Cheap flights from Chicago to Costa Rica

Travel > Central America > Costa Rica

Check our current prices for flights from Chicago to Costa Rica. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Costa Rica, you will need to run a search below.

Search and Compare cheap Flights

Enter your travel details:Step 1

Flight only
Flight + HotelSave up to 30% on vacations

From (city or airport):
Rooms: 1 2 3 4 5 6
Travelers: 1 2 3 4 5 6
To (city or airport):
Depart (mm/dd/yyyy):
Return (mm/dd/yyyy):
Weekly newsletter (optional)

Select merchants to compare:Step 2

 

From $377 / RT details

Book your flight now with Cheapoair.com and save!

Cheap San Jose airfares from $377/RT are provided by Cheapoair.com. Outbound flight is leaving on 12/04/2024, 11:45 am from Chicago O`hare (ORD) airport and arrives at San Jose Santamaria (SJO) at 12:53 am. The flight time is 13 hours and 8 minutes. The Returning flight departes on 12/16/2024, 01:49 am (other return dates are also available). Date posted: 15 Oct 2024

Price evolution for flights From Chicago To Costa Rica

Recent Deals on Flights from Chicago to Costa Rica:Roundtrip / Oneway

• $377 Spirit Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	San Jose, CR (SJO)	12/04/2024	11:45 am
  San Jose, CR (SJO)	Chicago, IL (ORD)	12/16/2024	01:49 am

  cheapoair.com check price
• $1738 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Liberia, CR (LIR)	11/20/2024	08:25 pm
  Liberia, CR (LIR)	Chicago, IL (ORD)	11/26/2024	02:55 pm

  cheapoair.com check price
• $2510 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Liberia, CR (LIR)	11/20/2024	05:57 pm
  Liberia, CR (LIR)	Chicago, IL (ORD)	11/26/2024	02:55 pm

  cheapoair.com check price
• $2554 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Liberia, CR (LIR)	12/06/2024	04:52 pm
  Liberia, CR (LIR)	Chicago, IL (ORD)	12/18/2024	06:10 pm

  cheapoair.com check price
• $3048 Westjet 

  From	To	Departure	Time
  Chicago, IL (ORD)	Liberia, CR (LIR)	12/06/2024	05:25 pm
  Liberia, CR (LIR)	Chicago, IL (ORD)	12/18/2024	02:55 pm

  cheapoair.com check price
• $1551 Westjet 

  From	To	Departure	Time
  Chicago, IL (MDW)	Liberia, CR (LIR)	12/09/2024	02:15 pm

  cheapoair.com check price
• $1583 Westjet 

  From	To	Departure	Time
  Chicago, IL (MDW)	Liberia, CR (LIR)	11/30/2024	09:30 am

  cheapoair.com check price
• $2082 Westjet 

  From	To	Departure	Time
  Chicago, IL (ORD)	Liberia, CR (LIR)	12/23/2024	03:18 pm

  cheapoair.com check price
• $2533 Swiss International Air Lines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Liberia, CR (LIR)	12/09/2024	07:05 pm

  cheapoair.com check price
• $2607 Swiss International Air Lines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Liberia, CR (LIR)	12/23/2024	07:05 pm

  cheapoair.com check price