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How to get fromDeLand to Chicagoby train, plane, car, bus or train (Amtrak)

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There are 11 ways to get from DeLand to Chicago by train, plane, car, bus, or train (Amtrak)

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 Orlando, fly to Chicago Midway International Airport

    best
    1. Take the train from DeLand to Sand Lake Roadtrain
    2. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)planeMCO - MDW
    7h 21m
    $69–364

  2. Drive, bus

    1. Drive from DeLand to Ocalacar
    2. Take the bus from Ocala to Gainesville - Commuter Lot Parking Garage @ Gale Lemerandbus
    3. Take the bus from Gainesville to Atlanta - Civic Center MARTA Stationbus
    4. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus
    25h 46m
    $137–413

  3. Train (Amtrak)

    1. Take the train from Deland to Chicago Union StationtrainFloridian
    39h 7m
    $422–802

  4. Drive 1,092 mi

    1. Drive from DeLand to Chicagocar1,092 mi
    19h 18m
    $200–288

  5. Fly Orlando Sanford to South Bend, train

    1. Fly from Orlando Sanford (SFB) to South Bend (SBN)planeSFB - SBN
    2. Take the train from South Bend Airport to Van Buren St.train
    6h 5m
    $126–581

  6. Train to Orlando, fly to Chicago O'Hare International Airport

    1. Take the train from DeLand to Sand Lake Roadtrain
    2. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)planeMCO - ORD
    7h 41m
    $79–274

  7. Train to Jacksonville, fly to Chicago Midway International Airport

    1. Take the train from Deland to Jacksonvilletrain
    2. Fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW)planeJAX - MDW
    9h 52m
    $145–708

  8. Train to Tampa, fly to Chicago Midway International Airport

    1. Take the train from Deland to Tampatrain
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)planeTPA - MDW
    10h 22m
    $101–499

  9. Train to Jacksonville, fly to Chicago O'Hare International Airport

    1. Take the train from Deland to Jacksonvilletrain
    2. Fly from Jacksonville (JAX) to Chicago O'Hare International Airport (ORD)planeJAX - ORD
    10h 19m
    $115–538

  10. Fly Orlando Sanford to Gerald R. Ford International Airport, train

    1. Fly from Orlando Sanford (SFB) to Gerald R. Ford International Airport (GRR)planeSFB - GRR
    2. Take the train from Grand Rapids Vernon J. Ehlers Station to Chicago Union Stationtrain
    10h 22m
    $212–960

  11. Train to Orlando, fly to General Mitchell International Airport, train

    1. Take the train from DeLand to Sand Lake Roadtrain
    2. Fly from Orlando (MCO) to General Mitchell International Airport (MKE)planeMCO - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain
    9h 47m
    $161–629

DeLand to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration39h 7mAverage Duration
Ticket$422Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Deland to Chicago Union Station once daily. Tickets cost $420–800 and the journey takes 37h 56m.

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