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How to get fromOrlando to Chicago Loopby plane, bus (Greyhound, Flixbus), train (Amtrak), car, bus or train

Find Transport to Chicago Loop

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There are 8 ways to get from Orlando to Chicago Loop by plane, bus (Greyhound, Flixbus), train (Amtrak), car, bus, 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)planeMCO - MDW
    4h 45m
    $64–337
  2. Bus

    1. Take the bus from Orlando RedCoach Station to Atlanta - Civic Center MARTA StationbusOrlando
    2. Take the bus from Atlanta Bus Station to Chicago Bus StationbusGreyhound US0100
    24h 38m
    $134–376
  3. Train (Amtrak)

    1. Take the train from Orlando to Chicago Union StationtrainFloridian
    38h 55m
    $190–700
  4. Drive 1,110.5 mi

    1. Drive from Orlando to Chicago Loopcar1,110.5 mi
    19h 18m
    $203–293
  5. Fly Orlando to Chicago O'Hare International Airport

    1. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)planeMCO - ORD
    4h 58m
    $69–257
  6. Bus to Tampa, fly to Chicago Midway International Airport

    1. Take the bus from Orlando Bus Station to Tampa Bus Stationbus
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)planeTPA - MDW
    6h 58m
    $98–442
  7. Bus to Tampa, fly to Chicago O'Hare International Airport

    1. Take the bus from Orlando Bus Station to Tampa Bus Stationbus
    2. Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)planeTPA - ORD
    7h 12m
    $113–342
  8. Fly Orlando Sanford to South Bend, train

    1. Fly from Orlando Sanford (SFB) to South Bend (SBN)planeSFB - SBN
    2. Take the train from South Bend Airport to Millennium Stationtrain
    6h 5m
    $182–635

Orlando to Chicago Loop by bus and subway

Calendar11Weekly Services
Duration24h 38mAverage Duration
Ticket$134Cheapest Price
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Questions & Answers

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

Volaris, Frontier Airlines, and two other airlines fly from Orlando (MCO) to Chicago Midway International Airport (MDW) every 3 hours. Alternatively, you can take a bus from Orlando RedCoach Station to Washington & Lasalle via Atlanta - Civic Center MARTA Station, Civic Center Station, Garnett Station, Atlanta Bus Station, Chicago Bus Station, and Jefferson & Harrison in around 24h 38m.

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