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

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There are 8 ways to get from Orlando to Chicago 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 46m
    $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 / ...
    22h 49m
    $107–351

  3. Train (Amtrak)

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

  4. Drive 1,109.6 mi

    1. Drive from Orlando to Chicagocar car 1,109.6 mi
    19h 27m
    $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 7m
    $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
    6h 59m
    $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 19m
    $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 by bus and subway

Calendar11Weekly Services
Duration22h 49mAverage Duration
Ticket$107Cheapest Price
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Questions & Answers

What companies run services between Orlando, FL, USA and Chicago, 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 Chicago Bus Station via Atlanta - Civic Center MARTA Station, Civic Center Station, Garnett Station, and Atlanta Bus Station in around 22h 49m.

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