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How to get fromNaperville to Siesta Keyby train, plane, bus, or car

Find Transport to Siesta Key

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There are 5 ways to get from Naperville to Siesta Key by train, plane, bus, 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

    best
    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)plane plane MDW - SRQ
    6h 45m
    $169–815

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

    cheapest
    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Sarasota–Bradenton International Airport (SRQ)plane plane ORD - SRQ
    7h 10m
    $139–665

  3. Train, bus

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus bus
    3. Take the bus from Atlanta Bus Station to Tampa Bus Stationbus bus
    4. Take the bus from Tampa Bus Station to Sarasota Cattlemen Transfer Centerbus bus
    31h 59m
    $181–344

  4. Train, drive

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Tampatrain train
    3. Drive from Tampa to Siesta Keycar car
    44h 8m
    $515–1,222

  5. Drive 1,196.9 mi

    1. Drive from Naperville to Siesta Keycar car 1,196.9 mi
    21h 28m
    $219–316

Naperville to Siesta Key by train, foot, and bus

Calendar7Weekly Services
Duration31h 59mAverage Duration
Ticket$181Cheapest Price
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Questions & Answers

Map of how to get from Naperville to Siesta Key.ExpandLaunch map view
  • Distance: 1,093.5 mi
  • Duration: 6h 45m

What companies run services between Naperville, IL, USA and Siesta Key, FL, USA?

There is no direct connection from Naperville to Siesta Key. 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 Sarasota–Bradenton International Airport (SRQ), walk to Airport Cir @ Bradenton Connector Ns, take the bus to Downtown Transfer Station, walk to Main St @ Lemon Ave, then take the line 77 bus to Ocean Blvd @ Avenida Madera. Alternatively, you can take a train from Naperville to Ocean Blvd @ Avenida Madera via Chicago Union Station, Chicago Bus Station, Atlanta Bus Station, Tampa Bus Station, Sarasota Cattlemen Transfer Center, and Cattlemen Transit Station in around 31h 59m.

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