Question 1

How long does it take to travel from San Jose to Chicago?

Accepted Answer

A one-way nonstop (direct) flight between San Jose and Chicago takes around 4.3 hours.

Question 2

What is the flight distance between San Jose and Chicago?

Accepted Answer

The flight distance between San Jose and Chicago is 2940 km.

Question 3

What airlines offer nonstop (direct) flights between San Jose and Chicago?

Accepted Answer

Several carriers operate flights between San Jose and Chicago. Airlines offering nonstop (direct) flights include United Airlines.

Question 4

What are the most popular routes to and from San Jose?

Accepted Answer

Travelers frequently search for route combinations, such as San Jose and Las Vegas, Denver, Atlanta, Guadalajara, Washington, D.C., Phoenix, Houston, Los Angeles, Dallas, San Diego, Austin, Mexico City, St. Louis, London, Seattle, Fort Lauderdale, Orlando, Raleigh, Santa Ana, Philadelphia.

Question 5

What are the most popular routes to and from Chicago?

Accepted Answer

Travelers frequently search for route combinations, such as Chicago and Phoenix, Las Vegas, Denver, Orlando, San Francisco, Los Angeles, Tampa, Miami, Salt Lake City, New York, Atlanta, London, Sacramento, Minneapolis, Mexico City, Paris, Austin, Washington, D.C., Fort Lauderdale, Fort Myers.

Question 6

What airports are near San Jose?

Accepted Answer

The main airport in San Jose is San Jose International. It is also served by San Francisco International, Sacramento International, Oakland International, Fresno Yosemite International, San Jose International, Monterey Regional, Stockton Metropolitan, Charles M. Schulz–Sonoma County, Merced Regional, Buchanan Field.

Question 7

What airports are near Chicago?

Accepted Answer

The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, Dane County Regional, General Wayne A. Downing Peoria International, South Bend International, Fort Wayne International, Central Illinois Regional, Quad City International, Decatur, Kalamazoo/Battle Creek International.

Question 8

What buses and trains depart from San Jose?

Accepted Answer

A number of bus and train companies depart from San Jose, including Amtrak train.

Question 9

Is it possible to combine flights, buses, and trains in one itinerary when traveling between San Jose and Chicago?

Accepted Answer

Yes, it's possible to combine different modes of transport between San Jose and Chicago thanks to our Virtual Interlining technology. Making use of not only flights but also trains and buses between San Jose and Chicago can give rise to new adventures. Read more about how Virtual Interlining works on Kiwi.com Stories.

Question 10

What is Virtual Interlining and how do I use it?

Accepted Answer

Virtual Interlining provides a revolutionary way of traveling. You can combine different modes of transport like flights, trains, and buses into one itinerary. And this often saves money. Thanks to the world's largest carrier database, the Kiwi.com search function enables anyone to mix and match different modes of transport easily.

Question 11

Which airlines fly between San Jose and Chicago?

Accepted Answer

Currently, you can fly between San Jose and Chicago with Alaska Airlines, Delta Air Lines, United Airlines, Spirit Airlines, Frontier Airlines.

Question 12

When's the best time to travel between San Jose and Chicago?

Accepted Answer

If you don’t have specific dates for your trip between San Jose and Chicago, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Question 13

What flights operate between San Jose and Chicago?

Accepted Answer

Traveling between San Jose and Chicago, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What's more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

Question 14

How many airports are there near San Jose?

Accepted Answer

There are a number of airports in and around San Jose. The main one is San Jose International and other nearby airports include San Francisco International, Sacramento International, Oakland International, Fresno Yosemite International, San Jose International, Monterey Regional, Stockton Metropolitan, Charles M. Schulz–Sonoma County, Merced Regional, Buchanan Field

Question 15

How many airports are there near Chicago?

Accepted Answer

There are a number of airports in and around Chicago. The main one is O Hare International and other nearby airports include Gerald R. Ford International, General Mitchell International, Dane County Regional, General Wayne A. Downing Peoria International, South Bend International, Fort Wayne International, Central Illinois Regional, Quad City International, Decatur, Kalamazoo/Battle Creek International.

Question 16

Is it possible to reach San Jose by bus or train?

Accepted Answer

Yes, San Jose has great ground transport connections with the rest of the world. Our price graph doesn't just show prices for flights to and from San Jose, it also shows buses and trains.

Question 17

What time do nonstop (direct) flights between San Jose and Chicago depart?

Accepted Answer

This depends on the airline's flight schedule. You can easily select your preferred departure time when you search on our website or mobile app. Choose the time of day you wish to depart from San Jose, such as morning, afternoon, evening, or night, or select the exact hours for departure.

Question 18

What time do nonstop (direct) flights between San Jose and Chicago arrive?

Accepted Answer

This depends on the airline's flight schedule. You can easily select your preferred arrival time when you search on our website or mobile app. Choose the time of day you wish to arrive at Chicago, such as morning, afternoon, evening, or night, or select the exact hours for arrival.

Question 19

What time do flights between San Jose and Chicago depart?

Accepted Answer

This depends on the airline's flight schedule. You can easily select your preferred departure time when you search on our website or mobile app. Choose the time of day you wish to depart from San Jose, such as morning, afternoon, evening, or night, or select the exact hours for departure.

Question 20

What time do flights between San Jose and Chicago arrive?

Accepted Answer

This depends on the airline's flight schedule. You can easily select your preferred arrival time when you search on our website or mobile app. Choose the time of day you wish to arrive at Chicago, such as morning, afternoon, evening, or night, or select the exact hours for arrival.

Cheapest one-way trip	$333
Cheapest nonstop round-trip	$216
Cheapest round-trip	$384
Average round-trip	$523
Includes rare itinerary	Travel hack

Name	Carrier code	IATA Code	Passport needed during booking	Online check-in available
Alaska Airlines	ASA	AS	Yes	Opens 24 days before flight Closes 1 hours before flight
Delta Air Lines	DAL	DL	Yes	Opens 24 days before flight Closes 1 hours before flight
United Airlines	UAL	UA	Yes	No
Spirit Airlines	NKS	NK	No	Opens 24 days before flight Closes 1 hours before flight
Frontier Airlines	FFT	F9	No	Opens 24 days before flight Closes 1 hours before flight

Travel restrictions	Travel is allowed No proof of negative pre-departure COVID-19 test results required No quarantine required
Additional information	Health pass for large events in California may be required Masks may be required

San Jose to Chicago flights from $333

Flights starting at $333. Choose between Alaska Airlines, Delta Air Lines, or United Airlines to find the best price.

Tips to know when travelling to Chicago

Search by stops

Search by carrier

Search by price

Search by departure date

Find the best day to fly to Chicago

One-way trips

Return trips

Weekly direct flights

Check-in for a flight from San Jose to Chicago

United States COVID-19 travel restrictions

Departure

Return

Frequently asked questions

Explore alternative trips

Flights from San Jose

Flights to Chicago

Popular routes

The nearest countries with flights to Chicago

Other destination countries from San Jose

Company

Platform

Features