Cheap flights from Trinidad and Tobago to Illinois from $441

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 7/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Trinidad and Tobago to Illinois

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

Enter your travel dates to find the best prices.
Air Canada Logo
1:25 am - 4:57 pm
POS
-
ORD
16h 32m
1 stop
Air Canada Logo
9:50 am - 12:15 am
ORD
-
POS
13h 25m
1 stop
$605Air Canada
Mon, Aug 31 - Mon, Sep 7
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
Air Canada Logo
8:40 pm - 12:15 am
ORD
-
POS
26h 35m
1 stop
$632Air Canada
Wed, Jul 8 - Thu, Jul 16
Air Canada Logo
1:25 am - 10:16 am
POS
-
ORD
33h 51m
2 stops
Air Canada Logo
9:50 am - 12:15 am
ORD
-
POS
13h 25m
1 stop
$635Air Canada
Wed, Jul 1 - Sun, Jul 5
Multiple Airlines Logo
8:00 pm - 8:47 am
POS
-
ORD
13h 47m
1 stop
Multiple Airlines Logo
8:40 pm - 12:15 am
ORD
-
POS
26h 35m
1 stop
$637Multiple Airlines
Tue, Aug 4 - Tue, Aug 11
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
Air Canada Logo
2:15 pm - 12:15 am
ORD
-
POS
9h 00m
1 stop
$649Air Canada
Wed, Jul 8 - Wed, Jul 22
Multiple Airlines Logo
1:25 am - 6:47 pm
POS
-
ORD
18h 22m
2 stops
Multiple Airlines Logo
6:27 pm - 1:34 pm
ORD
-
POS
18h 07m
1 stop
$657Multiple Airlines
Mon, Aug 3 - Tue, Aug 11
United Airlines Logo
12:30 am - 10:07 am
POS
-
STL
10h 37m
1 stop
United Airlines Logo
2:57 pm - 11:23 pm
STL
-
POS
31h 26m
1 stop
$690United Airlines
Thu, Jul 16 - Sun, Aug 2
American Airlines Logo
7:00 am - 10:54 pm
POS
-
STL
16h 54m
1 stop
American Airlines Logo
6:14 am - 10:33 pm
STL
-
POS
15h 19m
2 stops
$759American Airlines
Fri, Jul 10 - Fri, Jul 24
United Airlines Logo
12:30 am - 8:40 pm
POS
-
STL
21h 10m
1 stop
United Airlines Logo
11:10 am - 11:23 pm
STL
-
POS
11h 13m
1 stop
$764United Airlines
Thu, Jul 9 - Fri, Jul 24
American Airlines Logo
7:00 am - 9:21 pm
POS
-
STL
15h 21m
2 stops
American Airlines Logo
6:14 am - 10:33 pm
STL
-
POS
15h 19m
2 stops
$809American Airlines
Thu, Jul 9 - Fri, Jul 24

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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 6
POS2:00 amPort of Spain Piarco Intl
13h 45m
1 stop
ORD2:45 pmChicago O'Hare Intl
Sep 15
ORD8:50 amChicago O'Hare Intl
13h 33m
1 stop
POS11:23 pmPort of Spain Piarco Intl
$690
United Airlines
Jul 11
POS12:30 amPort of Spain Piarco Intl
25h 15m
1 stop
ORD12:45 amChicago O'Hare Intl
Jul 16
ORD12:40 pmChicago O'Hare Intl
9h 43m
1 stop
POS11:23 pmPort of Spain Piarco Intl
$691
United Airlines
Jul 22
POS2:00 amPort of Spain Piarco Intl
10h 04m
1 stop
ORD11:04 amChicago O'Hare Intl
Jul 27
ORD8:51 amChicago O'Hare Intl
13h 32m
1 stop
POS11:23 pmPort of Spain Piarco Intl
$692

American Airlines flights from Trinidad and Tobago to Illinois

Our best American Airlines deals on Trinidad and Tobago to Illinois flight tickets
American Airlines
Aug 18
POS7:00 amPort of Spain Piarco Intl
15h 57m
2 stops
ORD9:57 pmChicago O'Hare Intl
Aug 24
ORD10:53 amChicago O'Hare Intl
11h 25m
2 stops
POS11:18 pmPort of Spain Piarco Intl
$696
American Airlines
Jul 9
POS7:00 amPort of Spain Piarco Intl
16h 00m
2 stops
ORD10:00 pmChicago O'Hare Intl
Jul 22
ORD8:00 amChicago O'Hare Intl
13h 33m
2 stops
POS10:33 pmPort of Spain Piarco Intl
$697
American Airlines
Jul 1
POS7:01 amPort of Spain Piarco Intl
17h 29m
1 stop
ORD11:30 pmChicago O'Hare Intl
Jul 15
ORD8:00 amChicago O'Hare Intl
13h 33m
2 stops
POS10:33 pmPort of Spain Piarco Intl
$735

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 June 21, 2026.
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

Cheapest round-trip

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 8/31

1:25 am-4:57 pm

1 stop16h 32m

Chicago O'Hare Intl

Mon 9/7

9:50 am-12:15 am

1 stop13h 25m

$605

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 7/8

1:25 am-1:22 pm

1 stop12h 57m

Chicago O'Hare Intl

Thu 7/16

8:40 pm-12:15 am

1 stop26h 35m

$632

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 7/1

1:25 am-10:16 am

2 stops33h 51m

Chicago O'Hare Intl

Sun 7/5

9:50 am-12:15 am

1 stop13h 25m

$635

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 8/4

8:00 pm-8:47 am

1 stop13h 47m

Chicago O'Hare Intl

Tue 8/11

8:40 pm-12:15 am

1 stop26h 35m

$637
Quickest round-trip

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 7/8

1:25 am-1:22 pm

1 stop12h 57m

Chicago O'Hare Intl

Wed 7/22

2:15 pm-12:15 am

1 stop9h 00m

$649

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 8/3

1:25 am-6:47 pm

2 stops18h 22m

Chicago O'Hare Intl

Tue 8/11

6:27 pm-1:34 pm

1 stop18h 07m

$657

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Thu 7/16

12:30 am-10:07 am

1 stop10h 37m

Lambert-St Louis

Sun 8/2

2:57 pm-11:23 pm

1 stop31h 26m

$690

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Fri 7/10

7:00 am-10:54 pm

1 stop16h 54m

Lambert-St Louis

Fri 7/24

6:14 am-10:33 pm

2 stops15h 19m

$759

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Thu 7/9

12:30 am-8:40 pm

1 stop21h 10m

Lambert-St Louis

Fri 7/24

11:10 am-11:23 pm

1 stop11h 13m

$764

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Thu 7/9

7:00 am-9:21 pm

2 stops15h 21m

Lambert-St Louis

Fri 7/24

6:14 am-10:33 pm

2 stops15h 19m

$809

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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 month to fly to Illinois?

The cheapest month to fly to Illinois from Trinidad and Tobago is in June. Flight prices, which tend to average around $0, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of June, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $0.

Can stopping save me money on Trinidad and Tobago to Illinois flights?

You could potentially save up to 33% 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

Fastest flight time

13h 52m

Direct flights

None
The fastest flight from Trinidad and Tobago to Illinois takes 13h 52m
There are no direct flights from Trinidad and Tobago to Illinois. There are no popular flight routes from Trinidad and Tobago to Illinois.

Frequently asked questions about flying from Trinidad and Tobago to Illinois

  • 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 $572Free CancellationRating
7.4
9,868 reviews
Search United Airlines flights
American AirlinesPriceFrom $573Free CancellationRating
7.1
11,722 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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1 adult
Tue 7/21
Tue 7/28

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