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Cheap flights from Port of Spain to Chicago from $299

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 5/30. 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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0 bags

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Find the cheapest flights from Port of Spain to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Port of Spain to Chicago.
 Logo
10:10 am - 12:05 amPOS-ORD
14h 55m1 stop
 Logo
9:55 am - 6:55 pmORD-POS
32h 00m1 stop
Thu, Jun 5 - Sat, Jun 7
 Logo
3:44 am - 11:04 pmPOS-ORD
20h 20m2 stops
 Logo
8:17 am - 6:55 pmORD-POS
9h 38m1 stop
Mon, Jun 2 - Sun, Jun 8
 Logo
10:10 am - 8:50 amPOS-ORD
23h 40m1 stop
 Logo
8:17 am - 6:55 pmORD-POS
9h 38m1 stop
Sun, Jun 1 - Sun, Jun 8
 Logo
10:10 am - 9:24 amPOS-ORD
24h 14m1 stop
 Logo
7:54 am - 1:47 amORD-POS
16h 53m1 stop
Fri, May 2 - Thu, May 8
Air Canada Logo
2:25 am - 9:09 amPOS-ORD
31h 44m1 stop
Air Canada Logo
6:15 pm - 1:25 amORD-POS
54h 10m2 stops
$538Air Canada
Find Deal
Mon, Jun 2 - Wed, Jun 4
Air Canada Logo
2:25 am - 3:05 pmPOS-ORD
13h 40m1 stop
Air Canada Logo
2:00 pm - 1:25 amORD-POS
10h 25m1 stop
$544Air Canada
Find Deal
Sun, Jun 1 - Fri, Jun 6
United Airlines Logo
12:30 am - 9:55 amPOS-ORD
10h 25m1 stop
United Airlines Logo
8:10 pm - 11:23 pmORD-POS
26h 13m1 stop
$561United Airlines
Find Deal
Fri, May 30 - Tue, Jun 3
United Airlines Logo
12:30 am - 7:15 pmPOS-ORD
19h 45m1 stop
United Airlines Logo
8:10 pm - 11:23 pmORD-POS
26h 13m1 stop
$562United Airlines
Find Deal
Mon, May 19 - Tue, Jun 3
American Airlines Logo
3:05 pm - 9:00 amPOS-ORD
18h 55m1 stop
American Airlines Logo
5:00 am - 2:05 pmORD-POS
8h 05m1 stop
$563American Airlines
Find Deal
Tue, May 20 - Tue, Jun 3
American Airlines Logo
3:05 pm - 9:01 amPOS-ORD
18h 56m2 stops
American Airlines Logo
5:00 am - 2:05 pmORD-POS
8h 05m1 stop
$567American Airlines
Find Deal
Tue, May 20 - Tue, Jun 3

Air Canada flights from Port of Spain to Chicago

Our best Air Canada deals on Port of Spain to Chicago flight tickets
Air Canada
Jun 2
POS2:25 amPort of Spain Piarco Intl
31h 44m
1 stop
ORD9:09 amChicago O'Hare Intl
Jun 4
ORD6:15 pmChicago O'Hare Intl
54h 10m
2 stops
POS1:25 amPort of Spain Piarco Intl
Air Canada
Jun 1
POS2:25 amPort of Spain Piarco Intl
13h 40m
1 stop
ORD3:05 pmChicago O'Hare Intl
Jun 6
ORD2:00 pmChicago O'Hare Intl
10h 25m
1 stop
POS1:25 amPort of Spain Piarco Intl
Air Canada
Sep 22
POS2:25 amPort of Spain Piarco Intl
17h 29m
2 stops
ORD6:54 pmChicago O'Hare Intl
Sep 28
ORD8:25 pmChicago O'Hare Intl
28h 00m
1 stop
POS1:25 amPort of Spain Piarco Intl

United Airlines flights from Port of Spain to Chicago

Our best United Airlines deals on Port of Spain to Chicago flight tickets
United Airlines
May 30
POS12:30 amPort of Spain Piarco Intl
10h 25m
1 stop
ORD9:55 amChicago O'Hare Intl
Jun 3
ORD8:10 pmChicago O'Hare Intl
26h 13m
1 stop
POS11:23 pmPort of Spain Piarco Intl
United Airlines
May 19
POS12:30 amPort of Spain Piarco Intl
19h 45m
1 stop
ORD7:15 pmChicago O'Hare Intl
Jun 3
ORD8:10 pmChicago O'Hare Intl
26h 13m
1 stop
POS11:23 pmPort of Spain Piarco Intl
United Airlines
Jul 24
POS12:30 amPort of Spain Piarco Intl
32h 26m
1 stop
ORD7:56 amChicago O'Hare Intl
Aug 3
ORD9:00 pmChicago O'Hare Intl
25h 23m
1 stop
POS11:23 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

$299

Fastest flight time

9h 29m

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 $299. The best round-trip flight deal from Port of Spain to Chicago found on momondo in the last 72 hours is $485.
The fastest flight from Port of Spain to Chicago takes 9h 29m
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 29m.

  • 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 $493Free CancellationRating
7.4
8,616 reviews
Search United Airlines flights
American AirlinesPriceFrom $561Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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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