Rome2Rio

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

Find Transport to Siesta Key

See all options

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
    $149–765

  2. Train, bus via Atlanta

    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 Orlando Bus Stationbus bus
    4. Take the bus from Orlando Bus Station to Sarasota Cattlemen Transfer Centerbus bus
    32h 50m
    $151–363

  3. Train, bus

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Tampatrain train
    3. Take the bus from Tampa Bus Station to Sarasota Cattlemen Transfer Centerbus bus
    46h 55m
    $184–583

  4. Drive 1,197.1 mi

    1. Drive from Naperville to Siesta Keycar car 1,197.1 mi
    21h 26m
    $219–316

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

    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
    $159–765

Naperville to Siesta Key by train and bus

Calendar14Weekly Services
Duration32h 50mAverage Duration
Ticket$151Cheapest Price
See schedules

Questions & Answers

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 Union Station, Chicago Train Station, Atlanta Bus Station, Orlando Bus Station, Sarasota Cattlemen Transfer Center, and Cattlemen Transit Station in around 32h 50m.

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

Trips from Naperville

Trips to Siesta Key

Popular routes