￥27,190 Cheap Flights from Chicago (ORD) to San José del Cabo (SJD)

View ￥27,190 flight on Sun, Jan 11, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at ￥27,190 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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

March is typically the cheapest month to fly

From ￥47,149 - ￥63,147 per traveler.

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to SJD?
Based on fares available within the last 7 days on Expedia for flights departing within the next year, round-trip journeys from ORD to Los Cabos Airport start from . Book now to secure the best price for your journey. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to Los Cabos Intl. Airport (SJD)?
When it comes to cancellation fees, each airline has a different set of terms and conditions. If you decide to cancel your escape, head to our Customer Service Portal.
How do I find cheap flights from O'Hare Intl. Airport (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 Los Cabos Intl. Airport (SJD) flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from O'Hare Airport to Los Cabos Airport?
There are plenty of ways to make the 5 hours and 37 minutes between O'Hare Intl. Airport (ORD) and Los Cabos Intl. Airport (SJD) go by quicker. Be productive and sort through your photos or delete all those unwanted emails. A snooze also helps pass the time!
How far is the flight from O'Hare Intl. Airport (ORD) to Los Cabos Airport?
The flight distance from ORD to Los Cabos Intl. Airport (SJD) is 2,900 kilometers. Bring a drink, a snack and an interesting novel to read. Keep yourself entertained and the hours will zip by.
Which airlines fly direct from O'Hare Airport to SJD?
American Airlines (AA) is one of the top choices for travelers jetting between O'Hare Airport and Los Cabos Intl. Airport (SJD). Select from the 21 flights it offers on this route each month. You could also check out the fares on offer with United Airlines (UA). This airline operates 13 flights every month between Chicago and San José del Cabo.
Are O'Hare Intl. Airport (ORD) to SJD flight tickets cheaper when they're purchased at the last minute?
Booking your trip from O'Hare Airport to Los Cabos Intl. Airport (SJD) at the last minute could save you some serious cash. However, it could end up costing you a whole lot more! If you'd rather err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to 12 months in advance. If your preferred air carrier hasn't released tickets yet, check back frequently as deals are updated all the time on Expedia.

Travel information

Travel information

Origin airport
O'Hare Intl.
Destination airport
Los Cabos Intl.
Distance
2890 km
Average flight time
3 hours 38 mins

Book with confidence

Book with confidence

Chicago to San José del Cabo Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring San José del Cabo.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with ORD to SJD flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to SJD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Chicago to San José del Cabo Flights

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