There are 9 ways to get from Chicago to Costa Rica by plane, train, bus, car, shuttle, or bus (Greyhound, Flixbus)
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 19m$274–557Fly Chicago Midway International Airport to Juan Santamaría International Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Juan Santamaría International Airport (SJO)plane MDW - SJO
9h 37m$214–857Train, bus via Mexico City
- Take the train from Chicago Union Station to Dallastrain
- Take the bus from Dallas to Terminal Central de Autobuses del Nortebus
- Take the bus from Terminal Central de Autobuses del Norte to Tapachulabus
- Take the bus from Tapachula to San Salvadorbus
- Take the bus from Terminal San Carlos - CCA to Terminal Atlántico Nortebus
4d 6h$658–1,152Drive 5,324.6 km
- Drive from Chicago to San Josécar 5,324.6 km
2d 18h$714–1,032Train 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 7m$288–1,168Fly 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 12m$546–1,584Bus
- Take the bus from Chicago to Tornado Bus Co - Austinbus
- Take the bus from Austin, TX - Tornado Bus Co to Katy, TX - Tornado Bus Cobus
- Take the bus from Houston to San Salvadorbus
- Take the bus from Terminal San Carlos - CCA to Terminal Atlántico Nortebus
5d$512–1,022Train, 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 Managuabus
- Take the bus from Terminal Managua - CCA to Terminal Atlántico Nortebus
5d 17h$563–1,058Bus via Atlanta
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Houston Bus Stationbus
- Take the bus from Houston to Managuabus
- Take the bus from Terminal Managua - CCA to Terminal Atlántico Nortebus
6d$484–916
Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO) flights
Questions & Answers
The cheapest way to get from Chicago to Costa Rica is to fly which costs $270 - $600 and takes 8h 19m.
The fastest way to get from Chicago to Costa Rica is to fly which takes 8h 19m and costs $270 - $600.
The distance between Chicago and Costa Rica is 3608 km. The road distance is 5324.6 km.
The best way to get from Chicago to Costa Rica without a car is to bus which takes 5 days 0h and costs $500 - $1,100.
It takes approximately 8h 19m to get from Chicago to Costa Rica, including transfers.
The best way to get from Chicago to Costa Rica is to fly which takes 8h 19m and costs $270 - $600. Alternatively, you can bus, which costs $500 - $1,100 and takes 5 days 0h.
Costa Rica is 1h behind Chicago. It is currently 11:55 PM in Chicago and 10:55 PM in Costa Rica.
Yes, the driving distance between Chicago to Costa Rica is 5325 km. It takes approximately 2 days 18h to drive from Chicago to Costa Rica.
There are 771+ hotels available in Costa Rica.
What companies run services between Chicago, IL, USA and Costa Rica?
United Airlines, American Airlines, and three other airlines fly from Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO) 4 times a day. Alternatively, you can take a bus from State & Harrison/Ida B Wells Drive to Terminal Atlántico Norte via 35th/Archer Orange Line Station, California & 35th Street, Chicago, Austin, TX - Tornado Bus Co, Katy, TX - Tornado Bus Co, Houston, San Salvador, and Terminal San Carlos - CCA in around 5d.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 8h 28m
- When
- Every day
- Estimated price
- $160–650
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 7h 8m
- When
- Saturday
- Estimated price
- $270–1,100
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Charlotte
- Ave. Duration
- 7h 28m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $270–1,100
Flights from Chicago O'Hare International Airport to Liberia International Airport
- Ave. Duration
- 4h 59m
- When
- Saturday
- Estimated price
- $270–1,100
Flights from Chicago O'Hare International Airport to Liberia International Airport via Miami
- Ave. Duration
- 7h 20m
- When
- Every day
- Estimated price
- $280–1,100
Flights from Chicago O'Hare International Airport to Liberia International Airport via Charlotte
- Ave. Duration
- 7h 35m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $280–1,100
Flights from Chicago O'Hare International Airport to Liberia International Airport via Dallas/Ft.Worth
- Ave. Duration
- 7h 39m
- When
- Every day
- Estimated price
- $300–1,200
- Website
- united.com
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport
- Ave. Duration
- 5h 19m
- When
- Saturday
- Estimated price
- $150–600
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Houston
- Ave. Duration
- 9h 51m
- When
- Every day
- Estimated price
- $280–1,100
Flights from Chicago O'Hare International Airport to Liberia International Airport
- Ave. Duration
- 5h 5m
- When
- Saturday
- Estimated price
- $270–1,100
Flights from Chicago O'Hare International Airport to Liberia International Airport via Houston
- Ave. Duration
- 7h 47m
- When
- Every day
- Estimated price
- $290–1,200
- Website
- delta.com
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Atlanta
- Ave. Duration
- 6h 49m
- When
- Every day
- Estimated price
- $220–850
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Atlanta
- Ave. Duration
- 7h 13m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Chicago O'Hare International Airport to Liberia International Airport via Atlanta
- Ave. Duration
- 7h 35m
- When
- Every day
- Estimated price
- $270–1,100
- Website
- avianca.com
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via San Salvador
- Ave. Duration
- 7h 25m
- When
- Tuesday, Thursday, and Saturday
- Estimated price
- $320–550
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via Guatemala City
- Ave. Duration
- 8h 35m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- $320–550
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 8h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $220–900
Flights from Chicago O'Hare International Airport to Liberia International Airport
- Ave. Duration
- 5h 5m
- When
- Saturday
- Estimated price
- $270–1,100
- Website
- southwest.com
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 6h 50m
- When
- Monday to Friday
- Estimated price
- $220–900
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Houston Hobby Apt
- Ave. Duration
- 7h 10m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $240–950
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 6h 50m
- When
- Tuesday and Wednesday
- Estimated price
- $270–1,100
- Website
- volaris.com
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via Cancun
- Ave. Duration
- 7h 48m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $150–600
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Cancun
- Ave. Duration
- 7h 23m
- When
- Thursday and Sunday
- Estimated price
- $210–850
- Website
- volaris.com
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 7h 6m
- When
- Sunday
- Estimated price
- $320–800
Flights from General Mitchell International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 7h 28m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $380–950
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Dallas
- Ave. Duration
- 21h 58m
- Frequency
- Once daily
- Estimated price
- $280–650
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $24–55
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Longview
- Ave. Duration
- 18h 50m
- Frequency
- Once daily
- Estimated price
- $250–550
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 800 923 1799
- contactus@omexusa.net
- Website
- omnibusexpress.com
Bus from Dallas to Terminal Central de Autobuses del Norte
- Ave. Duration
- 26h 55m
- Frequency
- Once daily
- Estimated price
- $170–230
- Schedules at
- omnibusexpress.com
- Phone
- +52 55 4386 4652
- solucioneshola@ado.com.mx
- Website
- ado.com.mx
Bus from Terminal Central de Autobuses del Norte to Tapachula
- Ave. Duration
- 18h 50m
- Frequency
- 5 times a day
- Estimated price
- $100–170
- Schedules at
- ado.com.mx
- Book at
- ado.com.mx
- Phone
- +𝟓𝟎𝟑 𝟐𝟐𝟐𝟒 𝟔𝟓𝟒𝟖
- elcondorinternacional@gmail.com
- Website
- facebook.com
Bus from Tapachula to San Salvador
- Ave. Duration
- 10h
- Frequency
- Twice daily
- Estimated price
- $50
- Schedules at
- facebook.com
- Phone
- +52 962 625 2435
- info@ticabus.com
- Website
- ticabus.com
Bus from Tapachula to San Salvador
- Ave. Duration
- 10h
- Frequency
- 4 times a week
- Estimated price
- $30–45
- Website
- https://www.ticabus.com/en/
- Phone
- +504 9919 5375
- Website
- cristobalcolon.com.gt
Bus from Terminal San Carlos - CCA to Terminal Atlántico Norte
- Ave. Duration
- 20h
- Frequency
- 3 times a week
- Estimated price
- $65–95
- Schedules at
- cristobalcolon.com.gt
- Road
- $65–95
Bus from Terminal Managua - CCA to Terminal Atlántico Norte
- Ave. Duration
- 12h
- Frequency
- Every 4 hours
- Estimated price
- $30–50
- Schedules at
- cristobalcolon.com.gt
- Road
- $30–50
- Phone
- 1 800 715 1370
- info@ridecr.com
- Website
- ridecr.com
Shuttle from Liberia Airport to Monteverde
- Ave. Duration
- 1h 45m
- Frequency
- On demand
- Estimated price
- $269
- Website
- https://www.ridecr.com/
Shuttle from Monteverde to Puntarenas
- Ave. Duration
- 30 min
- Frequency
- On demand
- Estimated price
- $209
- Website
- https://www.ridecr.com/
Shuttle from Liberia Airport to Monteverde
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $65–69
- Website
- https://tropicaltourshuttles.com/
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- tornadobus.com
Bus from Chicago to Tornado Bus Co - Austin
- Ave. Duration
- 20h 55m
- Frequency
- Once daily
- Estimated price
- $170–330
- Schedules at
- tornadobus.com
- Adults 11-59
- $170–330
Bus from Austin, TX - Tornado Bus Co to Katy, TX - Tornado Bus Co
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $45–140
- Schedules at
- tornadobus.com
- Adults 11-59
- $45–140
- 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 Managua
- Ave. Duration
- 4d 1h
- Frequency
- Once a week
- Estimated price
- $230–390
- Schedules at
- busesusatours.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Longview Bus Station to Houston Bus Station
- Ave. Duration
- 5h
- Frequency
- Once daily
- Estimated price
- $30–65
- Website
- https://www.greyhound.com/
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- 4 times a day
- Estimated price
- $100–210
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Houston Bus Station
- Ave. Duration
- 15h 30m
- Frequency
- 4 times a day
- Estimated price
- $110–240
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $90–160
- Schedules at
- flixbus.com
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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