NZ$356 Cheap Flights Chicago to San José del Cabo (ORD-SJD)

View NZ$356 flight on Sat, 30 Aug. 2025Opens in a new window

Popular airlines from Chicago O'Hare International Airport (ORD) to Los Cabos Intl. Airport (SJD)

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

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.

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 40 mins

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 , 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 from NZ$356 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 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 to travel arrangements today and embark on the journey of a lifetime in San José del Cabo.

Frequently asked questions

How much is a flight from O'Hare Airport to SJD?
The lowest price advertised for a round-trip flight from O'Hare Airport to Los Cabos Airport is . But you better act fast. This price is based on fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Los Cabos Airport?
The majority of flights can be conveniently cancelled online, but whether or not you incur a fee varies between airlines. If you do have to cancel your getaway, follow the instructions in the Customer Service Portal.
How do I find cheap flights from ORD to SJD that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to SJD flights, you'll see a "no change fees" filter for you to select.
How far is the flight from ORD to Los Cabos Airport?
Around 2 900 kilometres separates Chicago and San Jose del Cabo, so pack something to help you while away a couple of hours. That novel you haven't finished will be perfect.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
With 34 flights every month operating from O'Hare Airport to SJD, United Airlines (UA) is a top choice. Operating 21 flights a month along this route, American Airlines (AA) is another good choice.
Are O'Hare Airport to SJD flight tickets cheaper when they're purchased at the last minute?
It is possible to nab an awesome last-minute deal from ORD to Los Cabos Airport, but it can also be hit-or-miss. As many airlines advertise prices up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to pounce when you see a bargain. Expedia compares carrier prices and updates flight deals often, so you can rest assured you're always seeing the latest offers.

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