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Did you mean flights from San Jose to Chicago?

Flights from Chicago to San Jose, Costa Rica Last modified: Sep 27, 2016 1:01 AM

Chicago to San Jose Last modified: Sep 27, 2016 1:01 AM

We've scanned 23,126,175,300 round trip itineraries and found the cheapest flights from Chicago to San Jose. Spirit & Avianca frequently offer the best deals on Chicago to San Jose flights, or select your preferred carrier below to see the cheapest days to fly.

Spirit
CHISJO
Tue 10/11
1 stop
SJOCHI
Tue 10/18
1 stop
$329
Select
Spirit
CHISJO
Thu 10/13
1 stop
SJOCHI
Wed 10/19
1 stop
$329
Select
Spirit
CHISJO
Tue 10/18
1 stop
SJOCHI
Tue 11/1
1 stop
$329
Select
Spirit
CHISJO
Tue 10/18
1 stop
SJOCHI
Tue 10/25
1 stop
$329
Select
Spirit
CHISJO
Tue 10/18
1 stop
SJOCHI
Sat 10/22
1 stop
$329
Select
Avianca
CHISJO
Sat 1/21
1 stop
SJOCHI
Sun 1/29
1 stop
$334
Select
Copa
CHISJO
Sat 1/21
1 stop
SJOCHI
Sat 1/28
1 stop
$337
Select
American
CHISJO
Tue 11/22
1 stop
SJOCHI
Tue 11/29
1 stop
$340
Select
American
CHISJO
Sat 12/3
1 stop
SJOCHI
Sun 12/11
1 stop
$340
Select
American
CHISJO
Sat 12/3
2 stops
SJOCHI
Sun 12/11
2 stops
$340
Select
American
CHISJO
Fri 12/9
1 stop
SJOCHI
Sat 12/17
1 stop
$340
Select
American
CHISJO
Fri 12/9
2 stops
SJOCHI
Sat 12/17
2 stops
$340
Select
United
CHISJO
Thu 10/13
1 stop
SJOCHI
Fri 10/14
1 stop
$340
Select
United
CHISJO
Wed 10/26
1 stop
SJOCHI
Fri 11/4
1 stop
$340
Select
United
CHISJO
Wed 10/26
1 stop
SJOCHI
Wed 11/2
1 stop
$340
Select
United
CHISJO
Thu 10/27
1 stop
SJOCHI
Fri 11/4
1 stop
$340
Select
United
CHISJO
Fri 10/28
1 stop
SJOCHI
Fri 11/11
1 stop
$340
Select
JetBlue
CHISJO
Mon 1/16
1 stop
SJOCHI
Mon 1/23
1 stop
$459
Select
Air Canada
CHISJO
Thu 10/13
1 stop
SJOCHI
Tue 10/18
1 stop
$571
Select
Lufthansa
CHISJO
Sun 1/1
2 stops
SJOCHI
Fri 1/13
2 stops
$4,363
Select

How Much is a Flight from Chicago to San Jose?

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 $331.

Where To Buy Cheap Flights from Chicago to San Jose?

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 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 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 Chicago to San Jose?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $0 $407
7-14 days $0 $329
14-21 days $0 $329
21-30 days $0 $329
30-60 days $0 $329
60-90 days $646 $338
90+ days $413 $334

Cheapest Day To Fly from Chicago to San Jose

We've examined 23,133,250,742 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to San Jose is Monday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$329 $329 $329 $329 $334 $329 $334

Compare Flight Prices from Chicago to San Jose 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 Chicago to San Jose flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
September Chicago San Jose Avianca 9/29/16 10/12/16 1 $407
October Chicago San Jose Spirit 10/11/16 10/18/16 1 $329
November Chicago San Jose Spirit 11/1/16 11/9/16 1 $329
December Chicago San Jose Copa 12/4/16 12/9/16 1 $338
January Chicago San Jose Avianca 1/21/17 1/29/17 1 $334
February Chicago San Jose Avianca 2/1/17 2/5/17 1 $335
March Chicago San Jose Avianca 3/1/17 3/4/17 1 $335
April Chicago San Jose Spirit 4/5/17 4/12/17 1 $369

Cheap Last Minute Flights from Chicago to San Jose

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

Next 30 Days

SunMonTueWedThuFriSat
2 3 4 5 6 7 8
$419
9 10 11 12 13 14 15
$419 $354
16 17 18 19 20 21 22
$354 $338
23 24 25 26 27 28 29
$338 $329
30 31 1 2 3 4 5
$329

Connecting Flights vs Direct Flights from Chicago to San Jose

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 Chicago to San Jose is $902.

The average price for direct flights from Chicago to San Jose is $646.

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

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 not available.

The average price for round trip flights from Chicago to San Jose is $902.

Chicago to San Jose Flight Questions

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

Question: What are the most popular connecting cities when flying from Chicago to San Jose?
Answer: Miami, FL

Airlines in Chicago flying to San Jose Last modified: Sep 27, 2016 1:01 AMNumber of routes searched: 179Number of itineraries searched: 506,670

Wondering which airlines fly out of Chicago to San Jose? We've gathered the average price of Chicago airlines with flights to San Jose. 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.

Chicago to San Jose
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Copa PTY
United IAH
American MIA
American DFW
United EWR
Air Canada YYZ
American CLT
United -
United IAD
Air Canada YUL
Alaska LAX
American ATL
American PHL
Delta DTW
JetBlue FLL
Delta JFK
Interjet MEX
Iberia MAD
Swiss ZRH
United RDU
Volaris GDL

Chicago to San Jose Airports

These are the major commercial airports we're currently monitoring in Chicago and San Jose. 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 Chicago - CHI

FlightsAirlineLowest Price
Flights from Chicago to New York American, Alaska, JetBlue, Delta, Spirit, United $99
Flights from Chicago to Orlando American, JetBlue, Delta, Frontier, Spirit, United $107
Flights from Chicago to Los Angeles American, Alaska, Delta, Frontier, Spirit, United, Virgin America $110
Flights from Chicago to Las Vegas American, Alaska, Delta, Frontier, Hawaiian, Spirit, United, Virgin America $97
Flights from Chicago to Miami American, Delta, Frontier, United $77
Flights from Chicago to Dallas - Ft Worth American, Alaska, Delta, Spirit $80
Flights from Chicago to Atlanta American, Delta, Spirit, United $80
Flights from Chicago to Houston American, Delta, Spirit, United $71
Flights from Chicago to San Francisco American, Alaska, Delta, Frontier, United, Virgin America $117
Flights from Chicago to Washington American, Alaska, JetBlue, Delta, United $87
Flights from Chicago to Denver American, Delta, Frontier, Spirit, United $49
Flights from Chicago to Phoenix American, Alaska, Delta, Frontier, Spirit, United $110
Flights from Chicago to Ft Lauderdale American, JetBlue, Delta, Spirit, United $137
Flights from Chicago to Tampa American, Delta, Frontier, Spirit, United $127

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Flights from Chicago to Liberia American, Air Canada, Delta, United $486
Flights from Chicago to Cancun American, Air Canada, AeroMexico, JetBlue, British Airways, Copa, Delta, Frontier, Spirit, United, WestJet, Volaris $297
Flights from Chicago to QueposCheck Dates

Cheap International Flights to San Jose - SJO

FlightsAirlineLowest Price
Flights from Milwaukee to San Jose American, Air Canada, AeroMexico, British Airways, Copa, Delta, United $504
Flights from Indianapolis to San Jose American, Air Canada, AeroMexico, British Airways, Copa, Delta, United $404
Flights from Grand Rapids to San Jose American, British Airways, Delta, United $404
Flights from Madison to San Jose American, British Airways, Delta, United $602
Flights from Ft Wayne to San Jose Delta, United $612
Flights from Appleton to San Jose Delta Check Dates
Flights from Peoria to San Jose American, Delta, United $602
Flights from Green Bay to San Jose American, Delta $651
Flights from Moline to San Jose American, Delta, United $618
Flights from South Bend to San Jose Delta Check Dates
Flights from Kalamazoo to San Jose American, British Airways, Delta, United $572
Flights from Bloomington - Normal to San Jose American, Delta Check Dates
Flights from Champaign to San Jose American, British Airways $610
Cheap Flights from Chicago to San Jose