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Cheap flights from Chicago to Port of Spain from $220

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Port of Spain departing on 1/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Port of Spain

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Port of Spain that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Port of Spain.

Cheap last minute flights

Planning a quick getaway from Chicago to Port of Spain? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Port of Spain, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Port of Spain

Find recent round-trip train or bus tickets from Chicago to Port of Spain.

All round-trip flight deals to Port of Spain

The cheapest plane tickets to Port of Spain found on KAYAK recently.
11:55 am - 11:14 pmORD-POS
9h 19m1 stop
6:00 am - 4:17 pmPOS-ORD
12h 17m1 stop
$487American Airlines
Find Deal
Fri, Jan 17 - Mon, Jan 27
7:00 am - 11:14 pmORD-POS
14h 14m2 stops
6:00 am - 4:14 pmPOS-ORD
12h 14m2 stops
$492American Airlines
Find Deal
Fri, Jan 17 - Mon, Jan 27
3:10 pm - 1:43 amORD-POS
9h 33m1 stop
2:16 pm - 12:21 amPOS-ORD
11h 05m1 stop
$493Copa Airlines
Find Deal
Fri, Apr 11 - Sat, Apr 19
6:54 pm - 2:03 pmORD-POS
18h 09m1 stop
3:18 pm - 12:23 pmPOS-ORD
22h 05m1 stop
$498American Airlines
Find Deal
Mon, Mar 10 - Tue, Mar 18
7:55 am - 1:41 amORD-POS
16h 46m1 stop
2:16 pm - 12:21 amPOS-ORD
11h 05m1 stop
$571Copa Airlines
Find Deal
Fri, Mar 28 - Fri, Apr 4
7:35 am - 12:23 amORD-POS
14h 48m1 stop
1:30 am - 11:25 amPOS-ORD
11h 55m1 stop
$577United Airlines
Find Deal
Fri, Jan 17 - Sun, Jan 26
10:14 am - 2:41 amORD-POS
14h 27m1 stop
10:05 pm - 9:18 amPOS-ORD
13h 13m1 stop
$645JetBlue
Find Deal
Tue, Dec 10 - Tue, Dec 17
8:14 pm - 6:25 pmORD-POS
20h 11m2 stops
3:38 am - 12:16 pmPOS-ORD
10h 38m1 stop
Mon, Dec 23 - Thu, Dec 26
7:35 am - 12:23 amORD-POS
14h 48m1 stop
1:30 am - 5:01 pmPOS-ORD
17h 31m1 stop
$750United Airlines
Find Deal
Tue, Dec 10 - Mon, Dec 16
8:14 pm - 6:25 pmORD-POS
20h 11m2 stops
7:40 am - 11:58 pmPOS-ORD
18h 18m3 stops
Mon, Dec 23 - Sat, Dec 28
8:05 am - 11:14 pmORD-POS
13h 09m2 stops
$220American Airlines
Find Deal
Thu, Jan 30
3:04 pm - 1:41 amORD-POS
9h 37m1 stop
$262Copa Airlines
Find Deal
Sun, Mar 9
9:15 am - 12:23 amORD-POS
13h 08m1 stop
$265United Airlines
Find Deal
Sat, Mar 8
1:00 pm - 2:09 pmORD-POS
23h 09m1 stop
Sat, Dec 28
9:35 pm - 2:09 pmORD-POS
38h 34m2 stops
Fri, Dec 27
8:25 pm - 2:03 pmORD-POS
16h 38m2 stops
$308American Airlines
Find Deal
Sun, Mar 9
8:25 pm - 2:03 pmORD-POS
15h 38m2 stops
$341American Airlines
Find Deal
Sat, Mar 8
9:29 pm - 12:23 amORD-POS
24h 54m1 stop
$451United Airlines
Find Deal
Fri, Dec 27
11:55 am - 1:41 amORD-POS
35h 46m3 stops
$1,461Turkish Airlines
Find Deal
Sat, Mar 8
11:55 am - 1:33 amORD-POS
35h 38m3 stops
$1,870Turkish Airlines
Find Deal
Thu, Jan 30
7:39 pm - 8:00 pmORD-POS
22h 21m1 stop
10:50 am - 9:04 amPOS-ORD
24h 14m1 stop
Sun, Nov 24 - Tue, Nov 26
4:45 pm - 8:00 pmORD-POS
25h 15m2 stops
10:50 am - 7:26 pmPOS-ORD
10h 36m1 stop
Sun, Nov 24 - Tue, Nov 26
4:45 pm - 8:00 pmORD-POS
25h 15m3 stops
10:50 am - 7:26 pmPOS-ORD
10h 36m1 stop
Sun, Nov 24 - Tue, Nov 26
4:45 pm - 8:00 pmORD-POS
25h 15m2 stops
10:50 am - 4:10 pmPOS-ORD
31h 20m3 stops
Sun, Nov 24 - Tue, Nov 26
4:45 pm - 8:00 pmORD-POS
25h 15m3 stops
10:50 am - 4:10 pmPOS-ORD
31h 20m3 stops
Sun, Nov 24 - Tue, Nov 26
7:00 am - 10:48 pmORD-POS
13h 48m1 stop
4:17 pm - 9:04 amPOS-ORD
18h 47m1 stop
$987American Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 30
7:00 am - 10:48 pmORD-POS
13h 48m2 stops
6:54 am - 9:38 pmPOS-ORD
16h 44m2 stops
$992American Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 30
12:45 pm - 12:23 amORD-POS
9h 38m1 stop
1:30 am - 5:01 pmPOS-ORD
17h 31m1 stop
$1,027United Airlines
Find Deal
Sun, Nov 24 - Mon, Nov 25
7:39 pm - 8:00 pmORD-POS
22h 21m1 stop
3:38 am - 4:50 pmPOS-ORD
15h 12m2 stops
$1,091
Find Deal
Sat, Nov 23 - Fri, Nov 29
5:15 pm - 12:23 amORD-POS
29h 08m1 stop
1:30 am - 12:31 pmPOS-ORD
13h 01m1 stop
$1,117United Airlines
Find Deal
Sat, Nov 23 - Fri, Nov 29

American Airlines flights from Chicago to Port of Spain

Our best American Airlines deals on Chicago to Port of Spain flight tickets
American Airlines
Jan 17
ORD11:55 amChicago O'Hare Intl
9h 19m
1 stop
POS11:14 pmPort of Spain Piarco Intl
Jan 27
POS6:00 amPort of Spain Piarco Intl
12h 17m
1 stop
ORD4:17 pmChicago O'Hare Intl
American Airlines
Jan 17
ORD7:00 amChicago O'Hare Intl
14h 14m
2 stops
POS11:14 pmPort of Spain Piarco Intl
Jan 27
POS6:00 amPort of Spain Piarco Intl
12h 14m
2 stops
ORD4:14 pmChicago O'Hare Intl
American Airlines
Mar 10
ORD6:54 pmChicago O'Hare Intl
18h 09m
1 stop
POS2:03 pmPort of Spain Piarco Intl
Mar 18
POS3:18 pmPort of Spain Piarco Intl
22h 05m
1 stop
ORD12:23 pmChicago O'Hare Intl

Copa Airlines flights from Chicago to Port of Spain

Our best Copa Airlines deals on Chicago to Port of Spain flight tickets
Copa Airlines
Apr 11
ORD3:10 pmChicago O'Hare Intl
9h 33m
1 stop
POS1:43 amPort of Spain Piarco Intl
Apr 19
POS2:16 pmPort of Spain Piarco Intl
11h 05m
1 stop
ORD12:21 amChicago O'Hare Intl
Copa Airlines
Mar 28
ORD7:55 amChicago O'Hare Intl
16h 46m
1 stop
POS1:41 amPort of Spain Piarco Intl
Apr 4
POS2:16 pmPort of Spain Piarco Intl
11h 05m
1 stop
ORD12:21 amChicago O'Hare Intl
Copa Airlines
Mar 9
ORD7:55 amChicago O'Hare Intl
16h 46m
1 stop
POS1:41 amPort of Spain Piarco Intl
Mar 15
POS3:39 amPort of Spain Piarco Intl
10h 32m
1 stop
ORD1:11 pmChicago O'Hare Intl

See travel insights to Port of Spain from

How to get the cheapest flight ticket from Chicago to Port of Spain

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Chicago to Port of Spain?

January. The cheapest time of year to fly to Port of Spain from Chicago is January. Most expensive is March

What is the cheapest day to depart Chicago for Port of Spain?

Sunday. The cheapest day of the week is typically Sunday. The most expensive is typically Monday

When is the cheapest time to fly from Chicago to Port of Spain?

In the afternoon. Chicago to Port of Spain flights are approximately 37% more expensive in the evening than in the afternoon

What is the cheapest Chicago to Port of Spain flight route?

Chicago O'Hare Intl - Port of Spain Piarco Intl. Fly from Chicago O'Hare Intl to Port of Spain Piarco Intl for the best Chicago - Port of Spain flight prices

Can stopping save me money on Chicago to Port of Spain flights?

No. A direct flight is the cheapest option for a flight between Chicago to Port of Spain.

When to book flights from Chicago to Port of Spain

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Port of Spain according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Port of Spain (CHI to POS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Port of Spain

Best Price Found

$220

Fastest flight time

8h 03m

Direct flights

None

Airports in Port of Spain

1 airport
The best one-way flight to Port of Spain from Chicago in the past 72 hours is $220. The best round-trip flight deal from Chicago to Port of Spain found on momondo in the last 72 hours is $487.
The fastest flight from Chicago to Port of Spain takes 8h 03m
There are no direct flights from Chicago to Port of Spain. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Port of Spain Piarco Intl Airport.
There is 1 airport near Port of Spain: Port of Spain Piarco Intl (POS)

  • How far is Chicago to Port of Spain Piarco Intl by plane?

    Port of Spain Piarco Intl is 2671.5 mi away from Chicago. 8h 03m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago to Port of Spain Piarco Intl Airport?

    Prices for flights from Chicago to Port of Spain Piarco Intl Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Port of Spain Piarco Intl Airport?

  • How old do you have to be to fly from Chicago to Port of Spain Piarco Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Port of Spain Piarco Intl Airport.

  • What documentation or ID do you need to fly to Port of Spain Piarco Intl Airport?

    The travel and health documents required for your trip to Port of Spain Piarco Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Port of Spain Piarco Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Port of Spain?


Best airlines flying from Chicago to Port of Spain

Compare and see reviews for airlines that fly from Chicago to Port of Spain with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $426Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Copa AirlinesPriceFrom $430Free CancellationRating
7.7
1,785 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $478Free CancellationRating
7.4
9,173 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Port of Spain?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Port of Spain. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Port of Spain with flexible booking policies on momondo?

Flights from Chicago to Port of Spain with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Port of Spain?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Port of Spain from Chicago.

I’m not ready to book a flight from Chicago to Port of Spain right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Port of Spain, momondo offers a useful price alert feature which will track prices for flights to Port of Spain from Chicago and alert you when they change.


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