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How to get fromChicago to Leesburgby train, taxi, bus, car, plane, or bus (Amtrak)

Find Transport to Leesburg

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There are 7 ways to get from Chicago to Leesburg by train, taxi, bus, car, plane, or bus (Amtrak)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Train, taxi

    best
    1. Take the train from Chicago Union Station to Elkhart Amtrak Stationtrain train Floridian / ...
    2. Take the taxi from Elkhart Amtrak Station to Leesburgtaxi taxi
    2h 32m
    $130–175

  2. Drive  119.1 mi

    cheapest
    1. Drive from Chicago to Leesburgcar car 119.1 mi
    2h 31m
    $22–32

  3. Bus

    1. Take the bus from Chicago to Wakarusabus bus Bsb 22
    3h 6m
    $76–125

  4. Fly to South Bend, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to South Bend (SBN)plane plane ORD - SBN
    2. Take the taxi from South-Bend-Airport-SBN to Leesburgtaxi taxi
    4h 2m
    $182–515

  5. Train, line 50 bus

    1. Take the train from Chicago Union Station to Elkhart Amtrak Stationtrain train Floridian / ...
    2. Take the bus from Elkhart Transit Center to Eisenhower South & Industrial Parkbus bus 50
    3h 32m
    $106–146

  6. Bus, line 50 bus

    1. Take the bus from Chicago Union Station to Elkhart Amtrak Stationbus bus Amtrak Thruway Connecting Service
    2. Take the bus from Elkhart Transit Center to Eisenhower South & Industrial Parkbus bus 50
    3h 32m

  7. Fly to Fort Wayne International Airport, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Fort Wayne International Airport (FWA)plane plane ORD - FWA
    2. Take the taxi from Fort Wayne International Airport (FWA) to Leesburgtaxi taxi
    4h 2m
    $172–425

Chicago O'Hare International Airport (ORD) to South Bend (SBN) flights

Calendar77Weekly Planes
Duration1h 7mAverage Duration
Ticket$43Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Leesburg.ExpandLaunch map view
  • Distance: 128.3 mi
  • Duration: 2h 32m

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

Barons Bus operates a bus from Chicago to Wakarusa once daily. Tickets cost $11–45 and the journey takes 2h 35m.

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