Rome2Rio

How to get fromChicago to Leesburgby plane, bus, bus (Greyhound), train, subway, or car

Find Transport to Leesburg

See all options

There are 9 ways to get from Chicago to Leesburg by plane, bus, bus (Greyhound), train, subway, 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.

  1. Fly Chicago O'Hare International Airport to Washington Dulles International Airport, line 351 bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Washington Dulles International Airport (IAD)plane plane ORD - IAD
    2. Take the bus from Ashburn Metro Station - South Bus Bay to Loudoun County Government Centerbus bus
    5h
    $186–919

  2. Fly Chicago O'Hare International Airport to Baltimore-Washington International Airport, subway

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Baltimore-Washington International Airport (BWI)plane plane ORD - BWI
    2. Take the subway from New Carrollton, Orange Line Center Platform to Ashburn, Silver Line Center Platformsubway subway
    7h 24m
    $88–469

  3. Bus

    1. Take the bus from Chicago Bus Station to Frederick Bus Stationbus bus Greyhound US0164
    2. Take the bus from Frederick Transit Station to Market St & Harrison Stbus bus 181
    17h 18m
    $104–205

  4. Train, subway

    1. Take the train from Chicago Union Station to Rockville Amtraktrain train Floridian
    2. Take the subway from Farragut West, Blue/Orange/Silver Line Track 2 Platform to Ashburn, Silver Line Center Platformsubway subway S
    19h 15m
    $248–512

  5. Drive 655.7 mi

    1. Drive from Chicago to Leesburgcar car 655.7 mi
    11h 40m
    $120–173

  6. Fly Chicago Midway International Airport to Ronald Reagan Washington National Airport, subway

    1. Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane plane MDW - DCA
    2. Take the subway from Rosslyn, Blue/Orange/Silver Track 2 Platform to Ashburn, Silver Line Center Platformsubway subway
    5h 35m
    $128–722

  7. Fly Chicago O'Hare International Airport to Ronald Reagan Washington National Airport, subway

    1. Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)plane plane ORD - DCA
    2. Take the subway from Rosslyn, Blue/Orange/Silver Track 2 Platform to Ashburn, Silver Line Center Platformsubway subway
    5h 57m
    $128–872

  8. Train to South Bend, fly to Washington Dulles International Airport

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Washington Dulles International Airport (IAD)plane plane SBN - IAD
    5h 59m
    $126–1,228

  9. Fly Chicago Midway International Airport to Baltimore-Washington International Airport, subway

    1. Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane plane MDW - BWI
    2. Take the subway from New Carrollton, Orange Line Center Platform to Ashburn, Silver Line Center Platformsubway subway
    6h 53m
    $128–329

Chicago to Leesburg by bus

Calendar10Weekly Buses
Duration17h 18mAverage Duration
Ticket$104Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Leesburg.ExpandLaunch map view
  • Distance: 621.6 mi
  • Duration: 5h

What companies run services between Chicago, IL, USA and Leesburg, VA, USA?

You can take a bus from Chicago Bus Station to Market St & Harrison St via Frederick Transit Station in around 17h 18m.

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

More Questions & Answers