$158 Cheap Delta flights Chicago (ORD) to San Jose (SJC)

Set the “Price (lowest to highest)” filter on Expedia to look for cheap Delta Air Lines return flights from $295 from ORD to SJC. Affordable one-way options from $158 are also available.**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.

Look for return or one-way flights to San Jose in April or November. You could find an affordable fare with Delta Air Lines during these off-peak travel months.

Start searching one to three months before your departure to find cheap fares on Delta Air Lines flights from O’Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC). You can save 25% by booking your domestic flight 34 to 86 days in advance versus last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it’s 6% cheaper on average than a Monday, the most expensive day to book.* Get your timing spot on, and you can enjoy significant savings on domestic flights.*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.

Use the “Nonstop” filter when looking for direct Delta Air Lines flights from ORD to SJC. It’s also a great way to compare other airlines offering the same nonstop route.

To find the earliest departures from ORD to SJC with Delta Air Lines, filter your results by “Morning” and “Early Morning.” Booking an early flight generally means you’ll experience fewer cancellations.**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.

Hop on a Delta Air Lines flight from O’Hare Intl. Airport (ORD) to San Jose, and you’ll most likely touch down at Norman Y. Mineta San Jose Intl. Airport (SJC). This is the airline’s main hub here.

Offering a rewarding loyalty program and an excellent in-flight experience, Delta Air Lines is the leading choice for many passengers heading from ORD to SJC. Plus, if you’re a Delta SkyMiles and One Key™ member booking through Expedia, you could earn OneKeyCash™* on eligible flights on top of your airline miles, which can be put toward future travel.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

It’s generally possible to modify or cancel your flight, although there may be additional fees if you made your booking over 24 hours ago. Prefer to keep your options open? Make use of our “No cancel fee” and “Changes included” filters to find flights that won’t penalize you if you have to revise your plans. To update your itinerary, head to “Trips,” select your flight and click on “Manage Booking” for more information.