There are 8 ways to get from Chicago to Costa Rica by plane, bus (Greyhound, Flixbus), car, train, shuttle, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to Juan Santamaría International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO)plane ORD - SJO
8h 27m$122–555Bus
- Take the bus from Chicago Bus Station to Memphis Bus Stationbus
- Take the bus from Memphis Bus Station to Downtown Houstonbus
- Take the bus from Houston to San Salvadorbus
- Take the bus from Terminal Tica Bus San Salvador to Terminal Tica Bus San Josébus
5d$434–797Drive 5,326.9 km
- Drive from Chicago to San Josécar 5,326.9 km
2d 18h$715–1,032Fly Chicago Midway International Airport to Juan Santamaría International Airport
- Fly from Chicago Midway International Airport (MDW) to Juan Santamaría International Airport (SJO)plane MDW - SJO
9h 54m$172–755Train to South Bend, fly to Juan Santamaría International Airport
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Juan Santamaría International Airport (SJO)plane SBN - SJO
11h 32m$155–666Train to General Mitchell International Airport, fly to Juan Santamaría International Airport
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Juan Santamaría International Airport (SJO)plane MKE - SJO
11h 28m$249–936Fly Chicago O'Hare International Airport to Liberia International Airport, shuttle
- Fly from Chicago O'Hare International Airport (ORD) to Liberia International Airport (LIR)plane ORD - LIR
- Take a shuttle bus from Liberia Airport to Monteverde
- Take a shuttle bus from Monteverde to Puntarenas
11h 16m$486–1,434Train, bus
- Take the train from Chicago Union Station to Longviewtrain
- Take the bus from Longview Bus Station to Houston Bus Stationbus
- Take the bus from Houston to San Salvadorbus
- Take the bus from Terminal Tica Bus San Salvador to Terminal Tica Bus San Josébus
5d 1h$759–1,277
Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Costa Rica is to fly which costs $120 - $600 and takes 8h 27m.
The fastest way to get from Chicago to Costa Rica is to fly which takes 8h 27m and costs $120 - $600.
No, there is no direct bus from Chicago station to Costa Rica. However, there are services departing from Chicago Bus Station and arriving at Terminal Tica Bus San José via Memphis Bus Station, Smith St @ Pierce St, Mission Bend TC, Houston and Terminal Tica Bus San Salvador. The journey, including transfers, takes approximately 5 days 0h.
The distance between Chicago and Costa Rica is 3607 km. The road distance is 5326.9 km.
The best way to get from Chicago to Costa Rica without a car is to bus which takes 5 days 0h and costs $430 - $800.
It takes approximately 8h 27m to get from Chicago to Costa Rica, including transfers.
Chicago to Costa Rica bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Costa Rica is to fly which takes 8h 27m and costs $120 - $600. Alternatively, you can bus, which costs $430 - $800 and takes 5 days 0h.
Chicago to Costa Rica bus services, operated by Greyhound USA, arrive at Memphis Bus Station.
Costa Rica is 1h behind Chicago. It is currently 19:35 in Chicago and 18:35 in Costa Rica.
What companies run services between Chicago, IL, USA and Costa Rica?
United Airlines, JetBlue Airways, and four other airlines fly from Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Terminal Tica Bus San José via Memphis Bus Station, Downtown Houston, Smith St @ Pierce St, Mission Bend TC, Bellaire Blvd @ Corporate Dr, Houston, San Salvador, and Terminal Tica Bus San Salvador in around 5d.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 9h 29m
- When
- Every day
- Estimated price
- $130–550
Flights from South Bend to Juan Santamaría International Airport via Charlotte
- Ave. Duration
- 7h 57m
- When
- Every day
- Estimated price
- $150–650
Flights from South Bend to Juan Santamaría International Airport via Dallas/Ft.Worth
- Ave. Duration
- 8h 2m
- When
- Every day
- Estimated price
- $160–700
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 11h 30m
- When
- Saturday
- Estimated price
- $210–900
Flights from Chicago O'Hare International Airport to Liberia International Airport
- Ave. Duration
- 5h 5m
- When
- Saturday
- Estimated price
- $210–950
Flights from Chicago O'Hare International Airport to Liberia International Airport via Miami
- Ave. Duration
- 7h 18m
- When
- Every day
- Estimated price
- $220–950
Flights from Chicago O'Hare International Airport to Liberia International Airport via Charlotte
- Ave. Duration
- 7h 30m
- When
- Saturday
- Estimated price
- $230–950
- Website
- avianca.com
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 7h 52m
- When
- Every day
- Estimated price
- $130–550
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via Guatemala City
- Ave. Duration
- 8h 55m
- When
- Every day
- Estimated price
- $260–950
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 8h
- When
- Monday, Thursday, and Friday
- Estimated price
- $180–800
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 9h 36m
- When
- Saturday
- Estimated price
- $210–900
Flights from Chicago O'Hare International Airport to Liberia International Airport
- Ave. Duration
- 5h 4m
- When
- Saturday
- Estimated price
- $210–950
- Website
- delta.com
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Atlanta
- Ave. Duration
- 7h 25m
- When
- Every day
- Estimated price
- $180–750
Flights from South Bend to Juan Santamaría International Airport via Atlanta
- Ave. Duration
- 7h 48m
- When
- Every day
- Estimated price
- $140–650
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Atlanta
- Ave. Duration
- 7h 30m
- When
- Every day
- Estimated price
- $200–850
Flights from Chicago O'Hare International Airport to Liberia International Airport via Atlanta
- Ave. Duration
- 7h 6m
- When
- Every day
- Estimated price
- $210–950
- Website
- united.com
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport
- Ave. Duration
- 5h 18m
- When
- Saturday
- Estimated price
- $120–550
Flights from South Bend to Juan Santamaría International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 58m
- When
- Saturday
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Liberia International Airport
- Ave. Duration
- 5h 4m
- When
- Saturday
- Estimated price
- $210–950
Flights from Chicago O'Hare International Airport to Liberia International Airport via Houston
- Ave. Duration
- 7h 40m
- When
- Every day
- Estimated price
- $230–1,000
- Website
- southwest.com
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 8h
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Nashville
- Ave. Duration
- 8h 15m
- When
- Saturday
- Estimated price
- $170–750
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 8h
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $200–900
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Nashville
- Ave. Duration
- 8h 10m
- When
- Saturday
- Estimated price
- $200–850
- Website
- volaris.com
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 7h 6m
- When
- Tuesday and Wednesday
- Estimated price
- $290–750
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 7h 57m
- When
- Sunday, Tuesday, Wednesday, Saturday, and Thursday
- Estimated price
- $320–800
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via Fort Lauderdale
- Ave. Duration
- 6h 57m
- When
- Every day
- Estimated price
- $130–550
Flights from Chicago O'Hare International Airport to Liberia International Airport via Fort Lauderdale
- Ave. Duration
- 6h 58m
- When
- Every day
- Estimated price
- $220–950
- Website
- flyfrontier.com
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 12h 48m
- When
- Friday
- Estimated price
- $260–750
Flights from South Bend to Juan Santamaría International Airport via Atlanta
- Ave. Duration
- 7h 4m
- When
- Wednesday and Friday
- Estimated price
- $210–600
- Website
- volaris.com
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via Cancun
- Ave. Duration
- 7h 27m
- When
- Thursday and Sunday
- Estimated price
- $180–550
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Train from Chicago Union Station to Longview
- Ave. Duration
- 18h 50m
- Frequency
- Once daily
- Estimated price
- $470–750
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 9h 35m
- Frequency
- Once daily
- Estimated price
- $85–140
- Website
- Greyhound
Bus from Longview Bus Station to Houston Bus Station
- Ave. Duration
- 5h
- Frequency
- Once daily
- Estimated price
- $30–55
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 11h
- Frequency
- 5 times a week
- Estimated price
- $80–130
- Schedules at
- Flixbus USA
Bus from Memphis Bus Station to Downtown Houston
- Ave. Duration
- 14h 10m
- Frequency
- 5 times a week
- Estimated price
- $110–180
- Schedules at
- Flixbus USA
- Phone
- +1 213 368 1172
- info@boletosdebus.com
- Website
- busesusatours.com
Bus from Houston to San Salvador
- Ave. Duration
- 3d
- Frequency
- Once a week
- Estimated price
- $180–390
- Schedules at
- busesusatours.com
Bus from Houston to San Salvador
- Ave. Duration
- 3d
- Frequency
- Once a week
- Estimated price
- $180–390
- Schedules at
- busesusatours.com
- Phone
- +52 962 625 2435
- info@ticabus.com
- Website
- Tica Bus
Bus from Terminal Tica Bus San Salvador to Terminal Tica Bus San José
- Ave. Duration
- 19h 30m
- Frequency
- 3 times a week
- Estimated price
- $60–85
- Website
- Tica Bus
Bus from Terminal Tica Bus San Salvador to Terminal Tica Bus San José
- Ave. Duration
- 19h 30m
- Frequency
- 3 times a week
- Estimated price
- $60–85
- Website
- Tica Bus
- Phone
- 1 800 715 1370
- info@ridecr.com
- Website
- RIDE CR
Shuttle from Liberia Airport to Monteverde
- Ave. Duration
- 1h 45m
- Frequency
- On demand
- Estimated price
- $269
- Website
- RIDE CR
Shuttle from Monteverde to Puntarenas
- Ave. Duration
- 30 min
- Frequency
- On demand
- Estimated price
- $209
- Website
- RIDE CR
Shuttle from Liberia Airport to Monteverde
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $65–69
- Website
- Tropical Tours Shuttles
Want to know more about travelling around Costa Rica
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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Yes, the driving distance between Chicago to Costa Rica is 5327 km. It takes approximately 2 days 18h to drive from Chicago to Costa Rica.
There are 756+ hotels available in Costa Rica.