Rome2Rio

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

Find Transport to Key West

See all options

There are 6 ways to get from Naperville to Key West by plane, train, 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. Fly from Chicago O'Hare International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Key West International Airport (EYW)plane plane ORD - EYW
    6h 5m
    $109–426

  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
    $308–555

  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
    $679–1,456

  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
    $128–574

  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
    $142–587

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

Calendar4Weekly Services
Duration2dAverage Duration
Ticket$308Cheapest Price
See schedules

Questions & Answers

Map of how to get from Naperville to Key West.ExpandLaunch map view
  • Distance: 1,286.8 mi
  • Duration: 6h 5m

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

American Airlines, United Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Key West International Airport (EYW) every 4 hours.

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