There are 8 ways to get from Chicago to Monterey by plane, shuttle, train, bus, 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 SJC Airport Terminal A to Monterey Shuttle Station
8h 29m$358–1,465Fly 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 6m$138–445Train, bus (Amtrak)
- Take the train from Chicago Union Station to Fullerton Amtrak Stationtrain
- Take the train from Fullerton Amtrak Station to Santa Barbaratrain
- Take the bus from Santa Barbara to Salinasbus
2d 6h$639–1,384Drive 2,224.1 mi
- Drive from Chicago to Montereycar 2,224.1 mi
34h 32m$406–587Fly 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 6m$248–965Fly 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 29m$188–675Fly 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 9m$316–1,279Train, 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$649–1,378
Chicago to Monterey by train and bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Monterey is to fly and shuttle which costs $130 - $450 and takes 10h 6m.
The fastest way to get from Chicago to Monterey is to fly and shuttle which takes 8h 29m and costs $350 - $1,500.
The distance between Chicago and Monterey is 1931 miles. The road distance is 2237.1 miles.
The best way to get from Chicago to Monterey without a car is to train and bus which takes 2 days 6h and costs $600 - $1,400.
It takes approximately 8h 29m to get from Chicago to Monterey, including transfers.
Monterey is 2h behind Chicago. It is currently 4:32 PM in Chicago and 2:32 PM in Monterey.
Yes, the driving distance between Chicago to Monterey is 2237 miles. It takes approximately 34h 32m to drive from Chicago to Monterey.
There are 276+ hotels available in Monterey.
What companies run services between Chicago, IL, USA and Monterey, CA, USA?
There is no direct connection from Chicago to Monterey. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Norman Y. Mineta San José International Airport (SJC), walk to SJC Airport Terminal A, then take the shuttle to Monterey Shuttle Station. Alternatively, you can take a train from Chicago Union Station to Tyler / Franklin via Fullerton Amtrak Station, Santa Barbara, Santa Barbara, Salinas, and Salinas Transit Center / Gate 7 in around 2d 6h.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $310–1,400
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 46m
- When
- Every day
- Estimated price
- $320–1,400
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Reno
- Ave. Duration
- 6h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $320–1,500
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $320–1,500
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Ontario/San Bernardino
- Ave. Duration
- 7h
- When
- Every day
- Estimated price
- $340–1,500
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 45m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $200–900
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 7h 20m
- When
- Every day
- Estimated price
- $200–900
Flights from Chicago Midway International Airport to San Francisco International Airport
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 55m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to San Francisco International Airport via Las Vegas
- Ave. Duration
- 7h 24m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–600
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Las Vegas
- Ave. Duration
- 6h 45m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $85–380
Flights from Chicago Midway International Airport to Oakland International Airport
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $260–1,200
Flights from Chicago Midway International Airport to Oakland International Airport via Denver
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $260–1,200
Flights from Chicago Midway International Airport to Oakland International Airport via Las Vegas
- Ave. Duration
- 7h 5m
- When
- Every day
- Estimated price
- $270–1,200
Flights from Chicago Midway International Airport to Oakland International Airport via Long Beach
- Ave. Duration
- 7h 30m
- When
- Monday to Friday
- Estimated price
- $290–1,300
- Website
- united.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $200–900
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 7h 5m
- When
- Every day
- Estimated price
- $200–900
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $80–370
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 51m
- When
- Every day
- Estimated price
- $80–370
- Website
- aa.com
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $80–370
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Salt Lake City
- Ave. Duration
- 7h 11m
- When
- Every day
- Estimated price
- $200–900
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Los Angeles
- Ave. Duration
- 7h 52m
- When
- Every day
- Estimated price
- $220–950
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Fullerton Amtrak Station
- Ave. Duration
- 42h 44m
- Frequency
- Twice daily
- Estimated price
- $500–1,200
- Website
- https://www.amtrak.com/home.html
Train from Fullerton Amtrak Station to Santa Barbara
- Ave. Duration
- 3h 31m
- Frequency
- 5 times a day
- Estimated price
- $30–70
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Richmond
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $550–1,300
- 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
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
- 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 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
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
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Santa Barbara to Salinas
- Ave. Duration
- 5h 15m
- Frequency
- 3 times a day
- Estimated price
- $70–120
- Website
- https://www.amtrak.com/home.html
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