Flights
Hotels
From
To
1 traveler
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.

Flights
Hotels
Round-trip
One-way
1 traveler
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Did you mean flights from San Jose to Chicago?

Flights from Chicago to San Jose, United States Last modified: Jan 19, 2017 1:13 -05:00

TIPSave $271 by flying into San Francisco instead of San Jose from Chicago

Chicago to San Jose Last modified: Jan 19, 2017 1:13 -05:00Prices shown were found by travelers like you over the past 30 days

We've scanned 31,457,165,031 round trip itineraries and found the cheapest flights to San Jose. American & United frequently offer the best deals to San Jose flights, or select your preferred carrier below to see the cheapest days to fly.

American
CHISJC
Tue 2/14
nonstop
SJCCHI
Tue 2/28
nonstop
$197
United
CHISJC
Wed 4/5
nonstop
SJCCHI
Tue 4/11
nonstop
$201
Alaska
CHISJC
Wed 2/1
1 stop
SJCCHI
Sun 2/5
1 stop
$306

How Much is a Flight from Chicago to San Jose? Prices shown were found by travelers like you over the past 30 days

We have collected flight cost data from across the web for travel from Chicago to San Jose, and have found the average flight price for this trip to be $211.

Where To Buy Cheap Flights from Chicago to San Jose?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to San Jose based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to San Jose? Prices shown were found by travelers like you over the past 30 days

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to San Jose.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $679 $572
7-14 days $262 $205
14-21 days $262 $205
21-30 days $197 $205
30-60 days $197 $205
60-90 days $201 $205
90+ days $253 $205

Cheapest Day To Fly from Chicago to San Jose Prices shown were found by travelers like you over the past 30 days

We've examined 31,467,228,167 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to San Jose is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$253 $197 $197 $205 $205 $214 $205

Compare Flight Prices from Chicago to San Jose by Month Prices shown were found by travelers like you over the past 30 days

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to San Jose flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
January Chicago San Jose American 1/31/17 2/7/17 0 $262
February Chicago San Jose American 2/14/17 2/28/17 0 $197
March Chicago San Jose American 3/1/17 3/6/17 0 $197
April Chicago San Jose United 4/5/17 4/11/17 0 $201
May Chicago San Jose American 5/3/17 5/8/17 1 $214
June Chicago San Jose United 6/1/17 6/4/17 1 $404
July Chicago San Jose United 7/2/17 7/5/17 1 $444
August Chicago San Jose American 8/3/17 8/7/17 0 $447

Cheap Last Minute Flights from Chicago to San Jose Prices shown were found by travelers like you over the past 30 days

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to San Jose. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
22 23 24 25 26 27 28
$335
29 30 31 1 2 3 4
$335 $214
5 6 7 8 9 10 11
$214 $205
12 13 14 15 16 17 18
$205 $322
19 20 21 22 23 24 25
$322 $235
26 27 28 1 2 3 4
$235

Connecting Flights vs Direct Flights from Chicago to San Jose Prices shown were found by travelers like you over the past 30 days

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to San Jose is $346.

The average price for direct flights from Chicago to San Jose is $368.

The chart below shows up to date information regarding non-stop flights from Chicago to San Jose.

Weekly Direct Flights from Chicago to San Jose - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 1 1 1 1 1 1 1 09:50 09:50
Southwest 1 1 1 1 1 1 1 08:50 20:15

One Way Flights vs Round Trip Flights from Chicago to San Jose Prices shown were found by travelers like you over the past 30 days

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to San Jose. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to San Jose is not available.

The average price for round trip flights from Chicago to San Jose is $338.

Chicago to San Jose Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from Chicago to San Jose?
Answer: The average Chicago to San Jose flight time is 4 hours and 40 minutes.
Question: How far is San Jose from Chicago?
Answer: The distance from Chicago to San Jose is 1,824 miles (2,935 kilometers).
Question: How common are direct flights from Chicago to San Jose?
Answer: There are 14 direct flights from Chicago to San Jose.
Question: What are the most popular Chicago airlines for direct flights from Chicago to San Jose?
Answer: American Airlines provides 50% of the non-stop flights between Chicago and San Jose.
Question: What are the most popular connecting cities when flying from Chicago to San Jose?
Answer: Los Angeles, CA

Airlines in Chicago flying to San Jose Last modified: Jan 19, 2017 1:13 -05:00Number of routes searched: 354Number of itineraries searched: 279,829

Wondering which airlines fly out of Chicago to San Jose? We've gathered the average price of Chicago airlines with flights to San Jose. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Chicago to San Jose
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Alaska -
United -
Virgin America -
American CMH
American DEN
American DSM
American IND
Alaska PDX
Alaska SEA
Alaska LAX
Alaska SAN
JetBlue JFK
JetBlue BOS
Delta ATL
Delta DTW
Delta MSP
Delta SLC
Delta CVG
Frontier DEN
United CVG
United DCA
United DEN
United DFW
Virgin America LAX

Chicago to San Jose Airports

These are the major commercial airports we're currently monitoring in Chicago and San Jose. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Domestic Flights from Chicago - CHI Last modified: Jan 19, 2017 1:13 -05:00Prices shown were found by travelers like you over the past 30 days

Cheap Flights from Chicago to San Jose