A beach at sunset with calm waters and footprints in the sand.

Flights from Chicago, IL (CHI-All Airports) to Los Cabos Intl. Airport (SJD)
Flights to San José del Cabo
Baja California Sur
Mexico
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Popular airlines from Chicago to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)

Aeromexico
Volaris
Alaska Airlines
Delta
American Airlines
United
Air Canada

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Cheap Flights from Chicago to San José del Cabo (CHI-SJD)

Prices were available within the past 7 days and start at S$346 for one-way flights and S$624 for return, for the period specified. Prices and availability are subject to change.

All deals

One way

Return

Sun, 29 Nov - Thu, 10 Dec

ORD

Chicago

SJD

San José del Cabo

S$624

Return

Found 3 days ago

Select Delta flight, departing Sun, 29 Nov from Chicago to San José del Cabo, returning Thu, 10 Dec, priced at S$624 Found 3 days ago

Tue, 1 Dec - Thu, 10 Dec

ORD

Chicago

SJD

San José del Cabo

S$674

Return

Found 3 days ago

Select Delta flight, departing Tue, 1 Dec from Chicago to San José del Cabo, returning Thu, 10 Dec, priced at S$674 Found 3 days ago

Thu, 24 Sept - Mon, 28 Sept

ORD

Chicago

SJD

San José del Cabo

S$682

Return

Found 3 days ago

Select Aeromexico flight, departing Thu, 24 Sept from Chicago to San José del Cabo, returning Mon, 28 Sept, priced at S$682 Found 3 days ago

Fri, 27 Nov - Thu, 10 Dec

ORD

Chicago

SJD

San José del Cabo

S$683

Return

Found 3 days ago

Select Delta flight, departing Fri, 27 Nov from Chicago to San José del Cabo, returning Thu, 10 Dec, priced at S$683 Found 3 days ago

Thu, 24 Sept - Mon, 28 Sept

ORD

Chicago

SJD

San José del Cabo

S$689

Return

Found 3 days ago

Select Delta flight, departing Thu, 24 Sept from Chicago to San José del Cabo, returning Mon, 28 Sept, priced at S$689 Found 3 days ago

Thu, 24 Sept - Mon, 28 Sept

ORD

Chicago

SJD

San José del Cabo

S$697

Return

Found 3 days ago

Select Delta flight, departing Thu, 24 Sept from Chicago to San José del Cabo, returning Mon, 28 Sept, priced at S$697 Found 3 days ago

Wed, 25 Nov - Thu, 10 Dec

ORD

Chicago

SJD

San José del Cabo

S$719

Return

Found 3 days ago

Select Delta flight, departing Wed, 25 Nov from Chicago to San José del Cabo, returning Thu, 10 Dec, priced at S$719 Found 3 days ago

Mon, 30 Nov - Fri, 4 Dec

ORD

Chicago

SJD

San José del Cabo

S$754

Return

Found 3 days ago

Select American Airlines flight, departing Mon, 30 Nov from Chicago to San José del Cabo, returning Fri, 4 Dec, priced at S$754 Found 3 days ago

Sat, 28 Nov - Mon, 7 Dec

ORD

Chicago

SJD

San José del Cabo

S$934

Return

Found 17 hours ago

Select United flight, departing Sat, 28 Nov from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$934 Found 17 hours ago

Sat, 28 Nov - Mon, 7 Dec

ORD

Chicago

SJD

San José del Cabo

S$1,071

Return

Found 17 hours ago

Select Air Canada flight, departing Sat, 28 Nov from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$1,071 Found 17 hours ago

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

March is typically the cheapest month to fly

From S$401 - S$616 per traveller.

Travel information

Origin airport	Chicago Midway Airport
Destination airport	Los Cabos Intl. Airport
Distance	2,905 km away
Airlines serving	Southwest Airlines, Delta, Aeromexico, Volaris
Popular airline	Southwest Airlines
Return price	S$624

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3 Star Hotels in San José del Cabo
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3 Star Hotels in Tourist Corridor
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5 Star Hotels in Santa Anita
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Beach Resorts in Cabo Real
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Campo de Golf Fonatur Hotels
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Gay friendly Hotels in Chula Vista
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Chula Vista Hotels
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Hotels near Costa Azul Beach
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Gay friendly Hotels in Los Cabos
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Los Cabos Hotels
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Downtown San Jose del Cabo Hotels
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Gay friendly Hotels in El Rosarito
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El Rosarito Hotels
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La Fortuna Hotels
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Hotels near Los Cabos Intl.
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Gay friendly Hotels in Los Zacatitos
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Mauricio Castro Hotels
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Hotels near Palmilla Beach
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Apartments in San José del Cabo
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B&B in San José del Cabo
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Cabin Rentals in San José del Cabo
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Caravan Parks in San José del Cabo
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Condo Rentals in San José del Cabo
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Private Holiday Homes in San José del Cabo
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All Inclusive Hotels and Resorts in San José del Cabo
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Beach Resorts in San José del Cabo
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Golf Hotels in San José del Cabo
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Hotels with free breakfast in San José del Cabo
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Hotels with Gyms in San José del Cabo
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Hotels with smoking rooms in San José del Cabo
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Hotels with Yoga in San José del Cabo
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Romantic Hotels in San José del Cabo
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San José del Cabo Hotels
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Aparthotels in San José del Cabo
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Santa Anita Hotels
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Hotels near Socorro Island
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Adults Only Hotels in Tourist Corridor
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Hotels with connecting rooms in Tourist Corridor
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Villas in Tourist Corridor
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Vinorama Hotels
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Zona Hotelera Hotels
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Flights to San José del Cabo
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Flights to Tourist Corridor
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Flights to Vinorama
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Flights to Los Cabos
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Aeromexico Chicago (MDW) to San José del Cabo (SJD) flights
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Aeromexico Tampa (TPA) to San José del Cabo (SJD) flights
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American Airlines Milan (MXP) to San José del Cabo (SJD) flights
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American Airlines Miami (MIA) to San José del Cabo (SJD) flights
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Delta Raleigh (RDU) to San José del Cabo (SJD) flights
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Delta Tampa (TPA) to San José del Cabo (SJD) flights
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Klm Dublin (DUB) to San José del Cabo (SJD) flights
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United Dallas (DFW) to San José del Cabo (SJD) flights
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United Washington (IAD) to San José del Cabo (SJD) flights
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Flights from Amsterdam (AMS) to San José del Cabo (SJD)
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Flights from Bundaberg (BDB) to San José del Cabo (SJD)
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Flights from Boston (BOS) to San José del Cabo (SJD)
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Flights from Buenaventura (BUN) to San José del Cabo (SJD)
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Flights from Criciuma (CCM) to San José del Cabo (SJD)
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Flights from Detroit (DTW) to San José del Cabo (SJD)
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Flights from East London (ELS) to San José del Cabo (SJD)
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Flights from Great Bend (GBD) to San José del Cabo (SJD)
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Flights from Georgetown (GED) to San José del Cabo (SJD)
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Flights from Guatemala City (GUA) to San José del Cabo (SJD)
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Flights from Joplin (JLN) to San José del Cabo (SJD)
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Flights from Las Vegas (LAS) to San José del Cabo (SJD)
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Flights from Los Angeles (LAX) to San José del Cabo (SJD)
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Flights from Mayagüez (MAZ) to San José del Cabo (SJD)
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Flights from Orlando (MCO) to San José del Cabo (SJD)
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Flights from Mexico City (MEX) to San José del Cabo (SJD)
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Flights from Mammoth Lakes (MMH) to San José del Cabo (SJD)
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Flights from Minneapolis (MSP) to San José del Cabo (SJD)
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Flights from Cordoba (ODB) to San José del Cabo (SJD)
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Flights from Portland (PDX) to San José del Cabo (SJD)
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Flights from Pilot Point (PIP) to San José del Cabo (SJD)
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Flights from Palmar (PMZ) to San José del Cabo (SJD)
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Flights from Rochester (ROC) to San José del Cabo (SJD)
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Flights from San Diego (SAN) to San José del Cabo (SJD)
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Flights from Houston (SGR) to San José del Cabo (SJD)
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Flights from Show Low (SOW) to San José del Cabo (SJD)
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Flights from Qingdao (TAO) to San José del Cabo (SJD)
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Flights from Tandil (TDL) to San José del Cabo (SJD)
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Flights from Visalia (VIS) to San José del Cabo (SJD)
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Flights from Winnipeg (YWG) to San José del Cabo (SJD)
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Palmilla Holidays
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Visit Chula Vista
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San José del Cabo Holidays
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Visit San José del Cabo
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Car hire near Costa Azul Beach
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Rental cars Los Cabos Intl. airport
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Car hire San José del Cabo
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Drive on Holidays Rental Cars in Tourist Corridor
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Hertz Rental Cars in Los Cabos Intl.
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Pickup Car Hire in San José del Cabo
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Things to do in Cabo Real
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Things to do in San José del Cabo
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S$346 Cheap Flights from Chicago to San José del Cabo

Popular airlines from Chicago to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)

Be in the know

Book smarter

Earn twice

Cheap Flights from Chicago to San José del Cabo (CHI-SJD)

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

March is typically the cheapest month to flyMarch is typically the cheapest month to fly

Travel information

Explore a world of travel with Expedia

March is typically the cheapest month to fly