Cheap flights from San Jose to Chicago Midway (SJC - MDW)

Flight FAQs

From San Jose to Chicago Midway

Are flight prices decreasing from San Jose to Chicago Midway 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 Midway 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 Midway to control the spread of COVID-19?

New policies can now be found on Alaska Airlines and Delta to help keep travelers safe while flying. Some of the new policies that have been implemented to accommodate travelers flying from San Jose to Chicago Midway are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

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

Delta, United Airlines, and American Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

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

Yes, there are multiple flights from San Jose to Chicago Midway for under $300. The cheapest flight booked recently is on Delta for just $271, but on average you can expect to pay $328.

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

There are no nonstop flights from San Jose to Chicago Midway, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from San Jose to Chicago Midway for under $400?

There are currently 12+ open flights from San Jose to Chicago Midway within the next 7 days for less than $400.

Does it rain more in San Jose or Chicago Midway?

When traveling, we recommend packing in preparation to handle common weather conditions. The rainfall in San Jose is typically less than Chicago Midway. We can gather that this will continue over the next 1 days.

Is San Jose weather warmer or cooler than Chicago Midway?

You can imagine temperatures to be in the 84 °F range in July. The weather in Chicago Midway is generally hotter than San Jose's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from San Jose to Chicago Midway?

A quick flight from San Jose to Chicago Midway can take about 6h 25m. Delta provides one of the quickest options available for as low as $331.

What is the cheapest airline to fly from San Jose to Chicago Midway round-trip?

Delta, at $271, was found to be the cheapest airline from San Jose to Chicago Midway.. Delta is 33% cheaper than the average price of flights available within the next 90 days to this destination.

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

To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $132.