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Did you mean flights from Chicago to San Jose?

Cheap Flights from San Jose to Chicago, IL, United States - SJC to CHI Last modified: Jun 30, 2016 7:45 PM

Popular flights from San Jose to Chicago Last modified: Jun 30, 2016 7:45 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.

American
SJCCHI
Wed 8/10
nonstop
CHISJC
Wed 8/17
nonstop
$277
Select
American
SJCCHI
Sat 8/20
nonstop
CHISJC
Wed 8/24
nonstop
$277
Select
American
SJCCHI
Mon 9/19
nonstop
CHISJC
Tue 9/20
nonstop
$277
Select
United
SJCCHI
Mon 9/19
nonstop
CHISJC
Tue 9/20
nonstop
$282
Select
Alaska
SJCCHI
Wed 8/24
1 stop
CHISJC
Tue 8/30
1 stop
$294
Select
JetBlue
SJCCHI
Thu 8/18
1 stop
CHISJC
Mon 8/22
1 stop
$723
Select

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

We have collected flight cost data from across the web for travel from San Jose to Chicago, and have found the average flight price for this trip to be $309.

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

Airlines can adjust prices for plane tickets from San Jose to Chicago 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 San Jose to Chicago

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

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $469 $419
7-14 days $312 $386
14-21 days $326 $386
21-30 days $359 $367
30-60 days $277 $285
60-90 days $277 $290
90+ days $337 $345

Cheapest Day To Fly from San Jose to Chicago

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

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$277 $285 $277 $315 $359 $277 $369

Lowest Fares Chart By Month from San Jose to Chicago

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

Month Origin Destination Carrier Depart Date Return Date Stops Price
June San Jose Chicago American 6/30/16 7/2/16 1 $1,624
July San Jose Chicago United 7/12/16 7/15/16 0 $312
August San Jose Chicago American 8/10/16 8/17/16 0 $277
September San Jose Chicago American 9/19/16 9/20/16 0 $277
October San Jose Chicago American 10/4/16 10/11/16 0 $337
November San Jose Chicago American 11/10/16 11/15/16 0 $337
December San Jose Chicago United 12/24/16 12/31/16 0 $402
January San Jose Chicago Alaska 1/18/17 1/21/17 1 $458

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

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 San Jose to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
3 4 5 6 7 8 9
$685
10 11 12 13 14 15 16
$685 $326
17 18 19 20 21 22 23
$326 $461
24 25 26 27 28 29 30
$461 $451
31 1 2 3 4 5 6
$451 $451
7 8 9 10 11 12 13
$451

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

Your San Jose to Chicago 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 San Jose to Chicago is $397.

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

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

Nonstop Flight Details from San Jose to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 3 3 3 3 3 3 3 06:20 14:30

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

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 San Jose to Chicago. 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 San Jose to Chicago is $174.

The average price for round trip flights from San Jose to Chicago is $395.

San Jose to Chicago Flight Questions

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

Question: How long is a direct flight from San Jose to Chicago?
Answer: The average San Jose to Chicago flight time is 4 hours and 19 minutes.
Question: How many miles are there between San Jose and Chicago?
Answer: The distance from San Jose to Chicago is 1824 miles.
Question: How common are direct flights from San Jose to Chicago?
Answer: There are 21 direct flights from San Jose to Chicago.
Question: What is the most popular airline for non-stop flights from San Jose to Chicago?
Answer: American Airlines provides 100% of the non-stop flights between San Jose and Chicago.

Airports for Your Route

These pages contain information about the major airports in San Jose and Chicago, 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 San Jose - SJC

FlightsAirlineLowest Price
San Jose to Milwaukee American, Alaska, United $324
San Jose to New York American, Alaska, JetBlue, United $291

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
San Francisco to Chicago American, Alaska, JetBlue, Frontier, United, Virgin America $217
Oakland to Chicago American, Alaska, JetBlue, Spirit, United $217
Sacramento to Chicago American, Alaska, JetBlue, United $264
Fresno to Chicago American, Alaska, United $282
Reno to Chicago American, Alaska, United $284
Monterey to Chicago American, Alaska, United $402
San Luis Obispo to Chicago American, United $354
Modesto to ChicagoCheck Dates
Chico to ChicagoCheck Dates
Santa Rosa to Chicago American, Alaska $536
Santa Maria to Chicago United $354
San Francisco to New York American, Alaska, JetBlue, Frontier, Hawaiian, Sun Country, United, Virgin America $291
San Francisco to Atlanta American, Alaska, Frontier, United $222
San Francisco to Milwaukee American, Alaska, Frontier, United $309
San Francisco to Detroit American, Alaska, Frontier, United $199
San Francisco to Indianapolis American, Alaska, Frontier, United $334
Sacramento to Milwaukee American, Alaska, United $374
San Francisco to Dallas - Ft Worth American, Alaska, Frontier, United, Virgin America $197
San Francisco to Minneapolis - St Paul American, Alaska, Frontier, Sun Country, United $239
San Francisco to Los Angeles American, Alaska, United, Virgin America $111
San Francisco to Madison American, Alaska, Frontier, United $310
Oakland to Milwaukee American, Alaska, United $318
Oakland to New York American, Alaska, JetBlue, Spirit, United $297
Sacramento to Atlanta American, Alaska, United $199
San Francisco to St Louis American, Alaska, Frontier, United $261
Sacramento to New York American, Alaska, JetBlue, United $334
San Francisco to Denver American, Alaska, Frontier, United, Virgin America $153

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
San Francisco to Toronto American, Air Canada, Alaska, JetBlue, Frontier, Sun Country, United, Virgin America, WestJet $425
Cheap Flights from San Jose to Chicago, IL, United States, from $277 Round trip from SJC to CHI