Flights from Saint Thomas to Chicago – Direct & connecting routes
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STT to ORD – All flight route options from Saint Thomas, US Virgin Islands to Chicago O Hare International, Illinois, USA. These routes are operated by 7 airlines. Fly non-stop with American Airlines or United Airlines, or choose from 12 different stopover flights. The shortest flight time is 5 hours and 35 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.
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Saint Thomas to Chicago flights
There are over 14 airlines and as many as 242 flights every week to this destination. You can fly non-stop to Chicago (ORD) from Saint Thomas (STT) with United Airlines or American Airlines but if a stopover option suits you better you can choose to fly via Dulles, Atlanta or any other of the 12 alternatives with connectiing airports.
Saint Thomas to Chicago with United Airlines
You can fly non-stop with United Airlines every Saturday at 14:05, 14:10 or 15:05. You can also take a connecting flight via Dulles or New York. United Airlines is a Star Alliance member.
With American Airlines
You can fly non-stop every weekday with flights departing at 14:20 or 15:20. You can also catch a transit flight via Charlotte or Miami. American Airlines is a member of the air alliance OneWorld.
Note Non-stop flights with American Airlines will begin in Nov 2025.
Distance & flight times: Saint Thomas to Chicago O'Hare
The shortest flight time between STT and ORD is 5 hours and 40 minutes.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
Direct | 5h 40m | - | 2129 miles (3426 km) |
IAD Dulles | 7h 45m | 1h 21m | 2207 miles (3551 km) |
ATL Atlanta | 8h 0m | 1h 42m | 2218 miles (3569 km) |
CLT Charlotte | 8h 22m | 2h 19m | 2132 miles (3430 km) |
STX Saint Croix | 8h 28m | 1h 35m | 2217 miles (3567 km) |
SJU San Juan | 8h 55m | 3h 30m | 2153 miles (3464 km) |
FLL Fort Lauderdale | 8h 57m | 1h 46m | 2303 miles (3706 km) |
MIA Miami | 8h 57m | 4h 40m | 2317 miles (3728 km) |
PHL Philadelphia | 9h 4m | 2h 20m | 2298 miles (3697 km) |
EWR New York | 9h 7m | 2h 39m | 2368 miles (3810 km) |
MCO Orlando | 10h 46m | 1h 40m | 2265 miles (3644 km) |
BOS Boston | 10h 50m | 1h 51m | 2576 miles (4145 km) |
JFK New York | 11h 2m | 3h 26m | 2378 miles (3826 km) |


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From Saint Thomas to USA
Below is a list of other destinations to USA from Saint Thomas with either direct flights or 1 stop connections.
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DFW Dallas Direct
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ATL Atlanta Direct
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DEN Denver
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JFK New York Direct
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MIA Miami Direct
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LAX Los Angeles
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CLT Charlotte Direct
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IAH Houston Direct
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EWR New York Direct
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MCO Orlando Direct
From US Virgin Islands to Chicago
We have found another destination to USA from Saint Thomas as well.
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STX Saint Croix Direct