Rome2Rio

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

Find Transport to Lady Lake

See all options

There are 11 ways to get from Chicago to Lady Lake by plane, shuttle, bus (Greyhound, Flixbus), train, taxi, car, or bus

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, shuttle

    best
    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 Lake Sumter Depotshuttle bus
    7h 32m
    $168–493

  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 Spanish Springsshuttle bus
    8h 1m
    $134–461

  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 29m
    $250–368

  4. Train, taxi

    1. Take the train from Chicago Union Station to Delandtrain train Floridian
    2. Take the taxi from Deland to Lady Laketaxi taxi
    38h 18m
    $1,018–1,538

  5. Drive  1,053.4 mi

    1. Drive from Chicago to Lady Lakecar car 1,053.4 mi
    18h 59m
    $193–278

  6. 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 Lake Sumter Depotshuttle bus
    7h 53m
    $178–473

  7. Fly Chicago Midway International Airport to Orlando, shuttle

    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 Spanish Springsshuttle bus
    7h 34m
    $228–521

  8. 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 The Villages-Lady Lake Amtrak Bus Stopbus bus
    10h 50m

  9. 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 Bradenton/Sarasota - Mobil Gas Station to Ocala, FLbus bus
    9h 13m
    $210–739

  10. Fly Chicago O'Hare International Airport to Jacksonville, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Jacksonville (JAX)plane plane ORD - JAX
    2. Take the bus from Jacksonville to The Villages-Lady Lake Amtrak Bus Stopbus bus
    11h 11m

  11. 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 Bradenton/Sarasota - Mobil Gas Station to Ocala, FLbus bus
    9h 44m
    $174–529

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

Calendar59Weekly Planes
Duration3h 7mAverage Duration
Ticket$135Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Lady Lake.ExpandLaunch map view
  • Distance: 1,130.3 mi
  • Duration: 7h 32m

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

You can take a bus from Chicago Bus Station to Lady Lake via Nashville Bus Station, C.K. Steele Plaza Gate 16, N Monroe Street and John Knox Road, Tallahassee, and Wildwood in around 25h 29m.

Airlines
Train operators
Bus operators
Other 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

Booking & Getting There