There are 8 ways to get from Chicago to San Juan del Sur by plane, shuttle, train, bus, or car
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 Managua Airport, shuttle
best- Fly from Chicago O'Hare International Airport (ORD) to Managua Airport (MGA)plane ORD - MGA
- Take a shuttle bus from Managua Airport to San Juan del Sur
11h 59m$262–935Fly Chicago O'Hare International Airport to Liberia International Airport, bus, shuttle
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Liberia International Airport (LIR)plane ORD - LIR
- Take the bus from Terminal de Buses Municipal de Liberia to Peñas Blancasbus
- Take a shuttle bus from Peñas Blancas to San Juan del Sur
11h 57m$250–940Train, 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 Rivasbus
4d 21h$578–1,140Drive 5,041.7 km
- Drive from Chicago to San Juan del Surcar 5,041.7 km
2d 13h$622–898Fly Chicago Midway International Airport to Liberia International Airport, bus, shuttle
- Fly from Chicago Midway International Airport (MDW) to Liberia International Airport (LIR)plane MDW - LIR
- Take the bus from Terminal de Buses Municipal de Liberia to Peñas Blancasbus
- Take a shuttle bus from Peñas Blancas to San Juan del Sur
13h 41m$310–1,190Fly Chicago O'Hare International Airport to Juan Santamaría International Airport, shuttle
- Fly from Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO)plane ORD - SJO
- Take a shuttle bus from Alajuela to La Fortuna
- Take a shuttle bus from La Fortuna to Peñas Blancas
- Take a shuttle bus from Peñas Blancas to San Juan del Sur
13h 31m$1,060–1,309Fly Chicago Midway International Airport to Juan Santamaría International Airport, shuttle
- Fly from Chicago Midway International Airport (MDW) to Juan Santamaría International Airport (SJO)plane MDW - SJO
- Take a shuttle bus from Alajuela to La Fortuna
- Take a shuttle bus from La Fortuna to Peñas Blancas
- Take a shuttle bus from Peñas Blancas to San Juan del Sur
14h 41m$900–1,559Bus, shuttle
- 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 Terminal Metropolitana de Busesbus
- Take a shuttle bus from Terminal Metropolitana de Buses to San Juan del Sur
5d 2h$546–902
Chicago O'Hare International Airport (ORD) to Managua Airport (MGA) flights
Questions & Answers
The cheapest way to get from Chicago to San Juan del Sur is to fly and bus and shuttle which costs $250 - $950 and takes 11h 57m.
The fastest way to get from Chicago to San Juan del Sur is to fly and bus and shuttle which takes 11h 57m and costs $250 - $950.
The distance between Chicago and San Juan del Sur is 3479 km. The road distance is 5041.7 km.
The best way to get from Chicago to San Juan del Sur without a car is to train and bus which takes 4 days 21h and costs $550 - $1,200.
It takes approximately 11h 59m to get from Chicago to San Juan del Sur, including transfers.
San Juan del Sur is 1h behind Chicago. It is currently 12:49 PM in Chicago and 11:49 AM in San Juan del Sur.
Yes, the driving distance between Chicago to San Juan del Sur is 5042 km. It takes approximately 2 days 13h to drive from Chicago to San Juan del Sur.
There are 208+ hotels available in San Juan del Sur.
What companies run services between Chicago, IL, USA and San Juan del Sur, Nicaragua?
There is no direct connection from Chicago to San Juan del Sur. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Managua Airport (MGA), walk to Managua Airport, then take the shuttle to San Juan del Sur. Alternatively, you can take a train from Chicago Union Station to San Juan del Sur via Longview, Longview Bus Station, Houston Bus Station, Magnolia Transit Center, Westpark / Lower Uptown Transit Center, Houston, San Salvador, Terminal Tica Bus San Salvador, and Rivas in around 4d 21h.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Managua Airport via Miami
- Ave. Duration
- 7h 42m
- When
- Every day
- Estimated price
- $180–750
Flights from Chicago O'Hare International Airport to Liberia International Airport
- Ave. Duration
- 4h 59m
- When
- Saturday
- Estimated price
- $210–850
Flights from Chicago O'Hare International Airport to Liberia International Airport via Miami
- Ave. Duration
- 7h 27m
- When
- Every day
- Estimated price
- $220–900
Flights from Chicago O'Hare International Airport to Liberia International Airport via Dallas/Ft.Worth
- Ave. Duration
- 8h 38m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $240–950
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 8h 41m
- When
- Every day
- Estimated price
- $160–650
- Website
- avianca.com
Flights from Chicago O'Hare International Airport to Managua Airport via San Salvador
- Ave. Duration
- 7h 15m
- When
- Tuesday, Thursday, and Saturday
- Estimated price
- $330–1,200
Flights from Chicago O'Hare International Airport to Managua Airport via Miami
- Ave. Duration
- 8h 26m
- When
- Every day
- Estimated price
- $180–750
Flights from Chicago O'Hare International Airport to Liberia International Airport
- Ave. Duration
- 5h 5m
- When
- Saturday
- Estimated price
- $210–850
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
- $360–650
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
- $360–650
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 8h 35m
- When
- Every day
- Estimated price
- $160–650
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Miami
- Ave. Duration
- 6h 40m
- When
- Tuesday and Wednesday
- Estimated price
- $200–800
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Liberia International Airport via Atlanta
- Ave. Duration
- 7h 32m
- When
- Every day
- Estimated price
- $210–850
Flights from Chicago Midway International Airport to Liberia International Airport via Atlanta
- Ave. Duration
- 7h 6m
- When
- Every day
- Estimated price
- $270–1,100
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Atlanta
- Ave. Duration
- 6h 44m
- When
- Every day
- Estimated price
- $190–800
- Website
- united.com
Flights from Chicago O'Hare International Airport to Managua Airport via Houston
- Ave. Duration
- 7h 36m
- When
- Every day
- Estimated price
- $190–750
Flights from Chicago O'Hare International Airport to Liberia International Airport
- Ave. Duration
- 5h 5m
- When
- Saturday
- Estimated price
- $210–850
Flights from Chicago O'Hare International Airport to Liberia International Airport via Houston
- Ave. Duration
- 7h 40m
- When
- Every day
- Estimated price
- $230–950
Flights from Chicago O'Hare International Airport to Juan Santamaría International Airport
- Ave. Duration
- 5h 19m
- When
- Saturday
- Estimated price
- $150–600
- Website
- southwest.com
Flights from Chicago Midway International Airport to Liberia International Airport via Baltimore
- Ave. Duration
- 7h 15m
- When
- Saturday
- Estimated price
- $320–1,300
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 8h 5m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $190–800
- Website
- jetblue.com
Flights from Chicago Midway International Airport to Liberia International Airport via Fort Lauderdale
- Ave. Duration
- 7h 46m
- When
- Every day
- Estimated price
- $280–1,200
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Fort Lauderdale
- Ave. Duration
- 7h 42m
- When
- Every day
- Estimated price
- $200–800
- Website
- aeromexico.com
Flights from Chicago O'Hare International Airport to Managua Airport via Mexico City
- Ave. Duration
- 10h 40m
- When
- Monday, Wednesday, and Friday
- Estimated price
- $220–850
- 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
- $160–550
- Website
- volaris.com
Flights from Chicago Midway International Airport to Juan Santamaría International Airport via Orlando
- Ave. Duration
- 7h 1m
- When
- Monday, Thursday, and Friday
- Estimated price
- $250–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Longview
- Ave. Duration
- 18h 50m
- Frequency
- Once daily
- Estimated price
- $270–600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 267 248 0844
- [email protected]
- Website
- iskratravel.com
Shuttle from Managua Airport to San Juan del Sur
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $80
- Website
- https://iskratravel.com/
Shuttle from Peñas Blancas to San Juan del Sur
- Ave. Duration
- 30 min
- Frequency
- On demand
- Estimated price
- $35
- Website
- https://iskratravel.com/
Shuttle from Peñas Blancas to San Juan del Sur
- Ave. Duration
- 30 min
- Frequency
- On demand
- Estimated price
- $35
- Website
- https://iskratravel.com/
Shuttle from Peñas Blancas to San Juan del Sur
- Ave. Duration
- 30 min
- Frequency
- On demand
- Estimated price
- $35
- Website
- https://iskratravel.com/
Shuttle from Peñas Blancas to San Juan del Sur
- Ave. Duration
- 30 min
- Frequency
- On demand
- Estimated price
- $35
- Website
- https://iskratravel.com/
- Phone
- +1 586 310 8389
- [email protected]
- Website
- easyridecostarica.com
Shuttle from Managua Airport to San Juan del Sur
- Ave. Duration
- 2h 45m
- Frequency
- On demand
- Estimated price
- $179
- Schedules at
- easyridecostarica.com
Shuttle from Peñas Blancas to San Juan del Sur
- Ave. Duration
- 1h 30m
- Frequency
- On demand
- Estimated price
- $79
- Schedules at
- easyridecostarica.com
Shuttle from Peñas Blancas to San Juan del Sur
- Ave. Duration
- 1h 30m
- Frequency
- On demand
- Estimated price
- $79
- Schedules at
- easyridecostarica.com
Shuttle from Peñas Blancas to San Juan del Sur
- Ave. Duration
- 1h 30m
- Frequency
- On demand
- Estimated price
- $79
- Schedules at
- easyridecostarica.com
Shuttle from Peñas Blancas to San Juan del Sur
- Ave. Duration
- 1h 30m
- Frequency
- On demand
- Estimated price
- $79
- Schedules at
- easyridecostarica.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Longview Bus Station to Houston Bus Station
- Ave. Duration
- 5h
- Frequency
- Twice daily
- Estimated price
- $30–60
- Website
- https://www.greyhound.com/
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 9h 20m
- Frequency
- Twice daily
- Estimated price
- $80–160
- Website
- https://www.greyhound.com/
- Phone
- +1 213 368 1172
- [email protected]
- 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 Terminal Metropolitana de Buses
- Ave. Duration
- 3d 9h
- Frequency
- Once a week
- Estimated price
- $200–390
- Schedules at
- busesusatours.com
- Phone
- +52 962 625 2435
- [email protected]
- Website
- ticabus.com
Bus from Terminal Tica Bus San Salvador to Rivas
- Ave. Duration
- 15h 25m
- Frequency
- 3 times a week
- Estimated price
- $45–65
- Website
- https://www.ticabus.com/en/
- Phone
- +506 2666 0517
- [email protected]
- Website
- grupotranbasa.com
Bus from Terminal de Buses Municipal de Liberia to Peñas Blancas
- Ave. Duration
- 1h 30m
- Frequency
- Hourly
- Estimated price
- $3–5
- Schedules at
- grupotranbasa.com
Bus from Terminal de Buses Municipal de Liberia to Peñas Blancas
- Ave. Duration
- 1h 30m
- Frequency
- Hourly
- Estimated price
- $3–5
- Schedules at
- grupotranbasa.com
- Phone
- 1 800 715 1370
- [email protected]
- Website
- ridecr.com
Shuttle from Alajuela to La Fortuna
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $258
- Website
- https://www.ridecr.com/
Shuttle from La Fortuna to Peñas Blancas
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $414
- Website
- https://www.ridecr.com/
Shuttle from Alajuela to La Fortuna
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $258
- Website
- https://www.ridecr.com/
Shuttle from La Fortuna to Peñas Blancas
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $414
- Website
- https://www.ridecr.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 11h
- Frequency
- Once daily
- Estimated price
- $85–150
- Schedules at
- flixbus.com
Bus from Memphis Bus Station to Downtown Houston
- Ave. Duration
- 14h 10m
- Frequency
- Once daily
- Estimated price
- $120–210
- Schedules at
- flixbus.com
- Phone
- +504 2425 3931
- [email protected]
- Website
- roneeyshuttle.com
Shuttle from Terminal Metropolitana de Buses to San Juan del Sur
- Ave. Duration
- 14h
- Frequency
- 3 times a week
- Estimated price
- $130
- Website
- https://www.roneeyshuttle.com/
Want to know more about travelling around Nicaragua
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide



















