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

View NZ$632 flight on Fri, 30 Oct 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
Fri, 30 Oct - Fri, 6 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,202 Return, found 1 day ago
NZ$1,202
Return
found 1 day ago
Select American Airlines flight, departing Fri, 30 Oct from Chicago to San José del Cabo, returning Fri, 6 Nov, priced at NZ$1,202 found 1 day ago
American Airlines
Fri, 30 Oct - Fri, 6 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,207 Return, found 1 day ago
NZ$1,207
Return
found 1 day ago
Select American Airlines flight, departing Fri, 30 Oct from Chicago to San José del Cabo, returning Fri, 6 Nov, priced at NZ$1,207 found 1 day ago
American Airlines
Fri, 30 Oct - Fri, 6 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,268 Return, found 1 day ago
NZ$1,268
Return
found 1 day ago
Select American Airlines flight, departing Fri, 30 Oct from Chicago to San José del Cabo, returning Fri, 6 Nov, priced at NZ$1,268 found 1 day ago
American Airlines
Fri, 30 Oct - Fri, 6 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,277 Return, found 1 day ago
NZ$1,277
Return
found 1 day ago
Select American Airlines flight, departing Fri, 30 Oct from Chicago to San José del Cabo, returning Fri, 6 Nov, priced at NZ$1,277 found 1 day ago
American Airlines
Fri, 30 Oct - Fri, 6 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,285 Return, found 1 day ago
NZ$1,285
Return
found 1 day ago
Select American Airlines flight, departing Fri, 30 Oct from Chicago to San José del Cabo, returning Fri, 6 Nov, priced at NZ$1,285 found 1 day ago
American Airlines
Fri, 30 Oct - Fri, 6 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,294 Return, found 1 day ago
NZ$1,294
Return
found 1 day ago
Select American Airlines flight, departing Fri, 30 Oct from Chicago to San José del Cabo, returning Fri, 6 Nov, priced at NZ$1,294 found 1 day ago
American Airlines
Fri, 30 Oct - Fri, 6 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,303 Return, found 1 day ago
NZ$1,303
Return
found 1 day ago
Select American Airlines flight, departing Fri, 30 Oct from Chicago to San José del Cabo, returning Fri, 6 Nov, priced at NZ$1,303 found 1 day ago
American Airlines
Fri, 30 Oct - Fri, 6 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,319 Return, found 1 day ago
NZ$1,319
Return
found 1 day ago
Select American Airlines flight, departing Fri, 30 Oct from Chicago to San José del Cabo, returning Fri, 6 Nov, priced at NZ$1,319 found 1 day ago
American Airlines
Fri, 30 Oct - Fri, 6 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,355 Return, found 1 day ago
NZ$1,355
Return
found 1 day ago
Select American Airlines flight, departing Fri, 30 Oct from Chicago to San José del Cabo, returning Fri, 6 Nov, priced at NZ$1,355 found 1 day ago
American Airlines
Fri, 30 Oct - Fri, 6 Nov
ORD
Chicago
SJD
San José del Cabo
NZ$1,361 Return, found 1 day ago
NZ$1,361
Return
found 1 day ago
Select American Airlines flight, departing Fri, 30 Oct from Chicago to San José del Cabo, returning Fri, 6 Nov, priced at NZ$1,361 found 1 day ago

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$632 on Expedia couldn't be easier — just filter by "Price (lowest to highest)." Or check out our affordable round-trip fares from NZ$1,202 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."

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Travel information

Origin airport
O'Hare Intl.
Destination airport
Los Cabos Intl.
Airlines serving
Aeromexico, Alaska Airlines, American Airlines, Delta, United
Popular airline
Alaska Airlines
Distance
2890 km
Average flight time
3 hours 38 mins

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