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How to get fromNaperville to The Villagesby train, plane, shuttle, bus, taxi, or car

Find Transport to The Villages

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There are 9 ways to get from Naperville to The Villages by train, plane, shuttle, bus, 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. Train to Chicago Midway International Airport, fly to Orlando, shuttle

    best
    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane plane MDW - MCO
    3. Take a shuttle bus from MCO Airport - Terminal A to Lake Sumter Depotshuttle bus
    7h 38m
    $222–476

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

    cheapest
    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane plane ORD - MCO
    3. Take a shuttle bus from MCO Airport - Terminal A to Lake Sumter Depotshuttle bus
    7h 47m
    $112–466

  3. Train, bus

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the bus from Chicago Train Station to Atlanta Bus Stationbus bus
    3. Take the bus from Atlanta Bus Station to Jacksonvillebus bus
    4. Take the bus from Jacksonville to The Villages-Lady Lake Amtrak Bus Stopbus bus
    30h 50m

  4. Train, taxi

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Delandtrain train
    3. Take the taxi from Deland to The Villagestaxi taxi
    40h 24m
    $1,005–1,636

  5. Drive  1,070 mi

    1. Drive from Naperville to The Villagescar car 1,070 mi
    19h 26m
    $196–283

  6. Train to Chicago Midway International Airport, fly to Tampa, shuttle

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)plane plane MDW - TPA
    3. Take a shuttle bus from Tampa International Airport - Red Terminal to Lake Sumter Depotshuttle bus
    8h 55m
    $157–481

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

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)plane plane ORD - TPA
    3. Take a shuttle bus from Tampa International Airport - Red Terminal to Lake Sumter Depotshuttle bus
    9h 10m
    $177–291

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

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the train from Van Buren St. to South Bend Airporttrain train
    3. Fly from South Bend (SBN) to Orlando Sanford (SFB)plane plane SBN - SFB
    4. Take the taxi from Orlando-Sanford-Airport-SFB to The Villagestaxi taxi
    8h 38m
    $227–616

  9. Train to Chicago Midway International Airport, fly to Jacksonville, bus

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Jacksonville (JAX)plane plane MDW - JAX
    3. Take the bus from Jacksonville to The Villages-Lady Lake Amtrak Bus Stopbus bus
    12h 13m

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 Naperville to The Villages.ExpandLaunch map view
  • Distance: 1,100.7 mi
  • Duration: 7h 38m

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

There is no direct connection from Naperville to The Villages. However, you can take the train to Chicago Union Station, walk to LaSalle/Van Buren, take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Orlando (MCO), walk to MCO Airport - Terminal A, then take the shuttle to Lake Sumter Depot. Alternatively, you can take a train from Naperville to The Villages-Lady Lake Amtrak Bus Stop via Chicago Union Station, Chicago Train Station, Atlanta Bus Station, Jacksonville, JRTC Bay H, Amtrak Station, and Jacksonville in around 30h 50m.

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