There are 9 ways to get from Chicago to Pebble Beach by plane, shuttle, bus (Flixbus, Greyhound), train (Amtrak), car, or subway
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 San Jose Airport Terminal A to Monterey - Calle Principal / Parking Garage
9h 15m$330–1,287Fly 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 - Calle Principal / Parking Garage
10h 32m$170–502Bus
- 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 Union Station to Salinas Train Stationbus
2d 6h$232–665Train (Amtrak)
- Take the train from Chicago Union Station to Emeryvilletrain California Zephyr
- Take the train from Emeryville to Salinastrain Coast Starlight
2d 10h$266–1,143Drive 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 San Jose Airport Terminal A to Monterey - Calle Principal / Parking Garage
9h 34m$250–937Fly 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 - Calle Principal / Parking Garage
10h 25m$200–702Fly 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 B to Monterey - Calle Principal / Parking Garage
10h 57m$300–1,101Fly Chicago Midway International Airport to Monterey Regional Airport
- Fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY)plane MDW - MRY
8h 55m$190–788
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 - $500 and takes 10h 32m.
The fastest way to get from Chicago to Pebble Beach is to fly which takes 8h 55m and costs $190 - $800.
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 6h and costs $230 - $700.
It takes approximately 9h 15m 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 6h and costs $230 - $700. Alternatively, you can train, which costs $260 - $1,200 and takes 2 days 10h, you could also fly, which costs $190 - $800 and takes 8h 55m.
Pebble Beach is 2h behind Chicago. It is currently 12:35 PM in Chicago and 10:35 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 268+ 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, Salinas Train Station, Salinas Transit Center / Gate 7, and Monterey Transit Plaza / Gate 4 Tyler in around 2d 6h. Alternatively, you can take a train from Chicago Union Station to Pebble Beach via Emeryville and Salinas in around 2d 10h.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 50m
- When
- Saturday and Sunday
- Estimated price
- $260–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 7h 5m
- When
- Every day
- Estimated price
- $270–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Ontario/San Bernardino
- Ave. Duration
- 7h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $280–1,300
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 8h 21m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $260–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Long Beach
- Ave. Duration
- 9h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $280–1,300
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 50m
- When
- Saturday and Sunday
- Estimated price
- $190–900
Flights from Chicago Midway International Airport to San Francisco International Airport
- Ave. Duration
- 5h
- When
- Monday, Saturday, and Sunday
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to San Francisco International Airport via Las Vegas
- Ave. Duration
- 8h 3m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 8h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Oakland International Airport
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $220–1,000
Flights from Chicago Midway International Airport to Oakland International Airport via Las Vegas
- Ave. Duration
- 7h
- When
- Every day
- Estimated price
- $230–1,100
Flights from Chicago Midway International Airport to Oakland International Airport via Long Beach
- Ave. Duration
- 7h 50m
- When
- Monday, Thursday, and Friday
- Estimated price
- $240–1,100
Flights from Chicago Midway International Airport to Oakland International Airport via Denver
- Ave. Duration
- 8h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $220–1,000
- Website
- united.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 52m
- When
- Thursday
- Estimated price
- $180–850
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 55m
- When
- Every day
- Estimated price
- $180–850
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $90–400
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 47m
- When
- Every day
- Estimated price
- $90–400
Flights from Chicago Midway International Airport to Monterey Regional Airport via Denver
- Ave. Duration
- 7h 11m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Monterey Regional Airport via Los Angeles
- Ave. Duration
- 11h 26m
- When
- Saturday
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Francisco International Airport
- Ave. Duration
- 13h 4m
- When
- Monday and Sunday
- Estimated price
- $160–750
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 55m
- When
- Thursday and Friday
- Estimated price
- $180–850
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Los Angeles
- Ave. Duration
- 7h 11m
- When
- Monday, Thursday, and Friday
- Estimated price
- $200–900
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $90–400
Flights from Chicago Midway International Airport to Monterey Regional Airport via Phoenix
- Ave. Duration
- 9h 20m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Diego
- Ave. Duration
- 8h 12m
- When
- Saturday
- Estimated price
- $170–800
- Website
- alaskaair.com
Flights from Chicago Midway International Airport to Monterey Regional Airport via Phoenix
- Ave. Duration
- 7h 38m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Diego
- Ave. Duration
- 8h 12m
- When
- Saturday
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Monterey Regional Airport via Seattle
- Ave. Duration
- 11h 25m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $200–900
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Salt Lake City
- Ave. Duration
- 8h 28m
- When
- Every day
- Estimated price
- $180–850
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Minneapolis
- Ave. Duration
- 7h 29m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $190–900
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Los Angeles
- Ave. Duration
- 8h 5m
- When
- Every day
- Estimated price
- $200–900
- Website
- allegiantair.com
Flights from Chicago Midway International Airport to Monterey Regional Airport via Las Vegas
- Ave. Duration
- 7h 15m
- When
- Monday and Friday
- Estimated price
- $160–750
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Emeryville
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $160–1,000
- Website
- https://www.amtrak.com/home.html
Train from Emeryville to Salinas
- Ave. Duration
- 3h 27m
- Frequency
- Once daily
- Estimated price
- $30–60
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-510-464-6000
- Website
- 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 San Jose Airport Terminal A to Monterey - Calle Principal / Parking Garage
- Ave. Duration
- 1h 45m
- Frequency
- Hourly
- Estimated price
- $50–60
- Schedules at
- groometransportation.com
- Online Discount
- $50–60
- Standard Rate
- $57
Shuttle from SFO Airport Terminal 3-Lower Level to Monterey - Calle Principal / Parking Garage
- Ave. Duration
- 2h 45m
- Frequency
- Hourly
- Estimated price
- $60–75
- Schedules at
- groometransportation.com
- Online Discount
- $60–75
- Standard Rate
- $70
Shuttle from SJC Airport Terminal B to Monterey - Calle Principal / Parking Garage
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $50–60
- Schedules at
- groometransportation.com
- Online Discount
- $50–60
- Standard Rate
- $57
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 6h 10m
- Frequency
- 3 times a day
- Estimated price
- $35–70
- Schedules at
- flixbus.com
Bus from Los Angeles Union Station to Salinas Train Station
- Ave. Duration
- 6h 20m
- Frequency
- Once a week
- Estimated price
- $55–90
- 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
- 38h 45m
- Frequency
- Twice daily
- Estimated price
- $120–480
- Website
- https://www.greyhound.com/
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