Flight Routes from Chicago O'Hare to San Jose, Costa Rica

Trip type

Our cheapest offers for flights from Chicago O'Hare to San Jose, Costa Rica

Here you can compare cheap flights from Chicago O'Hare (ORD) to San Jose, Costa Rica (SJO) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to San Jose, Costa Rica. Prices and availability may change at any time.

Flight schedule from Chicago O'Hare (ORD) to San Jose, Costa Rica (SJO)

Select a travel date in the flight schedule for the route from Chicago O'Hare (ORD) to San Jose, Costa Rica (SJO) and compare affordable flight deals.

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Matching outbound flights5 of 5
fromto
dep.arr.
durationstopovers
  1. August 9 – 15, 2026
  2. August 16 – 22, 2026
  3. August 23 – 29, 2026
    No flights could be found for the active filters.
    1. ORDSJO
      1 stopover
      1. American Airlines
    2. ORDSJO
      1 stopover
      1. JetBlue Airways
    3. ORDSJO
      nonstop
      1. United Airlines
    4. ORDSJO
      1 stopover
      1. Copa Airlines
    5. ORDSJO
      1 stopover
      1. Copa Airlines

      Tips and tricks to help you find cheap flights from Chicago O'Hare to San Jose, Costa Rica

      Favorite airline: Copa
      68 % of travelers choose to book flights on this route with Copa, Spirit Airlines and United Airlines.
      Copa
      26 %
      Spirit Airlines
      23 %
      United Airlines
      19 %
      Cheapest weekday: Thursday
      Flight prices fluctuate throughout the week. Flights are 25 % cheaper on Thursday.
      Direct flights are more expensive
      Direct flights on this route are $173.00 more expensive on average than flights with a stopover.
      non stop flight
      1 stop
      2 stops
      06h 45min
      25h 29min
      15h 50min
      452 $
      279 $
      352 $
      Favourite connection: via Panama City
      35 % of booked tickets on this route are for flights with a transfer in Panama City.
      Route
      bookings
      1 stopover Panama City-Tocumen International
      30h 15min, from 412 $
      35 %
      1 stopover Houston - George Bush Intercontinental Airport, TX
      13h 56min, from 311 $
      23 %
      1 stopover Mexico City-Juarez International
      17h 13min, from 634 $
      12 %

      Important flight information

      Flight information: Chicago O'Hare - San Jose, Costa Rica

      Roundtrip from 508,80 $
      Distance 3579 km
      Departure airport Airport Chicago O'Hare International Airport, IL (ORD)
      Arrival airport Airport San Jose, Costa Rica (SJO)
      Destination country Flights to Costa Rica
      City-Code - Arrival airport Chicago - San Jose, Costa Rica
      Departure airport - Destination country Chicago O'Hare International Airport, IL - Costa Rica
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