Cheap flights from Trinidad and Tobago to Illinois from $253

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 6/8. 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
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

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:10 am - 12:25 pm
POS
-
ORD
27h 15m
1 stop
Multiple Airlines Logo
1:50 pm - 6:55 pm
ORD
-
POS
52h 05m
2 stops
$528Multiple Airlines
Mon, Jun 8 - Mon, Jun 15
Multiple Airlines Logo
10:10 am - 12:43 pm
POS
-
ORD
27h 33m
1 stop
Multiple Airlines Logo
5:10 am - 8:00 pm
ORD
-
POS
13h 50m
1 stop
$540Multiple Airlines
Thu, Jun 11 - Thu, Jun 18
Multiple Airlines Logo
10:10 am - 12:25 pm
POS
-
ORD
27h 15m
1 stop
Multiple Airlines Logo
5:05 am - 8:00 pm
ORD
-
POS
13h 55m
1 stop
$550Multiple Airlines
Mon, Jun 8 - Mon, Jun 15
Multiple Airlines Logo
9:10 am - 8:03 am
POS
-
ORD
23h 53m
2 stops
Multiple Airlines Logo
5:10 am - 8:00 pm
ORD
-
POS
13h 50m
1 stop
$556Multiple Airlines
Thu, Jun 11 - Thu, Jun 18
Air Canada Logo
1:25 am - 6:47 pm
POS
-
ORD
18h 22m
2 stops
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
$582Air Canada
Fri, Jun 5 - Thu, Jun 11
Air Canada Logo
1:25 am - 12:16 pm
POS
-
STL
11h 51m
1 stop
Air Canada Logo
2:15 pm - 12:15 am
STL
-
POS
9h 00m
1 stop
$625Air Canada
Sun, Jun 7 - Fri, Jun 12
United Airlines Logo
12:30 am - 5:42 pm
POS
-
STL
18h 12m
1 stop
United Airlines Logo
11:10 am - 11:23 pm
STL
-
POS
11h 13m
1 stop
$692United Airlines
Wed, May 27 - Thu, Jun 11
American Airlines Logo
7:00 am - 11:59 pm
POS
-
STL
17h 59m
2 stops
American Airlines Logo
8:36 am - 11:00 pm
STL
-
POS
13h 24m
2 stops
$697American Airlines
Thu, May 28 - Thu, Jun 11
United Airlines Logo
12:30 am - 9:16 pm
POS
-
STL
21h 46m
2 stops
United Airlines Logo
7:22 am - 12:50 am
STL
-
POS
16h 28m
2 stops
$716United Airlines
Fri, Jun 19 - Sun, Jun 28
American Airlines Logo
7:00 am - 10:58 pm
POS
-
STL
16h 58m
1 stop
American Airlines Logo
5:16 am - 2:11 pm
STL
-
POS
7h 55m
1 stop
$743American Airlines
Wed, May 27 - Wed, Jun 10

United Airlines flights from Trinidad and Tobago to Illinois

Our best United Airlines deals on Trinidad and Tobago to Illinois flight tickets
United Airlines
May 27
POS12:30 amPort of Spain Piarco Intl
18h 12m
1 stop
STL5:42 pmLambert-St Louis
Jun 11
STL11:10 amLambert-St Louis
11h 13m
1 stop
POS11:23 pmPort of Spain Piarco Intl
$692
United Airlines
Jun 13
POS12:30 amPort of Spain Piarco Intl
10h 50m
1 stop
ORD10:20 amChicago O'Hare Intl
Jun 21
ORD8:51 amChicago O'Hare Intl
13h 32m
1 stop
POS11:23 pmPort of Spain Piarco Intl
$714
United Airlines
Jun 19
POS12:30 amPort of Spain Piarco Intl
21h 46m
2 stops
STL9:16 pmLambert-St Louis
Jun 28
STL7:22 amLambert-St Louis
16h 28m
2 stops
POS12:50 amPort of Spain Piarco Intl
$716

American Airlines flights from Trinidad and Tobago to Illinois

Our best American Airlines deals on Trinidad and Tobago to Illinois flight tickets
American Airlines
Jun 19
POS3:13 pmPort of Spain Piarco Intl
9h 17m
1 stop
ORD11:30 pmChicago O'Hare Intl
Jun 24
ORD6:59 amChicago O'Hare Intl
15h 01m
1 stop
POS11:00 pmPort of Spain Piarco Intl
$690
American Airlines
Jun 19
POS7:01 amPort of Spain Piarco Intl
14h 49m
2 stops
ORD8:50 pmChicago O'Hare Intl
Jun 24
ORD9:30 amChicago O'Hare Intl
12h 30m
2 stops
POS11:00 pmPort of Spain Piarco Intl
$694
American Airlines
Jun 19
POS3:13 pmPort of Spain Piarco Intl
18h 56m
1 stop
ORD9:09 amChicago O'Hare Intl
Jun 24
ORD8:00 amChicago O'Hare Intl
14h 00m
2 stops
POS11:00 pmPort of Spain Piarco Intl
$695

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 May 1, 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 6/8

10:10 am-12:25 pm

1 stop27h 15m

Chicago O'Hare Intl

Mon 6/15

1:50 pm-6:55 pm

2 stops52h 05m

$528

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 6/11

10:10 am-12:43 pm

1 stop27h 33m

Chicago O'Hare Intl

Thu 6/18

5:10 am-8:00 pm

1 stop13h 50m

$540

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 6/8

10:10 am-12:25 pm

1 stop27h 15m

Chicago O'Hare Intl

Mon 6/15

5:05 am-8:00 pm

1 stop13h 55m

$550

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 6/11

9:10 am-8:03 am

2 stops23h 53m

Chicago O'Hare Intl

Thu 6/18

5:10 am-8:00 pm

1 stop13h 50m

$556

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 6/5

1:25 am-6:47 pm

2 stops18h 22m

Chicago O'Hare Intl

Thu 6/11

8:20 pm-12:15 am

1 stop26h 55m

$582
Quickest round-trip

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Sun 6/7

1:25 am-12:16 pm

1 stop11h 51m

Lambert-St Louis

Fri 6/12

2:15 pm-12:15 am

1 stop9h 00m

$625

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Wed 5/27

12:30 am-5:42 pm

1 stop18h 12m

Lambert-St Louis

Thu 6/11

11:10 am-11:23 pm

1 stop11h 13m

$692

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Thu 5/28

7:00 am-11:59 pm

2 stops17h 59m

Lambert-St Louis

Thu 6/11

8:36 am-11:00 pm

2 stops13h 24m

$697

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Fri 6/19

12:30 am-9:16 pm

2 stops21h 46m

Lambert-St Louis

Sun 6/28

7:22 am-12:50 am

2 stops16h 28m

$716

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Wed 5/27

7:00 am-10:58 pm

1 stop16h 58m

Lambert-St Louis

Wed 6/10

5:16 am-2:11 pm

1 stop7h 55m

$743

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 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 $299, 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 December is also cheap. Prices for this month can be found on momondo for an average of $304.

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

You could potentially save up to 24% 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

11h 53m

Direct flights

None
The fastest flight from Trinidad and Tobago to Illinois takes 11h 53m
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
Copa AirlinesPriceFrom $299Free CancellationRating
7.5
1,577 reviews
Search Copa Airlines flights
Air CanadaPriceFrom $322Free CancellationRating
7.1
10,983 reviews
Search Air Canada flights
United AirlinesPriceFrom $572Free CancellationRating
7.4
9,677 reviews
Search United Airlines flights
American AirlinesPriceFrom $573Free CancellationRating
7.1
11,684 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
Sun 5/31
Sun 6/7

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