There are 10 ways to get from Chicago to Chesapeake Bay by subway, plane, unknown, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Subway to Chicago Midway International Airport, fly to Baltimore-Washington International Airport, travel
best- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane MDW - BWI
- Walk from Baltimore-Airport-BWI to Chesapeake Bayunknown
3h 55mBus, travel
- Take the bus from Chicago Bus Station to Washington Union Stationbus
- Take the bus from Washington Union Station to Annapolisbus
- Walk from Annapolis to Chesapeake Bayunknown
18h 24mTrain, bus, travel via Rockville
- Take the train from Chicago Union Station to Rockville Amtraktrain
- Take the bus from Washington Union Station to Annapolisbus
- Walk from Annapolis to Chesapeake Bayunknown
19h 8mFly Chicago O'Hare International Airport to Baltimore-Washington International Airport, travel
- Fly from Chicago O'Hare International Airport (ORD) to Baltimore-Washington International Airport (BWI)plane ORD - BWI
- Walk from Baltimore-Airport-BWI to Chesapeake Bayunknown
4h 26mFly Chicago Midway International Airport to Ronald Reagan Washington National Airport, bus, travel
- Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane MDW - DCA
- Take the bus from Washington Union Station to Annapolisbus
- Walk from Annapolis to Chesapeake Bayunknown
5h 32mFly Chicago O'Hare International Airport to Ronald Reagan Washington National Airport, bus, travel
- Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)plane ORD - DCA
- Take the bus from Washington Union Station to Annapolisbus
- Walk from Annapolis to Chesapeake Bayunknown
5h 53mTrain to General Mitchell International Airport, fly to Baltimore-Washington International Airport, travel
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Baltimore-Washington International Airport (BWI)plane MKE - BWI
- Walk from Baltimore-Airport-BWI to Chesapeake Bayunknown
5h 29mFly Chicago O'Hare International Airport to Washington Dulles International Airport, subway, bus, travel
- Fly from Chicago O'Hare International Airport (ORD) to Washington Dulles International Airport (IAD)plane ORD - IAD
- Take the subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platformsubway
- Take the bus from Washington Union Station to Annapolisbus
- Walk from Annapolis to Chesapeake Bayunknown
6h 37mBus, travel via Harrisburg
- Take the bus from Chicago Bus Station to Harrisburg Bus Stationbus
- Take the bus from Harrisburg Bus Station to Baltimore Downtown Bus Stationbus
- Take the bus from Patapsco Light Rail Station Bay 3 to COLLEGE AVE & BLADEN ST ebbus 70
- Walk from COLLEGE AVE & BLADEN ST eb to Chesapeake Bayunknown
21h 28mTrain, bus, travel
- Take the train from Chicago Union Station to Baltimore Penn Stationtrain
- Take the bus from Patapsco Light Rail Station Bay 3 to COLLEGE AVE & BLADEN ST ebbus 70
- Walk from COLLEGE AVE & BLADEN ST eb to Chesapeake Bayunknown
27h 26m
Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI) flights
Questions & Answers
The distance between Chicago and Chesapeake Bay is 642 miles.
The best way to get from Chicago to Chesapeake Bay without a car is to bus and travel which takes 18h 24m and costs .
It takes approximately 3h 55m to get from Chicago to Chesapeake Bay, including transfers.
Chesapeake Bay is 1h ahead of Chicago. It is currently 9:54 AM in Chicago and 10:54 AM in Chesapeake Bay.
There are 281+ hotels available in Chesapeake Bay.
What companies run services between Chicago, IL, USA and Chesapeake Bay, MD, USA?
There is no direct connection from Chicago to Chesapeake Bay. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Baltimore-Washington International Airport (BWI), then travel to Chesapeake Bay. Alternatively, you can take a bus from Chicago Bus Station to Chesapeake Bay via Washington Union Station and Annapolis in around 18h 24m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 48m
- When
- Every day
- Estimated price
- $100–600
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via General Mitchell International Airport
- Ave. Duration
- 3h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Cleveland
- Ave. Duration
- 4h 10m
- When
- Sunday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Columbus
- Ave. Duration
- 4h 25m
- When
- Sunday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 53m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Ronald Reagan Washington National Airport via Columbus
- Ave. Duration
- 3h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $130–700
Flights from General Mitchell International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 53m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 1m
- When
- Every day
- Estimated price
- $130–700
- Website
- united.com
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $85–450
Flights from Chicago O'Hare International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $100–550
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $65–350
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport via Cleveland
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $65–350
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport via State College
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $70–360
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport via South Bend
- Ave. Duration
- 4h 30m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $65–350
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport via Pittsburgh
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $65–350
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $85–450
Flights from Chicago O'Hare International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $100–550
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $130–700
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via Charlotte
- Ave. Duration
- 4h 33m
- When
- Sunday
- Estimated price
- $170–800
- Website
- delta.com
Flights from Chicago Midway International Airport to Ronald Reagan Washington National Airport via Detroit
- Ave. Duration
- 4h 18m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via Detroit
- Ave. Duration
- 3h 41m
- When
- Monday to Saturday
- Estimated price
- $120–650
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h 7m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $130–490
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from Adams/Wabash to Midway
- Ave. Duration
- 23 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $2–5
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Rockville Amtrak
- Ave. Duration
- 16h 41m
- Frequency
- Once daily
- Estimated price
- $240–500
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Baltimore Penn Station
- Ave. Duration
- 24h 46m
- Frequency
- 3 times a week
- Estimated price
- $310–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 202 466 3876
- Website
- wmata.com
Subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platform
- Ave. Duration
- 46 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–3
- Website
- https://www.wmata.com
- standard fare after 9:30 p.m
- $2–3
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 Harrisburg Bus Station to Baltimore Downtown Bus Station
- Ave. Duration
- 1h 45m
- Frequency
- Once daily
- Estimated price
- $12–24
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to Harrisburg Bus Station
- Ave. Duration
- 15h 55m
- Frequency
- Once daily
- Estimated price
- $120–200
- Schedules at
- flixbus.com
- Phone
- 1-866-743-3682
- Website
- mta.maryland.gov
Bus from Patapsco Light Rail Station Bay 3 to COLLEGE AVE & BLADEN ST eb
- Ave. Duration
- 1h 22m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
Bus from Patapsco Light Rail Station Bay 3 to COLLEGE AVE & BLADEN ST eb
- Ave. Duration
- 1h 22m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
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