There are 5 ways to get from Chicago to Chester by plane, bus (Greyhound, Flixbus), train (Amtrak), 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 from Chicago Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to Richmond International Airport (RIC)plane MDW - RIC
3h 51m$148–615Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Richmond International Airport (RIC)plane ORD - RIC
4h 20m$128–475Bus
- Take the bus from Chicago Bus Station to Washington Union Stationbus Greyhound US0164
- Take the bus from Washington Union Station to Richmondbus Greyhound US0700 / ...
19h 6m$170–313Train (Amtrak)
- Take the train from Chicago Union Station to Petersburg Amtrak Stationtrain Floridian
21h 17m$325–628Drive 768.4 mi
- Drive from Chicago to Chestercar 768.4 mi
13h 56m$141–203
Chicago Midway International Airport (MDW) to Richmond International Airport (RIC) flights
Questions & Answers
The cheapest way to get from Chicago to Chester is to drive which costs $140 - $210 and takes 13h 56m.
The fastest way to get from Chicago to Chester is to fly which takes 3h 51m and costs $140 - $650.
No, there is no direct bus from Chicago station to Chester. However, there are services departing from Chicago Bus Station and arriving at Richmond via Washington Union Station. The journey, including transfers, takes approximately 19h 6m.
No, there is no direct train from Chicago station to Chester station. However, there are services departing from Chicago Union Station and arriving at Petersburg Amtrak Station via . The journey, including transfers, takes approximately 21h 17m.
The distance between Chicago and Chester is 658 miles. The road distance is 772.9 miles.
The best way to get from Chicago to Chester without a car is to bus which takes 19h 6m and costs $170 - $320.
It takes approximately 3h 51m to get from Chicago to Chester, including transfers.
Chicago to Chester bus services, operated by Greyhound-us, depart from Chicago Bus Station.
Chicago to Chester train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Chester is to fly which takes 3h 51m and costs $140 - $650. Alternatively, you can bus, which costs $170 - $320 and takes 19h 6m, you could also train, which costs $320 - $650 and takes 21h 17m.
What companies run services between Chicago, IL, USA and Chester, VA, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Richmond International Airport (RIC) 3 times a day. Alternatively, you can take a bus from Chicago Bus Station to Chester via Washington Union Station and Richmond in around 19h 6m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Richmond International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Richmond International Airport via Baltimore
- Ave. Duration
- 4h 6m
- When
- Saturday, Tuesday, Wednesday, and Sunday
- Estimated price
- $110–600
- Website
- united.com
Flights from Chicago O'Hare International Airport to Richmond International Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago O'Hare International Airport to Richmond International Airport via Washington Dulles
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $80–430
- Website
- delta.com
Flights from Chicago Midway International Airport to Richmond International Airport via Detroit
- Ave. Duration
- 4h 4m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Richmond International Airport via Detroit
- Ave. Duration
- 4h 11m
- When
- Saturday
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Richmond International Airport via Atlanta
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $110–550
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Richmond International Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $80–410
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Petersburg Amtrak Station
- Ave. Duration
- 21h 1m
- Frequency
- Once daily
- Estimated price
- $290–600
- Website
- https://www.amtrak.com/home.html
- Website
- greyhound.com
Bus from Chicago Bus Station to Washington Union Station
- Ave. Duration
- 16h 30m
- Frequency
- Twice daily
- Schedules at
- greyhound.com
Bus from Washington Union Station to Richmond
- Ave. Duration
- 3h
- Frequency
- Every 4 hours
- Schedules at
- greyhound.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Washington Union Station
- Ave. Duration
- 16h 35m
- Frequency
- Twice daily
- Estimated price
- $110–220
- Website
- https://www.greyhound.com/
Bus from Washington Union Station to Richmond
- Ave. Duration
- 1h 50m
- Frequency
- Every 4 hours
- Estimated price
- $17–35
- Website
- https://www.greyhound.com/
- Website
- flixbus.com
Bus from Washington Union Station to Richmond
- Ave. Duration
- 2h 10m
- Frequency
- Every 4 hours
- Schedules at
- flixbus.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Washington Union Station to Richmond
- Ave. Duration
- 2h 30m
- Frequency
- Every 4 hours
- Estimated price
- $17–29
- Schedules at
- flixbus.com
- Phone
- +1-877-462-6342
- [email protected]
- Website
- us.megabus.com
Bus from Washington Union Station to Richmond
- Ave. Duration
- 2h 5m
- Frequency
- Once daily
- Estimated price
- $19–45
- Website
- https://us.megabus.com
- Adult One-way
- $19–45
Want to know more about travelling around United States
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More Questions & Answers
Chicago to Chester bus services, operated by Greyhound-us, arrive at Washington Union Station.
Chester is 1h ahead of Chicago. It is currently 8:22 PM in Chicago and 9:22 PM in Chester.
Chicago to Chester train services, operated by Amtrak, arrive at Petersburg Amtrak Station.
Yes, the driving distance between Chicago to Chester is 773 miles. It takes approximately 13h 56m to drive from Chicago to Chester.
Book your Chicago to Chester train tickets online with Omio.
There are 303+ hotels available in Chester.