$189 Cheap American Airlines flights Chicago (ORD) to San José del Cabo (SJD)

View $189 flight on Tue, Jan 27, 2026Opens in a new window

$189 Cheap American Airlines flights Chicago (ORD) to San José del Cabo (SJD)

Prices were available within the past 7 days and start at $189 for one-way flights and $446 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Jan 27 - Sun, Feb 1
ORD
Chicago
SJD
San José del Cabo
$446 Roundtrip, found 17 hours ago
$446
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jan 27 from Chicago to San José del Cabo, returning Sun, Feb 1, priced at $446 found 17 hours ago
American Airlines
Tue, Jan 27 - Sun, Feb 1
ORD
Chicago
SJD
San José del Cabo
$462 Roundtrip, found 17 hours ago
$462
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jan 27 from Chicago to San José del Cabo, returning Sun, Feb 1, priced at $462 found 17 hours ago
American Airlines
Tue, Jan 27 - Sun, Feb 1
ORD
Chicago
SJD
San José del Cabo
$467 Roundtrip, found 17 hours ago
$467
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jan 27 from Chicago to San José del Cabo, returning Sun, Feb 1, priced at $467 found 17 hours ago
American Airlines
Wed, Jan 28 - Mon, Feb 2
ORD
Chicago
SJD
San José del Cabo
$468 Roundtrip, found 17 hours ago
$468
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Wed, Jan 28 from Chicago to San José del Cabo, returning Mon, Feb 2, priced at $468 found 17 hours ago
American Airlines
Tue, Jan 27 - Sun, Feb 1
ORD
Chicago
SJD
San José del Cabo
$471 Roundtrip, found 17 hours ago
$471
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jan 27 from Chicago to San José del Cabo, returning Sun, Feb 1, priced at $471 found 17 hours ago
American Airlines
Tue, Jan 27 - Sun, Feb 1
ORD
Chicago
SJD
San José del Cabo
$478 Roundtrip, found 17 hours ago
$478
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jan 27 from Chicago to San José del Cabo, returning Sun, Feb 1, priced at $478 found 17 hours ago

Find the cheapest month to fly from Chicago (ORD) to San José del Cabo (SJD)

April is typically the cheapest month to fly

From $314 - $429 per traveler.
Flights from Chicago (ORD) to San José del Cabo (SJD)
Origin airport
O'Hare Intl.
Destination airport
Los Cabos Intl.
Airlines serving
Aeromexico, Air Canada, Alaska Airlines, American Airlines, Delta, Frontier Airlines, Hawaiian Airlines, Southwest Airlines, United, Viva, Volaris
Popular airline
Alaska Airlines
Distance
2890 km
Average flight time
3 hours 54 mins