Cheap Flights from Chicago O'Hare International to Port Of Spain

Compare Chicago O'Hare International to Port Of Spain flight deals

Find the cheapest month or even day of the year to fly to Port Of Spain

Book the best Port Of Spain fare with no extra fees

Flight deals from Chicago O'Hare International to Port Of Spain

Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International Airport to Port Of Spain Airport? If you want to travel next month, return fares start from Rs155,953. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago O'Hare International to Port Of Spain

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Port Of Spain flights are currently cheapest in May.

Chicago O'Hare International to Port Of Spain: Alternative routes

Compare routes from Chicago O'Hare International to Port Of Spain below. You may find an airport to fly into that's cheaper, faster, or easier than Port Of Spain.

Chicago to Port Of Spain: Flight information

The things to know before you go.
Cheapest flight foundRs68,164
Cheapest month to flyMay

Finding cheap flights from Chicago O'Hare International to Port Of Spain: Frequently asked questions

The best price we found for a return flight from Chicago O'Hare International to Port Of Spain is Rs148,680. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago O'Hare International to Port Of Spain. But we found flights with one or more stops from Rs148,680.
As of May 2026, there are no flights flying from Chicago O'Hare International to Port Of Spain.
The cheapest month to fly from Chicago O'Hare International to Port Of Spain is usually June.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Port Of Spain Airport on Tuesday, 9 June 2026.
No airlines currently offer direct flights between Chicago O'Hare International Airport and Port Of Spain Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Port Of Spain but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Port Of Spain is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Frontier Airlines offers the cheapest flight tickets to Port Of Spain.

Travelling from O'Hare International Airport (ORD) to Piarco International Airport (POS): what you need to know

  • Port Of Spain is one hour ahead of Chicago and is in the UTC-4 timezone.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are travel rules to live by. Get to the airport on time to catch your ORD to POS flight.

  • During popular months like August, it's a good idea to get to the airport earlier than normal. Arrive two hours before a domestic departure and four hours ahead of an international flight whenever you're travelling during peak periods in general.

  • Consider adding a stopover when booking your ticket from O'Hare International Airport to Piarco International Airport. Just uncheck 'Direct flights only' to break up your journey, or even explore someplace new along the way. Here's where you can stop between ORD and POS:

    • Fort Lauderdale-Hollywood International Airport

    • Princess Juliana International Airport

    • Miami International Airport

How to find the cheapest flights from O'Hare International Airport (ORD) to Piarco International Airport (POS)

  • The cheapest price we've seen for a one-way O'Hare International Airport to Piarco International Airport flight is Rs68,019. A return ticket right now is Rs148,680. Depending on the availability when you book, these fares could change.

  • It's usually smart to book in advance if you're hoping to get cheap tickets from ORD to POS. That's because airlines change prices based on demand, which tends to increase closer to the date of departure.

  • The 'Whole month' search function shows you the cheapest flights from O'Hare International Airport to Piarco International Airport across the entire month. It's an easy way to snap up a bargain if your plans are flexible.

  • Getting your hands on cheap flights from ORD to POS is a piece of cake with Price Alerts. Simply set up one of these automatic alerts and we'll notify you as soon as fares go down.

  • Lock in the perfect flight for you by using the filters. To see the 'Cheapest,' 'Best' or 'Fastest' flights from O'Hare International Airport to Piarco International Airport, use the 'Sort by' tool. You can also filter by departure and arrival times, airline, and number of stops.

Handy information about O'Hare International Airport (ORD)

  • You'll find ORD at 10000 West O'Hare.

  • 74.85% of flights leaving from O'Hare International Airport arrive at their destination on schedule.

  • Central Chicago to O'Hare International Airport is around 40 kilometres. Depending on traffic, it'll take about 35 minutes to get there if you're ride-sharing, catching a cab or driving.

  • Expect a trip time of about 55 minutes on public transport.

  • Searching for a convenient hotel near ORD? If you're catching an early flight from O'Hare International Airport to Piarco International Airport, these stays will have you moments from check-in:

Arriving at Piarco International Airport (POS)

  • If you're getting in on a late O'Hare International Airport to Piarco International Airport flight, few things top the convenience of staying near the terminal. Collect your bags from the carousel and then be showered and resting soon after at one of these options near POS:

  • Go wherever you want, whenever you want with a Piarco International Airport rental car. Book your wheels from Sixt, Alamo or Ace Rent a Car and discover more of Port Of Spain and beyond.

  • To get the best deal, book your vehicle from Piarco International Airport about one week before you travel.

Getting from Piarco International Airport (POS) to central Port Of Spain

  • From Piarco International Airport, Port Of Spain is approximately 23 kilometres away. It takes around 30 minutes to drive to the centre.

When to fly to Piarco International Airport (POS)

  • It's time to pick your trip dates for your flight from O'Hare International Airport to Piarco International Airport. July is the busiest month to visit Port Of Spain. If you'd like a more low-key vibe, go in February.

  • Before locking in your flight from O'Hare International Airport to Piarco International Airport, consider the kind of weather you like. September is the warmest month in Port Of Spain, with temperatures ranging from 24ºC to 31ºC.

  • For cooler conditions, search for a cheap ticket from ORD to POS in February. Average temperatures are between 22ºC and 30ºC then.

Explore more of Trinidad and Tobago

  • Chaguanas is just one of the many cities in Trinidad and Tobago waiting to be discovered after you've experienced Port Of Spain. Around 19 kilometres away to the south-east, popular attractions include Redemption Worship Centre, Badra Kali Shakti Temple and Park.

  • Around 40 kilometres south of Port Of Spain, San Fernando is another favourite stop in Trinidad and Tobago. Get a taste of what this destination has to offer at Susamachar Presbyterian Church, St Paul’s Church and Cluny Eucharistic Centre.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.