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Cheap Flights from Chicago to San Jose, CA, United States - CHI to SJC Last modified: May 27, 2016 6:54 PM

Popular flights from Chicago to San Jose Last modified: May 27, 2016 6:54 PM

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
Sep 14, 2016 Sep 20, 2016 $358
Sep 24, 2016 Oct 1, 2016 $358
American Airlines
Departure Date Return Date Lowest Price
Aug 24, 2016 Aug 31, 2016 $287
Sep 8, 2016 Sep 17, 2016 $287
Sep 8, 2016 Sep 13, 2016 $287
Sep 14, 2016 Sep 19, 2016 $287
Sep 14, 2016 Sep 20, 2016 $287
United Airlines
Departure Date Return Date Lowest Price
Aug 30, 2016 Sep 7, 2016 $299

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 $321.

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 $769 $552
7-14 days $332 $340
14-21 days $332 $288
21-30 days $337 $345
30-60 days $337 $345
60-90 days $287 $295
90+ days $287 $295

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
$399 $288 $287 $288 $322 $322 $337

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 5/29/16 6/6/16 1 $627
June Chicago San Jose American 6/14/16 6/21/16 1 $288
July Chicago San Jose American 7/3/16 7/20/16 0 $337
August Chicago San Jose American 8/24/16 8/31/16 0 $287
September Chicago San Jose American 9/8/16 9/13/16 0 $287
October Chicago San Jose American 10/5/16 10/8/16 0 $287
November Chicago San Jose American 11/8/16 11/14/16 0 $287
December Chicago San Jose American 12/17/16 12/31/16 0 $312

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
29 30 31 1 2 3 4
$609
5 6 7 8 9 10 11
$609 $383
12 13 14 15 16 17 18
$383 $332
19 20 21 22 23 24 25
$332 $347
26 27 28 29 30 1 2
$347 $347
3 4 5 6 7 8 9
$347
TIPSave $244 by flying into San Francisco 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 $376.

The average price for non-stop flights from Chicago to San Jose is $340.

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 $155.

The average price for round trip flights from Chicago to San Jose is $372.

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 21 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: Atlanta, GA

Airlines Flying from Chicago to San Jose (CHI to SJC) Number of flights searched: 255Last modified: May 27, 2016 6:54 PM

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 DFW X X X X X X X
Alaska SEA X X X X X X X
Delta MSP 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 LAS 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 $208
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $117
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $117
Chicago to Oakland American, Alaska, Spirit, United $204
Chicago to New York American, Alaska, JetBlue, Spirit, United $81
Chicago to Sacramento American, Alaska, United $411
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $167
Chicago to Seattle American, Alaska, Frontier, Spirit, United, Virgin America $188

Cheap Domestic Flights to San Jose - SJC

FlightsAirlineLowest Price
Milwaukee to San Jose American, Alaska, United $314
Indianapolis to San Jose American, Alaska, United $298
Madison to San Jose American, Alaska, United $412
Grand Rapids to San Jose American, Alaska, United $442
Moline to San Jose American, Alaska, United $482
Peoria to San Jose American, United $467
Appleton to San Jose Alaska, United $624
South Bend to San Jose United Check Dates
Lansing to San Jose American, Alaska, United $428
Ft Wayne to San Jose American, Alaska, United $446
Green Bay to San Jose American, Alaska, United $496
Bloomington - Normal to San Jose American $412
Kalamazoo to San Jose American, United $592
Toledo to San Jose American $526
Champaign to San Jose American $463
Springfield to San Jose American, United $535
Dubuque to San Jose American Check Dates
Milwaukee to San Francisco American, Alaska, Frontier, United $244
Indianapolis to San Francisco American, Alaska, Frontier, United $244
Grand Rapids to San Francisco American, Alaska, United $350
Madison to San Francisco American, Alaska, Frontier, United $314
Indianapolis to Oakland American, Alaska, United $398
Cheap Flights from Chicago to San Jose, CA, United States, from $287 Round trip from CHI to SJC