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Cheap flights from Port of Spain to Chicago from $211

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Port of Spain to Chicago departing on 1/29. 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 Port of Spain to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Port of Spain to Chicago 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 Port of Spain to Chicago.

Cheap last minute flights

Planning a quick getaway from Port of Spain to Chicago? 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 Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Port of Spain to Chicago

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

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

The cheapest plane tickets from Port of Spain to Chicago found on KAYAK recently.
10:50 am - 7:51 pmPOS-ORD
10h 01m1 stop
5:22 pm - 4:43 pmORD-POS
22h 21m2 stops
Tue, Mar 18 - Sat, Apr 5
6:01 pm - 10:36 amPOS-ORD
17h 35m1 stop
8:46 pm - 4:43 pmORD-POS
18h 57m1 stop
Sun, Mar 16 - Sat, Apr 5
2:15 pm - 12:27 amPOS-ORD
11h 12m1 stop
3:09 pm - 1:43 amORD-POS
9h 34m1 stop
$463Copa Airlines
Find Deal
Wed, Mar 19 - Sun, Apr 6
12:30 am - 10:09 amPOS-ORD
10h 39m1 stop
10:35 am - 11:23 pmORD-POS
11h 48m1 stop
$475United Airlines
Find Deal
Wed, Mar 19 - Sat, Apr 5
12:30 am - 12:15 amPOS-ORD
24h 45m1 stop
6:18 pm - 11:23 pmORD-POS
28h 05m1 stop
$477United Airlines
Find Deal
Wed, Mar 19 - Mon, Mar 24
4:35 pm - 8:59 amPOS-ORD
18h 24m1 stop
7:22 am - 11:14 pmORD-POS
13h 52m2 stops
$479American Airlines
Find Deal
Sun, Feb 2 - Fri, Feb 7
3:39 am - 12:27 amPOS-ORD
21h 48m1 stop
7:55 am - 1:41 amORD-POS
16h 46m1 stop
$501Copa Airlines
Find Deal
Wed, Mar 19 - Mon, Mar 24
4:35 pm - 8:59 amPOS-ORD
18h 24m1 stop
8:15 am - 11:14 pmORD-POS
12h 59m1 stop
$531American Airlines
Find Deal
Sun, Feb 2 - Fri, Feb 7
2:35 am - 8:12 pmPOS-ORD
18h 37m2 stops
6:30 pm - 1:35 amORD-POS
30h 05m1 stop
$786Air Canada
Find Deal
Sun, May 11 - Sun, May 25
2:35 am - 8:12 pmPOS-ORD
18h 37m2 stops
8:40 am - 1:35 amORD-POS
15h 55m2 stops
$819Air Canada
Find Deal
Sun, May 11 - Sun, May 25
2:25 pm - 12:51 amPOS-ORD
36h 26m2 stops
Wed, Jan 29
2:25 pm - 12:51 amPOS-ORD
36h 26m2 stops
Wed, Jan 29
3:36 am - 4:10 pmPOS-ORD
38h 34m3 stops
Mon, Jan 27
10:50 am - 4:10 pmPOS-ORD
31h 20m2 stops
Tue, Jan 28
9:10 am - 12:29 pmPOS-ORD
29h 19m1 stop
Wed, Jan 29
3:36 am - 12:51 amPOS-ORD
23h 15m2 stops
Tue, Jan 28
9:10 am - 4:10 pmPOS-ORD
33h 00m3 stops
Wed, Jan 29
9:10 am - 4:10 pmPOS-ORD
33h 00m3 stops
Wed, Jan 29
3:36 am - 12:11 pmPOS-ORD
10h 35m1 stop
$436Copa Airlines
Find Deal
Tue, Jan 28
1:30 am - 7:10 pmPOS-ORD
19h 40m1 stop
$445United Airlines
Find Deal
Mon, Jan 27
3:36 am - 12:11 pmPOS-ORD
10h 35m1 stop
1:57 pm - 1:33 amORD-POS
9h 36m1 stop
$463Copa Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
6:00 am - 9:53 pmPOS-ORD
17h 53m1 stop
11:55 am - 11:14 pmORD-POS
9h 19m1 stop
$475American Airlines
Find Deal
Fri, Jan 24 - Sun, Jan 26
1:30 am - 9:29 pmPOS-ORD
21h 59m1 stop
8:50 am - 12:23 amORD-POS
13h 33m1 stop
$477United Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
6:00 am - 4:14 pmPOS-ORD
12h 14m2 stops
5:00 am - 3:30 pmORD-POS
8h 30m1 stop
$479American Airlines
Find Deal
Fri, Jan 24 - Sun, Jan 26
3:36 am - 12:11 pmPOS-ORD
10h 35m1 stop
8:30 am - 1:33 amORD-POS
15h 03m2 stops
Thu, Jan 23 - Sun, Jan 26
12:10 am - 8:13 pmPOS-ORD
22h 03m2 stops
12:25 pm - 1:05 pmORD-POS
22h 40m2 stops
Thu, Jan 23 - Sun, Jan 26
2:20 pm - 11:32 pmPOS-ORD
11h 12m2 stops
3:56 pm - 8:05 pmORD-POS
26h 09m3 stops
$1,712
Find Deal
Fri, Jan 24 - Sun, Jan 26
10:00 pm - 12:51 amPOS-ORD
28h 51m3 stops
2:02 pm - 8:05 pmORD-POS
28h 03m3 stops
$1,768
Find Deal
Fri, Jan 24 - Sun, Jan 26

United Airlines flights from Port of Spain to Chicago

Our best United Airlines deals on Port of Spain to Chicago flight tickets
United Airlines
Mar 19
POS12:30 amPort of Spain Piarco Intl
10h 39m
1 stop
ORD10:09 amChicago O'Hare Intl
Apr 5
ORD10:35 amChicago O'Hare Intl
11h 48m
1 stop
POS11:23 pmPort of Spain Piarco Intl
United Airlines
Mar 19
POS12:30 amPort of Spain Piarco Intl
24h 45m
1 stop
ORD12:15 amChicago O'Hare Intl
Mar 24
ORD6:18 pmChicago O'Hare Intl
28h 05m
1 stop
POS11:23 pmPort of Spain Piarco Intl
United Airlines
Mar 17
POS12:30 amPort of Spain Piarco Intl
10h 39m
1 stop
ORD10:09 amChicago O'Hare Intl
Apr 8
ORD10:37 amChicago O'Hare Intl
11h 46m
1 stop
POS11:23 pmPort of Spain Piarco Intl

American Airlines flights from Port of Spain to Chicago

Our best American Airlines deals on Port of Spain to Chicago flight tickets
American Airlines
Jan 24
POS6:00 amPort of Spain Piarco Intl
17h 53m
1 stop
ORD9:53 pmChicago O'Hare Intl
Jan 26
ORD11:55 amChicago O'Hare Intl
9h 19m
1 stop
POS11:14 pmPort of Spain Piarco Intl
American Airlines
Feb 2
POS4:35 pmPort of Spain Piarco Intl
18h 24m
1 stop
ORD8:59 amChicago O'Hare Intl
Feb 7
ORD7:22 amChicago O'Hare Intl
13h 52m
2 stops
POS11:14 pmPort of Spain Piarco Intl
American Airlines
Feb 2
POS4:35 pmPort of Spain Piarco Intl
18h 24m
1 stop
ORD8:59 amChicago O'Hare Intl
Feb 7
ORD8:15 amChicago O'Hare Intl
12h 59m
1 stop
POS11:14 pmPort of Spain Piarco Intl

See travel insights to Chicago from

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

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 day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $597. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Port of Spain to Chicago for around $1,058.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Port of Spain to Chicago during this time can be as low as $716. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $830.

When to book flights from Port of Spain to Chicago

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

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

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

Best Price Found

$211

Fastest flight time

9h 19m

Direct flights

None

Airports in Chicago

1 airport
The best one-way flight to Chicago from Port of Spain in the past 72 hours is $211. The best round-trip flight deal from Port of Spain to Chicago found on momondo in the last 72 hours is $408.
The fastest flight from Port of Spain to Chicago takes 9h 19m
There are no direct flights from Port of Spain to Chicago. Popular non-direct route for this connection is Port of Spain Piarco Intl Airport - Chicago O'Hare Intl Airport.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

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

    Port of Spain Piarco Intl and Chicago are 2671.5 mi apart from one another. A reasonable flight in good conditions will take 9h 19m.

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

    Prices for flights from Port of Spain Piarco Intl Airport to Chicago were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Port of Spain Piarco Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago 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 Chicago. 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 Port of Spain to Chicago?


Best airlines flying from Port of Spain to Chicago

Compare and see reviews for airlines that fly from Port of Spain to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $505Free CancellationRating
7.4
8,985 reviews
Search United Airlines flights
American AirlinesPriceFrom $556Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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

Finding the right flight to Chicago from Port of Spain is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Port of Spain to Chicago flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Port of Spain and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Port of Spain to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago