Cheap flights from Chicago to San Jose (CHI - SJC)

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The best prices from Chicago to San Jose are usually found in January or February, booked 42 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

How to find the cheapest flight from
Chicago (CHI) to San Jose (SJC)

All the information you need to plan the best CHI to SJC flight in 2022: compare Chicago to San Jose flight prices with the expected peak season, weather and rainfall in San Jose.
CHI - SJC
Price
$277 - $521
SJC
Temperature
50 - 69.8 °F
SJC
Rainfall
0 - 3.1 inches

Popular in

May

High demand for flights, 27% potential price rise

Cheapest in

January

Best time to find cheap flights, 27% potential price drop

Round-trip from

$277

From Chicago (CHI) to San Jose

One-way from

$170

One-way flight from Chicago (CHI) to San Jose

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
How far in advance should I book a flight from Chicago to San Jose?

To save on the cost of your flight from Chicago to San Jose, book at least 42 days before your planned departure. Booking around this time can save you about 64% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $473 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $646.

What is the cheapest day to fly round-trip from Chicago to San Jose?

Users have found that flying from Chicago to San Jose on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

When is the cheapest time to fly from Chicago to San Jose (CHI - SJC)?

One of the essential ways to save on airfare from Chicago to San Jose is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 8% on airfare.

Cheap flights from Chicago to San Jose in June, July 2022

The best prices found for CHI to SJC flights for June, July
13 Jul - 20 Jul
$324pp
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
SJC
San Jose
SJC
San Jose
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
13 Jul - 20 Jul
$338pp
ORD
Chicago O'Hare Intl
Alaska Airlines
   
2 STOPS
SJC
San Jose
SJC
San Jose
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
15 Jul - 19 Jul
$344pp
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
SJC
San Jose
SJC
San Jose
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to San Jose 2022 flight deals

Cheap flights to San Jose from Chicago found for this year
18 Oct - 26 Oct
$276pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SJC
San Jose
SJC
San Jose
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
18 Oct - 25 Oct
$278pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SJC
San Jose
SJC
San Jose
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
18 Oct - 25 Oct
$290pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SJC
San Jose
SJC
San Jose
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to San Jose from Chicago

Save time with Chicago to San Jose direct flight deals
5 Nov - 12 Nov
$339pp
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
SJC
San Jose
SJC
San Jose
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
19 Oct - 22 Oct
$340pp
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
SJC
San Jose
SJC
San Jose
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
18 Oct - 22 Oct
$344pp
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
SJC
San Jose
SJC
San Jose
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to San Jose

Late deals on round-trip flights to San Jose from Chicago, departing today and this week
3 Jul - 10 Jul
$391pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
SJC
San Jose
SJC
San Jose
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
3 Jul - 10 Jul
$400pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
SJC
San Jose
SJC
San Jose
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
2 Jul - 5 Jul
$408pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
SJC
San Jose
SJC
San Jose
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl

One-way flights to San Jose from Chicago

The cheapest one-way flights from Chicago to San Jose
3:20 am - 5:53 am
Alaska Airlines
Nonstop
4h 33m
ORD - SJC
Alaska Airlines
$170
Alaska Airlines
9:55 am - 4:06 pm
American Airlines
1 Stop
8h 11m
ORD - SJC
American Airlines
2:10 am - 2:25 pm
Delta
2 Stops
14h 15m
ORD - SJC
Delta
$184
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">San Jose</span> flights.

Flight FAQs

From Chicago to San Jose

What airport do you fly into for flights to San Jose from Chicago?

Located just 2.9 mi from the city center, San Jose is the airport most travelers will use when flying to San Jose from Chicago. Booking flights from Chicago to San Jose (SJC) should be relatively easy as there are 7 daily inbound flights from Chicago from 7 different airlines.

Which airlines flying from Chicago to San Jose have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like United Airlines, American Airlines, and Alaska Airlines flying from Chicago to San Jose have implemented new flexible cancellation policies.

Can I find flights from Chicago to San Jose for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to San Jose for under $300. The cheapest flight booked recently is on Multiple Airlines for just $276, but on average you can expect to pay $318.

Are there nonstop flights from Chicago to San Jose for under $400 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to San Jose under $400. A good price for a nonstop flight from Chicago to San Jose is less than $458.

Are there last-minute flights available from Chicago to San Jose for under $400?

There are currently 20+ open flights from Chicago to San Jose within the next 7 days for less than $400.

What are the cheapest airlines flying from Chicago to San Jose round-trip?

According to our current data, Delta ($323), Alaska Airlines ($324), and American Airlines ($347) offers the cheapest pricing from Chicago to San Jose. Delta is priced at 14% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Chicago to San Jose one-way?

The cheapest airlines for a one-way flight from Chicago to San Jose are Delta ($162), Alaska Airlines ($168), and American Airlines ($178).

What are the most popular airlines that fly from Chicago to San Jose?

The most popular airlines flying from Chicago to San Jose are Major Airline, American Airlines and Alaska Airlines. Something to consider prior to booking your flight.

What are the cheapest flights from Chicago to San Jose?

Looking for the cheapest flight from Chicago to San Jose? While on average our users pay $749, our data indicates the cheapest price to be $138. The most popular route (Chicago O'Hare Intl - San Jose), is priced around $276.

COVID Restrictions

View COVID Travel Restrictions for San Jose, CA

Do I need a COVID test to fly to San Jose from Chicago?

Information is based on travel restrictions for travel to San Jose within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter San Jose.

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering San Jose.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering San Jose.

Do I need a test to fly back to Chicago from San Jose?

Returning to Chicago from San Jose

COVID-19 testing requirements
Visitors from San Jose are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago.

Quarantine requirements
Visitors from San Jose are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for San Jose, CA

Alternative routes for Chicago to San Jose

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for San Jose

Things to know before you go - useful duration and weather info for your trip from Chicago to San Jose.
Flight duration from Chicago to SJC
4h 28m
Average temperature for June in San Jose
82.4 °F
Avg rainfall for June in San Jose
8.1 ″

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing San Jose

Top 4 airlines flying from Chicago to San Jose

The chart below displays the airlines Cheapflights users traveling from Chicago to San Jose choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines
$128 $350 No cancel fee 71%
Delta
$179 $504 No cancel fee N/A
Alaska Airlines
$199 $369 No cancel fee 75%
United Airlines
$207 $517 No cancel fee 69%

Hourly flight availability from Chicago to San Jose

See what time of day planes typically take off from Chicago towards San Jose.
Morning 6 AM to noon 35% of CHI to SJC departures
Early morning Midnight to 6 AM 33% of CHI to SJC departures
Afternoon Noon to 6 PM 32% of CHI to SJC departures
Evening 6 PM to midnight 0% of CHI to SJC departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to San Jose
See how many times per day planes take to the skies headed from Chicago to San Jose.
Sunday
9 daily flights
Monday
9 daily flights
Tuesday
9 daily flights
Wednesday
9 daily flights
Thursday
9 daily flights
Friday
9 daily flights
Saturday
1 daily flight
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