There are 9 ways to get from Monterey to Chicago by shuttle, plane, bus (Flixbus, Greyhound), bus, train, 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.
Shuttle to Norman Y. Mineta San José International Airport, fly to Chicago O'Hare International Airport
best- Take a shuttle bus from Monterey - Calle Principal / Parking Garage to San Jose Airport Terminal A
- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)SJC - ORD
7h 40m$173–613Fly Monterey Regional Airport to Chicago Midway International Airport
cheapest- Fly from Monterey Regional Airport (MRY) to Chicago Midway International Airport (MDW)MRY - MDW
7h 57m$145–658Bus
- Take the bus from Salinas Train Station to Los Angeles Union Station
- Take the bus from Los Angeles Union Station to St Louis Bus Station
- Take the bus from St Louis Bus Station to Chicago Bus Station
2d 8h$232–528Bus, train (Amtrak)
- Take the bus from Salinas to EmeryvilleAmtrak Thruway Connecting Service
- Take the train from Emeryville to Chicago Union StationCalifornia Zephyr
2d 9hDrive 2,223.6 mi
- Drive from Monterey to Chicago2,223.6 mi
34h 27m$406–587Shuttle to Norman Y. Mineta San José International Airport, fly to Chicago Midway International Airport
- Take a shuttle bus from Monterey - Calle Principal / Parking Garage to San Jose Airport Terminal A
- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)SJC - MDW
7h 31m$213–763Shuttle to San Francisco International Airport, fly to Chicago Midway International Airport
- Take a shuttle bus from Monterey - Calle Principal / Parking Garage to SFO Airport Terminal 2-Lower Level
- Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)SFO - MDW
8h 37m$194–677Shuttle to San Francisco International Airport, fly to Chicago O'Hare International Airport
- Take a shuttle bus from Monterey - Calle Principal / Parking Garage to SFO Airport Terminal 2-Lower Level
- Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)SFO - ORD
9h$164–507Shuttle, BART to Oakland International Airport, fly to Chicago Midway International Airport
- Take a shuttle bus from Monterey - Calle Principal / Parking Garage to San Jose Airport Terminal A
- Take the subway from Milpitas to Coliseum
- Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)OAK - MDW
9h 5m$202–727
Monterey to Chicago by bus
Questions & Answers
The cheapest way to get from Monterey to Chicago is to shuttle and fly which costs $160 - $550 and takes 9h.
The fastest way to get from Monterey to Chicago is to shuttle and fly which takes 7h 31m and costs $210 - $800.
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 Train Station, Los Angeles Union Station and St Louis Bus Station. The journey, including transfers, takes approximately 2 days 8h.
The distance between Monterey and Chicago is 1930 miles. The road distance is 2236.6 miles.
The best way to get from Monterey to Chicago without a car is to bus which takes 2 days 8h and costs $230 - $550.
It takes approximately 7h 40m to get from Monterey to Chicago, including transfers.
Monterey to Chicago bus services, operated by Flixbus USA, depart from Salinas Train Station.
The best way to get from Monterey to Chicago is to bus which takes 2 days 8h and costs $230 - $550. Alternatively, you can fly, which costs $140 - $700 and takes 7h 57m.
Monterey to Chicago bus services, operated by Flixbus USA, arrive at Los Angeles Union Station.
Chicago is 2h ahead of Monterey. It is currently 3:25 PM in Monterey and 5:25 PM in 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 Train Station, Los Angeles Union Station, and St Louis Bus Station in around 2d 8h. Alternatively, American Airlines, Southwest Airlines, and three other airlines fly from Monterey Regional Airport (MRY) to Chicago Midway International Airport (MDW) every 4 hours.
- Website
- southwest.com
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 6h 15m
- When
- Every day
- Estimated price
- $120–550
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 7h 35m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $130–550
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $160–700
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 25m
- When
- Every day
- Estimated price
- $160–700
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 29m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $160–700
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Reno
- Ave. Duration
- 6h
- When
- Thursday
- Estimated price
- $160–700
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Salt Lake City
- Ave. Duration
- 7h 35m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $160–700
Flights from San Francisco International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 1m
- When
- Every day
- Estimated price
- $130–600
Flights from San Francisco International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 56m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–600
Flights from San Francisco International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h 35m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $140–600
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 5h 50m
- When
- Saturday
- Estimated price
- $100–430
Flights from Oakland International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 3m
- When
- Every day
- Estimated price
- $140–650
Flights from Oakland International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 5h 37m
- When
- Wednesday, Thursday, and Saturday
- Estimated price
- $150–650
Flights from Oakland International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 13m
- When
- Every day
- Estimated price
- $140–650
Flights from Oakland International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 15m
- When
- Wednesday, Thursday, and Saturday
- Estimated price
- $150–650
Flights from Oakland International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 30m
- When
- Wednesday and Thursday
- Estimated price
- $170–750
Flights from Monterey Regional Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 7h 38m
- When
- Every day
- Estimated price
- $160–700
Flights from Monterey Regional Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 10m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $140–650
Flights from Monterey Regional Airport to Chicago Midway International Airport via Los Angeles
- Ave. Duration
- 8h 14m
- When
- Every day
- Estimated price
- $150–700
Flights from Monterey Regional Airport to Chicago Midway International Airport via San Diego
- Ave. Duration
- 8h 19m
- When
- Every day
- Estimated price
- $160–700
Flights from Monterey Regional Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 10h 48m
- When
- Monday and Friday
- Estimated price
- $150–650
- Website
- united.com
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 18m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $120–550
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 15m
- When
- Every day
- Estimated price
- $120–550
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $100–430
- Website
- aa.com
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 13m
- When
- Thursday and Friday
- Estimated price
- $120–550
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 7h 40m
- When
- Every day
- Estimated price
- $130–550
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $100–430
- 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
- When
- Every day
- Estimated price
- $120–550
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 7h 1m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $120–550
Flights from San Francisco International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 8h 56m
- When
- Every day
- Estimated price
- $140–600
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $100–430
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Emeryville to Chicago Union Station
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $200–1,600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-510-464-6000
- Website
- bart.gov
Subway from Milpitas to Coliseum
- Ave. Duration
- 39 min
- Frequency
- Every 15 minutes
- Estimated price
- $5–8
- Website
- https://www.bart.gov
- Phone
- +1 831-373-7777
- Website
- groometransportation.com
Shuttle from Monterey - Calle Principal / Parking Garage to San Jose Airport Terminal A
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $50–60
- Schedules at
- groometransportation.com
- Online Discount
- $50–60
- Standard Rate
- $57
Shuttle from Monterey - Calle Principal / Parking Garage to SFO Airport Terminal 2-Lower Level
- Ave. Duration
- 2h 45m
- Frequency
- Hourly
- Estimated price
- $60–75
- Schedules at
- groometransportation.com
- Online Discount
- $60–75
- Standard Rate
- $71
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Salinas Train Station to Los Angeles Union Station
- Ave. Duration
- 6h 10m
- Frequency
- 4 times a week
- Estimated price
- $35–95
- Schedules at
- flixbus.com
- Adult
- $35–95
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $35–70
- 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 Los Angeles Union Station to St Louis Bus Station
- Ave. Duration
- 40h 15m
- Frequency
- Twice daily
- Estimated price
- $160–360
- Website
- https://www.greyhound.com/
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Salinas to Emeryville
- Ave. Duration
- 2h 40m
- Frequency
- 4 times a day
- Website
- https://www.amtrak.com/home.html
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More Questions & Answers
Yes, the driving distance between Monterey to Chicago is 2237 miles. It takes approximately 34h 27m to drive from Monterey to Chicago.
There are 1245+ hotels available in Chicago.
















