Cheap flights from San Jose to Chicago
Selected dates may not give results due to COVID-19. We suggest you change the dates.
Round trip One way
Round trip
One way
Select departure
No results match your search criteria
  • Latest searches
Select arrival
No results match your search criteria
  • Latest searches
Round trip One way
Round trip
One way
{{ weekDay }}
{{ panel.label }}
Looking for a one-way flight?
{{ fromDate | dateToDayNumber }}

{{ fromDate | dateToMonthName }}

{{ fromDate | dateToDayName }}

{{ flexibleFromDateLabel }}
{{ option.label }}
?
{{ flexibleToDateLabel }}
{{ option.label }}
Class and passengers
Class
Economy
Available for Economy only
Number of passengers
Adults
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
  • Compare with:
    Sponsored

When is the best time to book a San Jose - Chicago Midway flight?

Fly Scanner offers you the possibility to find flights from San Jose to Chicago Midway at the best price thanks to the flexible dates shopping function: compare the prices of flight tickets for dates close to those selected and save money by changing the day of departure or arrival.

Save money on your flight to Chicago Midway

With the Fly Scanner flight comparator you can also compare available offers for airports near Chicago Midway or on alternative dates, so you can consider other options that could save you money on your flight ticket. Also save time by filtering your search with direct flights only: the flight search engine will show you in no time the cheapest deals for flights San Jose - Chicago Midway non-stop.

Find the San Jose - Chicago Midway low cost flight you prefer

Fly Scanner, once you enter your departure and arrival cities, will compare thousands of offers based on your needs.

Filter your search

Fly Scanner offers the possibility to customize your search according to different criteria:

  • Only direct flights
  • Only flights of one airline
  • Only flights departing or arriving at a specific airport
Other filters allow you to check prices for nearby dates to save even more on your trip to United States.

Frequently Asked Questions

Frequently asked questions about flights from San Jose to Chicago Midway.

How much does a San Jose - Chicago Midway flight cost?

The availability of airline tickets can vary greatly depending on the time of year and destination. This information is currently unavailable for flights from San Jose to Chicago Midway.

How far is San Jose from Chicago?

San Jose is about 1833 mi from Chicago.

What are the airports in Chicago?

At Chicago there are 3 airports: Midway, O'Hare, Rockford.

What are the airports in San Jose?

San Jose has one airport: San Jose.

What are the most popular destinations searched for in United States?

The most searched cities in United States according to our users are: Atlanta, Los Angeles, Miami, New York City, Orlando.

What is the cheapest month to fly from San Jose to Chicago?

This information is not available at the moment.

What is the most expensive month to fly from San Jose to Chicago?

This information is not available at the moment.

What is the best day of the week to fly from San Jose to Chicago?

This information is not available at the moment.
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more