There are 9 ways to get from Castro Valley to Chicago by plane, bus (Greyhound), subway, train, 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.
Fly Oakland International Airport to Chicago Midway International Airport
best- Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)OAK - MDW
6h 11m$146–662Fly Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport
cheapest- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)SJC - ORD
7h 28m$110–494Bus (Greyhound)
- Take the bus from Oakland to Sparks Transit Center
- Take the bus from Sparks Transit Center to Denver Union Station
- Take the bus from Denver Union Station to Chicago Bus Station
2d 3h$163–420BART, train
- Take the subway from Hayward to RichmondOrange-N
- Take the train from Richmond to Chicago Union StationCalifornia Zephyr
2d 5h$235–467Drive 2,130.4 mi
- Drive from Castro Valley to Chicago2,130.4 mi
32h 53m$389–562Fly San Francisco International Airport to Chicago Midway International Airport
- Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)SFO - MDW
6h 51m$196–493Fly San Francisco International Airport to Chicago O'Hare International Airport
- Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)SFO - ORD
7h 9m$146–463Fly Norman Y. Mineta San José International Airport to Chicago Midway International Airport
- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)SJC - MDW
7h 12m$170–764Train to Sacramento International Airport, fly to Chicago O'Hare International Airport
- Take the train from Hayward Amtrak to Sacramento
- Fly from Sacramento International Airport (SMF) to Chicago O'Hare International Airport (ORD)SMF - ORD
9h 1m$173–423
Castro Valley to Chicago by subway and bus (Greyhound)
Questions & Answers
The cheapest way to get from Castro Valley to Chicago is to fly which costs $140 - $470 and takes 7h 9m.
The fastest way to get from Castro Valley to Chicago is to fly which takes 6h 11m and costs $140 - $700.
No, there is no direct train from Castro Valley to Chicago station. However, there are services departing from Hayward and arriving at Chicago Union Station via Richmond. The journey, including transfers, takes approximately 2 days 5h.
The distance between Castro Valley and Chicago is 1874 miles. The road distance is 2142.9 miles.
The best way to get from Castro Valley to Chicago without a car is to bus which takes 2 days 3h and costs $160 - $420.
It takes approximately 6h 11m to get from Castro Valley to Chicago, including transfers.
Castro Valley to Chicago train services, operated by BART, depart from Hayward station.
The best way to get from Castro Valley to Chicago is to fly which takes 6h 11m and costs $140 - $700. Alternatively, you can bus, which costs $160 - $420 and takes 2 days 3h.
Chicago is 2h ahead of Castro Valley. It is currently 4:43 PM in Castro Valley and 6:43 PM in Chicago.
Castro Valley to Chicago train services, operated by BART, arrive at Richmond station.
What companies run services between Castro Valley, CA, USA and Chicago, IL, USA?
Southwest Airlines flies from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, you can take a subway from Castro Valley to Chicago Bus Station via West Oakland, Oakland, Sparks Transit Center, and Denver Union Station in around 2d 3h.
- Website
- southwest.com
Flights from Oakland International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $140–650
Flights from Oakland International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 30m
- When
- Monday to Wednesday
- Estimated price
- $140–650
Flights from Oakland International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 6h 5m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $140–700
Flights from Oakland International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 7h 15m
- When
- Every day
- Estimated price
- $170–750
Flights from San Francisco International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $130–600
Flights from San Francisco International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 57m
- When
- Every day
- Estimated price
- $130–600
Flights from San Francisco International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 6h 5m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–650
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $160–750
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–750
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 15m
- When
- Every day
- Estimated price
- $160–750
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Reno
- Ave. Duration
- 6h
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–750
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 7h 45m
- When
- Monday
- Estimated price
- $180–800
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 6h
- When
- Every day
- Estimated price
- $110–490
Flights from Sacramento International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 6h 47m
- When
- Every day
- Estimated price
- $120–550
Flights from Sacramento International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 45m
- When
- Saturday
- Estimated price
- $110–550
- Website
- united.com
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 18m
- When
- Every day
- Estimated price
- $90–410
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 5h 59m
- When
- Every day
- Estimated price
- $90–410
Flights from San Francisco International Airport to Chicago O'Hare International Airport via St. Louis
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $95–430
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $100–480
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $100–480
Flights from Sacramento International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 7m
- When
- Every day
- Estimated price
- $110–550
Flights from Sacramento International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $110–550
- Website
- delta.com
Flights from San Francisco International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 6h 31m
- When
- Every day
- Estimated price
- $140–650
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 5m
- When
- Every day
- Estimated price
- $90–410
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 25m
- When
- Every day
- Estimated price
- $110–490
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 7h 5m
- When
- Every day
- Estimated price
- $100–480
Flights from Sacramento International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 25m
- When
- Every day
- Estimated price
- $110–550
Flights from Sacramento International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 47m
- When
- Every day
- Estimated price
- $110–550
- Website
- aa.com
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $90–410
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 7h 38m
- When
- Every day
- Estimated price
- $110–550
Flights from Sacramento International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 59m
- When
- Every day
- Estimated price
- $110–550
- Phone
- +1-510-464-6000
- Website
- bart.gov
Subway from Hayward to Richmond
- Ave. Duration
- 48 min
- Frequency
- Every 30 minutes
- Estimated price
- $5–7
- Website
- https://www.bart.gov
Rome2Rio's guide to Amtrak
Contact 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
- $230–460
- Website
- https://www.amtrak.com/home.html
Train from Hayward Amtrak to Sacramento
- Ave. Duration
- 2h 22m
- Frequency
- Every 4 hours
- Estimated price
- $28–35
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Oakland to Sparks Transit Center
- Ave. Duration
- 5h 35m
- Frequency
- Twice daily
- Estimated price
- $29–60
- Website
- https://www.greyhound.com/
Bus from Sparks Transit Center to Denver Union Station
- Ave. Duration
- 20h 55m
- Frequency
- Once daily
- Estimated price
- $50–95
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 21h 15m
- Frequency
- Once daily
- Estimated price
- $80–260
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Castro Valley to Chicago is 2143 miles. It takes approximately 32h 53m to drive from Castro Valley to Chicago.
There are 1142+ hotels available in Chicago.











