Flights from San Jose, California to Chicago, United States

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

San Jose, California to Chicago Last modified: Nov 29, 2021 6:58 -05:00

We've scanned 2,947,556 round trip itineraries and found the cheapest flights to Chicago. !! & 00 frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

!!
SJCCHI
Tue 1/11
nonstop
CHISJC
Tue 1/18
nonstop
$160
00
SJCCHI
Tue 2/1
nonstop
CHISJC
Tue 2/8
nonstop
$219
Alaska
SJCCHI
Thu 12/23
2 stops
CHISJC
Mon 12/27
2 stops
$1,544

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

We have collected flight cost data from across the web for travel from San Jose, California to Chicago, and have found the average flight price for this trip to be $268.

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

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 San Jose, California to Chicago 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 San Jose, California to Chicago?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $269 $355
7-14 days $217 $355
14-21 days $217 $322
21-30 days $597 $1,049
30-60 days $160 $970
60-90 days $182 $344
90+ days $226 $521

Cheapest Day To Fly from San Jose, California to Chicago

We've examined 5,895,112 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from San Jose, California to Chicago is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$269$160$184$170$181$219$690

Compare Flight Prices from San Jose, California to Chicago by Month

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 San Jose, California to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
November San Jose, California Chicago 00 11/29/21 12/11/21 0 $269
December San Jose, California Chicago !! 12/9/21 12/11/21 0 $217
January San Jose, California Chicago !! 1/11/22 1/18/22 0 $160
February San Jose, California Chicago !! 2/8/22 2/15/22 0 $182
March San Jose, California Chicago 00 3/1/22 3/7/22 0 $226
April San Jose, California Chicago 00 4/16/22 4/22/22 0 $327
May San Jose, California Chicago 00 5/27/22 5/30/22 0 $327
June San Jose, California Chicago 00 6/28/22 7/5/22 0 $328

Cheap Last Minute Flights from San Jose, California to Chicago

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

Next 30 Days

SunMonTueWedThuFriSat
28 29 30 1 2 3 4
$355
5 6 7 8 9 10 11
$355 $218
12 13 14 15 16 17 18
19 20 21 22 23 24 25
$1,049 $970
26 27 28 29 30 31 1
$970

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

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 San Jose, California to Chicago is $1,049.

The average price for direct flights from San Jose, California to Chicago is $266.

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

Weekly Direct Flights from San Jose, California to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 2 2 2 2 2 1 2 08:20 17:45
United 1 1 1 1 1 1 1 18:05 18:05

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

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, California 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, California to Chicago is $136.

The average price for round trip flights from San Jose, California to Chicago is $352.

San Jose, California to Chicago Flight Questions

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

Question: How long is the flight from San Jose, California to Chicago?
Answer: The average San Jose, California to Chicago flight time is 4 hours and 15 minutes.
Question: How far is Chicago from San Jose, California?
Answer: The distance from San Jose, California to Chicago is 1,824 miles (2,935 kilometers).
Question: How common are direct flights from San Jose, California to Chicago?
Answer: There are 20 direct flights from San Jose, California to Chicago.
Question: What are the most popular San Jose, California airlines for direct flights from San Jose, California to Chicago?
Answer: American Airlines provides 65% of the non-stop flights between San Jose, California and Chicago.

San Jose, California to Chicago Airports

These are the major commercial airports we're currently monitoring in San Jose, California and Chicago. 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 San Jose - SJC Last modified: Nov 29, 2021 6:58 -05:00

Cheap International Flights to Chicago - CHI Last modified: Nov 29, 2021 6:58 -05:00

FlightsLowest Price
San Francisco to Toronto$245
Cheap Flights from San Jose, California to Chicago