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 30m$366–1,287Fly 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
9h 58m$176–517Bus
- 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$382–714Train, 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$809–1,590Drive 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 2m$276–937Fly 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 45m$226–697Fly 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 16m$354–1,301Fly Chicago Midway International Airport to Monterey Regional Airport
- Fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY)plane MDW - MRY
8h 4m$250–938
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 $170 - $550 and takes 9h 58m.
The fastest way to get from Chicago to Pebble Beach is to fly which takes 8h 4m and costs $250 - $950.
The distance between Chicago and Pebble Beach is 1937 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 $380 - $750.
It takes approximately 8h 30m 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 $380 - $750. Alternatively, you can fly, which costs $250 - $950 and takes 8h 4m.
Pebble Beach is 2h behind Chicago. It is currently 8:35 PM in Chicago and 6:35 PM 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 229+ 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) 5 times a day.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $300–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 16m
- When
- Monday to Wednesday
- Estimated price
- $300–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 30m
- When
- Monday to Saturday
- Estimated price
- $310–1,300
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Salt Lake City
- Ave. Duration
- 6h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $300–1,200
Flights from Chicago Midway International Airport to San Francisco International Airport
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $150–600
Flights from Chicago Midway International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 39m
- When
- Every day
- Estimated price
- $150–600
Flights from Chicago Midway International Airport to San Francisco International Airport via Las Vegas
- Ave. Duration
- 6h 32m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to San Francisco International Airport via Kansas City
- Ave. Duration
- 6h 25m
- When
- Saturday
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to Oakland International Airport
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $280–1,200
Flights from Chicago Midway International Airport to Oakland International Airport via Denver
- Ave. Duration
- 6h 34m
- When
- Every day
- Estimated price
- $290–1,200
Flights from Chicago Midway International Airport to Oakland International Airport via Ontario/San Bernardino
- Ave. Duration
- 6h 10m
- When
- Saturday
- Estimated price
- $310–1,200
Flights from Chicago Midway International Airport to Oakland International Airport via Las Vegas
- Ave. Duration
- 6h 40m
- When
- Saturday to Wednesday
- Estimated price
- $300–1,200
Flights from Chicago Midway International Airport to Oakland International Airport via Burbank
- Ave. Duration
- 7h 5m
- When
- Tuesday and Wednesday
- Estimated price
- $310–1,200
- 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
- $210–850
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 7h
- When
- Every day
- Estimated price
- $210–850
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $100–420
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 26m
- When
- Every day
- Estimated price
- $100–420
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Francisco International Airport
- Ave. Duration
- 6h 30m
- When
- Saturday
- Estimated price
- $220–900
Flights from Chicago Midway International Airport to Monterey Regional Airport via Los Angeles
- Ave. Duration
- 7h 1m
- When
- Saturday to Friday
- Estimated price
- $230–900
Flights from Chicago Midway International Airport to Monterey Regional Airport via Denver
- Ave. Duration
- 7h 33m
- When
- Every day
- Estimated price
- $220–900
- Website
- aa.com
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $100–420
Flights from Chicago Midway International Airport to Monterey Regional Airport via Phoenix
- Ave. Duration
- 7h 30m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $240–950
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Diego
- Ave. Duration
- 9h 10m
- When
- Every day
- Estimated price
- $240–950
- Website
- alaskaair.com
Flights from Chicago Midway International Airport to Monterey Regional Airport via Phoenix
- Ave. Duration
- 7h 30m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $240–950
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Diego
- Ave. Duration
- 9h 10m
- When
- Every day
- Estimated price
- $240–950
- 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 37m
- When
- Every day
- Estimated price
- $210–850
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Los Angeles
- Ave. Duration
- 7h 48m
- When
- Every day
- Estimated price
- $230–950
- Website
- allegiantair.com
Flights from Chicago Midway International Airport to Monterey Regional Airport via Las Vegas
- Ave. Duration
- 6h 19m
- When
- Monday, Friday, and Wednesday
- Estimated price
- $220–900
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 8h 2m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $220–900
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
- $700–1,500
- 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
- Twice daily
- 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
- $40–70
- 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
- $280–550
- Website
- https://www.greyhound.com/
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