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How to get fromOrlando to Woodstockby plane, train, bus, train (Amtrak), car, or taxi

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There are 10 ways to get from Orlando to Woodstock by plane, train, bus, train (Amtrak), car, or taxi

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 O'Hare International Airport, train

    best
    1. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane plane MCO - ORD
    2. Take the train from Irving Park to Woodstocktrain train
    6h 59m
    $80–515

  2. Bus, train

    1. Take the bus from Orlando Bus Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    3. Take the train from Chicago OTC to Woodstocktrain train
    27h 10m
    $174–344

  3. Train

    1. Take the train from Orlando to Chicago Union Stationtrain train Floridian
    2. Take the train from Chicago OTC to Woodstocktrain train Up-Nw
    41h 43m
    $540–1,127

  4. Drive 1,162 mi

    1. Drive from Orlando to Woodstockcar car 1,162 mi
    20h 50m
    $213–307

  5. Fly Orlando to Chicago Midway International Airport, train

    1. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane plane MCO - MDW
    2. Take the train from Chicago OTC to Woodstocktrain train
    7h 28m
    $210–505

  6. Fly Orlando Sanford to Chicago Rockford International Airport, taxi

    1. Fly from Orlando Sanford (SFB) to Chicago Rockford International Airport (RFD)plane plane SFB - RFD
    2. Take the taxi from Chicago Rockford International Airport (RFD) to Woodstocktaxi taxi
    4h 19m
    $286–693

  7. Fly Orlando to General Mitchell International Airport, bus, train

    1. Fly from Orlando (MCO) to General Mitchell International Airport (MKE)plane plane MCO - MKE
    2. Take the bus from Mitchell Airport to O'Hare International Airport - Terminal 2 Departuresbus bus
    3. Take the train from Irving Park to Woodstocktrain train
    8h 55m
    $335–1,154

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

    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
    3. Take the train from Irving Park to Woodstocktrain train
    9h 19m
    $183–590

  9. Bus to Tampa, fly to Chicago Midway International Airport, train

    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
    3. Take the train from Chicago OTC to Woodstocktrain train
    9h 38m
    $153–440

  10. Fly Orlando Sanford to South Bend, train

    1. Fly from Orlando Sanford (SFB) to South Bend (SBN)plane plane SFB - SBN
    2. Take the train from South Bend Airport to Millennium Stationtrain train
    3. Take the train from Chicago OTC to Woodstocktrain train
    8h 49m
    $213–749

Orlando to Woodstock by bus, foot, and train

Calendar40Weekly Services
Duration27h 10mAverage Duration
Ticket$174Cheapest Price
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Questions & Answers

Map of how to get from Orlando to Woodstock.ExpandLaunch map view
  • Distance: 1,077.6 mi
  • Duration: 6h 59m

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

You can take a train from Orlando to Woodstock via Chicago Union Station, Clinton & Quincy, Washington & Canal, and Chicago OTC in around 41h 43m.

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Train operators
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