There are 9 ways to get from Chicago to Monterey by plane, shuttle, bus (Flixbus, Greyhound), 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 San Jose Airport Terminal A to Monterey - Calle Principal / Parking Garage
9h 1m$302–1,265Fly 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 18m$152–490Bus
- 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$219–658Train, bus (Amtrak)
- Take the train from Chicago Union Station to Emeryvilletrain California Zephyr
- Take the bus from Emeryville to Salinasbus Amtrak Thruway Connecting Service
2d 9hDrive 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 San Jose Airport Terminal A to Monterey - Calle Principal / Parking Garage
9h 20m$232–915Fly 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 11m$182–630Fly 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 45m$282–1,079Fly Chicago Midway International Airport to Monterey Regional Airport
- Fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY)plane MDW - MRY
9h 56m$166–758
Chicago to Monterey by bus
Questions & Answers
The cheapest way to get from Chicago to Monterey is to fly and shuttle which costs $150 - $490 and takes 10h 18m.
The fastest way to get from Chicago to Monterey is to fly and shuttle which takes 9h 1m and costs $300 - $1,300.
No, there is no direct bus from Chicago station to Monterey. However, there are services departing from Chicago Bus Station and arriving at Tyler / Franklin via St Louis Bus Station, Los Angeles Union Station and Salinas Transit Center / Gate 7. The journey, including transfers, takes approximately 2 days 6h.
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 bus which takes 2 days 6h and costs $210 - $700.
It takes approximately 9h 1m to get from Chicago to Monterey, including transfers.
Chicago to Monterey bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago to Monterey is to bus which takes 2 days 6h and costs $210 - $700. Alternatively, you can fly, which costs $160 - $800 and takes 9h 56m.
Chicago to Monterey bus services, operated by Flixbus USA, arrive at St Louis Bus Station.
Monterey is 2h behind Chicago. It is currently 3:27 AM in Chicago and 1:27 AM in Monterey.
What companies run services between Chicago, IL, USA and Monterey, CA, USA?
You can take a bus from Chicago Bus Station to Tyler / Franklin via St Louis Bus Station, Los Angeles Union Station, Salinas Train Station, and Salinas Transit Center / Gate 7 in around 2d 6h. Alternatively, Southwest Airlines, United Airlines, and four other airlines fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY) 4 times a day.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 50m
- When
- Monday and Saturday
- Estimated price
- $250–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 7h 20m
- When
- Every day
- Estimated price
- $260–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Ontario/San Bernardino
- Ave. Duration
- 7h 20m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $270–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Long Beach
- Ave. Duration
- 7h 20m
- When
- Monday
- Estimated price
- $270–1,200
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Reno
- Ave. Duration
- 7h 50m
- When
- Monday
- Estimated price
- $250–1,200
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
- $250–1,200
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 50m
- When
- Monday and Saturday
- Estimated price
- $190–850
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 8h 45m
- When
- Monday
- Estimated price
- $180–850
Flights from Chicago Midway International Airport to San Francisco International Airport
- Ave. Duration
- 5h
- When
- Monday, Saturday, and Sunday
- Estimated price
- $120–550
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 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–550
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
- Thursday and Friday
- Estimated price
- $250–1,100
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
- $90–410
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 44m
- When
- Every day
- Estimated price
- $90–410
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
- $90–410
Flights from Chicago Midway International Airport to Monterey Regional Airport via Phoenix
- Ave. Duration
- 9h 19m
- When
- Every day
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Diego
- Ave. Duration
- 8h 12m
- When
- Saturday
- Estimated price
- $180–800
- 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, and Friday
- Estimated price
- $190–850
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
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Minneapolis
- Ave. Duration
- 6h 57m
- When
- Every day
- Estimated price
- $95–420
- Website
- alaskaair.com
Flights from Chicago Midway International Airport to Monterey Regional Airport via Phoenix
- Ave. Duration
- 7h 37m
- When
- Every day
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to Monterey Regional Airport via San Diego
- Ave. Duration
- 8h 12m
- When
- Saturday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Monterey Regional Airport via Seattle
- Ave. Duration
- 11h 25m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $200–850
- Website
- allegiantair.com
Flights from Chicago Midway International Airport to Monterey Regional Airport via Las Vegas
- Ave. Duration
- 7h 15m
- When
- 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
- $160–1,500
- 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
- $50–85
- 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
- $130–500
- Website
- https://www.greyhound.com/
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Emeryville to Salinas
- Ave. Duration
- 2h 25m
- Frequency
- 4 times a day
- Website
- https://www.amtrak.com/home.html
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More Questions & Answers
Yes, the driving distance between Chicago to Monterey is 2237 miles. It takes approximately 34h 32m to drive from Chicago to Monterey.
There are 259+ hotels available in Monterey.
















