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How to get fromPoolesville to Chicagoby bus, subway, plane, bus (Greyhound), train (Amtrak), car or train

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There are 10 ways to get from Poolesville to Chicago by bus, subway, plane, bus (Greyhound), train (Amtrak), car, 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. Line 76 bus, subway to Ronald Reagan Washington National Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from W Willard Rd & Wooton Ave to Shady Grove Station & Bay Cbus
    2. Take the subway from Shady Grove, Red Line Center Platform to Gallery Place, Red Line Track 1 Platformsubway
    3. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)planeDCA - MDW
    5h 12m
    $138–770
  2. Bus

    cheapest
    1. Take the bus from SHADY GROVE & station to Frederick Marc Stationbus515
    2. Take the bus from Frederick Bus Station to Chicago Bus StationbusGreyhound US0164
    18h 48m
    $69–156
  3. Train (Amtrak)

    1. Take the train from Rockville Amtrak to Chicago Union StationtrainFloridian
    18h 59m
    $114–248
  4. Drive 664.1 mi

    1. Drive from Poolesville to Chicagocar664.1 mi
    11h 20m
    $122–176
  5. Line 76 bus, subway to Ronald Reagan Washington National Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from W Willard Rd & Wooton Ave to Shady Grove Station & Bay Cbus
    2. Take the subway from Shady Grove, Red Line Center Platform to Gallery Place, Red Line Track 1 Platformsubway
    3. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)planeDCA - ORD
    5h 29m
    $103–570
  6. Subway to Washington Dulles International Airport, fly to Chicago O'Hare International Airport

    1. Take the subway from Farragut West, Blue/Orange/Silver Line Track 2 Platform to Washington Dulles International Airport, Silver Line Center Platformsubway
    2. Fly from Washington Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD)planeIAD - ORD
    6h 2m
    $188–774
  7. Bus to Baltimore-Washington International Airport, fly to Chicago Midway International Airport

    1. Take the bus from SHADY GROVE & station to BWI SOUTHWEST AIRLINES eb UPPER LEVELbus
    2. Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)planeBWI - MDW
    6h 31m
    $76–411
  8. Bus to Baltimore-Washington International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from SHADY GROVE & station to BWI SOUTHWEST AIRLINES eb UPPER LEVELbus
    2. Fly from Baltimore-Washington International Airport (BWI) to Chicago O'Hare International Airport (ORD)planeBWI - ORD
    6h 41m
    $86–271
  9. Fly Ronald Reagan Washington National Airport to General Mitchell International Airport, train

    1. Fly from Ronald Reagan Washington National Airport (DCA) to General Mitchell International Airport (MKE)planeDCA - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain
    7h 38m
    $261–1,435
  10. Subway to Washington Dulles International Airport, fly to South Bend, train

    1. Take the subway from Farragut West, Blue/Orange/Silver Line Track 2 Platform to Washington Dulles International Airport, Silver Line Center Platformsubway
    2. Fly from Washington Dulles International Airport (IAD) to South Bend (SBN)planeIAD - SBN
    3. Take the train from South Bend Airport to Van Buren St.train
    8h 1m
    $89–464

Poolesville to Chicago by bus

Calendar7Weekly Buses
Duration18h 48mAverage Duration
Ticket$69Cheapest Price
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Questions & Answers

What companies run services between Poolesville, MD, USA and Chicago, IL, USA?

You can take a bus from W Willard Rd & Wooton Ave to Chicago Bus Station via Shady Grove Station & Bay C, SHADY GROVE & station, and Frederick Bus Station in around 18h 48m. Alternatively, Amtrak operates a train from Rockville Amtrak to Chicago Union Station once daily. Tickets cost $110–240 and the journey takes 17h 16m.

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