Cheap flights from San Jose to Chicago (SJC - CHI)

Flight FAQs

From San Jose to Chicago

Are flight prices decreasing from San Jose to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both San Jose and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from San Jose to Chicago to control the spread of COVID-19?

Alaska Airlines is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. New policies for travelers booking flights from San Jose to Chicago include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from San Jose to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from San Jose to Chicago have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

What airport do you fly from for flights from San Jose to Chicago?

Located just 2.9 mi from the city center, San Jose is the airport most travelers will use when flying to Chicago from San Jose. Booking flights from San Jose (SJC) to Chicago should be relatively easy as there are 2 daily outbound flights to Chicago from 8 different airlines.

Can I find flights from San Jose to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from San Jose to Chicago for under $300. The cheapest flight booked recently is on Multiple Airlines for just $208, but on average you can expect to pay $232.

Are there nonstop flights from San Jose to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from San Jose to Chicago under $300. A good price for a nonstop flight from San Jose to Chicago is less than $276.

Are there last-minute flights available from San Jose to Chicago for under $300?

There are currently 20+ open flights from San Jose to Chicago within the next 7 days for less than $300.

Is San Jose weather warmer or cooler than Chicago?

Our data indicates that the weather will be 84 °F on average in the month of July. The temperature in Chicago is typically hotter than in San Jose. If you're traveling when the temperature is at its warmest, push to plan early, as flight price and availability will have an impact on your travels. For the best results, search for flights well in advance or after peak season.

How long is the flight from San Jose to Chicago?

American Airlines, United Airlines, and Delta can get you from San Jose to Chicago in just under 4h 07m. Your travel time can differ by up to 1h 56m. This flight may include one or multiple stops.

What are the cheapest airlines flying from San Jose to Chicago round-trip?

Frontier, at $214, was found to be the cheapest airline from San Jose to Chicago.Alternate airlines to your destination round-trip include United Airlines and American Airlines. You may be able to fly from San Jose to Chicago for 34% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from San Jose to Chicago one-way?

One-way options have recently been found by users for as low as $80 on Frontier. Other airlines that offer cheap prices include American Airlines from $108 and United Airlines from $112 one-way.