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

United Airlines and American Airlines fly nonstop between Chicago (ORD) and San Jose del Cabo (SJD), roughly 14 times a week. The timetable below shows the nonstop scheduled at 4h 33m to 4h 41m for the 1,808 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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14
Flights a week, 4-week average
4h 33m to 4h 41m
Scheduled flight time
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 starting October 23, 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 San Jose del Cabo (SJD)
Date Flight Airline Departs ORD Arrives SJD Duration Aircraft
UA 1879United Airlines08:5211:254h 33mBoeing 737-800
AA 2212American Airlines09:0511:464h 41mAirbus A321
UA 1879United Airlines08:5211:254h 33mBoeing 737-800
AA 2212American Airlines09:0511:464h 41mAirbus A321
UA 1879United Airlines08:5211:254h 33mBoeing 737-800
AA 2212American Airlines09:0511:464h 41mAirbus A321
UA 1879United Airlines08:5211:254h 33mBoeing 737-800
AA 2212American Airlines09:0511:464h 41mAirbus A321
UA 1879United Airlines08:5211:254h 33mBoeing 737-800
AA 2212American Airlines09:0511:464h 41mAirbus A321
UA 1879United Airlines08:5211:254h 33mBoeing 737-800
AA 2212American Airlines09:0511:464h 41mAirbus A321
UA 1879United Airlines08:5211:254h 33mBoeing 737-800
AA 2212American Airlines09:0511:464h 41mAirbus A321

Showing all 14 scheduled ORD to SJD departures across 7 days with service, starting October 23, 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 SJD date on the interactive map

Aircraft on the Chicago to San Jose del Cabo nonstop

In the schedule table on this page, United Airlines flies the Boeing 737-800, and American Airlines flies the Airbus A321. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.

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.

American Airlines award space was open on 9 of the 14 Chicago to San Jose del Cabo departure dates from October 19 to November 1 that 2LNR checked in the 7 days to October 19, 2026.

See real availability

Confirmed upgrade or award seats by date on the ORD to SJD 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 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. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.

See ORD to SJD on the interactive map →

Frequently asked questions about ORD to SJD

How long is the flight from Chicago (ORD) to San Jose del Cabo (SJD)?
Scheduled flight times from Chicago (ORD) to San Jose del Cabo (SJD) run from 4h 33m to 4h 41m across the departures in the schedule table on this page. The nonstop covers about 1,808 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.
Which airlines fly nonstop from ORD to SJD?
United Airlines and American Airlines fly ORD to SJD nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from ORD to SJD?
About 14 nonstop flights a week run between Chicago (ORD) and San Jose del Cabo (SJD) in the current schedule, operated by United Airlines and American 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?
Scheduled ORD to SJD nonstops in the next 7 days with service leave between 08:52 and 09:05, 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 SJD nonstop?
In the schedule table on this page, ORD to SJD nonstops fly as AA 2212 on American Airlines and UA 1879 on United Airlines. The table lists each departure by date with its times and aircraft.
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'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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