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Did you mean flights from Chicago to San Jose?

Flights from San Jose to Chicago, United States Last modified: Sep 26, 2016 2:37 AM

TIPSave $45 by flying into Madison instead of Chicago from San Jose

San Jose to Chicago Last modified: Sep 26, 2016 2:37 AM

We've scanned 20,789,023,501 round trip itineraries and found the cheapest flights from San Jose to Chicago. American & United frequently offer the best deals on San Jose to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

American
SJCCHI
Mon 10/31
1 stop
CHISJC
Fri 11/4
1 stop
$215
Select
United
SJCCHI
Mon 10/31
nonstop
CHISJC
Fri 11/4
nonstop
$259
Select
United
SJCCHI
Mon 10/31
1 stop
CHISJC
Fri 11/4
1 stop
$259
Select
United
SJCCHI
Wed 11/30
1 stop
CHISJC
Sat 12/3
1 stop
$259
Select
United
SJCCHI
Wed 1/18
1 stop
CHISJC
Sat 1/21
1 stop
$259
Select
Alaska
SJCCHI
Mon 10/31
1 stop
CHISJC
Fri 11/4
1 stop
$310
Select
JetBlue
SJCCHI
Wed 11/30
1 stop
CHISJC
Sat 12/3
1 stop
$467
Select

How Much is a Flight from San Jose to Chicago?

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 $243.

Where To Buy Cheap Flights from San Jose 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 thinking FareCompare is the best place to find cheap tickets. Airlines can adjust prices for 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 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 to Chicago?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $464 $370
7-14 days $327 $326
14-21 days $287 $252
21-30 days $247 $239
30-60 days $247 $215
60-90 days $247 $252
90+ days $287 $255

Cheapest Day To Fly from San Jose to Chicago

We've examined 20,795,316,600 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from San Jose to Chicago is Monday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$215 $239 $252 $252 $252 $239 $252

Compare Flight Prices from San Jose 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 to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
September San Jose Chicago Alaska 9/26/16 9/29/16 2 $499
October San Jose Chicago American 10/31/16 11/4/16 1 $215
November San Jose Chicago American 11/3/16 11/7/16 1 $252
December San Jose Chicago American 12/6/16 12/13/16 0 $247
January San Jose Chicago American 1/18/17 1/21/17 1 $255
February San Jose Chicago American 2/2/17 2/6/17 0 $327
March San Jose Chicago American 3/2/17 3/5/17 0 $337
April San Jose Chicago American 4/6/17 4/11/17 1 $404

Cheap Last Minute Flights from San Jose to Chicago

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

Next 30 Days

SunMonTueWedThuFriSat
25 26 27 28 29 30 1
$458
2 3 4 5 6 7 8
$458 $330
9 10 11 12 13 14 15
$330 $252
16 17 18 19 20 21 22
$252 $239
23 24 25 26 27 28 29
$239 $247
30 31 1 2 3 4 5
$247

Connecting Flights vs Direct Flights from San Jose 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 to Chicago is $312.

The average price for direct flights from San Jose to Chicago is $276.

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

Weekly Direct Flights from San Jose to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 2 2 2 2 2 1 2 06:20 13:09
Southwest 1 1 1 1 1 1 1 06:30 08:40

One Way Flights vs Round Trip Flights from San Jose 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 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 not available.

The average price for round trip flights from San Jose to Chicago is $312.

San Jose to Chicago Flight Questions

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

Question: How long is the flight from San Jose to Chicago?
Answer: The average San Jose to Chicago flight time is 4 hours and 13 minutes.
Question: How far is Chicago from San Jose?
Answer: The distance from San Jose to Chicago is 1,824 miles (2,935 kilometers).
Question: How common are direct flights from San Jose to Chicago?
Answer: There are 20 direct flights from San Jose to Chicago.
Question: What are the most popular San Jose airlines for direct flights from San Jose to Chicago?
Answer: American Airlines provides 65% of the non-stop flights between San Jose and Chicago.
Question: What are the most popular connecting cities when flying from San Jose to Chicago?
Answer: Los Angeles, CA

Airlines in San Jose flying to Chicago Last modified: Sep 26, 2016 2:37 AMNumber of routes searched: 341Number of itineraries searched: 245,995

Wondering which airlines fly out of San Jose to Chicago? We've gathered the average price of San Jose airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

San Jose to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Alaska SNA
American -
Alaska SAN
American DFW
American PHX
American LAX
American MSP
United IAH
United EWR
United LAS
United SMF
JetBlue JFK
Delta ATL
Delta CVG
Frontier DEN
United AUS

San Jose to Chicago Airports

These are the major commercial airports we're currently monitoring in San Jose 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

FlightsAirlineLowest Price
Flights from San Jose to Milwaukee American, Alaska, Delta, United $314
Flights from San Jose to New York Alaska, JetBlue, Delta $297

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Flights from San Francisco to Chicago American, Alaska, JetBlue, Delta, Frontier, United, Virgin America $117
Flights from Oakland to Chicago American, Alaska, JetBlue, Spirit $186
Flights from Sacramento to Chicago American, Alaska, JetBlue, United $264
Flights from Fresno to Chicago American, Alaska, Delta, United $290
Flights from Reno to Chicago American, Alaska, Delta, United $284
Flights from Monterey to Chicago American, Alaska, United $354
Flights from San Luis Obispo to Chicago American, Alaska, United $352
Flights from Modesto to ChicagoCheck Dates
Flights from Chico to ChicagoCheck Dates
Flights from Santa Rosa to Chicago American, Alaska, Delta $357
Flights from Santa Maria to Chicago United $868
Flights from San Francisco to New York American, Alaska, JetBlue, Delta, Frontier, Sun Country, United, Virgin America $267
Flights from San Francisco to Atlanta American, Alaska, Delta, Frontier, United $187
Flights from San Francisco to Milwaukee American, Alaska, Delta, Frontier, United $294
Flights from San Francisco to Detroit American, Alaska, Delta, Frontier, United $309
Flights from San Francisco to Indianapolis American, Alaska, Delta, Frontier, United $283
Flights from Sacramento to Milwaukee American, Alaska, Delta, United $363
Flights from San Francisco to Dallas - Ft Worth American, Alaska, Delta, Frontier, United, Virgin America $226
Flights from San Francisco to Minneapolis - St Paul American, Alaska, Delta, Frontier, Sun Country, United $272
Flights from San Francisco to Los Angeles American, Alaska, Delta, United, Virgin America $117
Flights from San Francisco to Madison American, Alaska, Delta, Frontier, United $310
Flights from Oakland to Milwaukee American, Alaska, Delta $314
Flights from Oakland to New York American, Alaska, JetBlue, Delta, Spirit $297
Flights from Sacramento to Atlanta American, Alaska, Delta, United $368
Flights from San Francisco to St Louis American, Alaska, Delta, Frontier, United $264
Flights from Sacramento to New York American, Alaska, JetBlue, Delta, United $298
Flights from San Francisco to Denver American, Alaska, Delta, Frontier, United, Virgin America $151

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
Flights from San Francisco to Toronto American, Air Canada, AeroMexico, Alaska, Copa, Delta, United, WestJet $375
Cheap Flights from San Jose to Chicago