$232 Cheap United flights San José del Cabo (SJD) to Chicago (ORD)

Grab affordable round-trip United Airlines flights from $385 from SJD to ORD by organizing your results from “Price (lowest to highest)” on Expedia. Or look for deals from $232 for a one-way trip.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

January is one of the cheapest months to fly to Chicago with United Airlines. You could also find excellent prices on one-way and round-trip fares in February.

Check for United Airlines flights from SJD to ORD about one month before you want to go. The cheapest time to reserve an international flight is generally 18 to 29 days ahead of your departure date when you can save 17% versus booking four to five months in advance. Regardless of fare class or itinerary, the best day of the week to book international airfare is usually Sunday. Friday can be the most expensive. Travelers who book on a Sunday can save an average of 17% compared to those who book on a Friday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

Book a seat on one of United Airlines’s 7 direct weekly flights from Los Cabos Intl. Airport (SJD) to O’Hare Intl. Airport (ORD). To view available options, enter your origin, dates and destination and hit search. Then select the “Nonstop” and “Airline” filters.

It takes approximately 4h 9m to fly nonstop from Los Cabos Intl. Airport (SJD) to O’Hare Intl. Airport (ORD) with United Airlines.

Setting off from SJD at 12:49PM UTC-7, the earliest United Airlines flight to ORD arrives at 5:58PM UTC-6. Traveling earlier in the day means you’ll be less likely to encounter delays.* Not a morning person? The last United Airlines flight from SJD to ORD departs at 12:49PM UTC-7 and touches down at 5:58PM UTC-6.*Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

United Airlines flights from Los Cabos Intl. Airport (SJD) to Chicago come in to O’Hare Intl. Airport (ORD). This is the main entry point to this city.

Depart from SJD to ORD with United Airlines and enjoy a host of benefits including a rewarding loyalty program. When you book through Expedia as a United Mileage Plus and One Key™ member, you could also earn OneKeyCash™* to use on select future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

You’ll most likely board a Boeing 737-800 for your United Airlines flight from Los Cabos Intl. Airport (SJD) to O’Hare Intl. Airport (ORD). However, you may be switched to another aircraft if there are operational changes.

Depending on the type of ticket you purchased, a fee will generally apply if you cancel or change your booking more than 24 hours after it’s been confirmed. To secure flexible plane tickets, select our “Changes included” and “No cancel fee” boxes when looking for flights. For more information on changing or canceling your reservation, go to “Trips,” select your flight and click on “Manage Booking.”