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 1,010,616 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 50 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 April and May. Most expensive are November and December.
Chicago to San Jose flights are currently cheapest between September and November.
Impact on price
Cheapest airline
According to our data, Spirit Airlines, Major US Carrier and United Airlines are the cheapest airlines to fly this route.
momondo users most frequently choose to fly from Chicago to San Jose with either Spirit Airlines, Major US Carrier or United Airlines.
Impact on price (additional fees may apply)
Spirit Airlines
+31%
Major US Carrier
+37%
United Airlines
+43%
Avianca El Salvador
+44%
Interjet
+44%
Delta Air Lines
+45%
Best time to fly
Chicago to San Jose flights are approximately 5% more expensive in the morning than in the evening.
Morning flights tend to be the most expensive.
Impact on price
Cheapest day
Friday is normally the most expensive day to fly, whilst Tuesday tends to be the cheapest.
Cheapest day of week is typically Tuesday and the most expensive is typically Friday.
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 47 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 Wednesdays, Thursdays, Fridays, Saturdays with a flight time of 5 hours 15 minutes.
Direct flights available: 5 PER WEEK
Popular non-direct routes for this connection are O'Hare Intl - Comalapa Intl. - Juan Santamaria, O'Hare Intl - Tocumen Intl - Juan Santamaria and O'Hare Intl - Hartsfield Jackson - Juan Santamaria.
Stop-off cities for indirect flights from Chicago to Juan Santamaria include Comalapa Intl., Tocumen Intl and Hartsfield Jackson.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Go for less - experience more

Cheap flights from Chicago to San Jose
Return trip
28 Sep - 8 Oct
427 CAD
TravelgenioCA
CHI CHI
7h 20min
1 stop
SJO SJO
SJO SJO
7h 39min
1 stop
CHI CHI
Return trip
29 Sep - 8 Oct
448 CAD
TravelgenioCA
CHI CHI
29h 45min
1 stop
SJO SJO
SJO SJO
9h 23min
1 stop
CHI CHI
Return trip
30 Sep - 8 Oct
477 CAD
TravelgenioCA
CHI CHI
7h 20min
1 stop
SJO SJO
SJO SJO
7h 39min
1 stop
CHI CHI

Weather forecast for San Jose

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

Wednesday, July 19, 2017

25°C
16°C

Thursday, July 20, 2017

24°C
16°C

Friday, July 21, 2017

26°C
17°C

Saturday, July 22, 2017

28°C
15°C

Sunday, July 23, 2017

27°C
15°C

Monday, July 24, 2017

27°C
16°C

Tuesday, July 25, 2017

28°C
18°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
4.94 CAD
41%
San Jose
2.92 CAD
Cappuccino is 41% cheaper in San Jose than Chicago
MEAL
Inexpensive
Chicago
18.75 CAD
51%
San Jose
9.24 CAD
Meal is 51% cheaper in San Jose than Chicago
MILK
1 liter
Chicago
3.62 CAD
-86%
San Jose
6.74 CAD
Milk is 86% more expensive in San Jose than Chicago
BUS
One-way ticket
Chicago
2.81 CAD
69%
San Jose
0.87 CAD
Bus is 69% cheaper in San Jose than Chicago
MOVIE THEATER
1 ticket
Chicago
15.63 CAD
51%
San Jose
7.61 CAD
movie theater is 51% cheaper in San Jose than Chicago
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