There are 5 ways to get from Chicago to Chesapeake 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 O'Hare International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Norfolk International Airport (ORF)plane ORD - ORF
4h 9m$150–590Bus
cheapest- Take the bus from Chicago Bus Station to Washington Union Stationbus Greyhound US0164
- Take the bus from Washington Union Station to Norfolkbus FlixBus N2601
22h 53m$103–233Train (Amtrak)
- Take the train from Chicago Union Station to Petersburg Amtrak Stationtrain Floridian
- Take the train from Petersburg Amtrak Station to Norfolktrain Northeast Regional
23h 36m$206–1,274Drive 844.7 mi
- Drive from Chicago to Chesapeakecar 844.7 mi
15h 6m$155–223Fly from Chicago Midway International Airport
- Fly from Chicago Midway International Airport (MDW) to Norfolk International Airport (ORF)plane MDW - ORF
3h 46m$130–590
Chicago to Chesapeake by bus
Questions & Answers
The cheapest way to get from Chicago to Chesapeake is to bus which costs $100 - $240 and takes 22h 53m.
The fastest way to get from Chicago to Chesapeake is to fly which takes 3h 46m and costs $130 - $600.
No, there is no direct bus from Chicago station to Chesapeake. However, there are services departing from Chicago Bus Station and arriving at Robert Hall & Military via Washington Union Station and Military & Poplar Hall. The journey, including transfers, takes approximately 22h 53m.
No, there is no direct train from Chicago station to Chesapeake. However, there are services departing from Chicago Union Station and arriving at Norfolk via Petersburg Amtrak Station. The journey, including transfers, takes approximately 23h 36m.
The distance between Chicago and Chesapeake is 746 miles. The road distance is 849.6 miles.
The best way to get from Chicago to Chesapeake without a car is to bus which takes 22h 53m and costs $100 - $240.
It takes approximately 4h 9m to get from Chicago to Chesapeake, including transfers.
Chicago to Chesapeake bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Chesapeake train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Chesapeake is to fly which takes 4h 9m and costs $150 - $600. Alternatively, you can bus, which costs $100 - $240 and takes 22h 53m, you could also train, which costs $200 - $1,300 and takes 23h 36m.
What companies run services between Chicago, IL, USA and Chesapeake, City of Chesapeake, VA, USA?
American Airlines, United Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Norfolk International Airport (ORF) every 3 hours. Alternatively, you can take a bus from Chicago Bus Station to Robert Hall & Military via Washington Union Station, Norfolk, and Military & Poplar Hall in around 22h 53m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Norfolk International Airport
- Ave. Duration
- 2h 17m
- When
- Every day
- Estimated price
- $75–420
Flights from Chicago O'Hare International Airport to Norfolk International Airport via Washington Dulles
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $80–420
- Website
- southwest.com
Flights from Chicago Midway International Airport to Norfolk International Airport
- Ave. Duration
- 2h
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Norfolk International Airport via Baltimore
- Ave. Duration
- 4h 11m
- When
- Every day
- Estimated price
- $100–550
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Norfolk International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $75–420
Flights from Chicago O'Hare International Airport to Norfolk International Airport via Reagan Washington
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $80–420
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Norfolk International Airport via Detroit
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $80–430
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Petersburg Amtrak Station
- Ave. Duration
- 20h 56m
- Frequency
- Once daily
- Estimated price
- $190–1,100
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Petersburg Amtrak Station to Norfolk
- Ave. Duration
- 1h 40m
- Frequency
- 3 times a day
- Estimated price
- $11–230
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $11–230
- Business Class
- $55–260
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Washington Union Station
- Ave. Duration
- 16h 30m
- Frequency
- Twice daily
- Estimated price
- $70–180
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Washington Union Station to Norfolk
- Ave. Duration
- 4h 35m
- Frequency
- 5 times a week
- Estimated price
- $30–60
- Schedules at
- flixbus.com
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More Questions & Answers
Chicago to Chesapeake bus services, operated by Greyhound USA, arrive at Washington Union Station.
Chesapeake is 1h ahead of Chicago. It is currently 10:22 AM in Chicago and 11:22 AM in Chesapeake.
Chicago to Chesapeake train services, operated by Amtrak, arrive at Petersburg Amtrak Station.
Yes, the driving distance between Chicago to Chesapeake is 850 miles. It takes approximately 15h 6m to drive from Chicago to Chesapeake.
Book your Chicago to Chesapeake train tickets online with Omio.
There are 283+ hotels available in Chesapeake.