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Did you mean flights from San Jose to Chicago?

Cheap Flights from Chicago to San Jose, CR, Costa Rica - CHI to SJO Last modified: Jun 28, 2016 6:55 AM

Popular flights from Chicago to San Jose Last modified: Jun 28, 2016 6:55 AM

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.

Spirit
CHISJO
Thu 9/1
1 stop
SJOCHI
Tue 9/13
1 stop
$289
Select
Spirit
CHISJO
Thu 9/1
1 stop
SJOCHI
Wed 9/21
1 stop
$289
Select
Spirit
CHISJO
Sat 9/3
1 stop
SJOCHI
Tue 9/13
1 stop
$289
Select
Spirit
CHISJO
Thu 9/8
1 stop
SJOCHI
Tue 9/13
1 stop
$289
Select
Spirit
CHISJO
Mon 9/12
1 stop
SJOCHI
Tue 9/20
1 stop
$289
Select
American
CHISJO
Mon 7/18
1 stop
SJOCHI
Mon 7/25
1 stop
$348
Select
American
CHISJO
Mon 7/18
1 stop
SJOCHI
Tue 7/26
1 stop
$348
Select
American
CHISJO
Wed 7/27
1 stop
SJOCHI
Wed 8/10
1 stop
$348
Select
American
CHISJO
Wed 8/3
1 stop
SJOCHI
Wed 8/10
1 stop
$348
Select
United
CHISJO
Thu 9/1
1 stop
SJOCHI
Tue 9/13
1 stop
$350
Select
United
CHISJO
Thu 9/1
1 stop
SJOCHI
Wed 9/21
1 stop
$350
Select
United
CHISJO
Fri 9/2
1 stop
SJOCHI
Sun 9/11
1 stop
$350
Select
United
CHISJO
Sat 9/3
1 stop
SJOCHI
Sun 9/11
1 stop
$350
Select
United
CHISJO
Sun 9/4
1 stop
SJOCHI
Fri 9/9
1 stop
$350
Select
JetBlue
CHISJO
Sat 9/3
2 stops
SJOCHI
Tue 9/13
2 stops
$511
Select
Alaska
CHISJO
Fri 9/16
1 stop
SJOCHI
Mon 9/26
1 stop
$516
Select

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

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 $299.

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

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.

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
$289 $289 $289 $289 $296 $289 $350

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
June Chicago San Jose American 6/29/16 7/5/16 2 $390
July Chicago San Jose American 7/18/16 7/25/16 1 $348
August Chicago San Jose Spirit 8/16/16 8/30/16 1 $298
September Chicago San Jose Spirit 9/1/16 9/13/16 1 $289
October Chicago San Jose Spirit 10/1/16 10/6/16 1 $289
November Chicago San Jose Spirit 11/1/16 11/2/16 1 $289
December Chicago San Jose United 12/3/16 12/8/16 1 $350
January Chicago San Jose Spirit 1/10/17 1/17/17 1 $369
TIPSave $23 by flying into Liberia instead of San Jose from Chicago

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

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 $421.

The average price for non-stop flights from Chicago to San Jose is $423.

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
United 0 0 0 0 1 1 0 18:00 18:00

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

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 $239.

The average price for round trip flights from Chicago to San Jose is $421.

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 5 hours and 15 minutes.
Question: How many miles are there between Chicago and San Jose?
Answer: The distance from Chicago to San Jose is 2220 miles.
Question: How common are direct flights from Chicago to San Jose?
Answer: There are 2 direct flights from Chicago to San Jose.
Question: What is the most popular airline for non-stop flights from Chicago to San Jose?
Answer: United 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 SJO) Number of flights searched: 329Last modified: Jun 28, 2016 6:55 AM

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 MIA X X X X X X X
American IND / MIA X X X X X
Air Canada YYZ X X
AeroMexico MEX X X X X X X X
AeroMexico GDL / MEX X X X X X X X
Avianca SAL X X X X X
Avianca SAL / GUA X X X X X
Copa PTY X X X X X X X
Delta ATL X X X X X X X
Delta MSP / ATL X X X X X X X
Spirit IAH X X X X X X X
United - X X
United IAD X X X X X X X
Southwest HOU X X X X X X X
Volaris GDL X X X
Volaris GDL / CUN 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 New York American, Alaska, JetBlue, Spirit, United $81
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $139
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $81
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $137
Chicago to Miami American, Alaska, Frontier, United $147
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $81
Chicago to Atlanta American, Frontier, Spirit, United $81
Chicago to Houston American, Spirit, United $172
Chicago to San Francisco American, Alaska, Frontier, United, Virgin America $227
Chicago to Washington American, Alaska, Frontier, United $81
Chicago to Denver American, Frontier, Spirit, United $91
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $137
Chicago to Ft Lauderdale American, JetBlue, Spirit, United $163
Chicago to Tampa American, Spirit, United $147

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Liberia American, Alaska, JetBlue, Avianca LACSA, United $356
Chicago to Cancun Silver, Interjet, American, AeroMexico, Alaska, JetBlue, Frontier, Spirit, Sun Country, United, Virgin America, Volaris $315
Chicago to Quepos American, United $647

Cheap International Flights to San Jose - SJO

FlightsAirlineLowest Price
Milwaukee to San Jose American, Alaska, JetBlue, Frontier, Spirit, United $390
Indianapolis to San Jose American, Alaska, JetBlue, Spirit, United $390
Grand Rapids to San Jose American, Alaska, United $407
Madison to San Jose American, Alaska, Spirit, United $583
Ft Wayne to San Jose American, Alaska, United $424
Appleton to San Jose Alaska, United $597
Peoria to San Jose American, Alaska, United $530
Green Bay to San Jose American, Alaska, United $483
Moline to San Jose American, Alaska, United $424
South Bend to San Jose Alaska, United $525
Kalamazoo to San Jose American, Alaska, United Check Dates
Bloomington - Normal to San Jose American, Alaska, United $596
Champaign to San Jose American, United $554
Cheap Flights from Chicago to San Jose, CR, Costa Rica, from $289 Round trip from CHI to SJO