chicago O'Hare International Airport
        21:36 (PTY)Panama City Tocumen International Airport
      • 20:38 (PTY)Panama City Tocumen International Airport + 1
        01:42 (POS)Port of Spain Airport
      • Copa Airlines (CM 229)Boeing 737 Max 9 Passenger
        Copa Airlines (CM 314)Boeing 737 800
      • 09h 32m (00h 58m)
      • PTY Panama City 00h 58m
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 15:10 - 20:38+ 1
        ORD - PTY
        21:36 - 01:42+ 1
        PTY - POS
      • 15:10 (ORD)Chicago O'Hare International Airport
        21:36 (PTY)Panama City Tocumen International Airport
      • 20:38 (PTY)Panama City Tocumen International Airport + 1
        01:42 (POS)Port of Spain Airport
      • Copa Airlines (CM 229)Boeing 737 800
        Copa Airlines (CM 314)Boeing 737 Max 9 Passenger
      • 09h 32m (00h 58m)
      • PTY Panama City 00h 58m
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
      How far is Port-of-Spain from Chicago?

      The flight distance between Chicago and Port-of-Spain is 4304km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 10:00. The last flight of the day departs at 20:10. See the full list of flight times on Wego.

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