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

Find Transport to Madison

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There are 7 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 from Chicago O'Hare International Airport, taxi

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Sioux Falls (FSD)plane plane ORD - FSD
    2. Take the taxi from Sioux Falls (FSD) to Madisontaxi taxi
    4h 27m
    $172–465

  2. Drive  595.8 mi

    cheapest
    1. Drive from Chicago to Madisoncar car 595.8 mi
    10h 43m
    $109–158

  3. Bus, taxi

    1. Take the bus from Chicago Bus Station to Omaha, NEbus bus
    2. Take the bus from Omaha to Sioux Fallsbus bus
    3. Take the taxi from Sioux Falls to Madisontaxi taxi
    15h 8m
    $243–340

  4. Train, bus, taxi via Minneapolis

    1. Take the train from Chicago Union Station to St. Paul-Minneapolistrain train
    2. Take the bus from Minneapolis to Sioux Fallsbus bus
    3. Take the taxi from Sioux Falls to Madisontaxi taxi
    15h 33m
    $293–485

  5. Fly from Chicago Midway International Airport, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Sioux Falls (FSD)plane plane MDW - FSD
    2. Take the taxi from Sioux Falls (FSD) to Madisontaxi taxi
    6h 10m
    $198–605

  6. Train, bus, taxi

    1. Take the train from Chicago Union Station to St. Paul-Minneapolistrain train
    2. Take the bus from Minneapolis-St. Paul to Sioux Fallsbus bus
    3. Take the taxi from Sioux Falls to Madisontaxi taxi
    17h 18m
    $303–495

  7. Bus, taxi via Minneapolis

    1. Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus bus
    2. Take the bus from Madison, WI-Lake St. to Mall of America - IKEA - Bloomingtonbus bus
    3. Take the bus from Minneapolis to Sioux Fallsbus bus
    4. Take the taxi from Sioux Falls to Madisontaxi taxi
    17h 22m
    $268–382

Chicago O'Hare International Airport (ORD) to Sioux Falls (FSD) flights

Calendar81Weekly Planes
Duration2h 28mAverage Duration
Ticket$52Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Madison.ExpandLaunch map view
  • Distance: 528 mi
  • Duration: 4h 27m

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

There is no direct connection from Chicago to Madison. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Sioux Falls (FSD), then take the taxi to Madison. Alternatively, you can take the bus to Omaha, NE, take the bus to Sioux Falls, then take the taxi to Madison.

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