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How to get fromWalt Disney World to Chicagoby plane, bus (Flixbus, Greyhound), train (Amtrak), car, taxi, or train

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There are 7 ways to get from Walt Disney World to Chicago by plane, bus (Flixbus, Greyhound), train (Amtrak), car, taxi, 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. Fly Orlando to Chicago Midway International Airport

    best
    1. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane plane MCO - MDW
    6h 22m
    $196–489

  2. Fly Orlando to Chicago O'Hare International Airport

    cheapest
    1. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane plane MCO - ORD
    6h 41m
    $76–419

  3. Bus

    1. Take the bus from Orlando Bus Station to Atlanta Bus Stationbus bus FlixBus N2401 / ...
    2. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus Greyhound US0100
    26h 58m
    $162–292

  4. Train (Amtrak)

    1. Take the train from Kissimmee Amtrak Station to Chicago Union Stationtrain train Floridian
    41h 52m
    $442–1,002

  5. Drive  1,102.8 mi

    1. Drive from Walt Disney World to Chicagocar car 1,102.8 mi
    19h 43m
    $202–291

  6. Taxi to Orlando Sanford, fly to South Bend, train

    1. Take the taxi from Walt Disney World to Orlando-Sanford-Airport-SFBtaxi taxi
    2. Fly from Orlando Sanford (SFB) to South Bend (SBN)plane plane SFB - SBN
    3. Take the train from South Bend Airport to Van Buren St.train train
    6h 28m
    $273–858

  7. Fly Orlando to General Mitchell International Airport, train

    1. Fly from Orlando (MCO) to General Mitchell International Airport (MKE)plane plane MCO - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 50m
    $437–1,168

Orlando (MCO) to Chicago Midway International Airport (MDW) flights

Calendar66Weekly Planes
Duration3h 23mAverage Duration
Ticket$84Cheapest Price
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Comparing Your Travel Options

Map of how to get from Walt Disney World to Chicago.ExpandLaunch map view
  • Distance: 1,029.5 mi
  • Duration: 6h 22m

What companies run services between Walt Disney World, FL, USA and Chicago, IL, USA?

Southwest Airlines and Allegiant Air fly from Orlando (MCO) to Chicago Midway International Airport (MDW) every 3 hours. Alternatively, you can take a vehicle from Walt Disney World to Chicago Bus Station via Topiary Ln & World Dr, N Garland Ave & W Amelia St, N John Young Pkwy & Business Center Blvd, Orlando Bus Station, and Atlanta Bus Station in around 26h 58m.

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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.

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