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

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

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Frequently asked questions

How long does it take to fly from O'Hare Airport to Los Cabos Airport?
Book a seat with American Airlines and you'll be traveling for approximately 3 hours and 30 minutes. This airline operates a direct flight that takes off at 8:50AM from O'Hare Airport and lands at Los Cabos Airport at 10:20AM. Expedia has some of the best deals around, so take a look at what's available on this route today.
Is it cheaper to buy a plane ticket from ORD to SJD last minute?
When it's time to book your flights, it pays to be prepared. While you could find a deal on an O'Hare Intl. Airport (ORD) to SJD flight at the last minute, fares usually don't get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to book a domestic flight is between 28 – 35 days in advance. For international journeys it's between three and four months.
What airline has the least delays from O'Hare Airport to Los Cabos Intl. Airport (SJD)?
Head off with United Airlines from O'Hare Airport to Los Cabos Intl. Airport (SJD) and there's a good chance you'll land at the time found on your boarding card. This airline leads the way on this route, with an on-time rate of 66%. If your flight is delayed, the free Expedia App is an easy way to stay updated. It'll give you immediate trip alerts, from flight delays to gate number changes.
What airports do you fly into for Cabo San Lucas from Chicago?
Los Cabos Intl. Airport (SJD) is the main terminal where Chicago to Cabo San Lucas flights touch down. It's around 40 kilometers northeast of central Cabo San Lucas. You'll get awesome deals on flights, hotels, activities and car rentals when you book your Cabo San Lucas vacation with Expedia.
What are the most popular departure times for flights from O'Hare Airport to Los Cabos Airport?
Between 8:00 AM - 9:00 AM is the busiest period for American Airlines flights jetting from ORD to Los Cabos Intl. Airport (SJD). Our top tip? Take off early. With air traffic yet to build up, your chances of boarding a delay-free flight are better.
Can I change the date of my flight from O'Hare Airport to Los Cabos Airport?
You can quickly make changes to your ORD to Los Cabos Airport ticket through the Expedia Trips portal. But before you begin, review the ticket rules in your itinerary to learn what the carrier will allow you to do and if any charges apply. Some carriers charge a change fee per person, in addition to any difference in fares. However, if you booked in the last 24 hours, you may be able to cancel for free and arrange new flights. You can also visit our Customer Service portal to find the answers to your questions and to chat with our Virtual Agent.

Travel information

Travel information

Origin airport
O'Hare Intl.
Destination airport
Los Cabos Intl.
Distance
2890 km
Average flight time
2 hours 30 mins

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Book with confidence

Chicago to San José del Cabo Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to San José del Cabo offer the perfect respite. Not only does exploring San José del Cabo provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to San José del Cabo may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of San José del Cabo are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to San José del Cabo more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to San José del Cabo is now!

Chicago to San José del Cabo Flights

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