POS - ORD

$313 Find Cheap Flights from Port of Spain to Chicago - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$678
Typical prices: $573-$819
Copa Airlines
Sun 12/23Mon 12/31
POS - ORD • 1 stop
Cheapest one-way
$380
Typical prices: $298-$595
Air Canada
Mon 1/22
POS - ORD • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Port of Spain and Chicago O'Hare Intl Airport. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
April
Cheapest • 46% price drop
January
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Toronto Pearson Intl (YYZ)
Cheapest • Avg $532 (round-trip)
Newark (EWR)
Shortest trip • 10h 16m (one-way)
Insights
Insights
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We hope you love your trip to Chicago O'Hare Intl Airport!
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Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Port of Spain to Chicago

Wed, Dec 23 - Thu, Dec 31
Copa Airlines Logo
3:23 am - 12:11 amPOS  Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
22h 48m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:13 pm - 1:19 pmORD  Chicago O'Hare Intl-POS Port of Spain Piarco Intl
21h 06m1 stop Panama City Tocumen Intl
$678Copa Airlines
Tue, Oct 13 - Wed, Oct 21
Copa Airlines Logo
3:50 am - 1:59 pmPOS  Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
11h 09m1 stop Panama City Tocumen Intl
Copa Airlines Logo
8:01 am - 1:47 amORD  Chicago O'Hare Intl-POS Port of Spain Piarco Intl
16h 46m1 stop Panama City Tocumen Intl
$703Copa Airlines
Thu, Oct 1 - Mon, Oct 5
United Airlines Logo
12:30 am - 2:50 pmPOS  Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
15h 20m1 stop Houston George Bush Intcntl
United Airlines Logo
6:25 am - 11:23 pmORD  Chicago O'Hare Intl-POS Port of Spain Piarco Intl
15h 58m1 stop Houston George Bush Intcntl
$715United Airlines
Fri, Oct 2 - Mon, Oct 5
American Airlines Logo
3:06 pm - 7:53 amPOS  Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
17h 47m2 stops Miami New York LaGuardia
American Airlines Logo
5:00 am - 2:08 pmORD  Chicago O'Hare Intl-POS Port of Spain Piarco Intl
8h 08m1 stop Miami
$719American Airlines
Fri, Oct 2 - Mon, Oct 5
American Airlines Logo
3:06 pm - 9:10 amPOS  Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
19h 04m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
9:29 pm - 2:08 pmORD  Chicago O'Hare Intl-POS Port of Spain Piarco Intl
15h 39m2 stops Dallas/Fort Worth Miami
$719American Airlines
Wed, Oct 14 - Wed, Oct 21
American Airlines Logo
3:08 pm - 11:33 pmPOS  Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
9h 25m1 stop Miami
American Airlines Logo
9:00 pm - 2:08 pmORD  Chicago O'Hare Intl-POS Port of Spain Piarco Intl
16h 08m2 stops Philadelphia Miami
$725American Airlines
Wed, Oct 14 - Wed, Oct 21
American Airlines Logo
3:08 pm - 9:11 amPOS  Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
19h 03m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
9:00 pm - 2:08 pmORD  Chicago O'Hare Intl-POS Port of Spain Piarco Intl
16h 08m2 stops Philadelphia Miami
$725American Airlines
Thu, Dec 24 - Thu, Dec 31
American Airlines Logo
6:05 am - 6:23 pmPOS  Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
14h 18m2 stops Miami Dallas/Fort Worth
American Airlines Logo
8:35 am - 11:45 pmORD  Chicago O'Hare Intl-POS Port of Spain Piarco Intl
13h 10m1 stop Miami
$745American Airlines
Thu, Oct 1 - Mon, Oct 5
United Airlines Logo
12:30 am - 2:50 pmPOS  Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
15h 20m1 stop Houston George Bush Intcntl
United Airlines Logo
6:25 am - 11:23 pmORD  Chicago O'Hare Intl-POS Port of Spain Piarco Intl
15h 58m1 stop Houston George Bush Intcntl
$770United Airlines
Fri, Oct 2 - Mon, Oct 5
American Airlines Logo
3:06 pm - 7:53 amPOS  Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
17h 47m2 stops Miami New York LaGuardia
American Airlines Logo
5:00 am - 2:08 pmORD  Chicago O'Hare Intl-POS Port of Spain Piarco Intl
8h 08m1 stop Miami
$774American Airlines
Booking Insights

Price, demand and travel trends for Port of Spain to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Port of Spain to Chicago O'Hare Intl Airport with more confidence.

How much is a round-trip flight from Port of Spain to Chicago O'Hare Intl Airport?

Round-trip flights from Port of Spain to Chicago O'Hare Intl Airport start at $678. Prices are typical for this route right now, with typical round-trip fares ranging from $573 to $819. The lowest price found in the past 5 days was $678 on Copa Airlines.

What's the cheapest day of the week to fly from Port of Spain to Chicago O'Hare Intl Airport?

Wednesday is the cheapest day of the week to fly from Port of Spain to Chicago O'Hare Intl Airport, it is 19% cheaper than the average day. Thursday is the most expensive day with flight prices 18% higher than average. Based on deals found by KAYAK users in the last 12 months.

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Key details for Port of Spain to Chicago O'Hare Intl Airport flights

Low season

August

Cheapest flight

$380
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Port of Spain to Chicago O'Hare Intl Airport

When to book flights from Port of Spain to Chicago

Are your dates flexible? Find out the best times to travel from Port of Spain to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Port of Spain to Chicago O'Hare Intl Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Port of Spain to Chicago O'Hare Intl Airport?

    Flights from Port of Spain to Chicago O'Hare Intl Airport usually depart from Port of Spain Piarco Intl (POS) and arrive at Chicago O'Hare Intl (ORD).

  • What cabin classes can I book on flights from Port of Spain to Chicago O'Hare Intl Airport?

    Two cabin classes are available on flights from Port of Spain to Chicago O'Hare Intl Airport:

    • Economy Class
    • First Class

  • Which airports do connecting flights from Port of Spain to Chicago O'Hare Intl Airport pass through?

    One-stop flights from Port of Spain to Chicago O'Hare Intl Airport most commonly connect through:

    • Miami (MIA) - 32% of one-stop connections
    • Fort Lauderdale (FLL) - 17% of one-stop connections
    • Houston George Bush Intcntl (IAH) - 16% of one-stop connections
    • Panama City Tocumen Intl (PTY) - 16% of one-stop connections

    Miami (MIA) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Port of Spain to Chicago O'Hare Intl Airport?

    Yes. Being flexible with your travel dates can save you up to 32% on the Port of Spain to Chicago O'Hare Intl Airport route. Wednesday is the cheapest departure day at $563 round-trip on average, while Thursday is the most expensive at $819, a difference of $256. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

  • How long is a flight from Port of Spain to Chicago O'Hare Intl Airport?

    A nonstop flight from Port of Spain to Chicago O'Hare Intl Airport takes 0h 00m, covering 2,697 miles.

  • Do I need a passport to fly from Port of Spain to Chicago O'Hare Intl Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Port of Spain to Chicago O'Hare Intl Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $678 to $2,546. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Port of Spain to Chicago O'Hare Intl Airport looking right now?

    One-way fares from Port of Spain to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $462, which is 6% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Port of Spain to Chicago O'Hare Intl Airport?

    Flying via Newark (EWR) gives the shortest average 1-stop total travel time at 10h 16m, compared with 10h 21m via Miami (MIA) and 10h 27m via Panama City Tocumen Intl (PTY).

  • What is the time difference between Port of Spain and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 1 hour behind Port of Spain (Central Time vs Atlantic Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:
    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

  • How much should I expect to pay for a Port of Spain to Chicago O'Hare Intl Airport flight?

    Round-trip flights from Port of Spain to Chicago O'Hare Intl Airport range from $573 to $819, with an average of $691 over the past 12 months. Anything below $573 counts as a good deal.

Your guide to booking Port of Spain to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Thursday. On this route, Wednesday flights average $563 - about $256 less than Thursday (31% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Port of Spain to Chicago O'Hare Intl Airport trip for April. Fares historically average $375 round-trip in that month - typically $468 less than the most expensive month, which is May (based on the last 12 months).

More options for your flight from Port of Spain to Chicago

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