￥61,900 Cheap Flights from Port of Spain (POS) to Chicago (ORD)

View ￥61,900 flight on Thu, Sep 4, 2025Opens in a new window

Popular airlines from Piarco Intl. Airport (POS) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Port of Spain to Chicago (POS-ORD)

Prices were available within the past 7 days and start at ￥61,900 for one-way flights and ￥101,610 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sun, Sep 14 - Fri, Sep 19
POS
Trinidad
ORD
Chicago
￥101,610 Roundtrip, found 1 day ago
￥101,610
Roundtrip
found 1 day ago
Select United flight, departing Sun, Sep 14 from Trinidad to Chicago, returning Fri, Sep 19, priced at ￥101,610 found 1 day ago
American Airlines
Sun, Sep 14 - Fri, Sep 19
POS
Trinidad
ORD
Chicago
￥102,400 Roundtrip, found 1 day ago
￥102,400
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Sep 14 from Trinidad to Chicago, returning Fri, Sep 19, priced at ￥102,400 found 1 day ago
Copa
Sun, Sep 14 - Fri, Sep 19
POS
Trinidad
ORD
Chicago
￥103,650 Roundtrip, found 1 day ago
￥103,650
Roundtrip
found 1 day ago
Select Copa flight, departing Sun, Sep 14 from Trinidad to Chicago, returning Fri, Sep 19, priced at ￥103,650 found 1 day ago
United
Sun, Sep 14 - Fri, Sep 19
POS
Trinidad
ORD
Chicago
￥108,250 Roundtrip, found 1 day ago
￥108,250
Roundtrip
found 1 day ago
Select United flight, departing Sun, Sep 14 from Trinidad to Chicago, returning Fri, Sep 19, priced at ￥108,250 found 1 day ago
American Airlines
Sun, Sep 14 - Fri, Sep 19
POS
Trinidad
ORD
Chicago
￥125,120 Roundtrip, found 1 day ago
￥125,120
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Sep 14 from Trinidad to Chicago, returning Fri, Sep 19, priced at ￥125,120 found 1 day ago
United
Sun, Sep 14 - Fri, Sep 19
POS
Trinidad
ORD
Chicago
￥214,110 Roundtrip, found 1 day ago
￥214,110
Roundtrip
found 1 day ago
Select United flight, departing Sun, Sep 14 from Trinidad to Chicago, returning Fri, Sep 19, priced at ￥214,110 found 1 day ago
Caribbean Airlines
Sun, Sep 14 - Fri, Sep 19
POS
Trinidad
ORD
Chicago
￥499,590 Roundtrip, found 1 day ago
￥499,590
Roundtrip
found 1 day ago
Select Caribbean Airlines flight, departing Sun, Sep 14 from Trinidad to Chicago, returning Fri, Sep 19, priced at ￥499,590 found 1 day ago
Caribbean Airlines
Sun, Sep 14 - Fri, Sep 19
POS
Trinidad
ORD
Chicago
￥905,990 Roundtrip, found 1 day ago
￥905,990
Roundtrip
found 1 day ago
Select Caribbean Airlines flight, departing Sun, Sep 14 from Trinidad to Chicago, returning Fri, Sep 19, priced at ￥905,990 found 1 day ago

Find the cheapest month to fly from Piarco (POS) to Chicago (ORD)

February is typically the cheapest month to fly

From ￥70,098 - ￥158,073 per traveler.

Graph displaying average flight prices per month

Flights from Port of Spain (POS) to Chicago (ORD)
Origin airport
Piarco Intl.
Destination airport
O'Hare Intl.
Roundtrip price
￥101,610
Distance
4316 km

Port of Spain to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Port of Spain to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with POS to ORD flights that won’t make your bank account wince. Ready to temporarily leave behind Port of Spain for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to ORD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from Piarco Intl. Airport to O'Hare Airport?
If you're planning on traveling between POS and ORD, round-trip journeys start from ￥101,610. This price is based on fares available within the last 7 days on Expedia for flights departing within the next year, so don't let a good deal slip through your fingers. Book now and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Piarco Intl. Airport to ORD?
We get that life can throw the odd curveball, so we've made it as simple as possible for you to cancel your flight online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from Piarco Intl. Airport to ORD that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Piarco Intl. Airport (POS) to ORD flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from Piarco Intl. Airport (POS) to O'Hare Airport?
From Piarco Intl. Airport (POS) to ORD, you'll be airborne for about 9 hours and 43 minutes. If you've been looking forward to finishing that epic novel, now's the time to do it.
How far is the flight from Piarco Intl. Airport (POS) to ORD?
Piarco to Chicago is around 4,300 kilometers, so get ready to spend a while in the air. Make sure you pack all the essentials, from your earplugs to your eye mask. Throw in a few snacks to nibble on throughout your journey too.
Which airlines fly direct from Piarco Intl. Airport to ORD?
If you want to travel straight from POS to O'Hare Intl. Airport (ORD), you'll have to book a flight with one or more stops. Unfortunately, there are no airlines that fly directly between these airports.
Are Piarco Intl. Airport (POS) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes score a bargain, with some of the cheapest airfares from Piarco Intl. Airport to O'Hare Intl. Airport (ORD) appearing a few weeks before the departure date. If you'd rather book ahead, Expedia compares and updates all the best flight deals frequently — as early as a year in advance in some cases. It depends on the carrier though, as not every airline advertises prices that far in advance.

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