
Flights from Chicago to St. Thomas with American Airlines
Recent searches for flights from Chicago to St. Thomas
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Popular flights with American Airlines
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*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Find deals on Chicago to St. Thomas flights
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Chicago (ORD)to
St. Thomas (STT)
12/13/25 - 12/22/25
Round trip
I
Economy
from
$475
Updated: 15 hours ago
Chicago (ORD)to
St. Thomas (STT)
11/05/25 - 11/17/25
Round trip
I
Economy
from
$479
Updated: 13 hours ago
Chicago (ORD)to
St. Thomas (STT)
01/05/26 - 01/09/26
Round trip
I
Economy
from
$479
Updated: 21 hours ago
Chicago (ORD)to
St. Thomas (STT)
10/17/25 - 10/27/25
Round trip
I
Economy
from
$539
Updated: 20 hours ago
Chicago (ORD)to
St. Thomas (STT)
02/10/26 - 02/20/26
Round trip
I
Economy
from
$574
Updated: 12 hours ago
Chicago (ORD)to
St. Thomas (STT)
02/14/26 - 02/21/26
Round trip
I
Economy
from
$764
Updated: 19 hours ago
Chicago (ORD)to
St. Thomas (STT)
12/26/25 - 12/31/25
Round trip
I
Economy
from
$899
Updated: 16 hours ago
Chicago (ORD)to
St. Thomas (STT)
02/12/26 - 02/16/26
Round trip
I
Economy
from
$959
Updated: 15 hours ago
Chicago (ORD)to
St. Thomas (STT)
02/12/26 - 02/21/26
Round trip
I
Economy
from
$1,089
Updated: 22 hours ago
Chicago (ORD)to
St. Thomas (STT)
11/23/25 - 11/29/25
Round trip
I
Economy
from
$1,220
Updated: 11 hours ago
*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.