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How to get fromNaperville to Key Westby train, plane, bus or car

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There are 6 ways to get from Naperville to Key West 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 O'Hare International Airport, fly

    best
    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Key West International Airport (EYW)plane plane ORD - EYW
    6h 28m
    $138–624

  2. Train, bus

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Hollywood Amtrak Stationtrain train
    3. Take the bus from Miami Airport Station to Big Pine Keybus bus
    4. Take the bus from Big Pine Key - CVS / MM30 to N Roosevelt & 3rd Streetbus bus Lks
    2d 8h
    $392–1,856

  3. Drive 1,486.6 mi

    1. Drive from Naperville to Key Westcar car 1,486.6 mi
    27h 34m
    $272–392

  4. Train to Chicago Midway International Airport, fly

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Key West International Airport (EYW)plane plane MDW - EYW
    7h 47m
    $168–774

  5. Train, train to South Bend, fly

    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 Key West International Airport (EYW)plane plane SBN - EYW
    10h 24m
    $212–937

  6. Train, bus via Newark

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the bus from Chicago to Newark Penn Stationbus bus
    3. Take the train from Newark Penn Station to Miami Amtrak Stationtrain train
    4. Take the bus from Miami Airport Station to Big Pine Keybus bus
    5. Take the bus from Big Pine Key - CVS / MM30 to N Roosevelt & 3rd Streetbus bus Lks
    2d 10h
    $316–902

Naperville to Key West by train, bus, and foot

Calendar7Weekly Services
Duration2d 8hAverage Duration
Ticket$392Cheapest Price
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Questions & Answers

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

There is no direct connection from Naperville to Key West. However, you can take the train to Chicago Union Station, walk to Monroe-Blue, take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Key West International Airport (EYW), then take the taxi to Key West. Alternatively, you can take a train from Naperville to N Roosevelt & 3rd Street via Chicago Union Station, Hollywood Amtrak Station, Hollywood Station, Miami, Airport Intermodal Station, Miami Airport Station, Big Pine Key, and Big Pine Key - CVS / MM30 in around 2d 8h.

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