To save up to 81% on this flight, we recommend booking at least 27 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Costa Rica to Chicago from $413 1-2 weeks out and tickets from $534 for flights departing within the next 72 hours.
The best pricing can be found in the month of August. Prices to Chicago from Costa Rica average $415. You can even find prices in August for less than $415, as users have found deals to Chicago from as low as $269. The month of March appears to be one of the more expensive times to travel to Chicago from Costa Rica. Flying in the targeted month can save you up to 24%.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Costa Rica to Chicago as you normally would.
Fly from
Fly to
Budget
$153 - $333
Route
Depart
Return
Price
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sat 5/18
1 stop13h 56m
Chicago O'Hare Intl
Tue 5/28
1 stop17h 52m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sat 5/18
1 stop13h 56m
Chicago O'Hare Intl
Tue 5/28
1 stop17h 52m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Tue 5/21
1 stop14h 36m
Chicago O'Hare Intl
Wed 5/29
1 stop7h 23m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sat 5/25
1 stop9h 57m
Chicago O'Hare Intl
Tue 5/28
1 stop17h 52m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sat 5/18
1 stop13h 56m
Chicago O'Hare Intl
Tue 5/21
1 stop16h 45m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Mon 5/20
1 stop14h 36m
Chicago O'Hare Intl
Tue 5/28
1 stop17h 52m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sat 5/18
1 stop13h 30m
Chicago O'Hare Intl
Tue 5/28
2 stops15h 29m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Fri 5/24
3 stops22h 48m
Chicago O'Hare Intl
Wed 5/29
1 stop7h 23m
San José Juan Santamaria IntlChicago Midway
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Sun 9/8
1 stop10h 09m
Chicago Midway
Sat 9/14
1 stop23h 25m
No data available for this route at this time. Please check back soon.
Food
Crew
Overall
Entertainment
Boarding
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Crew
Overall
Entertainment
Boarding
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Crew
Overall
Entertainment
Boarding
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Crew
Overall
Entertainment
Boarding
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Crew
Overall
Entertainment
Boarding
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Crew
Overall
Entertainment
Boarding
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
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