Chicago (ORD) to Guanacaste (LIR) flights
2 airlines fly nonstop from Chicago (ORD) to Guanacaste (LIR): American Airlines and United Airlines. The two airports are 2,173 miles (3,497 km) apart. American Airlines is in oneworld and United Airlines is in Star Alliance. There are also 21 ways to fly it with one stop, through Nashville, Atlanta and Miami and more.
Airlines flying nonstop from ORD to LIR
- American Airlinesoneworld · bookable with 9 programsWho books it
- United AirlinesStar Alliance · bookable with 13 programsWho books it
Book ORD to LIR with points
Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.
- Air Canada AeroplanBooks United Airlines
- Air New Zealand AirpointsBooks United Airlines
- Alaska Atmos RewardsBooks American Airlines
- American AAdvantageBooks American Airlines
- ANA Mileage ClubBooks United Airlines
- Avianca LifeMilesBooks United Airlines
- British Airways ClubBooks American Airlines
- Cathay Pacific Asia MilesBooks American Airlines
- Emirates SkywardsBooks United Airlines
- EVA Air Infinity MileageLandsBooks United Airlines
- Finnair PlusBooks American Airlines
- Iberia ClubBooks American Airlines
- JAL Mileage BankBooks American Airlines
- JetBlue TrueBlueBooks United Airlines
- Lufthansa Miles & MoreBooks United Airlines
- Qantas Frequent FlyerBooks American Airlines
- Qatar Airways Privilege ClubBooks American Airlines
- Singapore Airlines KrisFlyerBooks United Airlines
- TAP Miles&GoBooks United Airlines
- Thai Royal Orchid PlusBooks United Airlines
- Turkish Airlines Miles&SmilesBooks United Airlines
- United MileagePlusBooks United Airlines
ORD to LIR with one stop
21 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Nashville (BNA)American Airlines and United Airlines, then Southwest Airlines
- Via Atlanta (ATL)Delta Air Lines the whole way
+1 - Via Miami (MIA)American Airlines the whole way
- Via Fort Lauderdale (FLL)JetBlue Airways the whole way
+1 - Via San Jose (SJO)United Airlines, then SANSA and Edelweiss AirRZ
- Via Charlotte (CLT)American Airlines the whole way
- Via Houston (IAH)United Airlines the whole way
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Dallas (DFW)American Airlines the whole way
- Via Dulles (IAD)United Airlines the whole way
- Via Baltimore (BWI)American Airlines, United Airlines and 1 more, then Southwest Airlines
- Via Minneapolis (MSP)Delta Air Lines and Sun Country Airlines the whole way+1
- Via Toronto (YYZ)Air Canada the whole way
+1
- Via Philadelphia (PHL)American Airlines the whole way
- Via New York (EWR)United Airlines the whole way
ORD to LIR: common questions
Which airlines fly nonstop from ORD to LIR?
American Airlines (oneworld) and United Airlines (Star Alliance) fly nonstop from Chicago (ORD) to Guanacaste (LIR).
How far is Chicago from Guanacaste by plane?
Chicago (ORD) and Guanacaste (LIR) are 2,173 miles (3,497 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
Which points programs can book ORD to LIR award flights?
22 programs can book at least one of the nonstop airlines: Air Canada Aeroplan, Air New Zealand Airpoints, Alaska Atmos Rewards, American AAdvantage, ANA Mileage Club, Avianca LifeMiles, British Airways Club, Cathay Pacific Asia Miles and 14 more. Which flights each can book depends on its partners, so check the airline before you transfer points.
How many miles does ORD to LIR cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for ORD to LIR with taxes and fees.
Where can I connect between Chicago and Guanacaste?
The most direct connections are through Nashville (BNA), Atlanta (ATL), Miami (MIA), Fort Lauderdale (FLL) and San Jose (SJO). On 16 of them the same airline flies both flights, for example Delta Air Lines through Atlanta.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.