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Cheap flights from Trinidad and Tobago to Illinois from $264

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Trinidad and Tobago to Illinois departing on 9/25. 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 Trinidad and Tobago to Illinois

Recent round-trip flight deals from Trinidad and Tobago to Illinois

Logo
6:25 pm - 9:18 amPOS-ORD
15h 53m1 stop
Logo
7:11 pm - 8:00 pmORD-POS
23h 49m1 stop
$470
Find Deal
Thu, Oct 16 - Sat, Oct 25
Logo
6:25 pm - 9:18 amPOS-ORD
15h 53m1 stop
Logo
7:11 pm - 8:00 pmORD-POS
23h 49m1 stop
$478
Find Deal
Thu, Oct 16 - Sat, Oct 25
Logo
9:10 am - 9:18 amPOS-ORD
25h 08m1 stop
Logo
10:27 am - 1:46 amORD-POS
14h 19m2 stops
$508
Find Deal
Fri, Sep 26 - Fri, Oct 3
Air Canada Logo
2:25 am - 6:54 pmPOS-ORD
17h 29m2 stops
Air Canada Logo
6:20 pm - 1:20 amORD-POS
30h 00m1 stop
$558Air Canada
Find Deal
Fri, Sep 26 - Sat, Oct 4
Copa Airlines Logo
2:23 pm - 12:05 amPOS-ORD
11h 42m1 stop
Copa Airlines Logo
2:13 pm - 1:44 amORD-POS
9h 31m1 stop
$562Copa Airlines
Find Deal
Fri, Dec 12 - Sat, Jan 17
United Airlines Logo
12:30 am - 9:36 pmPOS-ORD
22h 06m1 stop
United Airlines Logo
5:50 pm - 11:23 pmORD-POS
28h 33m1 stop
$572United Airlines
Find Deal
Thu, Sep 25 - Fri, Oct 3
United Airlines Logo
1:30 am - 12:34 pmPOS-ORD
13h 04m1 stop
United Airlines Logo
8:50 am - 12:23 amORD-POS
13h 33m1 stop
$574United Airlines
Find Deal
Thu, Dec 11 - Sat, Jan 17
American Airlines Logo
7:00 am - 9:23 pmPOS-ORD
15h 23m1 stop
American Airlines Logo
8:45 am - 9:20 pmORD-POS
11h 35m2 stops
$578American Airlines
Find Deal
Thu, Oct 16 - Sat, Oct 25
Air Canada Logo
2:15 am - 6:55 pmPOS-ORD
42h 40m2 stops
Air Canada Logo
8:15 pm - 1:10 amORD-POS
26h 55m1 stop
$584Air Canada
Find Deal
Thu, Dec 11 - Sat, Jan 17
American Airlines Logo
3:25 pm - 11:56 pmPOS-STL
9h 31m1 stop
American Airlines Logo
5:23 am - 9:20 pmSTL-POS
14h 57m1 stop
$612American Airlines
Find Deal
Wed, Oct 8 - Tue, Oct 14

Copa Airlines flights from Trinidad and Tobago to Illinois

Our best Copa Airlines deals on Trinidad and Tobago to Illinois flight tickets
Copa Airlines
Dec 12
POS2:23 pmPort of Spain Piarco Intl
11h 42m
1 stop
ORD12:05 amChicago O'Hare Intl
Jan 17
ORD2:13 pmChicago O'Hare Intl
9h 31m
1 stop
POS1:44 amPort of Spain Piarco Intl
$562
Find similar
Copa Airlines
Aug 21
POS3:49 amPort of Spain Piarco Intl
10h 52m
1 stop
ORD1:41 pmChicago O'Hare Intl
Aug 29
ORD3:07 pmChicago O'Hare Intl
9h 39m
1 stop
POS1:46 amPort of Spain Piarco Intl
$938
Find similar

United Airlines flights from Trinidad and Tobago to Illinois

Our best United Airlines deals on Trinidad and Tobago to Illinois flight tickets
United Airlines
Sep 25
POS12:30 amPort of Spain Piarco Intl
22h 06m
1 stop
ORD9:36 pmChicago O'Hare Intl
Oct 3
ORD5:50 pmChicago O'Hare Intl
28h 33m
1 stop
POS11:23 pmPort of Spain Piarco Intl
$572
Find similar
United Airlines
Dec 11
POS1:30 amPort of Spain Piarco Intl
13h 04m
1 stop
ORD12:34 pmChicago O'Hare Intl
Jan 17
ORD8:50 amChicago O'Hare Intl
13h 33m
1 stop
POS12:23 amPort of Spain Piarco Intl
$574
Find similar
United Airlines
Oct 7
POS12:30 amPort of Spain Piarco Intl
19h 27m
1 stop
STL6:57 pmLambert-St Louis
Oct 14
STL3:23 pmLambert-St Louis
31h 00m
2 stops
POS11:23 pmPort of Spain Piarco Intl
$611
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Trinidad and Tobago 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 13, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago 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

Thu 10/16

6:25 pm-9:18 am

1 stop15h 53m

Chicago O'Hare Intl

Sat 10/25

7:11 pm-8:00 pm

1 stop23h 49m

$470

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 10/16

6:25 pm-9:18 am

1 stop15h 53m

Chicago O'Hare Intl

Sat 10/25

7:11 pm-8:00 pm

1 stop23h 49m

$478

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 9/26

9:10 am-9:18 am

1 stop25h 08m

Chicago O'Hare Intl

Fri 10/3

10:27 am-1:46 am

2 stops14h 19m

$508

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 9/26

2:25 am-6:54 pm

2 stops17h 29m

Chicago O'Hare Intl

Sat 10/4

6:20 pm-1:20 am

1 stop30h 00m

$558

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 12/12

2:23 pm-12:05 am

1 stop11h 42m

Chicago O'Hare Intl

Sat 1/17

2:13 pm-1:44 am

1 stop9h 31m

$562

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 9/25

12:30 am-9:36 pm

1 stop22h 06m

Chicago O'Hare Intl

Fri 10/3

5:50 pm-11:23 pm

1 stop28h 33m

$572

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 12/11

1:30 am-12:34 pm

1 stop13h 04m

Chicago O'Hare Intl

Sat 1/17

8:50 am-12:23 am

1 stop13h 33m

$574

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 10/16

7:00 am-9:23 pm

1 stop15h 23m

Chicago O'Hare Intl

Sat 10/25

8:45 am-9:20 pm

2 stops11h 35m

$578

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 12/11

2:15 am-6:55 pm

2 stops42h 40m

Chicago O'Hare Intl

Sat 1/17

8:15 pm-1:10 am

1 stop26h 55m

$584

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Wed 10/8

3:25 pm-11:56 pm

1 stop9h 31m

Lambert-St Louis

Tue 10/14

5:23 am-9:20 pm

1 stop14h 57m

$612

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Trinidad and Tobago 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 Trinidad and Tobago to Illinois is on a Tuesday when prices can be found for as low as $597. Flights from Trinidad and Tobago 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 Trinidad and Tobago 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 Trinidad and Tobago to Illinois flights?

You could potentially save up to 22% on your flight if you consider stops on a Trinidad and Tobago to Illinois flight.

Cheap Trinidad and Tobago to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Trinidad and Tobago to Illinois

Best Price Found

$264

Fastest flight time

9h 22m

Direct flights

None

Airports in Illinois

2 airports
The best one-way flight to Illinois from Trinidad and Tobago in the past 72 hours is $264. The best round-trip flight deal from Trinidad and Tobago to Illinois found on momondo in the last 72 hours is $470.
The fastest flight from Trinidad and Tobago to Illinois takes 9h 22m
There are no direct flights from Trinidad and Tobago to Illinois. Popular non-direct routes for this connection are Port of Spain Piarco Intl Airport - Chicago O'Hare Intl Airport and Port of Spain Piarco Intl Airport - Lambert-St Louis Airport.
There are 2 airports near Illinois: Chicago O'Hare Intl (ORD), Lambert-St Louis (STL)
Search flight deals

  • When did momondo last update prices for flights from Trinidad and Tobago to Illinois?

    Prices for flights from Trinidad and Tobago to Illinois refresh daily.

  • How many operators does momondo search for flights from Trinidad and Tobago to Illinois?

  • How old do you have to be to fly from Trinidad and Tobago to Illinois?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Trinidad and Tobago to Illinois.

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

    The required travel and health documents for your Illinois trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Illinois. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Trinidad and Tobago to Illinois

Compare and see reviews for airlines that fly from Trinidad and Tobago to Illinois with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $505Free CancellationRating
7.4
8,920 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 Trinidad and Tobago 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 Trinidad and Tobago to Illinois for you.

Can I find flights from Trinidad and Tobago to Illinois with flexible booking policies on momondo?

momondo does allow users to show only those flights to Illinois from Trinidad and Tobago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Trinidad and Tobago to Illinois?

Once you have performed a search for Trinidad and Tobago 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 Trinidad and Tobago to Illinois right now. Can momondo alert me if prices change?

Price alerts on flights to Illinois from Trinidad and Tobago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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