Flights to Trinidad from Chicago - $243

View $243 flight on Fri, Oct 10, 2025Opens in a new window

Popular airlines from Chicago to Trinidad

  • JetBlue Airways

    JetBlue Airways

  • American Airlines

    American Airlines

  • United

    United

  • Copa

    Copa

  • Air Canada

    Air Canada

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Cheap Flights from Chicago to Trinidad (CHI-TAB)

Prices were available within the past 7 days and start at $243 for one-way flights and $526 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Copa
Mon, Nov 3 - Mon, Nov 24
ORD
Chicago
POS
Trinidad
$526 Roundtrip, found 9 hours ago
$526
Roundtrip
found 9 hours ago
Select Copa flight, departing Mon, Nov 3 from Chicago to Trinidad, returning Mon, Nov 24, priced at $526 found 9 hours ago
JetBlue Airways
Tue, Aug 12 - Mon, Aug 25
ORD
Chicago
POS
Trinidad
$531 Roundtrip, found 1 day ago
$531
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 12 from Chicago to Trinidad, returning Mon, Aug 25, priced at $531 found 1 day ago
JetBlue Airways
Tue, Sep 23 - Tue, Sep 30
ORD
Chicago
POS
Trinidad
$535 Roundtrip, found 5 hours ago
$535
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Sep 23 from Chicago to Trinidad, returning Tue, Sep 30, priced at $535 found 5 hours ago
Air Canada
Thu, Sep 4 - Mon, Sep 8
ORD
Chicago
POS
Trinidad
$538 Roundtrip, just found
$538
Roundtrip
just found
Select Air Canada flight, departing Thu, Sep 4 from Chicago to Trinidad, returning Mon, Sep 8, priced at $538 just found
American Airlines
Sat, Oct 25 - Sat, Nov 1
ORD
Chicago
POS
Trinidad
$548 Roundtrip, just found
$548
Roundtrip
just found
Select American Airlines flight, departing Sat, Oct 25 from Chicago to Trinidad, returning Sat, Nov 1, priced at $548 just found
United
Tue, Sep 23 - Sun, Oct 5
ORD
Chicago
POS
Trinidad
$548 Roundtrip, found 5 hours ago
$548
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Sep 23 from Chicago to Trinidad, returning Sun, Oct 5, priced at $548 found 5 hours ago

Alternative airports

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Piarco Intl. POS. Cheapest option available. Flights from $737
POS
Piarco Intl.
Cheapest
Flights from $737
Select flight to A.N.R. Robinson Intl. TAB. Flights from $1,746
TAB
A.N.R. Robinson Intl.
Flights from $1,746

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