Featured airlines
- Plan, book, fly with confidence
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 15% on select hotels after you book a flight*
Origin airport | O'Hare Intl. |
Destination airport | Los Cabos Intl. |
Distance | 2890 km |
Perfect flights from Chicago to San José del Cabo
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to San José del Cabo. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of San José del Cabo, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible O'Hare Intl. to Los Cabos Intl. ticket options cater to your travel preferences, with incredible one-way fares and roundtrip prices . Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Los Cabos Intl. and explore San José del Cabo and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your ORD to SJD travel arrangements today and embark on the journey of a lifetime in San José del Cabo.
Frequently asked questions
- Trending Routes
- Trending Flights
- Top Flights Destinations
- More Airlines
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Chicago
- Chicago to Newark Liberty Intl. Airport (ORD - EWR)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Miami (ORD - MIA)
- Chicago to Belgrade (ORD - BEG)
- Chicago to New York (ORD - LGA)
- Chicago to Boston (ORD - BOS)
- Chicago to New York (ORD - JFK)
- Chicago to Dublin (ORD - DUB)
- Chicago to New Orleans (ORD - MSY)
- Chicago to Shannon (ORD - SNN)
Top Routes from Chicago
Top Flight Destinations
- Flights to Cancun
- Flights to Playa del Carmen
- Flights to Mexico City
- Flights to Puerto Vallarta
- Flights to Cabo San Lucas
- Flights to Tulum
- Flights to Guadalajara
- Flights to Cozumel
- Flights to Puerto Morelos
- Flights to Monterrey
- Flights to San José del Cabo
- Flights to Mazatlán
- Flights to Tijuana
- Flights to Nuevo Vallarta
- Flights to Mérida
- Flights to Isla Mujeres
- Flights to Santa María Huatulco
- Flights to Acapulco
- Flights to Veracruz
- Flights to Oaxaca
Hotels
The LoftHotel Royal AristonCountry Houses County KildareBLUESEA Gran CervantesEuphoria Resort - All InclusiveNH Collection New York Madison AvenueMarkree CastleCabin Rentals ArklowCasino Hotels in GalwayThe Evelyn HotelAll Inclusive Hotels in CyprusMowbray Court HotelApartments CratloePostillion Hotel AmsterdamHotels in Old Town AlcúdiaFamily Friendly Hotels in City Centre DublinHotels near Salford Royal Hospital
Flights
Activities
Packages
General
*Available to Expedia members.