Cheap flights from Chicago Midway to San Jose

Flights tailored to your budget

Selected dates may not give results due to COVID-19. We suggest you change the dates.
Multi-city Round trip One way
Round trip
One way
Multi-city
From
No results match your search criteria
To
No results match your search criteria
{{ weekDay }}
Dates
{{ panel.label }}
Looking for a one-way flight?

Flexible dates can save you money

Explore nearby dates to find lower fares

{{ fromDate | dateToLongNamedDate }}
?
Flexible dates
Depart {{ flexibleFromDateLabel }}
{{ option.label }}
?
Return {{ flexibleToDateLabel }}
{{ option.label }}
Passengers / Class
Number of passengers
Adults
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
Class
Economy
Available for Economy only
New Multi-city experience

Discover a new Multi-city search experience from Jetcost, designed to handle more complex itineraries. By continuing, you’ll be taken to a dedicated page powered by Kiwi.com.
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

How much is a flight from Chicago Midway to San Jose?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and San Jose.

Pick a travel date to see today’s available fares.

Fares change often — checking several times throughout the week can make a big difference. Booking in advance often means access to lower prices for the Chicago Midway - San Jose route.

Flying between Chicago and San Jose? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

  • Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
  • Airports in San Jose: The only active option is San Jose.

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all Chicago airports in a single search.

Flights from Chicago - Midway to San Jose

Plan your journey from Chicago Midway to San Jose with ease

Use Jetcost to tailor your search — direct or connecting flights, round-trip or one-way, filtered by airline, price, travel time, or agency.

Other popular destinations

Exploring options in United States? These cities are trending: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Flight availability can change quickly — refresh the results if you’ve been away from the page for a while.
Frequently Asked Questions

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

How much does an airline ticket from Chicago Midway to San Jose cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Chicago Midway to San Jose.

How far is Chicago from San Jose?

Chicago is about 2950 km from San Jose.

What are the airports in San Jose?

San Jose has one airport: San Jose.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Las Vegas, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Chicago to San Jose?

This information is not available at the moment.

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

This information is not available at the moment.

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

This information is not available at the moment.

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

This information is not available at the moment.