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

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There are 10 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 train
    2. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane plane MCO - MDW
    7h 24m
    $89–424

  2. Drive, bus

    1. Drive from DeLand to Ocalacar car
    2. Take the bus from Ocala to Gainesville - Commuter Lot Parking Garage @ Gale Lemerandbus bus
    3. Take the bus from Gainesville to Atlanta - Civic Center MARTA Stationbus bus
    4. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    25h 47m
    $201–431

  3. Train (Amtrak)

    1. Take the train from Deland to Chicago Union Stationtrain train Floridian
    39h 7m
    $452–1,002

  4. Drive 1,091.9 mi

    1. Drive from DeLand to Chicagocar car 1,091.9 mi
    19h 31m
    $200–288

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

    1. Take the train from DeLand to Sand Lake Roadtrain train
    2. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane plane MCO - ORD
    7h 46m
    $109–334

  6. 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 Van Buren St.train train
    6h 8m
    $166–731

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

    1. Take the train from Deland to Jacksonvilletrain train
    2. Fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW)plane plane JAX - MDW
    9h 57m
    $165–778

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

    1. Take the train from Deland to Tampatrain train
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    10h 27m
    $145–584

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

    1. Take the train from Deland to Jacksonvilletrain train
    2. Fly from Jacksonville (JAX) to Chicago O'Hare International Airport (ORD)plane plane JAX - ORD
    10h 23m
    $130–578

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

    1. Take the train from DeLand to Sand Lake Roadtrain train
    2. Fly from Orlando (MCO) to General Mitchell International Airport (MKE)plane plane MCO - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 52m
    $172–778

DeLand to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration39h 7mAverage Duration
Ticket$452Cheapest 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 $450–1,000 and the journey takes 37h 56m.

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