Cheap flights from Illinois to Trinidad and Tobago from $308
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Trinidad and Tobago departing on 12/12. 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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Fly from
Fly to
Route
Depart
Return
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 11/7
2:13 pm-1:54 am
1 stop9h 41m
Port of Spain Piarco Intl
Fri 11/13
3:40 am-12:11 am
1 stop22h 31m
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 3/27
10:11 pm-2:10 pm
2 stops14h 59m
Port of Spain Piarco Intl
Sat 4/3
3:04 pm-8:16 am
1 stop18h 12m
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Fri 3/5
5:00 am-3:10 pm
1 stop8h 10m
Port of Spain Piarco Intl
Sun 3/7
4:04 pm-9:30 am
1 stop19h 26m
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 11/7
7:50 pm-3:37 pm
1 stop17h 47m
Port of Spain Piarco Intl
Sat 11/14
4:42 pm-9:00 am
2 stops18h 18m
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 3/27
3:13 pm-2:20 am
1 stop10h 07m
Port of Spain Piarco Intl
Fri 4/2
3:39 am-12:44 am
1 stop22h 05m
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Thu 4/1
3:13 pm-2:20 am
1 stop10h 07m
Port of Spain Piarco Intl
Sun 4/4
3:39 am-1:34 pm
1 stop10h 55m
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Wed 10/28
7:29 am-11:18 pm
1 stop14h 49m
Port of Spain Piarco Intl
Sat 10/31
1:37 am-11:11 am
1 stop10h 34m
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Mon 2/15
2:30 pm-1:05 am
1 stop8h 35m
Port of Spain Piarco Intl
Wed 2/17
2:20 am-12:20 pm
1 stop12h 00m
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 3/20
8:50 pm-12:01 am
1 stop26h 11m
Port of Spain Piarco Intl
Fri 3/26
1:15 am-1:13 pm
1 stop12h 58m
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 3/20
8:50 pm-12:01 am
1 stop26h 11m
Port of Spain Piarco Intl
Fri 3/26
1:15 am-2:52 pm
2 stops14h 37m
See travel insights to Trinidad and Tobago from
How to get the cheapest flight ticket from Illinois to Trinidad and Tobago
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 airline that flies from Illinois to Trinidad and Tobago?
United Airlines and American Airlines are the most popular carriers operating from Illinois to Trinidad and Tobago
What airlines fly to Trinidad and Tobago?
American Airlines, United Airlines and Air Canada are the top three most popular airlines that fly to Trinidad and Tobago from Illinois according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Trinidad and Tobago. Keep in mind that there are 3 different airlines that fly to Trinidad and Tobago on a routine basis, so you have a few additional options to choose from.
Cheap Illinois to Trinidad and Tobago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Illinois to Trinidad and Tobago
Frequently asked questions about flying from Illinois to Trinidad and Tobago
When did momondo last update prices for flights from Illinois to Trinidad and Tobago?
Prices for flights from Illinois to Trinidad and Tobago are updated daily.
How many operators does momondo search for flights from Illinois to Trinidad and Tobago?
There are 3 operators available for flights from Illinois to Trinidad and Tobago as of October 2026.
How old do you have to be to fly from Illinois to Trinidad and Tobago?
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 Illinois to Trinidad and Tobago.
What documentation or ID do you need to fly to Trinidad and Tobago?
The required travel and health documents for your Trinidad and Tobago 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 Trinidad and Tobago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
Best airlines flying from Illinois to Trinidad and Tobago
Compare and see reviews for airlines that fly from Illinois to Trinidad and Tobago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $317 | Free Cancellation | Rating 7.1 11,748 reviews | |||
| PriceFrom $578 | Free Cancellation | Rating 7.4 10,328 reviews | |||
| PriceFrom $623 | Free Cancellation | Rating 7.0 12,147 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Illinois to Trinidad and Tobago?
It is quick and easy to find Illinois to Trinidad and Tobago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Trinidad and Tobago that suits you.
Can I find flights from Illinois to Trinidad and Tobago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Illinois to Trinidad and Tobago flights to just show those with flexible booking policies.
How can momondo help me find flights from Illinois to Trinidad and Tobago?
Once you have performed a search for Illinois to Trinidad and Tobago 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 Illinois to Trinidad and Tobago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Illinois to Trinidad and Tobago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.