There are 8 ways to get from Monterey to Chicago by shuttle, plane, subway, train, bus (Greyhound, Flixbus), 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.
Shuttle to Norman Y. Mineta San José International Airport, fly to Chicago Midway International Airport
best- Take a shuttle bus from Monterey Shuttle Station to SJC Airport Terminal A
- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane SJC - MDW
7h 31m$192–662Shuttle to Norman Y. Mineta San José International Airport, fly to Chicago O'Hare International Airport
cheapest- Take a shuttle bus from Monterey Shuttle Station to SJC Airport Terminal A
- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane SJC - ORD
8h$162–542Shuttle, BART, train
- Take a shuttle bus from Monterey Shuttle Station to SFO Airport International
- Take the subway from San Francisco International Airport to Richmondsubway
- Take the train from Richmond to Chicago Union Stationtrain
2d 9h$821–1,684Bus
- Take the bus from Salinas to Los Angelesbus
- Take the bus from Los Angeles Union Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Chicago Bus Stationbus
2d 10hDrive 2,223.6 mi
- Drive from Monterey to Chicagocar 2,223.6 mi
34h 36m$406–587Shuttle to San Francisco International Airport, fly to Chicago Midway International Airport
- Take a shuttle bus from Monterey Shuttle Station to SFO Airport International
- Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane SFO - MDW
8h 26m$261–513Shuttle to San Francisco International Airport, fly to Chicago O'Hare International Airport
- Take a shuttle bus from Monterey Shuttle Station to SFO Airport International
- Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane SFO - ORD
8h 50m$181–353Shuttle, BART to Oakland International Airport, fly to Chicago Midway International Airport
- Take a shuttle bus from Monterey Shuttle Station to SJC Airport Terminal B
- Take the subway from Milpitas to Coliseumsubway
- Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane OAK - MDW
9h 6m$212–675
Monterey to Chicago by shuttle, subway, and train
Questions & Answers
The cheapest way to get from Monterey to Chicago is to shuttle and fly which costs $180 - $360 and takes 8h 50m.
The fastest way to get from Monterey to Chicago is to shuttle and fly which takes 7h 31m and costs $190 - $700.
No, there is no direct bus from Monterey to Chicago station. However, there are services departing from Tyler / Franklin and arriving at Chicago Bus Station via Salinas, Los Angeles Union Station and St Louis Bus Station. The journey, including transfers, takes approximately 2 days 10h.
The distance between Monterey and Chicago is 1933 miles. The road distance is 2236.6 miles.
The best way to get from Monterey to Chicago without a car is to shuttle and BART and train which takes 2 days 9h and costs $800 - $1,700.
It takes approximately 7h 31m to get from Monterey to Chicago, including transfers.
Monterey to Chicago bus services, operated by American Star Tours, depart from Salinas station.
Monterey to Chicago bus services, operated by American Star Tours, arrive at Los Angeles station.
Chicago is 2h ahead of Monterey. It is currently 11:13 AM in Monterey and 1:13 PM in Chicago.
Yes, the driving distance between Monterey to Chicago is 2237 miles. It takes approximately 34h 36m to drive from Monterey to Chicago.
What companies run services between Monterey, CA, USA and Chicago, IL, USA?
You can take a bus from Tyler / Franklin to Chicago Bus Station via Salinas Transit Center / Gate 7, Salinas, Los Angeles Union Station, and St Louis Bus Station in around 2d 10h.
- Website
- southwest.com
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 6m
- When
- Every day
- Estimated price
- $140–600
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $140–600
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 9m
- When
- Every day
- Estimated price
- $140–600
Flights from San Francisco International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 8m
- When
- Every day
- Estimated price
- $120–500
Flights from San Francisco International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h
- When
- Sunday and Saturday
- Estimated price
- $120–500
Flights from San Francisco International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 7h 30m
- When
- Saturday
- Estimated price
- $120–500
Flights from San Francisco International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $130–550
Flights from Oakland International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $150–600
Flights from Oakland International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 8m
- When
- Sunday, Monday, Thursday, Friday, Tuesday, and Wednesday
- Estimated price
- $150–650
Flights from Oakland International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $150–600
Flights from Oakland International Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 6h 12m
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–650
- Website
- united.com
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $110–480
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 29m
- When
- Every day
- Estimated price
- $120–480
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $100–420
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Omaha
- Ave. Duration
- 6h 12m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–420
- Website
- aa.com
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 7h 51m
- When
- Every day
- Estimated price
- $130–550
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $100–420
- Website
- delta.com
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 23m
- When
- Every day
- Estimated price
- $120–480
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 35m
- When
- Every day
- Estimated price
- $120–490
Flights from San Francisco International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 6h 27m
- When
- Monday, Tuesday, Friday, and Saturday
- Estimated price
- $120–550
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h
- When
- Every day
- Estimated price
- $100–420
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 18m
- When
- Monday, Tuesday, Friday, and Saturday
- Estimated price
- $100–430
- Website
- flyfrontier.com
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 19m
- When
- Every day
- Estimated price
- $180–220
- Phone
- +1-510-464-6000
- Website
- bart.gov
Subway from San Francisco International Airport to Richmond
- Ave. Duration
- 1h 8m
- Frequency
- Every 15 minutes
- Estimated price
- $12–16
- Website
- https://www.bart.gov
- Adult Single Ride
- $12–16
Subway from Milpitas to Coliseum
- Ave. Duration
- 39 min
- Frequency
- Every 15 minutes
- Estimated price
- $6–8
- Website
- https://www.bart.gov
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Richmond to Chicago Union Station
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $750–1,600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 831-373-7777
- Website
- groometransportation.com
Shuttle from Monterey Shuttle Station to SJC Airport Terminal A
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $45–60
- Schedules at
- groometransportation.com
- Standard Rate
- $45–60
Shuttle from Monterey Shuttle Station to SFO Airport International
- Ave. Duration
- 2h 45m
- Frequency
- Hourly
- Estimated price
- $55–70
- Schedules at
- groometransportation.com
- Standard Rate
- $55–70
Shuttle from Monterey Shuttle Station to SJC Airport Terminal A
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $45–60
- Schedules at
- groometransportation.com
- Standard Rate
- $45–60
Shuttle from Monterey Shuttle Station to SFO Airport International
- Ave. Duration
- 2h 45m
- Frequency
- Hourly
- Estimated price
- $55–70
- Schedules at
- groometransportation.com
- Standard Rate
- $55–70
Shuttle from Monterey Shuttle Station to SFO Airport International
- Ave. Duration
- 2h 45m
- Frequency
- Hourly
- Estimated price
- $55–70
- Schedules at
- groometransportation.com
- Standard Rate
- $55–70
Shuttle from Monterey Shuttle Station to SJC Airport Terminal B
- Ave. Duration
- 1h 45m
- Frequency
- Hourly
- Estimated price
- $45–60
- Schedules at
- groometransportation.com
- Standard Rate
- $45–60
- Website
- example.com
Bus from Salinas to Los Angeles
- Ave. Duration
- 7h 55m
- Frequency
- Once daily
- Schedules at
- example.com
- Website
- flixbus.com
Bus from Salinas to Los Angeles
- Ave. Duration
- 6h 10m
- Frequency
- 4 times a week
- Schedules at
- flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Schedules at
- flixbus.com
- Website
- greyhound.com
Bus from Los Angeles Union Station to St Louis Bus Station
- Ave. Duration
- 40h 15m
- Frequency
- Twice daily
- Schedules at
- greyhound.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Los Angeles Union Station to St Louis Bus Station
- Ave. Duration
- 40h 15m
- Frequency
- Once daily
- Estimated price
- $300–600
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Twice daily
- Estimated price
- $50–85
- Schedules at
- flixbus.com
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