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  1. Flights
  2. United States
  3. Chicago
  4. San Jose, CA - Chicago

Cheap Flights from San Jose, CA (SJC) to Chicago (CHI)

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Discover the cheapest flights from San Jose, CA to Chicago
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Thu, May 29 - Sat, May 31
Spirit Airlines
Spirit Airlines1 stop
SJC - CHI
Alaska Airlines
Alaska AirlinesDirect
CHI - SJC
144$
138$
Prime price per passenger
Wed, May 21 - Sun, May 25
Spirit Airlines
Spirit Airlines1 stop
SJC - CHI
Alaska Airlines
Alaska AirlinesDirect
CHI - SJC
167$
161$
Prime price per passenger
Thu, Jun 12 - Thu, Jun 19
Spirit Airlines
Spirit Airlines1 stop
SJC - CHI
Alaska Airlines
Alaska AirlinesDirect
CHI - SJC
215$
203$
Prime price per passenger
Fri, Jul 4 - Sat, Jul 5
American Airlines
American Airlines1 stop
SJC - CHI
Alaska Airlines
Alaska AirlinesDirect
CHI - SJC
247$
240$
Prime price per passenger
Thu, Jul 17 - Fri, Jul 18
Spirit Airlines
Spirit Airlines1 stop
SJC - CHI
Alaska Airlines
Alaska AirlinesDirect
CHI - SJC
282$
273$
Prime price per passenger
Tue, Jun 24 - Thu, Jun 26
American Airlines
American Airlines1 stop
SJC - CHI
Alaska Airlines
Alaska AirlinesDirect
CHI - SJC
287$
279$
Prime price per passenger
Wed, Jun 4
Spirit Airlines
Spirit Airlines1 stop
SJC - CHI
50$
46$
Prime price per passenger
Wed, May 21
Spirit Airlines
Spirit Airlines1 stop
SJC - CHI
-12 %
70$
62$
Prime price per passenger
Thu, Jun 12
Spirit Airlines
Spirit Airlines1 stop
SJC - CHI
105$
101$
Prime price per passenger
Tue, Jun 24
Alaska Airlines
Alaska Airlines1 stop
SJC - CHI
157$
149$
Prime price per passenger
Tue, Jul 1
American Airlines
American Airlines1 stop
SJC - CHI
165$
162$
Prime price per passenger
Thu, Jul 24
Spirit Airlines
Spirit Airlines1 stop
SJC - CHI
166$
165$
Prime price per passenger
Prices shown below were available within the past 3 days for the period specified 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

Flexible with dates? We find the best price for the week of the day you select *Prices may vary after you search.
Filter by
week: May 5 - May 11
Flights from just $92
$92
$98
$142
$163
$179
$198
$208
$212
$229
$231
$218
$212
MayJuneJuly
Flying Time4 h and 16 mWhen flying from San Jose, CA to Chicago, this can take around 4 h and 16 m in flying time, however this flight duration can vary due to other factors
Cheapest flight$46The 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
Departure AirportSan Jose MnplSan Jose Mnpl is where you'll take off when flying from San Jose, CA to Chicago
Arrival AirportO'hare International AirportYou'll land at O'hare International Airport when flying from San Jose, CA to Chicago
Peak seasonAugustAugust is the busiest time to fly from San Jose, CA to Chicago according to search data results from our customers
Best time to bookSeptemberSeptember is one of the most frequent times to fly to Chicago from San Jose, CA according to real data from our customers

Route information

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 searching for flights from San Jose, CA to Chicago?

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

What are the benefits of booking flexible flight tickets?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to United States. At eDreams have you covered!
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 $46. 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 September, August and July, 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, August is the best month to fly to Chicago from San Jose, CA in terms of searches from our customers, followed by July and October. If you prefer to avoid the busy season and get away from the crowds February, January and March 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 04:16 hours on average, at an average distance of 2,937 km, 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 Mnpl (SJC) to O'hare International Airport (ORD). The following airlines fly this route:

Spirit Airlines.

Which airlines fly from San Jose, CA to Chicago?

The airlines that fly non-stop from San Jose, CA to Chicago are:

  • United Airlines.

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