Rome2Rio

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

Find Transport to Legoland Florida

See all options

There are 10 ways to get from Chicago to Legoland Florida by plane, bus, bus (Greyhound, Flixbus), 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. Fly Chicago Midway International Airport to Tampa, bus

    best
    1. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)plane plane MDW - TPA
    2. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    9h 16m
    $134–624

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane plane ORD - MCO
    2. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    9h 49m
    $86–625

  3. Bus

    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 bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    28h 37m
    $185–353

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Winter Haventrain train Floridian
    42h 5m
    $649–1,255

  5. Drive 1,127.9 mi

    1. Drive from Chicago to Legoland Floridacar car 1,127.9 mi
    20h 17m
    $206–298

  6. Fly Chicago Midway International Airport to Orlando, bus

    1. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane plane MDW - MCO
    2. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    9h 27m
    $216–505

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)plane plane ORD - TPA
    2. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    9h 44m
    $164–574

  8. Fly Chicago Midway International Airport to Sarasota–Bradenton International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)plane plane MDW - SRQ
    2. Take the bus from Sarasota Cattlemen Transfer Center to Tampa Bus Stationbus bus
    3. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    11h 40m
    $182–790

  9. Fly Chicago O'Hare International Airport to Sarasota–Bradenton International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Sarasota–Bradenton International Airport (SRQ)plane plane ORD - SRQ
    2. Take the bus from Sarasota Cattlemen Transfer Center to Tampa Bus Stationbus bus
    3. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    12h 14m
    $142–640

  10. Fly Chicago Midway International Airport to Jacksonville, bus

    1. Fly from Chicago Midway International Airport (MDW) to Jacksonville (JAX)plane plane MDW - JAX
    2. Take the bus from Jacksonville to Orlando Bus Stationbus bus
    3. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    12h 45m
    $144–664

Chicago Midway International Airport (MDW) to Tampa (TPA) flights

Calendar44Weekly Planes
Duration2h 59mAverage Duration
Ticket$126Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Legoland Florida.ExpandLaunch map view
  • Distance: 1,078 mi
  • Duration: 9h 16m

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

You can take a bus from Chicago Bus Station to Legoland Florida via Atlanta Bus Station, Orlando Bus Station, Winter Haven Terminal, and Register Rd. S.E. & Cypress Gardens Blvd. in around 28h 37m. Alternatively, Amtrak operates a train from Chicago Union Station to Winter Haven once daily. Tickets cost $600–1,200 and the journey takes 41h 59m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers