Rome2Rio

How to get fromChicago to Chesapeake Bayby subway, plane, unknown, bus, or train

Find Transport to Chesapeake Bay

See all options

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.

  1. Subway to Chicago Midway International Airport, fly to Baltimore-Washington International Airport, travel

    best
    1. Take the subway from Adams/Wabash to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane plane MDW - BWI
    3. Walk from Baltimore-Airport-BWI to Chesapeake Bayunknown unknown
    3h 55m

  2. Bus, travel

    1. Take the bus from Chicago Bus Station to Washington Union Stationbus bus
    2. Take the bus from Washington Union Station to Annapolisbus bus
    3. Walk from Annapolis to Chesapeake Bayunknown unknown
    18h 24m

  3. Train, bus, travel via Rockville

    1. Take the train from Chicago Union Station to Rockville Amtraktrain train
    2. Take the bus from Washington Union Station to Annapolisbus bus
    3. Walk from Annapolis to Chesapeake Bayunknown unknown
    19h 8m

  4. Fly Chicago O'Hare International Airport to Baltimore-Washington International Airport, travel

    1. Fly from Chicago O'Hare International Airport (ORD) to Baltimore-Washington International Airport (BWI)plane plane ORD - BWI
    2. Walk from Baltimore-Airport-BWI to Chesapeake Bayunknown unknown
    4h 29m

  5. Fly Chicago Midway International Airport to Ronald Reagan Washington National Airport, bus, travel

    1. Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane plane MDW - DCA
    2. Take the bus from Washington Union Station to Annapolisbus bus
    3. Walk from Annapolis to Chesapeake Bayunknown unknown
    5h 32m

  6. Fly Chicago O'Hare International Airport to Ronald Reagan Washington National Airport, bus, travel

    1. Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)plane plane ORD - DCA
    2. Take the bus from Washington Union Station to Annapolisbus bus
    3. Walk from Annapolis to Chesapeake Bayunknown unknown
    5h 54m

  7. Train to General Mitchell International Airport, fly to Baltimore-Washington International Airport, travel

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Baltimore-Washington International Airport (BWI)plane plane MKE - BWI
    3. Walk from Baltimore-Airport-BWI to Chesapeake Bayunknown unknown
    5h 29m

  8. Fly Chicago O'Hare International Airport to Washington Dulles International Airport, subway, bus, travel

    1. Fly from Chicago O'Hare International Airport (ORD) to Washington Dulles International Airport (IAD)plane plane ORD - IAD
    2. Take the subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platformsubway subway
    3. Take the bus from Washington Union Station to Annapolisbus bus
    4. Walk from Annapolis to Chesapeake Bayunknown unknown
    6h 37m

  9. Bus, travel via Harrisburg

    1. Take the bus from Chicago Bus Station to Harrisburg Bus Stationbus bus
    2. Take the bus from Harrisburg Bus Station to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Patapsco Light Rail Station Bay 3 to COLLEGE AVE & BLADEN ST ebbus bus 70
    4. Walk from COLLEGE AVE & BLADEN ST eb to Chesapeake Bayunknown unknown
    21h 27m

  10. Train, bus, travel

    1. Take the train from Chicago Union Station to Baltimore Penn Stationtrain train
    2. Take the bus from Patapsco Light Rail Station Bay 3 to COLLEGE AVE & BLADEN ST ebbus bus 70
    3. Walk from COLLEGE AVE & BLADEN ST eb to Chesapeake Bayunknown unknown
    27h 26m

Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI) flights

Calendar43Weekly Planes
Duration2h 7mAverage Duration
Ticket$100Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Chesapeake Bay.ExpandLaunch map view
  • Distance: 638.4 mi
  • Duration: 3h 55m

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.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound