Cheap American Airlines Flights from Chicago to San José del Cabo (ORD→SJD)

View NZ$335 flight on Sat, 15 Nov 2025Opens in a new window
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Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, 15 Nov - Sat, 22 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$883 Return, found 4 days ago
NZ$883
Return
found 4 days ago
Select American Airlines flight, departing Sat, 15 Nov from Chicago to San José del Cabo, returning Sat, 22 Nov, priced at NZ$883 found 4 days ago
American Airlines
Sat, 15 Nov - Sat, 22 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$892 Return, found 4 days ago
NZ$892
Return
found 4 days ago
Select American Airlines flight, departing Sat, 15 Nov from Chicago to San José del Cabo, returning Sat, 22 Nov, priced at NZ$892 found 4 days ago
American Airlines
Sat, 15 Nov - Sat, 22 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$902 Return, found 4 days ago
NZ$902
Return
found 4 days ago
Select American Airlines flight, departing Sat, 15 Nov from Chicago to San José del Cabo, returning Sat, 22 Nov, priced at NZ$902 found 4 days ago
American Airlines
Sat, 15 Nov - Sat, 22 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$928 Return, found 4 days ago
NZ$928
Return
found 4 days ago
Select American Airlines flight, departing Sat, 15 Nov from Chicago to San José del Cabo, returning Sat, 22 Nov, priced at NZ$928 found 4 days ago
American Airlines
Sat, 15 Nov - Sat, 22 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$938 Return, found 4 days ago
NZ$938
Return
found 4 days ago
Select American Airlines flight, departing Sat, 15 Nov from Chicago to San José del Cabo, returning Sat, 22 Nov, priced at NZ$938 found 4 days ago
American Airlines
Sat, 15 Nov - Sat, 22 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$985 Return, found 4 days ago
NZ$985
Return
found 4 days ago
Select American Airlines flight, departing Sat, 15 Nov from Chicago to San José del Cabo, returning Sat, 22 Nov, priced at NZ$985 found 4 days ago
American Airlines
Sat, 15 Nov - Sat, 22 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,026 Return, found 4 days ago
NZ$1,026
Return
found 4 days ago
Select American Airlines flight, departing Sat, 15 Nov from Chicago to San José del Cabo, returning Sat, 22 Nov, priced at NZ$1,026 found 4 days ago
American Airlines
Sat, 15 Nov - Sat, 22 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,030 Return, found 4 days ago
NZ$1,030
Return
found 4 days ago
Select American Airlines flight, departing Sat, 15 Nov from Chicago to San José del Cabo, returning Sat, 22 Nov, priced at NZ$1,030 found 4 days ago
American Airlines
Sat, 15 Nov - Sat, 22 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,036 Return, found 4 days ago
NZ$1,036
Return
found 4 days ago
Select American Airlines flight, departing Sat, 15 Nov from Chicago to San José del Cabo, returning Sat, 22 Nov, priced at NZ$1,036 found 4 days ago
Flight from Chicago to San José del Cabo route information
Origin airport
O'Hare Intl.
Destination airport
Los Cabos Intl.
Distance
2890 km
Average flight time
2 hours 40 mins

Frequently asked questions

How much is an American Airlines flight from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
Finding cheap one-way American Airlines flights from ORD to SJD from NZ$335 on Expedia couldn't be easier — just filter by "Price (lowest to highest)." Or check out our affordable round-trip fares from NZ$883 for your next exciting holiday.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from ORD to SJD with American Airlines?
Browse for return or one-way flights to Cabo San Lucas in October or September. You could find a cheap fare with American Airlines during these off-peak travel months.
Does American Airlines fly nonstop from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
Jet off on one of American Airlines's 7 direct weekly flights from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD). To see your choices, enter your destination, origin and dates and hit search. Next, apply the "Nonstop" and "Airline" filters.
How long does it take to fly from ORD to SJD with American Airlines?
From takeoff till touchdown, a nonstop American Airlines flight from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD) takes approximately 4h 50m.
Which day of the week has the most American Airlines flights from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
Friday has the most American Airlines flights from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD). With 2 daily departures, this is the best day of the week to find something that will suit your schedule.
What airports does American Airlines fly into in Cabo San Lucas?
American Airlines flights from O'Hare Intl. Airport (ORD) to Cabo San Lucas land at Los Cabos Intl. Airport (SJD). This is the main entry point to this city.
What type of plane does American Airlines fly from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
American Airlines typically uses Boeing 737-800 planes for flights from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD). Bear in mind that aircraft type can differ depending on operational needs, so the plane you'll be on might be different on your travel date.
Can I change or cancel my American Airlines flight from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
Depending on the type of ticket you purchased, a fee is typically charged if you cancel or change your booking more than 24 hours after it's been confirmed. To secure flexible plane tickets, select our "No cancel fee" or "Changes included" filter when searching for flights. For more information on cancelling or modifying your reservation, head to "Trips," select your flight and click on "Manage Booking."
*Available to Expedia members.