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How to get fromHollywood to Chicagoby plane, bus (Greyhound, Flixbus), train (Amtrak), car, or train

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There are 8 ways to get from Hollywood to Chicago by plane, bus (Greyhound, Flixbus), 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. Fly Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport

    best
    1. Fly from Fort Lauderdale–Hollywood International Airport (FLL) to Chicago Midway International Airport (MDW)plane plane FLL - MDW
    5h 12m
    $104–468

  2. Fly Miami International Airport to Chicago Midway International Airport

    cheapest
    1. Fly from Miami International Airport (MIA) to Chicago Midway International Airport (MDW)plane plane MIA - MDW
    5h 27m
    $100–450

  3. Bus

    1. Take the bus from Hollywood Sheridan Trirail Station to Atlanta Bus Stationbus bus Greyhound US0630
    2. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus Greyhound US0100
    32h 24m
    $199–398

  4. Train (Amtrak)

    1. Take the train from Hollywood Amtrak Station to Chicago Union Stationtrain train Floridian
    46h 16m
    $650–1,400

  5. Drive 1,313.6 mi

    1. Drive from Hollywood to Chicagocar car 1,313.6 mi
    23h 1m
    $240–347

  6. Fly Fort Lauderdale–Hollywood International Airport to Chicago O'Hare International Airport

    1. Fly from Fort Lauderdale–Hollywood International Airport (FLL) to Chicago O'Hare International Airport (ORD)plane plane FLL - ORD
    5h 43m
    $184–608

  7. Fly Miami International Airport to Chicago O'Hare International Airport

    1. Fly from Miami International Airport (MIA) to Chicago O'Hare International Airport (ORD)plane plane MIA - ORD
    5h 56m
    $165–760

  8. Train to President Donald J. Trump International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Hollywood Station to West Palm Beach Stationtrain train
    2. Fly from President Donald J. Trump International Airport (PBI) to Chicago O'Hare International Airport (ORD)plane plane PBI - ORD
    7h 34m
    $104–466

Hollywood to Chicago by bus

Calendar14Weekly Buses
Duration32h 24mAverage Duration
Ticket$199Cheapest Price
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Questions & Answers

Map of how to get from Hollywood to Chicago.ExpandLaunch map view
  • Distance: 1,185.3 mi
  • Duration: 5h 12m

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

Southwest Airlines and Allegiant Air fly from Fort Lauderdale–Hollywood International Airport (FLL) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, you can take a bus from Hollywood Sheridan Trirail Station to Chicago Bus Station via Atlanta Bus Station in around 32h 24m.

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