CA $251 Cheap Flights from Chicago (ORD) to San José del Cabo (SJD)

Featured airlines

    Plan, book, fly with confidence
    trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
    bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
    payments icon
    Earn twice
    Earn your airline miles on top of our rewards

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

Prices were available within the past 7 days and start at CA $251 for one-way flights and CA $536 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
American Airlines
Aeromexico
Aeromexico
Aeromexico
Aeromexico
American Airlines
American Airlines
Aeromexico
Flight from Chicago to San José del Cabo (ORD - SJD) route information
Origin airport
O'Hare Intl.
Destination airport
Los Cabos Intl.
Airlines serving
Aeromexico, Alaska Airlines, American Airlines, Delta, United
Roundtrip price
CA $535
Distance
2890 km
Average flight time
2 hours 38 mins

Chicago to San José del Cabo Flights

The easy way to book your flights from Chicago to San José del Cabo 

With Expedia, it’s simple to find and book flights to San José del Cabo from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are American Airlines, Emirates, United Airlines nonstop flights to Los Cabos Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to San José del Cabo today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Los Cabos Intl., SJD 

Sort your search results by price to find great deals on your flight from Chicago to San José del Cabo—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to San José del Cabo from Chicago currently is just CA $536 rising to CA $577.  

Here are more money-saving tips: 

  • Fly in August when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to San José del Cabo  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to San José del Cabo from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to San José del Cabo with Expedia today.

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 CA $536. 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 canceled 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 kilometers 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.
Chicago nearby Airports
*Available to Expedia members.