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

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There are 9 ways to get from Chicago to DeLand by train, plane, bus, 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 train
    2. Fly from South Bend (SBN) to Orlando Sanford (SFB)plane plane SBN - SFB
    6h 7m
    $146–680

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane plane ORD - MCO
    2. Take the train from Sand Lake Road to DeLandtrain train
    8h 10m
    $90–314

  3. Bus, train

    1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Orlando Bus Stationbus bus
    3. Take the train from Winter Park to DeLandtrain train
    26h 14m
    $144–386

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Delandtrain train Floridian
    38h 25m
    $238–591

  5. Drive 1,087.9 mi

    1. Drive from Chicago to DeLandcar car 1,087.9 mi
    19h 38m
    $199–287

  6. Fly Chicago Midway International Airport to Orlando, train

    1. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane plane MDW - MCO
    2. Take the train from Sand Lake Road to DeLandtrain train
    7h 49m
    $100–474

  7. Fly Chicago Midway International Airport to Jacksonville, train

    1. Fly from Chicago Midway International Airport (MDW) to Jacksonville (JAX)plane plane MDW - JAX
    2. Take the train from Jacksonville to Delandtrain train
    10h 15m
    $154–913

  8. Fly Chicago Midway International Airport to Tampa, train

    1. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)plane plane MDW - TPA
    2. Take the train from Tampa to Delandtrain train
    10h 40m
    $122–613

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Jacksonville (JAX)plane plane ORD - JAX
    2. Take the train from Jacksonville to Delandtrain train
    10h 45m
    $124–743

Chicago to DeLand by bus, taxi, and train

Calendar49Weekly Services
Duration26h 14mAverage Duration
Ticket$144Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Chicago Union Station to Deland once daily. Tickets cost $230–600 and the journey takes 37h 15m.

Airlines
Train operators
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