Flights from Chicago to San Jose, United States

Did you mean flights from San Jose, California to Chicago?

Chicago to San Jose, California Last modified: Jan 22, 2024 9:21 -05:00

We've scanned 115,678,683 round trip itineraries and found the cheapest flights to San Jose, California. Spirit & Alaska frequently offer the best deals to San Jose, California flights, or select your preferred carrier below to see the cheapest days to fly.

Spirit
CHISJC
Wed 3/6
1 stop
SJCCHI
Tue 3/12
1 stop
$184
Alaska
CHISJC
Tue 2/13
1 stop
SJCCHI
Wed 2/14
1 stop
$240
Major Airlines
CHISJC
Sat 2/10
1 stop
SJCCHI
Sun 2/11
1 stop
$250
American
CHISJC
Tue 2/13
1 stop
SJCCHI
Wed 2/14
1 stop
$298
United
CHISJC
Tue 2/13
nonstop
SJCCHI
Wed 2/14
nonstop
$338
Multiple Airlines
CHISJC
Wed 2/14
1 stop
SJCCHI
Fri 2/23
1 stop
$470

How Much is a Flight from Chicago to San Jose, California?

We have collected flight cost data from across the web for travel from Chicago to San Jose, California, and have found the average flight price for this trip to be $214.

Where To Buy Cheap Flights from Chicago to San Jose, California?

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, California 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, California?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $520 $386
7-14 days $450 $237
14-21 days $366 $207
21-30 days $346 $207
30-60 days $345 $202
60-90 days $346 $240
90+ days $346 $230

Cheapest Day To Fly from Chicago to San Jose, California

We've examined 231,357,366 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, California is Wednesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$207$207$202$230$207 $230

Cheap Last Minute Flights from Chicago to San Jose, California

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

Next 30 Days

SunMonTueWedThuFriSat
7 8 9 10 11 12 13
$511
14 15 16 17 18 19 20
$511 $336
21 22 23 24 25 26 27
$336 $230
28 29 30 31 1 2 3
$230 $230
4 5 6 7 8 9 10
$230 $207
11 12 13 14 15 16 17
$207

Connecting Flights vs Direct Flights from Chicago to San Jose, California

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, California is $245.

The average price for direct flights from Chicago to San Jose, California is $348.

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

Weekly Direct Flights from Chicago to San Jose, California - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 2 2 2 2 2 2 2 04:55 12:26
United 1 1 1 1 1 1 1 14:40 14:40

One Way Flights vs Round Trip Flights from Chicago to San Jose, California

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, California. 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, California is $179.

The average price for round trip flights from Chicago to San Jose, California is $245.

Chicago to San Jose, California Flight Questions

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

Question: How long is the flight from Chicago to San Jose, California?
Answer: The average Chicago to San Jose, California flight time is 4 hours and 31 minutes.
Question: How far is San Jose, California from Chicago?
Answer: The distance from Chicago to San Jose, California is 1,824 miles (2,935 kilometers).
Question: How common are direct flights from Chicago to San Jose, California?
Answer: There are 21 direct flights from Chicago to San Jose, California.
Question: What are the most popular Chicago airlines for direct flights from Chicago to San Jose, California?
Answer: American Airlines provides 66% of the non-stop flights between Chicago and San Jose, California.

Chicago to San Jose, California Airports

These are the major commercial airports we're currently monitoring in Chicago and San Jose, California. 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 Flights from Chicago to San Jose, California