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

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There are 8 ways to get from Chicago to The Villages by plane, shuttle, bus (Greyhound, Flixbus, Amtrak), train, taxi, 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 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 Lake Sumter Depotshuttle bus
    6h 8m
    $218–470

  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 Lake Sumter Depotshuttle bus
    6h 28m
    $108–460

  3. Bus

    1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Jacksonvillebus bus
    3. Take the bus from Jacksonville to The Villages-Lady Lake Amtrak Bus Stopbus bus
    28h 56m

  4. Train, taxi

    1. Take the train from Chicago Union Station to Delandtrain train Floridian
    2. Take the taxi from Deland to The Villagestaxi taxi
    38h 20m
    $1,023–1,547

  5. Drive  1,051.7 mi

    1. Drive from Chicago to The Villagescar car 1,051.7 mi
    18h 57m
    $192–278

  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 Lake Sumter Depotshuttle bus
    7h 25m
    $152–475

  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 Lake Sumter Depotshuttle bus
    7h 51m
    $172–285

  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 The Villagestaxi taxi
    6h 42m
    $220–606

Chicago Midway International Airport (MDW) to Orlando (MCO) flights

Calendar64Weekly Planes
Duration2h 50mAverage Duration
Ticket$123Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to The Villages.ExpandLaunch map view
  • Distance: 1,070.3 mi
  • Duration: 6h 8m

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

You can take a bus from Chicago Bus Station to The Villages-Lady Lake Amtrak Bus Stop via Atlanta Bus Station, Jacksonville, JRTC Bay H, Amtrak Station, and Jacksonville in around 28h 56m.

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Want to know more about travelling around United States

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