Flights from Chicago to San Jose

Search and find cheap flights from Chicago to San Jose (Costa Rica, North America)
Search and find cheap flights from Chicago to San Jose (Costa Rica, North America)

Looking for the best tickets for Chicago to San Jose?

Look no more. We’ve gone through the latest 749,083 fares to bring you all the insights you could possibly want.
Best time to book
Cheapest time to buy a ticket for Chicago — San Jose is approximately 41 days to departure.
Normally the best deals on Chicago to San Jose flights are available 2 to 4 months prior to departure.
Days before departure
Best month
Cheapest time of year to fly to San Jose from Chicago is January and February. Most expensive are November and December.
Chicago to San Jose flights are currently cheapest between March and May.
Impact on price
Cheapest airline
According to our data, Spirit Airlines, Avianca El Salvador and Major US Carrier are the cheapest airlines to fly this route.
momondo users most frequently choose to fly from Chicago to San Jose with either Spirit Airlines, Avianca El Salvador or Major US Carrier.
Impact on price (additional fees may apply)
Spirit Airlines
+1%
Avianca El Salvador
+8%
Major US Carrier
+14%
Volaris
+19%
American Airlines
+20%
United Airlines
+21%
Best time to fly
Chicago to San Jose flights are approximately 3% more expensive in the afternoon than in the evening.
Afternoon flights tend to be the most expensive.
Impact on price
Cheapest day
Sunday is normally the most expensive day to fly, whilst Wednesday tends to be the cheapest.
Cheapest day of week is typically Wednesday and the most expensive is typically Sunday.
Impact on price
Cheapest route
Fly O'Hare Intl - Juan Santamaria for the best Chicago to San Jose flight prices saving up to 0% on average.
O'Hare Intl - Juan Santamaria tends to be 0% cheaper than Midway - Juan Santamaria.
momondo compares flights to San Jose from Chicago from 21 different sites.
Impact on price
O'Hare Intl-Juan Santamaria
+0%
Midway-Juan Santamaria
+1%
Direct flights
There are direct flights from Chicago to Juan Santamaria on Thursdays, Fridays, Saturdays with a flight time of 5 hours 15 minutes.
Direct flights available: 4 PER WEEK
Popular non-direct routes for this connection are O'Hare Intl - Hartsfield Jackson - Juan Santamaria, O'Hare Intl - Tocumen Intl - Juan Santamaria - Juan Santamaria and O'Hare Intl - G.Bush Intercont - Juan Santamaria.
You can fly from Chicago to Juan Santamaria indirect via Hartsfield Jackson, Tocumen Intl or G.Bush Intercont.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Go right away

Last minute flights from Chicago to San Jose
Return trip
3 Jun - 11 Jun
370 CAD
JustFly
CHI CHI
6h 55min
1 stop
SJO SJO
SJO SJO
6h 53min
1 stop
CHI CHI

Go for less - experience more

Cheap flights from Chicago to San Jose
Return trip
3 Jun - 11 Jun
370 CAD
JustFly
CHI CHI
6h 55min
1 stop
SJO SJO
SJO SJO
6h 53min
1 stop
CHI CHI
Return trip
15 Feb - 20 Feb
451 CAD
GoToGateCA
CHI CHI
8h 34min
1 stop
SJO SJO
SJO SJO
16h 43min
1 stop
CHI CHI
Return trip
16 Feb - 20 Feb
556 CAD
TripstaCA
CHI CHI
9h 55min
1 stop
SJO SJO
SJO SJO
16h 43min
1 stop
CHI CHI

Coming or going?

Cheap flights from San Jose to Chicago
Return trip
28 Mar - 10 Apr
417 CAD
ITravel2000CAIntl
SJO SJO
9h 35min
1 stop
CHI CHI
CHI CHI
7h 24min
1 stop
SJO SJO
Return trip
28 Mar - 11 Apr
447 CAD
TravelgenioCA
SJO SJO
6h 53min
1 stop
CHI CHI
CHI CHI
6h 55min
1 stop
SJO SJO
Return trip
25 Mar - 30 Mar
762 CAD
KiwiCA
SJO SJO
9h 9min
1 stop
CHI CHI
CHI CHI
4h 20min
1 stop
SJO SJO

Weather forecast for San Jose

Going soon? Be prepared for the weather in San Jose.

Friday, January 20, 2017

28°C
10°C

Saturday, January 21, 2017

29°C
10°C

Sunday, January 22, 2017

28°C
10°C

Monday, January 23, 2017

29°C
11°C

Tuesday, January 24, 2017

26°C
12°C

Wednesday, January 25, 2017

27°C
12°C

Thursday, January 26, 2017

28°C
14°C

Friday, January 27, 2017

28°C
16°C

Saturday, January 28, 2017

26°C
17°C

Sunday, January 29, 2017

26°C
15°C

So what's it going to cost once you're in San Jose

Compare the costs of everyday items in Chicago and San Jose
CAPPUCCINO
Regular
Chicago
5.23 CAD
40%
San Jose
3.14 CAD
Cappuccino is 40% cheaper in San Jose than Chicago
MEAL
Inexpensive
Chicago
19.89 CAD
52%
San Jose
9.64 CAD
Meal is 52% cheaper in San Jose than Chicago
MILK
1 liter
Chicago
3.94 CAD
-82%
San Jose
7.19 CAD
Milk is 82% more expensive in San Jose than Chicago
BUS
One-way ticket
Chicago
2.98 CAD
64%
San Jose
1.09 CAD
Bus is 64% cheaper in San Jose than Chicago
MOVIE THEATER
1 ticket
Chicago
15.9 CAD
47%
San Jose
8.42 CAD
movie theater is 47% cheaper in San Jose than Chicago
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