Cheap Flights from Chicago (ORD) to San Jose (SJC)

You can find one-way and return flights from ORD to SJC with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to SJC ticket fares go up or down.

The cheapest months to fly from ORD to SJC are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.

Only one airline offers direct flights from Chicago, IL (ORD-O'Hare Intl.) to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.). United operates 13 direct flights from ORD to SJC every week.

To find a cheap flight from Chicago, IL (ORD) to San Jose, CA (SJC), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, United typically offers the lowest fares. Alaska Airlines offers the most daily flights from Chicago, IL (ORD-O'Hare Intl.) to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

You'll find approximately 2 nonstop flights per day from Chicago, IL (ORD-O'Hare Intl.) to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.). For even more choices, look at flights that include layovers, as there are around 92 connecting flights per day. Some common connection points include Seattle - Tacoma Intl. (SEA), Denver Intl. (DEN), and Dallas-Fort Worth Intl. (DFW).

The earliest flight from Chicago, IL (ORD-O'Hare Intl.) to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) typically departs at 12:00 AM local time, operated by American Airlines. This is a seasonal service active in December. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

You'll find the most flights from Chicago, IL (ORD-O'Hare Intl.) to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) on Fridays, with around 49 flights available. This gives you plenty of options if you're planning a weekend trip or need to travel at the end of the week. Major airlines on this route include American Airlines, United, and Alaska Airlines. Fridays offer notably more flight options compared to other days of the week, making it a convenient day to travel.

The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) are in the early morning, from 6am to 9am. Many major carriers, including Alaska Airlines, Delta and American Airlines, offer flights during this window. This timing works well because it allows you to arrive in San Jose with plenty of time to start your day, whether for business or leisure.

A direct flight from Chicago, IL (ORD-O'Hare Intl.) to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) typically takes around 4 hours 48 minutes. This route covers a distance of approximately 2937 kilometres. If you opt for a flight with one stop, your travel time will be longer, usually around 8 hours 30 minutes. Flights with two or more stops generally take about 10 hours 18 minutes. Keep in mind that actual flight times can vary due to factors like routing, weather, and wind patterns.

Yes, you can fly business class or first class between ORD and SJC. Airlines that offer business class service on this route include:

* Frontier Airlines
* Delta

First class cabins are available on Alaska Airlines, Delta, United, and American Airlines.

It's easy to earn miles on a Chicago, IL (ORD) to San Jose, CA (SJC) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

If you're planning to travel to San Jose from O'Hare Intl. (ORD), you can fly directly into Norman Y. Mineta San Jose Intl. (SJC). Some flights may connect through major hubs like Harry Reid International Airport (LAS), Seattle - Tacoma Intl. (SEA), or Sky Harbor Intl. (PHX) before reaching San Jose. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Typically, booking a last minute flight from Chicago, IL (ORD) to San Jose, CA (SJC) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Securing a Chicago, IL (ORD) to San Jose, CA (SJC) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

If you booked your Chicago, IL (ORD) to San Jose, CA (SJC) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.