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How to get fromChicago to Madisonby plane, taxi, bus, train, or car

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There are 8 ways to get from Chicago to Madison by plane, taxi, bus, train, 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 Midway International Airport to Valdosta, taxi

    best
    1. Fly from Chicago Midway International Airport (MDW) to Valdosta (VLD)plane plane MDW - VLD
    2. Take the taxi from Valdosta (VLD) to Madisontaxi taxi
    6h 9m
    $172–650

  2. Fly Chicago Midway International Airport to Northwest Florida Beaches International Airport, drive

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP)plane plane MDW - ECP
    2. Drive from Northwest Florida Beaches International Airport (ECP) to Madisoncar car
    6h 51m
    $126–600

  3. Bus, taxi

    1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Valdostabus bus
    3. Take the taxi from Valdosta to Madisontaxi taxi
    21h 35m
    $218–340

  4. Train, bus, taxi

    1. Take the train from Chicago Union Station to Jacksonvilletrain train
    2. Take the bus from Jacksonville to Live Oakbus bus
    3. Take the taxi from Live Oak to Madisontaxi taxi
    39h 2m
    $521–1,204

  5. Drive  919.8 mi

    1. Drive from Chicago to Madisoncar car 919.8 mi
    16h 46m
    $168–243

  6. Fly Chicago O'Hare International Airport to Valdosta, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Valdosta (VLD)plane plane ORD - VLD
    2. Take the taxi from Valdosta (VLD) to Madisontaxi taxi
    6h 24m
    $142–460

  7. Fly Chicago Midway International Airport to Tallahassee, drive

    1. Fly from Chicago Midway International Airport (MDW) to Tallahassee (TLH)plane plane MDW - TLH
    2. Drive from Tallahassee (TLH) to Madisoncar car
    6h 38m
    $134–722

  8. Bus, taxi via LaGrange

    1. Take the bus from Chicago Train Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to La Grange Bus Stationbus bus
    3. Take the bus from La Grange Bus Station to Valdostabus bus
    4. Take the taxi from Valdosta to Madisontaxi taxi
    24h 40m
    $241–351

Chicago Midway International Airport (MDW) to Valdosta (VLD) flights

Calendar24Weekly Planes
Duration4h 46mAverage Duration
Ticket$96Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Madison.ExpandLaunch map view
  • Distance: 837.1 mi
  • Duration: 6h 9m

What companies run services between Chicago, IL, USA and Madison, FL, USA?

There is no direct connection from Chicago to Madison. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Valdosta (VLD), then take the taxi to Madison. Alternatively, you can take the bus to Atlanta Bus Station, take the bus to Valdosta, then take the taxi to Madison.

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