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 49 days to departure.
Chicago to San Jose flights are usually cheapest between 2 and 4 months before departure.
Days before departure
Best month
Cheapest time of year to fly to San Jose from Chicago is April and August. Most expensive are November and December.
Currently the cheapest days to fly this route are between November and December.
Impact on price
Cheapest airline
According to our data, Spirit Airlines, Avianca El Salvador and Delta Air Lines are the cheapest airlines to fly this route.
Popular airlines for this route are Spirit Airlines, Avianca El Salvador and Delta Air Lines.
Impact on price (additional fees may apply)
Spirit Airlines
+38%
Avianca El Salvador
+45%
Delta Air Lines
+49%
Volaris
+53%
United Airlines
+53%
Major US Carrier
+54%
Best time to fly
Chicago to San Jose flights are approximately 6% more expensive in the morning than in the evening.
It's generally cheaper to take evening flights from Chicago to San Jose.
Impact on price
Cheapest day
Cheapest day of week is typically Tuesday and the most expensive is typically Saturday.
Saturday is normally the most expensive day to fly, whilst Tuesday tends to be the cheapest.
Impact on price
Cheapest route
Fly Midway - Juan Santamaria for the best Chicago to San Jose flight prices saving up to 0% on average.
Of the possible routes between Chicago and San Jose best prices tend to be found on Midway - Juan Santamaria.
We've got 47 booking sites supporting this and nearby routes.
Impact on price
Midway-Juan Santamaria
+0%
O'Hare Intl-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 - 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
8 Oct - 15 Oct
462 CAD
CheapFareMart
CHI CHI
6h 55min
1 stop
SJO SJO
SJO SJO
6h 53min
1 stop
CHI CHI

Weather forecast for San Jose

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

Friday, August 25, 2017

25°C
15°C

Saturday, August 26, 2017

25°C
15°C

Sunday, August 27, 2017

23°C
16°C

Monday, August 28, 2017

26°C
17°C

Tuesday, August 29, 2017

25°C
17°C

Wednesday, August 30, 2017

26°C
16°C

Thursday, August 31, 2017

26°C
16°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
4.81 CAD
38%
San Jose
2.99 CAD
Cappuccino is 38% cheaper in San Jose than Chicago
MEAL
Inexpensive
Chicago
18.23 CAD
50%
San Jose
9.17 CAD
Meal is 50% cheaper in San Jose than Chicago
MILK
1 liter
Chicago
3.65 CAD
-79%
San Jose
6.54 CAD
Milk is 79% more expensive in San Jose than Chicago
BUS
One-way ticket
Chicago
2.74 CAD
69%
San Jose
0.84 CAD
Bus is 69% cheaper in San Jose than Chicago
MOVIE THEATER
1 ticket
Chicago
14.58 CAD
42%
San Jose
8.43 CAD
movie theater is 42% cheaper in San Jose than Chicago
Feedback
Cookies
momondo.ca uses cookies
Read more