Charlotte Amalie to Chicago (STT-ORD): nonstop upgrade & award space

United Airlines and American Airlines fly nonstop from Charlotte Amalie (STT) to Chicago (ORD) just three times a week. A long sector flown three times a week carries its premium cabin in short bursts: space appears around schedule loads and equipment changes and is gone by the next one. 2LNR tracks confirmed upgrade and award space on American Airlines, on every STT to ORD departure, so you know which flights have space before you book.

Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.

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3
Nonstop flights a week
2,118 mi
Nonstop distance
Free
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Charlotte Amalie to Chicago flight schedule

Scheduled nonstop departures for STT to ORD, last checked against our schedule feed on September 6, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Schedule data dated .

Scheduled nonstop departures from Charlotte Amalie (STT) to Chicago (ORD)
Date Flight Airline Departs STT Arrives ORD Duration Aircraft
UA 2365United Airlines14:0518:455h 40m73G
UA 2365United Airlines14:0518:455h 40m73G
UA 2365United Airlines15:0518:455h 40m73G
UA 2365United Airlines15:0018:455h 45m7M8
AA 1007American Airlines16:2219:595h 37m319
UA 2365United Airlines15:0018:455h 45m7M8
UA 2365United Airlines15:0018:455h 45m7M8
AA 1007American Airlines16:2219:595h 37m319
UA 2365United Airlines15:0018:455h 45m7M8

Showing all 9 scheduled STT to ORD departures across the next 7 days with service. Later dates are on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline has not filed that value in the schedule data we hold. Aircraft are IATA equipment codes as filed, and can change up to departure.

See every STT to ORD date on the interactive map

Confirmed upgrade & award space on STT to ORD departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Charlotte Amalie to Chicago to see which departures have space, the next 14 days free on every product and the full horizon on Pro.

See real availability

Confirmed upgrade and award seats on each STT to ORD departure, checked against live inventory so you know what is open before you book.

Set an alert

Premium inventory turns over fast. Watch this route and 2LNR notifies you when space appears on a date you are tracking.

Plan on the map

See STT to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Charlotte Amalie to Chicago nonstop

Carriers operating STT to ORD nonstop in the current schedule. 2LNR tracks confirmed upgrade and award space on each of them.

See STT to ORD on the interactive map →

Frequently asked questions about STT to ORD

How far is Chicago from Charlotte Amalie?
STT to ORD covers about 2,118 miles nonstop. Flight times vary by aircraft and season; the schedule table on this page lists each scheduled departure with its own times.
Which airlines fly nonstop from STT to ORD?
United Airlines and American Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How often does STT to ORD operate?
The nonstop currently runs three times a week. Thin schedules like this change by season, and an alert will catch anything added.
What time do flights from STT to ORD depart?
Scheduled STT to ORD nonstops in the next 7 days with service leave between 14:05 and 16:22, local time at Charlotte Amalie. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
How do I check upgrade or award availability on STT to ORD?
Open the STT to ORD route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.

Never miss STT to ORD upgrade or award space

See what is open by date on this route, the next 14 days free on every product and the full horizon on Pro.

Get started free