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How to get fromOrlando to Chicago Loopby plane, bus (Flixbus, Greyhound), 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 (Flixbus, Greyhound), 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)plane plane MCO - MDW
    4h 50m
    $84–417

  2. Bus

    1. Take the bus from Orlando RedCoach Station to Atlanta - Civic Center MARTA Stationbus bus Orlando
    2. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus FlixBus 2512 / ...
    23h 3m
    $110–354

  3. Train (Amtrak)

    1. Take the train from Orlando to Chicago Union Stationtrain train Floridian
    38h 55m
    $130–600

  4. Drive 1,110.5 mi

    1. Drive from Orlando to Chicago Loopcar car 1,110.5 mi
    19h 29m
    $203–293

  5. Fly Orlando to Chicago O'Hare International Airport

    1. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane plane MCO - ORD
    5h 4m
    $84–307

  6. Bus to Tampa, fly to Chicago Midway International Airport

    1. Take the bus from Orlando Bus Station to Tampa Bus Stationbus bus
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    7h 3m
    $102–482

  7. Bus to Tampa, fly to Chicago O'Hare International Airport

    1. Take the bus from Orlando Bus Station to Tampa Bus Stationbus bus
    2. Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)plane plane TPA - ORD
    7h 16m
    $117–332

  8. 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
    7h 12m
    $156–622

Orlando to Chicago Loop by bus and subway

Calendar11Weekly Services
Duration23h 3mAverage Duration
Ticket$110Cheapest Price
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Questions & Answers

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

Frontier Airlines, Southwest Airlines, and two other airlines fly from Orlando (MCO) to Chicago Midway International Airport (MDW) every 2 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 23h 3m.

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