Chicago to San Jose del Cabo (ORD-SJD): nonstop upgrade & award space

American Airlines and United Airlines fly the ORD to SJD nonstop about 6 times a week. That is enough service for a real choice of departures, though on a sector this short the premium cabin is a handful of seats and does not sit unclaimed for long. 2LNR tracks confirmed upgrade and award space on American Airlines, on every ORD to SJD 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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6
Nonstop flights a week
1,808 mi
Nonstop distance
Free
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Chicago to San Jose del Cabo flight schedule

Scheduled nonstop departures for ORD to SJD, 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 San Jose del Cabo (SJD)
Date Flight Airline Departs ORD Arrives SJD Duration Aircraft
UA 1879United Airlines08:5211:254h 33m738
UA 1879United Airlines08:5211:254h 33m738
UA 1879United Airlines08:5211:254h 33m738
UA 1879United Airlines08:5211:254h 33m738
UA 1879United Airlines08:5211:254h 33m738
UA 1879United Airlines08:5211:254h 33m738
UA 1879United Airlines08:5211:254h 33m738

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

Confirmed upgrade & award space on ORD to SJD departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Chicago to San Jose del Cabo 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 SJD 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 SJD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Chicago to San Jose del Cabo nonstop

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

See ORD to SJD on the interactive map →

Frequently asked questions about ORD to SJD

How far is San Jose del Cabo from Chicago?
ORD to SJD covers about 1,808 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 SJD?
American Airlines and United Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from ORD to SJD?
About 6 nonstop flights a week run between Chicago and San Jose del Cabo in the current schedule, operated by American Airlines and United Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from ORD to SJD depart?
In the next 7 days with service, every scheduled ORD to SJD nonstop leaves at 08:52 local time at Chicago. The schedule table on this page lists each departure by date.
How do I check upgrade or award availability on ORD to SJD?
Open the ORD to SJD 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 SJD 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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