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Cheap flights from Port of Spain to Illinois from $349

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 Illinois departing on 8/19. 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 Illinois

Cheap round-trip flights

Logo
9:10 am - 9:18 amPOS-ORD
25h 08m1 stop
Logo
6:44 pm - 8:00 pmORD-POS
24h 16m1 stop
$461
Find Deal
Tue, Sep 16 - Sat, Sep 20
Logo
3:51 am - 10:48 pmPOS-ORD
19h 57m2 stops
Logo
6:44 pm - 8:00 pmORD-POS
24h 16m1 stop
$470
Find Deal
Mon, Sep 15 - Sat, Sep 20
Logo
6:25 pm - 9:18 amPOS-ORD
15h 53m1 stop
Logo
10:27 am - 4:15 amORD-POS
16h 48m1 stop
$478
Find Deal
Sun, Sep 14 - Sun, Sep 21
Logo
10:10 am - 10:18 amPOS-ORD
25h 08m2 stops
Logo
10:27 am - 4:15 amORD-POS
16h 48m1 stop
$527
Find Deal
Sun, Sep 14 - Sun, Sep 21
Logo
6:25 pm - 9:18 amPOS-ORD
15h 53m1 stop
Logo
6:10 am - 8:00 pmORD-POS
12h 50m2 stops
$534
Find Deal
Sun, Sep 14 - Sun, Sep 21
United Airlines Logo
12:30 am - 11:08 amPOS-ORD
11h 38m1 stop
United Airlines Logo
10:35 am - 11:23 pmORD-POS
11h 48m1 stop
$574United Airlines
Find Deal
Sat, Sep 13 - Sun, Sep 21
United Airlines Logo
12:30 am - 7:41 amPOS-ORD
32h 11m1 stop
United Airlines Logo
4:50 pm - 12:23 amORD-POS
29h 33m1 stop
$575United Airlines
Find Deal
Wed, Oct 29 - Mon, Nov 3
American Airlines Logo
3:25 pm - 8:40 amPOS-ORD
18h 15m1 stop
American Airlines Logo
8:34 pm - 2:16 pmORD-POS
16h 42m2 stops
$578American Airlines
Find Deal
Tue, Sep 16 - Sat, Sep 20
Air Canada Logo
2:25 am - 6:54 pmPOS-ORD
17h 29m2 stops
Air Canada Logo
6:00 pm - 1:20 amORD-POS
30h 20m2 stops
$584Air Canada
Find Deal
Mon, Sep 15 - Sat, Sep 20
American Airlines Logo
7:00 am - 9:10 pmPOS-ORD
15h 10m2 stops
American Airlines Logo
6:46 am - 11:36 pmORD-POS
14h 50m2 stops
$691American Airlines
Find Deal
Thu, Oct 30 - Mon, Nov 3

United Airlines flights from Port of Spain to Illinois

Our best United Airlines deals on Port of Spain to Illinois flight tickets
United Airlines
Sep 13
POS12:30 amPort of Spain Piarco Intl
11h 38m
1 stop
ORD11:08 amChicago O'Hare Intl
Sep 21
ORD10:35 amChicago O'Hare Intl
11h 48m
1 stop
POS11:23 pmPort of Spain Piarco Intl
$574
Find similar
United Airlines
Oct 29
POS12:30 amPort of Spain Piarco Intl
32h 11m
1 stop
ORD7:41 amChicago O'Hare Intl
Nov 3
ORD4:50 pmChicago O'Hare Intl
29h 33m
1 stop
POS12:23 amPort of Spain Piarco Intl
$575
Find similar
United Airlines
Aug 16
POS12:30 amPort of Spain Piarco Intl
24h 45m
1 stop
ORD12:15 amChicago O'Hare Intl
Sep 1
ORD9:05 pmChicago O'Hare Intl
25h 18m
1 stop
POS11:23 pmPort of Spain Piarco Intl
$768
Find similar

American Airlines flights from Port of Spain to Illinois

Our best American Airlines deals on Port of Spain to Illinois flight tickets
American Airlines
Sep 16
POS3:25 pmPort of Spain Piarco Intl
18h 15m
1 stop
ORD8:40 amChicago O'Hare Intl
Sep 20
ORD8:34 pmChicago O'Hare Intl
16h 42m
2 stops
POS2:16 pmPort of Spain Piarco Intl
$578
Find similar
American Airlines
Oct 30
POS7:00 amPort of Spain Piarco Intl
15h 10m
2 stops
ORD9:10 pmChicago O'Hare Intl
Nov 3
ORD6:46 amChicago O'Hare Intl
14h 50m
2 stops
POS11:36 pmPort of Spain Piarco Intl
$691
Find similar
American Airlines
Aug 17
POS3:35 pmPort of Spain Piarco Intl
18h 29m
1 stop
ORD9:04 amChicago O'Hare Intl
Aug 31
ORD8:09 amChicago O'Hare Intl
12h 27m
2 stops
POS9:36 pmPort of Spain Piarco Intl
$721
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Port of Spain to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 4, 2025.
Use the filters below to find and compare flights from Port of Spain to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 9/16

9:10 am-9:18 am

1 stop25h 08m

Chicago O'Hare Intl

Sat 9/20

6:44 pm-8:00 pm

1 stop24h 16m

$461

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 9/15

3:51 am-10:48 pm

2 stops19h 57m

Chicago O'Hare Intl

Sat 9/20

6:44 pm-8:00 pm

1 stop24h 16m

$470

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 9/14

6:25 pm-9:18 am

1 stop15h 53m

Chicago O'Hare Intl

Sun 9/21

10:27 am-4:15 am

1 stop16h 48m

$478

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 9/14

10:10 am-10:18 am

2 stops25h 08m

Chicago O'Hare Intl

Sun 9/21

10:27 am-4:15 am

1 stop16h 48m

$527

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 9/14

6:25 pm-9:18 am

1 stop15h 53m

Chicago O'Hare Intl

Sun 9/21

6:10 am-8:00 pm

2 stops12h 50m

$534

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sat 9/13

12:30 am-11:08 am

1 stop11h 38m

Chicago O'Hare Intl

Sun 9/21

10:35 am-11:23 pm

1 stop11h 48m

$574

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 10/29

12:30 am-7:41 am

1 stop32h 11m

Chicago O'Hare Intl

Mon 11/3

4:50 pm-12:23 am

1 stop29h 33m

$575

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 9/16

3:25 pm-8:40 am

1 stop18h 15m

Chicago O'Hare Intl

Sat 9/20

8:34 pm-2:16 pm

2 stops16h 42m

$578

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 9/15

2:25 am-6:54 pm

2 stops17h 29m

Chicago O'Hare Intl

Sat 9/20

6:00 pm-1:20 am

2 stops30h 20m

$584

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 10/30

7:00 am-9:10 pm

2 stops15h 10m

Chicago O'Hare Intl

Mon 11/3

6:46 am-11:36 pm

2 stops14h 50m

$691

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

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

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 Illinois?

The cheapest day to depart from Port of Spain to Illinois is on a Tuesday when prices can be found for as low as $597. Flights from Port of Spain to Illinois on a Sunday will generally be more expensive and average around $1,058. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Port of Spain to Illinois during this time can be as low as $716. Flights at noon are often more expensive with an average ticket price of $830.

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

You could potentially save up to 22% on your flight if you consider stops on a Port of Spain to Illinois flight.

Cheap Port of Spain to Illinois flight deals and tips

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

Best Price Found

$349

Fastest flight time

10h 51m

Direct flights

None

Airports in Illinois

1 airport
The best one-way flight to Illinois from Port of Spain in the past 72 hours is $349. The best round-trip flight deal from Port of Spain to Illinois found on momondo in the last 72 hours is $461.
The fastest flight from Port of Spain to Illinois takes 10h 51m
There are no direct flights from Port of Spain to Illinois. Popular non-direct route for this connection is Port of Spain Piarco Intl Airport - Chicago O'Hare Intl Airport.
There is 1 airport near Illinois: Chicago O'Hare Intl (ORD)
Search flight deals

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

    Prices for flights from Port of Spain Piarco Intl Airport to Illinois are refreshed on a daily basis.

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

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

    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 Illinois.

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

    The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Port of Spain to Illinois

Compare and see reviews for airlines that fly from Port of Spain to Illinois with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $493Free CancellationRating
7.4
8,909 reviews
Search United Airlines flights
American AirlinesPriceFrom $561Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Port of Spain to Illinois for you.

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

Yes. momondo enables you to select and highlight flights to Illinois from Port of Spain with this policy.

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

Once you have performed a search for Port of Spain to Illinois flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

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

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