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. The timetable below shows the nonstop scheduled at 5h 12m to 5h 17m for the 2,205 miles. 2LNR checks confirmed upgrade and award space on American Airlines flights on this route, so you can see which departures have space before you book.

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

Updated .

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2
Flights a week, 4-week average
5h 12m to 5h 17m
Scheduled flight time
2,205 mi
Nonstop distance
Free
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Chicago to Sint Maarten flight schedule

Scheduled nonstop departures for ORD to SXM starting October 22, 2026, last checked against our schedule feed on October 18, 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 12mBoeing 737 MAX 8
UA 2427United Airlines08:4014:575h 17mBoeing 737 MAX 8
UA 2427United Airlines08:4015:575h 17mBoeing 737 MAX 8
UA 2427United Airlines08:4515:575h 12mBoeing 737 MAX 8
UA 2427United Airlines08:4015:575h 17mBoeing 737 MAX 8
UA 2427United Airlines08:4515:575h 12mBoeing 737 MAX 8
UA 2427United Airlines08:4015:575h 17mBoeing 737 MAX 8

Showing all 7 scheduled ORD to SXM departures across 7 days with service, starting October 22, 2026. 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 hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure.

See every ORD to SXM date on the interactive map

Aircraft on the Chicago to Sint Maarten nonstop

United Airlines flies the Boeing 737 MAX 8 on every departure in the schedule table on this page. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.

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 or award seats by date on the ORD to SXM departures 2LNR tracks, checked against live inventory so you know what's open before you book.

Set an alert

Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're 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. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.

See ORD to SXM on the interactive map →

Frequently asked questions about ORD to SXM

How long is the flight from Chicago (ORD) to Sint Maarten (SXM)?
Scheduled flight times from Chicago (ORD) to Sint Maarten (SXM) run from 5h 12m to 5h 17m across the departures in the schedule table on this page. The nonstop covers about 2,205 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.
Which airlines fly nonstop from ORD to SXM?
United Airlines and American Airlines fly ORD to SXM nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How often does ORD to SXM operate?
The ORD to SXM nonstop currently runs twice a week. Thin schedules like this change by season, and on Pro 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.
Which flights operate ORD to SXM nonstop?
United Airlines flies UA 2427 nonstop from Chicago (ORD) to Sint Maarten (SXM), the only flight number in the schedule table on this page. The table lists each date with its departure and arrival times 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's open by date on this route, the next 14 days free on every product and the full horizon on Pro.

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