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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
Spirit Airlines
Spirit Airlines
ORD
1:35 pm
Chicago O'Hare Intl airport
19h 15m
1 Stop
7:50 am
+1
SJO
San José Juan Santamaria Intl airport
Spirit Airlines
SJO
7:40 am
San José Juan Santamaria Intl airport
29h 35m
1 Stop
2:15 pm
+1
ORD
Chicago O'Hare Intl airport
319 USD
Spirit Airlines
Spirit Airlines
ORD
1:35 pm
Chicago O'Hare Intl airport
19h 15m
1 Stop
7:50 am
+1
SJO
San José Juan Santamaria Intl airport
Spirit Airlines
SJO
7:40 am
San José Juan Santamaria Intl airport
29h 35m
1 Stop
2:15 pm
+1
ORD
Chicago O'Hare Intl airport
319 USD
Spirit Airlines
Spirit Airlines
ORD
4:56 pm
Chicago O'Hare Intl airport
15h 54m
2 Stops
7:50 am
+1
SJO
San José Juan Santamaria Intl airport
Spirit Airlines
SJO
7:40 am
San José Juan Santamaria Intl airport
29h 35m
1 Stop
2:15 pm
+1
ORD
Chicago O'Hare Intl airport
322 USD
Delta
Delta
MDW
2:15 am
Chicago Midway airport
14h 15m
1 Stop
3:30 pm
SJO
San José Juan Santamaria Intl airport
Delta
SJO
1:00 am
San José Juan Santamaria Intl airport
9h 44m
1 Stop
11:44 am
MDW
Chicago Midway airport
389 USD
Delta
Delta
MDW
2:15 am
Chicago Midway airport
14h 15m
1 Stop
3:30 pm
SJO
San José Juan Santamaria Intl airport
Delta
SJO
1:00 am
San José Juan Santamaria Intl airport
9h 44m
1 Stop
11:44 am
MDW
Chicago Midway airport
389 USD
United Airlines
United Airlines
ORD
3:00 am
Chicago O'Hare Intl airport
13h 15m
1 Stop
3:15 pm
SJO
San José Juan Santamaria Intl airport
United Airlines
SJO
6:30 am
San José Juan Santamaria Intl airport
10h 57m
1 Stop
6:27 pm
ORD
Chicago O'Hare Intl airport
382 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 Saturday
CHEAPEST TIME TO FLY
at Noon
Chicago to San José flights are approximately 10% more expensive in the Afternoon than at Noon
CHEAPEST AIRLINE
JetBlue
JetBlue, Interjet, and Spirit Airlines are the most popular carriers operating from Chicago to San José
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
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 10m
The fastest flight from Chicago to San José takes 5h 10m.
Direct flights
Fr and Sa
Direct flights go from Chicago to San José on Friday and Saturday. Airline offering direct flights is United Airlines..
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
7.01 USD
Chicago
7 USD
San José
Soft drink
0.33 liter
1.81 USD
Chicago
2 USD
San José
Coffee
Cappuccino
4.09 USD
Chicago
3 USD
San José
Public transport
One-way ticket
2.50 USD
Chicago
1 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