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

View NZ$459 flight on Sat, 14 Mar 2026Opens 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, 14 Mar - Sat, 21 Mar
ORD
Chicago
SJD
San José del Cabo
NZ$1,089 Return, found 1 day ago
NZ$1,089
Return
found 1 day ago
Select American Airlines flight, departing Sat, 14 Mar from Chicago to San José del Cabo, returning Sat, 21 Mar, priced at NZ$1,089 found 1 day ago
American Airlines
Sat, 14 Mar - Sat, 21 Mar
ORD
Chicago
SJD
San José del Cabo
NZ$1,128 Return, found 1 day ago
NZ$1,128
Return
found 1 day ago
Select American Airlines flight, departing Sat, 14 Mar from Chicago to San José del Cabo, returning Sat, 21 Mar, priced at NZ$1,128 found 1 day ago
American Airlines
Sat, 14 Mar - Sat, 21 Mar
ORD
Chicago
SJD
San José del Cabo
NZ$1,145 Return, found 1 day ago
NZ$1,145
Return
found 1 day ago
Select American Airlines flight, departing Sat, 14 Mar from Chicago to San José del Cabo, returning Sat, 21 Mar, priced at NZ$1,145 found 1 day ago
American Airlines
Sat, 14 Mar - Sat, 21 Mar
ORD
Chicago
SJD
San José del Cabo
NZ$1,175 Return, found 1 day ago
NZ$1,175
Return
found 1 day ago
Select American Airlines flight, departing Sat, 14 Mar from Chicago to San José del Cabo, returning Sat, 21 Mar, priced at NZ$1,175 found 1 day ago
American Airlines
Sat, 14 Mar - Sat, 21 Mar
ORD
Chicago
SJD
San José del Cabo
NZ$1,186 Return, found 1 day ago
NZ$1,186
Return
found 1 day ago
Select American Airlines flight, departing Sat, 14 Mar from Chicago to San José del Cabo, returning Sat, 21 Mar, priced at NZ$1,186 found 1 day ago
American Airlines
Sat, 14 Mar - Sat, 21 Mar
ORD
Chicago
SJD
San José del Cabo
NZ$1,188 Return, found 1 day ago
NZ$1,188
Return
found 1 day ago
Select American Airlines flight, departing Sat, 14 Mar from Chicago to San José del Cabo, returning Sat, 21 Mar, priced at NZ$1,188 found 1 day ago
American Airlines
Sat, 14 Mar - Sat, 21 Mar
ORD
Chicago
SJD
San José del Cabo
NZ$1,199 Return, found 1 day ago
NZ$1,199
Return
found 1 day ago
Select American Airlines flight, departing Sat, 14 Mar from Chicago to San José del Cabo, returning Sat, 21 Mar, priced at NZ$1,199 found 1 day ago
American Airlines
Sat, 14 Mar - Sat, 21 Mar
ORD
Chicago
SJD
San José del Cabo
NZ$1,201 Return, found 1 day ago
NZ$1,201
Return
found 1 day ago
Select American Airlines flight, departing Sat, 14 Mar from Chicago to San José del Cabo, returning Sat, 21 Mar, priced at NZ$1,201 found 1 day 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
3 hours 56 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$459 on Expedia couldn't be easier — just filter by "Price (lowest to highest)." Or check out our affordable round-trip fares from NZ$1,089 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.