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

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There are 7 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 31m
    $98–404

  2. Train, bus via Washington

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the bus from Chicago Bus Station to Washington Union Stationbus bus
    3. Take the bus from Washington Union Station to Miamibus bus
    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
    $298–555

  3. 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
    $629–1,456

  4. Drive 1,486.4 mi

    1. Drive from Naperville to Key Westcar car 1,486.4 mi
    27h 36m
    $272–392

  5. 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
    8h 24m
    $118–494

  6. 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 14m
    $127–487

  7. Train, train to General Mitchell International Airport, fly

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Milwaukeetrain train
    3. Fly from General Mitchell International Airport (MKE) to Key West International Airport (EYW)plane plane MKE - EYW
    10h 2m
    $164–688

Naperville to Key West by train, foot, bus, and taxi

Calendar4Weekly Services
Duration2dAverage Duration
Ticket$298Cheapest Price
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Comparing Your Travel Options

Map of how to get from Naperville to Key West.ExpandLaunch map view
  • Distance: 1,303.3 mi
  • Duration: 6h 31m

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 LaSalle, 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, Chicago Bus Station, Washington Union Station, Miami, Miami Airport Station, Big Pine Key, and Big Pine Key - CVS / MM30 in around 2d.

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