Chicago to Sint Maarten (ORD-SXM): nonstop upgrade & award space

United Airlines and American Airlines fly nonstop from Chicago (ORD) to Sint Maarten (SXM) just twice a week. A long sector flown twice 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 ORD to SXM 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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2
Nonstop flights a week
2,205 mi
Nonstop distance
Free
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Chicago to Sint Maarten flight schedule

Scheduled nonstop departures for ORD to SXM, 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 Chicago (ORD) to Sint Maarten (SXM)
Date Flight Airline Departs ORD Arrives SXM Duration Aircraft
UA 2427United Airlines08:4514:575h 12m7M8
UA 2427United Airlines08:4514:575h 12m7M8
UA 2427United Airlines08:4015:575h 17m7M8
UA 2427United Airlines08:4515:575h 12m7M8
UA 2427United Airlines08:4015:575h 17m7M8
UA 2427United Airlines08:4515:575h 12m7M8
UA 2427United Airlines08:4015:575h 17m7M8

Showing all 7 scheduled ORD to SXM 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 ORD to SXM date on the interactive map

Confirmed upgrade & award space on ORD to SXM departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Chicago to Sint Maarten 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 ORD to SXM 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 ORD to SXM on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Chicago to Sint Maarten nonstop

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

See ORD to SXM on the interactive map →

Frequently asked questions about ORD to SXM

How far is Sint Maarten from Chicago?
ORD to SXM covers about 2,205 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 ORD to SXM?
United Airlines and American Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How often does ORD to SXM operate?
The nonstop currently runs twice a week. Thin schedules like this change by season, and an alert will catch anything added.
What time do flights from ORD to SXM depart?
Scheduled ORD to SXM nonstops in the next 7 days with service leave between 08:40 and 08:45, local time at Chicago. 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 ORD to SXM?
Open the ORD to SXM 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 ORD to SXM 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.

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