The prices shown on this page were available within the last 20 days for the specified periods and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from San Jose, CA to Chicago

If you’re planning to fly this route soon, keep in mind that the lowest fares are usually available at the end of August. Take advantage of this period to save on your flight tickets and make the most of your trip. Please note that prices may change after your search.

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week: Aug 24 - Aug 30

Flights from just $143

$176

$181

$182

$174

$156

$168

$167

$171

$154

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$143

JuneJulyAugust

Flying Time5 h and 52 mWhen flying from San Jose, CA to Chicago, this can take around 5 h and 52 m in flying time, however this flight duration can vary due to other factors

Cheapest flight$136The best price for flights from San Jose, CA to Chicago offered by eDreams, which have been found by our customers in the last 3 days

Origin airportSan Jose Mineta International AirportWhen flying from San Jose, CA to Chicago

Destination airportsO'hare International Airport, Midway International AirportWhen traveling from San Jose, CA to Chicago

Peak seasonMarchMarch is the busiest time to fly from San Jose, CA to Chicago according to search data results from our customers

Airlines operating this routeAmerican AirlinesAirline(s) that fly from San Jose, CA to Chicago

One-way average Price$248A flight from San Jose, CA to Chicago at eDreams will cost around $248, this being based on prices of the previous 6 months of data

Best time to bookMarchMarch is one of the most frequent times to fly to Chicago from San Jose, CA according to real data from our customers

Airlines that fly from San Jose, CA to Chicago

American Airlines

436$

Distance: 1833 miles

San Jose, CA airports

San Jose Mnpl (SJC)How far from city center: 2 miles

Chicago airports

O'hare International Airport (ORD)How far from city center: 14 miles

Midway Airport (MDW)How far from city center: 4 miles

Are you planning to travel to Chicago for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from San Jose, CA. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Chicago and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from San Jose, CA to Chicago

On average, how much is the price of a flight from San Jose, CA to Chicago?

When you fly from San Jose, CA to Chicago the average price is $248. However, this price depends on many other factors such as seasonality or how far in advance the route has been booked.

For flights from San Jose, CA to Chicago, how can I find the cheapest price?

The cheapest price for a flight from San Jose, CA to Chicago is $136. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.

When booking, when is the best time to get the best prices for flights from San Jose, CA to Chicago?

The most popular months to book a trip from San Jose, CA to Chicago are August, July and June, based on the searches of our customers.

When is the best time to travel from San Jose, CA to Chicago?

The best time of the year to visit Chicago depends on lots of personal preferences, especially the price. Regarding popularity, March is the best month to fly to Chicago from San Jose, CA in terms of searches from our customers, followed by December and June. If you prefer to avoid the busy season and get away from the crowds February, October and April are the months with fewer searches for San Jose, CA - Chicago.

How long does the flight from San Jose, CA to Chicago take?

Flight length from San Jose, CA to Chicago is around 5 h and 52 m on average, at an average distance of 1,833.04 mi, for flights for the route (which may have 1 or more stops in other cities in between).

Which airports have flights between San Jose, CA and Chicago?

The main route from San Jose, CA to Chicago is: San Jose Mineta International Airport (SJC) to O'hare International Airport(ORD). The following airlines fly this route:

Which airlines fly from San Jose, CA to Chicago?

Alaska Airlines

Frontier Airlines
American Airlines

Plan your trip

Popular Flight RoutesAlternative routes