There are 7 ways to get from Chicago to San Simeon by plane, bus, train, taxi, 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 San Luis Obispo County Regional Airport, bus
best- Fly from Chicago O'Hare International Airport (ORD) to San Luis Obispo County Regional Airport (SBP)plane ORD - SBP
- Take the bus from Morro Bay Park to Castillo @ Quality Innbus
12h 24m$196–502Fly Chicago Midway International Airport to San Luis Obispo County Regional Airport, bus
cheapest- Fly from Chicago Midway International Airport (MDW) to San Luis Obispo County Regional Airport (SBP)plane MDW - SBP
- Take the bus from Morro Bay Park to Castillo @ Quality Innbus
12h 23m$146–662Train, taxi (Amtrak)
- Take the train from Chicago Union Station to Fullerton Amtrak Stationtrain
- Take the train from Los Angeles to Paso Robles Amtrak Stationtrain
- Take the taxi from Paso Robles Amtrak Station to San Simeontaxi
2d 4h$1,481–2,250Bus, train, drive
- Take the bus from Chicago Bus Station to Denver Union Stationbus
- Take the bus from Denver Union Station to Salt Lake City Intermodal Trans Ctrbus
- Take the train from Salt Lake City to Emeryvilletrain
- Take the bus from Emeryville to Salinasbus
- Take the bus from Salinas Transit Center / Gate 9 to Canal / Bassett Streetbus 23 / ...
- Drive from Canal / Bassett Street to San Simeoncar
2d 11hDrive 2,169.1 mi
- Drive from Chicago to San Simeoncar 2,169.1 mi
34h 30m$396–572Fly Chicago O'Hare International Airport to Fresno Yosemite International Airport, bus, drive
- Fly from Chicago O'Hare International Airport (ORD) to Fresno Yosemite International Airport (FAT)plane ORD - FAT
- Take the bus from Fresno Yosemite International Airport Bus Shelter to Huronbus
- Drive from Coalinga to San Simeoncar
13h 40m$228–465Fly Chicago O'Hare International Airport to Santa Barbara Municipal Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Santa Barbara Municipal Airport (SBA)plane ORD - SBA
- Take the bus from Uc Santa Barbara Amtrak Bus Stop to San Luis Obispobus
- Take the bus from Morro Bay Park to Castillo @ Quality Innbus
14h 31m
Chicago O'Hare International Airport (ORD) to San Luis Obispo County Regional Airport (SBP) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to San Simeon is to fly and bus and drive which costs $220 - $470 and takes 13h 40m.
The fastest way to get from Chicago to San Simeon is to fly and bus which takes 12h 23m and costs $140 - $700.
The distance between Chicago and San Simeon is 1890 miles. The road distance is 2181.8 miles.
The best way to get from Chicago to San Simeon without a car is to train and taxi which takes 2 days 4h and costs $1,400 - $2,300.
It takes approximately 12h 24m to get from Chicago to San Simeon, including transfers.
San Simeon is 2h behind Chicago. It is currently 8:33 AM in Chicago and 6:33 AM in San Simeon.
Yes, the driving distance between Chicago to San Simeon is 2182 miles. It takes approximately 34h 30m to drive from Chicago to San Simeon.
There are 182+ hotels available in San Simeon.
What companies run services between Chicago, IL, USA and San Simeon, CA, USA?
There is no direct connection from Chicago to San Simeon. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to San Luis Obispo County Regional Airport (SBP), walk to San Luis Airport, take the bus to Downtown Transit Center, walk to Government Center, take the bus to Morro Bay Park, then take the bus to Castillo @ Quality Inn. Alternatively, you can take the train to Fullerton Amtrak Station, take the train to Los Angeles, take the train to Paso Robles Amtrak Station, then take the taxi to San Simeon.
- Website
- united.com
Flights from Chicago O'Hare International Airport to San Luis Obispo County Regional Airport via Los Angeles
- Ave. Duration
- 6h 49m
- When
- Every day
- Estimated price
- $100–430
Flights from Chicago O'Hare International Airport to San Luis Obispo County Regional Airport via Denver
- Ave. Duration
- 6h 38m
- When
- Every day
- Estimated price
- $95–420
Flights from Chicago O'Hare International Airport to San Luis Obispo County Regional Airport via San Francisco
- Ave. Duration
- 7h 53m
- When
- Every day
- Estimated price
- $100–440
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $100–450
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport via Denver
- Ave. Duration
- 6h 34m
- When
- Every day
- Estimated price
- $100–450
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport via Los Angeles
- Ave. Duration
- 7h 3m
- When
- Monday to Saturday
- Estimated price
- $110–480
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport via San Francisco
- Ave. Duration
- 7h 16m
- When
- Every day
- Estimated price
- $110–490
Flights from Chicago O'Hare International Airport to Santa Barbara Municipal Airport
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $110–470
Flights from Chicago O'Hare International Airport to Santa Barbara Municipal Airport via Denver
- Ave. Duration
- 6h 33m
- When
- Every day
- Estimated price
- $110–470
Flights from Chicago O'Hare International Airport to Santa Barbara Municipal Airport via Los Angeles
- Ave. Duration
- 7h 4m
- When
- Monday to Saturday
- Estimated price
- $110–470
Flights from Chicago Midway International Airport to San Luis Obispo County Regional Airport via Denver
- Ave. Duration
- 6h 58m
- When
- Monday to Wednesday
- Estimated price
- $140–650
Flights from Chicago Midway International Airport to San Luis Obispo County Regional Airport via San Francisco
- Ave. Duration
- 7h 37m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to San Luis Obispo County Regional Airport via Los Angeles
- Ave. Duration
- 10h 23m
- When
- Every day
- Estimated price
- $140–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to San Luis Obispo County Regional Airport via Phoenix
- Ave. Duration
- 7h
- When
- Every day
- Estimated price
- $100–430
Flights from Chicago O'Hare International Airport to San Luis Obispo County Regional Airport via San Diego
- Ave. Duration
- 6h 44m
- When
- Every day
- Estimated price
- $100–440
Flights from Chicago O'Hare International Airport to San Luis Obispo County Regional Airport via Dallas/Ft.Worth
- Ave. Duration
- 7h 48m
- When
- Every day
- Estimated price
- $110–460
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport via Phoenix
- Ave. Duration
- 7h 21m
- When
- Every day
- Estimated price
- $110–480
Flights from Chicago O'Hare International Airport to Santa Barbara Municipal Airport via Phoenix
- Ave. Duration
- 7h 4m
- When
- Every day
- Estimated price
- $110–480
Flights from Chicago Midway International Airport to San Luis Obispo County Regional Airport via San Diego
- Ave. Duration
- 7h 57m
- When
- Saturday and Sunday
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to San Luis Obispo County Regional Airport via Phoenix
- Ave. Duration
- 8h 33m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $150–650
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to San Luis Obispo County Regional Airport via Portland
- Ave. Duration
- 7h 44m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $190–490
Flights from Chicago O'Hare International Airport to San Luis Obispo County Regional Airport via San Diego
- Ave. Duration
- 8h 26m
- When
- Every day
- Estimated price
- $190–490
Flights from Chicago O'Hare International Airport to Santa Barbara Municipal Airport via San Diego
- Ave. Duration
- 8h 25m
- When
- Every day
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to San Luis Obispo County Regional Airport via San Diego
- Ave. Duration
- 7h 57m
- When
- Saturday and Sunday
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to San Luis Obispo County Regional Airport via Portland
- Ave. Duration
- 7h 47m
- When
- Saturday
- Estimated price
- $180–750
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Fullerton Amtrak Station
- Ave. Duration
- 42h 44m
- Frequency
- Once daily
- Estimated price
- $1,200–1,900
- Website
- Amtrak
Train from Los Angeles to Paso Robles Amtrak Station
- Ave. Duration
- 6h 22m
- Frequency
- Once daily
- Estimated price
- $140–220
- Website
- Amtrak
Train from Salt Lake City to Emeryville
- Ave. Duration
- 18h 17m
- Frequency
- Once daily
- Estimated price
- $440–700
- Website
- Amtrak
- Website
- SoCoTransit
Bus from Morro Bay Park to Castillo @ Quality Inn
- Ave. Duration
- 44 min
- Frequency
- 5 times a day
- Estimated price
- $1–2
- Website
- SoCoTransit
Bus from Morro Bay Park to Castillo @ Quality Inn
- Ave. Duration
- 44 min
- Frequency
- 5 times a day
- Estimated price
- $1–2
- Website
- SoCoTransit
Bus from Morro Bay Park to Castillo @ Quality Inn
- Ave. Duration
- 44 min
- Frequency
- 5 times a day
- Estimated price
- $1–2
- Website
- SoCoTransit
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Denver Union Station
- Ave. Duration
- 21h 35m
- Frequency
- Once daily
- Estimated price
- $180–270
- Website
- Greyhound
Bus from Denver Union Station to Salt Lake City Intermodal Trans Ctr
- Ave. Duration
- 10h 15m
- Frequency
- Twice daily
- Estimated price
- $95–140
- Website
- Greyhound
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Emeryville to Salinas
- Ave. Duration
- 2h 45m
- Frequency
- 4 times a day
- Website
- Amtrak
Bus from Uc Santa Barbara Amtrak Bus Stop to San Luis Obispo
- Ave. Duration
- 2h 5m
- Frequency
- 3 times a day
- Website
- Amtrak
- Phone
- 1-888-678-2871
- [email protected]
- Website
- Monterey-Salinas Transit
Bus from Salinas Transit Center / Gate 9 to Canal / Bassett Street
- Ave. Duration
- 1h 23m
- Frequency
- Hourly
- Estimated price
- $2–5
- Website
- Monterey-Salinas Transit
Bus from Fresno Yosemite International Airport Bus Shelter to Huron
- Ave. Duration
- 2h 30m
- Frequency
- 6 times a week
- Estimated price
- $5–8
- Website
- Fresno County Rural Transit Agency
- Ave. Duration
- 41 min
- Estimated price
- $110–140
Want to know more about travelling around United States
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








