Flights from Chicago to San José

Depart
Return
Any month
Compare vs. momondo |

Chicago to San José flight comparison made easy

Below you can see the best fares for your route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to San José by changing tabs
Quickest
Cheapest
Spirit Airlines
Spirit Airlines
ORD
11:55 am
Chicago O'Hare International airport
7h 04m
1 Stop
6:59 pm
SJO
San José Juan Santamaria Intl airport
Spirit Airlines
SJO
7:40 am
San José Juan Santamaria Intl airport
17h 24m
1 Stop
2:04 am
+1
ORD
Chicago O'Hare International airport
293 USD
Spirit Airlines
Spirit Airlines
ORD
11:55 am
Chicago O'Hare International airport
7h 04m
1 Stop
6:59 pm
SJO
San José Juan Santamaria Intl airport
Spirit Airlines
SJO
7:40 am
San José Juan Santamaria Intl airport
17h 24m
1 Stop
2:04 am
+1
ORD
Chicago O'Hare International airport
293 USD
Spirit Airlines
Spirit Airlines
ORD
11:55 am
Chicago O'Hare International airport
7h 04m
1 Stop
6:59 pm
SJO
San José Juan Santamaria Intl airport
Spirit Airlines
SJO
7:53 am
San José Juan Santamaria Intl airport
10h 06m
1 Stop
5:59 pm
ORD
Chicago O'Hare International airport
297 USD
United Airlines
United Airlines
ORD
1:00 pm
Chicago O'Hare International airport
5h 10m
5:10 pm
SJO
San José Juan Santamaria Intl airport
United Airlines
SJO
6:53 am
San José Juan Santamaria Intl airport
10h 12m
1 Stop
6:05 pm
ORD
Chicago O'Hare International airport
374 USD
United Airlines
United Airlines
ORD
1:00 pm
Chicago O'Hare International airport
5h 10m
5:10 pm
SJO
San José Juan Santamaria Intl airport
United Airlines
SJO
6:53 am
San José Juan Santamaria Intl airport
10h 12m
1 Stop
6:05 pm
ORD
Chicago O'Hare International airport
374 USD
JetBlue
JetBlue
ORD
1:59 am
Chicago O'Hare International airport
7h 36m
1 Stop
8:35 am
SJO
San José Juan Santamaria Intl airport
JetBlue
SJO
8:41 am
San José Juan Santamaria Intl airport
8h 20m
1 Stop
6:01 pm
ORD
Chicago O'Hare International airport
367 USD

How to get the cheapest flight from Chicago to San José

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight for your trip
CHEAPEST MONTH TO FLY
October
The cheapest time of year to fly to San José from Chicago is October. Most expensive is December
CHEAPEST DAY TO FLY
Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday
CHEAPEST TIME TO FLY
at Noon
Chicago to San José flights are approximately 13% more expensive in the Afternoon than at Noon
CHEAPEST AIRLINE
Interjet
Interjet, JetBlue, and Spirit Airlines are the most popular carriers operating from Chicago to San José
CHEAPEST ROUTE
Chicago O'Hare International - San José Juan Santamaria Intl
Fly from Chicago O'Hare International to San José Juan Santamaria Intl for the best Chicago - San José flight prices
CHEAPEST TIME TO BOOK
60 days before
The cheapest time to buy a flight from Chicago to San José is approximately 60 days to departure
60
Days before departure
0

Flight information for Chicago to San José

Find info about flight duration, direct flights, and airports for your flight from Chicago to San José
Fastest flight time
5h 12m
The fastest flight from Chicago to San José takes 5h 12m.
Direct flights
Every day
Direct flights go from Chicago to San José every day.
Airports in San José
2 airports
There are 2 airports near San José: San José Juan Santamaria Intl (SJO), San José Tobias Bolanos Intl (SYQ)

Cost comparison between Chicago and San José

Compare the costs of everyday items in Chicago and San José
Food
Inexpensive restaurant
15 USD
Chicago
7 USD
San José
Fast food
McDonald's meal
6.93 USD
Chicago
6.57 USD
San José
Soft drink
0.33 liter
1.77 USD
Chicago
1.47 USD
San José
Coffee
Cappuccino
4.11 USD
Chicago
2.55 USD
San José
Public transport
One-way ticket
2.47 USD
Chicago
0.66 USD
San José

Flights from Chicago to:

Flights to San José from:

  • Chicago
  • Illinois
  • United States
  • North America

Flights to other cities in Costa Rica

Lost the lust for San José? Check out some flights to other cities in Costa Rica