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How to get fromChicago to DeLandby train, plane, bus (Flixbus, Greyhound), train (Amtrak) or car

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There are 9 ways to get from Chicago to DeLand by train, plane, bus (Flixbus, Greyhound), train (Amtrak), or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Train to South Bend, fly to Orlando Sanford

    best
    1. Take the train from Van Buren St. to South Bend Airporttrain
    2. Fly from South Bend (SBN) to Orlando Sanford (SFB)planeSBN - SFB
    5h 57m
    $156–680

  2. Fly Chicago O'Hare International Airport to Orlando, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)planeORD - MCO
    2. Take the train from Sand Lake Road to DeLandtrain
    8h 11m
    $74–264

  3. Bus

    1. Take the bus from Chicago Bus Station to Atlanta Bus StationbusFlixBus 2512 / ...
    2. Take the bus from Atlanta Bus Station to Orlando Bus StationbusFlixBus 2415 / ...
    26h 22m
    $147–397

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to DelandtrainFloridian
    38h 25m
    $239–630

  5. Drive 1,087.9 mi

    1. Drive from Chicago to DeLandcar1,087.9 mi
    19h 26m
    $199–287

  6. Fly Chicago Midway International Airport to Orlando, train

    1. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)planeMDW - MCO
    2. Take the train from Sand Lake Road to DeLandtrain
    7h 44m
    $80–394

  7. Fly Chicago Midway International Airport to Jacksonville, train

    1. Fly from Chicago Midway International Airport (MDW) to Jacksonville (JAX)planeMDW - JAX
    2. Take the train from Jacksonville to Delandtrain
    10h 15m
    $156–933

  8. Fly Chicago Midway International Airport to Tampa, train

    1. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)planeMDW - TPA
    2. Take the train from Tampa to Delandtrain
    10h 40m
    $122–523

  9. Fly Chicago O'Hare International Airport to Jacksonville, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Jacksonville (JAX)planeORD - JAX
    2. Take the train from Jacksonville to Delandtrain
    10h 46m
    $136–833

Chicago to DeLand by train and bus (Amtrak)

Calendar7Weekly Services
Duration38h 25mAverage Duration
Ticket$239Cheapest Price
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Questions & Answers

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

You can take a bus from Chicago Bus Station to Deland Intermodal Transit Fac via Atlanta Bus Station, Orlando Bus Station, Winter Park, DeBary, and Debary Sunrail Station in around 26h 22m. Alternatively, Amtrak operates a train from Chicago Union Station to Deland once daily. Tickets cost $230–650 and the journey takes 37h 15m.

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