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Cheap Flights from Chicago to San Jose, CA, United States - CHI to SJC

Popular flights from Chicago to San Jose

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

Alaska Airlines
Departure Date Return Date Lowest Price
May 25, 2016 Jun 1, 2016 $239
American Airlines
Departure Date Return Date Lowest Price
May 29, 2016 Jun 6, 2016 $240
Jun 3, 2016 Jun 6, 2016 $240
United Airlines
Departure Date Return Date Lowest Price
Jun 3, 2016 Jun 6, 2016 $232

How Much Does it Cost to Fly from Chicago to San Jose (CHI to SJC)?

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 $257.

When Can I Buy the Cheapest Flight from Chicago to San Jose (CHI to SJC)?

Airlines can adjust prices for plane 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 discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to San Jose

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to San Jose should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $638 $364
7-14 days $286 $241
14-21 days $266 $263
21-30 days $266 $239
30-60 days $232 $240
60-90 days $435 $338
90+ days $277 $268

Cheapest Day To Fly from Chicago to San Jose

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to San Jose.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$339 $263 $239 $236 $232 $253 $240

Lowest Fares Chart By Month from Chicago to San Jose

The chart below shows the lowest fare by month when flying from Chicago to San Jose.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Chicago San Jose Alaska 5/25/16 6/1/16 1 $239
June Chicago San Jose United 6/3/16 6/6/16 0 $232
July Chicago San Jose American 7/12/16 7/19/16 1 $338
August Chicago San Jose Alaska 8/31/16 9/7/16 1 $272
September Chicago San Jose Alaska 9/21/16 9/28/16 1 $268
October Chicago San Jose American 10/5/16 10/8/16 1 $272
November Chicago San Jose American 11/30/16 12/3/16 1 $303
December Chicago San Jose Alaska 12/8/16 12/12/16 1 $268

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to San Jose

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to San Jose.

Next 30 Days

SunMonTueWedThuFriSat
8 9 10 11 12 13 14
$478
15 16 17 18 19 20 21
$478 $361
22 23 24 25 26 27 28
$361 $307
29 30 31 1 2 3 4
$307 $232
5 6 7 8 9 10 11
$232

TIPSave $134 by flying into Oakland instead of San Jose from Chicago

Non-Stop vs Connecting Flights from Chicago to San Jose (CHI to SJC)

Your Chicago to San Jose flight can be significantly cheaper by choosing 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 $271.

The average price for non-stop flights from Chicago to San Jose is $308.

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

Nonstop Flight Details from Chicago to San Jose
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 3 3 3 3 3 3 3 07:30 17:20

Round Trip vs One Way Flights from Chicago to San Jose (CHI to SJC)

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 $121.

The average price for round trip flights from Chicago to San Jose is $251.

Chicago to San Jose Flight Questions

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

Question: How long is a direct flight from Chicago to San Jose?
Answer: The average Chicago to San Jose flight time is 4 hours and 30 minutes.
Question: How many miles are there between Chicago and San Jose?
Answer: The distance from Chicago to San Jose is 1824 miles.
Question: How common are direct flights from Chicago to San Jose?
Answer: There are 17 direct flights from Chicago to San Jose.
Question: What is the most popular airline for non-stop flights from Chicago to San Jose?
Answer: American Airlines provides 100% 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: Denver, CO

Airlines Flying from Chicago to San Jose (CHI to SJC)

Below are the different airlines that fly from Chicago to San Jose with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to San Jose.

Chicago to San Jose
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American PHX X X X X X X X
Alaska SEA X X X X X X X
Delta ATL X X X X X X X
Delta MSP / LAX X X X X X X X
United DEN X X X X X X X
Southwest - X X X X X X X
Southwest DEN X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and San Jose, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to San Francisco American, Alaska, Frontier, United, Virgin America $209
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $146
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $97
Chicago to Oakland American, Alaska, Spirit, United $182
Chicago to New York American, Alaska, JetBlue, Spirit, United $97
Chicago to Sacramento American, Alaska, United $280
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $188
Chicago to Seattle American, Alaska, Frontier, Spirit, United, Virgin America $196

Cheap Domestic Flights to San Jose - SJC

FlightsAirlineLowest Price
Milwaukee to San Jose American, Alaska, United $362
Indianapolis to San Jose American, Alaska, United $376
Madison to San Jose American, Alaska, United $384
Grand Rapids to San Jose American, Alaska, United $468
Moline to San Jose American, Alaska, United $492
Peoria to San Jose American, United $446
Appleton to San Jose Alaska, United $490
South Bend to San Jose United $685
Lansing to San Jose American, Alaska, United $737
Ft Wayne to San Jose American, Alaska, United $462
Green Bay to San Jose American, Alaska, United $546
Bloomington - Normal to San Jose American $512
Kalamazoo to San Jose American, United Check Dates
Toledo to San Jose American $422
Champaign to San Jose American Check Dates
Springfield to San Jose American, United $462
Dubuque to San Jose American Check Dates
Milwaukee to San Francisco American, Alaska, Frontier, United $248
Indianapolis to San Francisco American, Alaska, Frontier, United $248
Grand Rapids to San Francisco American, Alaska, United $308
Madison to San Francisco American, Alaska, Frontier, United $264
Indianapolis to Oakland American, Alaska, United $438
Cheap Flights from Chicago to San Jose, CA, United States, from $232 Round trip from CHI to SJC