There are 9 ways to get from Chicago to Pebble Beach by plane, shuttle, bus (Flixbus, Greyhound), train, subway, 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 Midway International Airport to Norman Y. Mineta San José International Airport, shuttle
best- Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)plane MDW - SJC
- Take a shuttle bus from SJC Airport Terminal A to Monterey Shuttle Station
8h 37m$336–1,287Fly Chicago O'Hare International Airport to San Francisco International Airport, shuttle
cheapest- Fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO)plane ORD - SFO
- Take a shuttle bus from SFO Airport Terminal 3-Lower Level to Monterey Shuttle Station
10h 1m$186–597Bus
- Take the bus from Chicago Bus Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Los Angeles Union Stationbus
- Take the bus from Los Angeles Downtown to Salinas Train Stationbus
2d 8h$402–770Train, BART, shuttle
- Take the train from Chicago Union Station to Richmondtrain
- Take the subway from Richmond to San Francisco International Airportsubway
- Take a shuttle bus from SFO Airport International to Monterey Shuttle Station
2d 9h$756–1,553Drive 2,228.9 mi
- Drive from Chicago to Pebble Beachcar 2,228.9 mi
34h 42m$407–588Fly Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport, shuttle
- Fly from Chicago O'Hare International Airport (ORD) to Norman Y. Mineta San José International Airport (SJC)plane ORD - SJC
- Take a shuttle bus from SJC Airport Terminal A to Monterey Shuttle Station
9h 4m$246–887Fly Chicago Midway International Airport to San Francisco International Airport, shuttle
- Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)plane MDW - SFO
- Take a shuttle bus from SFO Airport Terminal 3-Lower Level to Monterey Shuttle Station
9h 42m$246–897Fly Chicago Midway International Airport to Oakland International Airport, BART, shuttle
- Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)plane MDW - OAK
- Take the subway from Coliseum to Milpitassubway
- Take a shuttle bus from SJC Airport Terminal A to Monterey Shuttle Station
10h 18m$324–1,301Fly Chicago Midway International Airport to Monterey Regional Airport
- Fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY)plane MDW - MRY
8h 19m$240–988
Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC) flights
Questions & Answers
The cheapest way to get from Chicago to Pebble Beach is to fly and shuttle which costs $180 - $600 and takes 10h 1m.
The fastest way to get from Chicago to Pebble Beach is to fly which takes 8h 19m and costs $240 - $1,000.
The distance between Chicago and Pebble Beach is 1936 miles. The road distance is 2241.9 miles.
The best way to get from Chicago to Pebble Beach without a car is to bus which takes 2 days 8h and costs $400 - $800.
It takes approximately 8h 37m to get from Chicago to Pebble Beach, including transfers.
The best way to get from Chicago to Pebble Beach is to bus which takes 2 days 8h and costs $400 - $800. Alternatively, you can fly, which costs $240 - $1,000 and takes 8h 19m.
Pebble Beach is 2h behind Chicago. It is currently 11:46 AM in Chicago and 9:46 AM in Pebble Beach.
Yes, the driving distance between Chicago to Pebble Beach is 2242 miles. It takes approximately 34h 42m to drive from Chicago to Pebble Beach.
There are 201+ hotels available in Pebble Beach.
What companies run services between Chicago, IL, USA and Pebble Beach, CA, USA?
You can take a bus from Chicago Bus Station to Pebble Beach via St Louis Bus Station, Los Angeles Union Station, Los Angeles Downtown, Salinas Train Station, Salinas Transit Center / Gate 7, and Monterey Transit Plaza / Gate 4 Tyler in around 2d 8h. Alternatively, Southwest Airlines, Allegiant Air, and three other airlines fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY) every 4 hours.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $270–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 35m
- When
- Every day
- Estimated price
- $270–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 46m
- When
- Tuesday, Wednesday, Sunday, and Saturday
- Estimated price
- $270–1,300
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Long Beach
- Ave. Duration
- 6h 45m
- When
- Tuesday and Wednesday
- Estimated price
- $290–1,300
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 50m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $180–850
Flights from Chicago Midway International Airport to San Francisco International Airport
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 57m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to San Francisco International Airport via Las Vegas
- Ave. Duration
- 6h 50m
- When
- Monday, Thursday, Friday, Sunday, and Saturday
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to San Francisco International Airport via Kansas City
- Ave. Duration
- 7h 10m
- When
- Saturday
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Oakland International Airport
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $250–1,200
Flights from Chicago Midway International Airport to Oakland International Airport via Denver
- Ave. Duration
- 6h 32m
- When
- Every day
- Estimated price
- $250–1,200
Flights from Chicago Midway International Airport to Oakland International Airport via Las Vegas
- Ave. Duration
- 6h 34m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $260–1,200
Flights from Chicago Midway International Airport to Oakland International Airport via Burbank
- Ave. Duration
- 7h 5m
- When
- Sunday
- Estimated price
- $280–1,300
- Website
- united.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 42m
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $110–500
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 21m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Francisco International Airport
- Ave. Duration
- 7h 18m
- When
- Every day
- Estimated price
- $210–950
Flights from Chicago Midway International Airport to Monterey Regional Airport via Los Angeles
- Ave. Duration
- 7h 27m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $220–1,000
Flights from Chicago Midway International Airport to Monterey Regional Airport via Denver
- Ave. Duration
- 8h 25m
- When
- Every day
- Estimated price
- $210–950
- Website
- aa.com
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $110–500
Flights from Chicago Midway International Airport to Monterey Regional Airport via Phoenix
- Ave. Duration
- 8h
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $220–1,000
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Diego
- Ave. Duration
- 9h 9m
- When
- Monday to Saturday
- Estimated price
- $230–1,000
- Website
- alaskaair.com
Flights from Chicago Midway International Airport to Monterey Regional Airport via Phoenix
- Ave. Duration
- 8h
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $220–1,000
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Diego
- Ave. Duration
- 9h 9m
- When
- Monday to Saturday
- Estimated price
- $230–1,000
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Salt Lake City
- Ave. Duration
- 6h 52m
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Los Angeles
- Ave. Duration
- 8h 34m
- When
- Every day
- Estimated price
- $190–900
- Website
- allegiantair.com
Flights from Chicago Midway International Airport to Monterey Regional Airport via Las Vegas
- Ave. Duration
- 6h 33m
- When
- Monday and Friday
- Estimated price
- $210–950
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Richmond
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $650–1,500
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-510-464-6000
- Website
- bart.gov
Subway from Richmond to San Francisco International Airport
- Ave. Duration
- 1h 9m
- Frequency
- Every 15 minutes
- Estimated price
- $11–15
- Website
- https://www.bart.gov
Subway from Coliseum to Milpitas
- Ave. Duration
- 40 min
- Frequency
- Every 15 minutes
- Estimated price
- $5–8
- Website
- https://www.bart.gov
- Phone
- +1 831-373-7777
- Website
- groometransportation.com
Shuttle from SJC Airport Terminal A to Monterey Shuttle Station
- Ave. Duration
- 1h 30m
- Frequency
- Hourly
- Estimated price
- $45–60
- Schedules at
- groometransportation.com
- Standard Rate
- $45–60
Shuttle from SFO Airport International to Monterey Shuttle Station
- Ave. Duration
- 2h 50m
- Frequency
- Hourly
- Estimated price
- $55–70
- Schedules at
- groometransportation.com
- Standard Rate
- $55–70
Shuttle from SFO Airport Terminal 3-Lower Level to Monterey Shuttle Station
- Ave. Duration
- 2h 35m
- Frequency
- Hourly
- Estimated price
- $55–70
- Schedules at
- groometransportation.com
- Standard Rate
- $55–70
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 5h 55m
- Frequency
- 3 times a day
- Estimated price
- $40–70
- Schedules at
- flixbus.com
Bus from Los Angeles Downtown to Salinas Train Station
- Ave. Duration
- 6h 30m
- Frequency
- 4 times a week
- Estimated price
- $40–75
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from St Louis Bus Station to Los Angeles Union Station
- Ave. Duration
- 40h 30m
- Frequency
- Once daily
- Estimated price
- $300–600
- Website
- https://www.greyhound.com/
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
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide

















