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How to get fromChicago to Wildwoodby plane, shuttle, bus (Greyhound, Flixbus), train, bus, car, or taxi

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There are 8 ways to get from Chicago to Wildwood by plane, shuttle, bus (Greyhound, Flixbus), train, bus, 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 Chicago Midway International Airport to Orlando, shuttle

    best
    1. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane plane MDW - MCO
    2. Take a shuttle bus from MCO Airport - Terminal A to Brownwood Hotel & Spashuttle bus
    5h 53m
    $248–559

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane plane ORD - MCO
    2. Take a shuttle bus from MCO Airport - Terminal A to Brownwood Hotel & Spashuttle bus
    6h 18m
    $118–569

  3. Bus

    1. Take the bus from Chicago Bus Station to Nashville Bus Stationbus bus
    2. Take the bus from Nashville Bus Station to Tallahasseebus bus
    3. Take the bus from Tallahassee to Wildwoodbus bus
    25h 26m
    $203–351

  4. Train, bus (Amtrak)

    1. Take the train from Chicago Union Station to Jacksonvilletrain train Floridian
    2. Take the bus from Jacksonville to Wildwood Amtrak Stationbus bus Amtrak Thruway Connecting Service
    39h 47m
    $526–1,077

  5. Drive 1,056.2 mi

    1. Drive from Chicago to Wildwoodcar car 1,056.2 mi
    18h 52m
    $193–279

  6. Fly Chicago Midway International Airport to Tampa, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)plane plane MDW - TPA
    2. Take a shuttle bus from Tampa International Airport - Red Terminal to Brownwood Hotel & Spashuttle bus
    6h 59m
    $194–489

  7. Fly Chicago O'Hare International Airport to Tampa, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)plane plane ORD - TPA
    2. Take a shuttle bus from Tampa International Airport - Red Terminal to Brownwood Hotel & Spashuttle bus
    7h 28m
    $224–639

  8. Train to South Bend, fly to Orlando Sanford, taxi

    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
    3. Take the taxi from Orlando-Sanford-Airport-SFB to Wildwoodtaxi taxi
    6h 46m
    $233–664

Chicago to Wildwood by train and bus (Amtrak)

Calendar7Weekly Services
Duration39h 47mAverage Duration
Ticket$526Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Wildwood.ExpandLaunch map view
  • Distance: 1,065.6 mi
  • Duration: 5h 53m

What companies run services between Chicago, IL, USA and Wildwood, Sumter County, FL, USA?

You can take a bus from Chicago Bus Station to Wildwood via Nashville Bus Station, C.K. Steele Plaza Gate 16, N Monroe Street and John Knox Road, and Tallahassee in around 25h 26m.

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