Flights from Chicago to San José

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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
Copa Airlines
Copa Airlines
04 Dec
ORD
7:35 am
Chicago O'Hare Intl airport
18h 43m
1 Stop
2:18 am
+1
SJO
San José Juan Santamaria Intl airport
Copa Airlines
12 Dec
SJO
7:40 am
San José Juan Santamaria Intl airport
10h 10m
1 Stop
5:50 pm
ORD
Chicago O'Hare Intl airport
287 USD
Copa Airlines
Copa Airlines
04 Dec
ORD
7:35 am
Chicago O'Hare Intl airport
18h 43m
1 Stop
2:18 am
+1
SJO
San José Juan Santamaria Intl airport
Copa Airlines
12 Dec
SJO
7:40 am
San José Juan Santamaria Intl airport
10h 10m
1 Stop
5:50 pm
ORD
Chicago O'Hare Intl airport
287 USD
JetBlue
JetBlue
04 Dec
ORD
12:55 am
Chicago O'Hare Intl airport
7h 37m
1 Stop
8:32 am
SJO
San José Juan Santamaria Intl airport
JetBlue
29 Jan
SJO
7:40 am
San José Juan Santamaria Intl airport
10h 10m
1 Stop
5:50 pm
ORD
Chicago O'Hare Intl airport
290 USD
Delta
Delta
27 Nov
ORD
11:40 pm
Chicago O'Hare Intl airport
7h 10m
1 Stop
6:50 am
+1
SJO
San José Juan Santamaria Intl airport
Delta
05 Dec
SJO
8:20 pm
San José Juan Santamaria Intl airport
7h 41m
1 Stop
4:01 am
+1
ORD
Chicago O'Hare Intl airport
408 USD
Delta
Delta
27 Nov
ORD
11:40 pm
Chicago O'Hare Intl airport
7h 10m
1 Stop
6:50 am
+1
SJO
San José Juan Santamaria Intl airport
Delta
05 Dec
SJO
8:20 pm
San José Juan Santamaria Intl airport
7h 41m
1 Stop
4:01 am
+1
ORD
Chicago O'Hare Intl airport
408 USD
Spirit Airlines
Spirit Airlines
14 Aug
ORD
12:15 am
Chicago O'Hare Intl airport
7h 24m
1 Stop
6:39 am
SJO
San José Juan Santamaria Intl airport
Spirit Airlines
18 Aug
SJO
7:20 pm
San José Juan Santamaria Intl airport
8h 24m
1 Stop
4:44 am
+1
ORD
Chicago O'Hare Intl airport
337 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
WHAT IS THE CHEAPEST MONTH TO FLY ?
October
The cheapest time of year to fly to San José from Chicago is October. Most expensive is December
WHAT IS THE CHEAPEST DAY TO FLY ?
Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Saturday
WHEN IS THE CHEAPEST TIME TO FLY ?
in the evening
Chicago to San José flights are approximately 109% more expensive in the afternoon than in the evening
WHAT IS THE CHEAPEST AIRLINE THAT FLIES ?
JetBlue
JetBlue, Interjet, and Spirit Airlines are the most popular carriers operating from Chicago to San José
WHAT IS THE CHEAPEST ROUTE?
Chicago O'Hare Intl - San José Juan Santamaria Intl
Fly from Chicago O'Hare Intl to San José Juan Santamaria Intl for the best Chicago - San José flight prices
WHEN IS THE CHEAPEST TIME TO BOOK A FLIGHT ?
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 None There are no direct flights from Chicago to San José. Popular non-direct routes for this connection are Chicago O'Hare Intl - San José Juan Santamaria Intl and Chicago Midway - San José Juan Santamaria Intl.
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)

Flights from Chicago to:

Flights to San José from:

  • Chicago
  • Illinois
  • United States
  • North America

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