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How to get fromNaples to Chicago Union Stationby bus, plane, bus (Flixbus, Greyhound), train, car, or subway

Find Transport to Chicago Union Station

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There are 8 ways to get from Naples to Chicago Union Station by bus, plane, bus (Flixbus, Greyhound), train, car, or subway

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Bus to Sarasota–Bradenton International Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Naples, FL to Bradenton/Sarasota - Mobil Gas Stationbus bus
    2. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)plane plane SRQ - MDW
    8h 28m
    $175–691

  2. Bus, bus to Fort Lauderdale–Hollywood International Airport, fly to Chicago Midway International Airport

    cheapest
    1. Take the bus from Naples, FL to Miami Airportbus bus
    2. Take the bus from Miami Airport to Fort Lauderdale Airportbus bus
    3. Fly from Fort Lauderdale–Hollywood International Airport (FLL) to Chicago Midway International Airport (MDW)plane plane FLL - MDW
    8h 38m
    $158–560

  3. Bus

    1. Take the bus from Naples, FL to University of South Florida - 3801 USF Holly Drbus bus
    2. Take the bus from University of South Florida to Atlanta Bus Stationbus bus
    3. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    29h 26m
    $233–442

  4. Bus, train

    1. Take the bus from Naples, FL to University of South Florida - 3801 USF Holly Drbus bus Miami
    2. Take the train from Tampa to Chicago Union Stationtrain train Floridian
    46h 18m
    $617–1,316

  5. Drive 1,258.3 mi

    1. Drive from Naples to Chicago Union Stationcar car 1,258.3 mi
    22h 52m
    $230–332

  6. Line 11 bus, line 600 bus, line 240 bus to Ft. Myers, fly to Chicago Midway International Airport, subway

    1. Take the bus from 3rd Ave S to Creekside WLinCbus bus
    2. Take the bus from Creekside Way Transfer @ Immokalee Rd to Coconut Point Mallbus bus
    3. Take the bus from Coconut Point Mall to South Fort Myers Transfer/P&Rbus bus
    4. Fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW)plane plane RSW - MDW
    5. Take the subway from Midway to Quincysubway subway
    9h 22m

  7. Line 11 bus, line 600 bus, line 240 bus to Ft. Myers, fly to Chicago O'Hare International Airport

    1. Take the bus from 3rd Ave S to Creekside WLinCbus bus
    2. Take the bus from Creekside Way Transfer @ Immokalee Rd to Coconut Point Mallbus bus
    3. Take the bus from Coconut Point Mall to South Fort Myers Transfer/P&Rbus bus
    4. Fly from Ft. Myers (RSW) to Chicago O'Hare International Airport (ORD)plane plane RSW - ORD
    9h 58m

  8. Bus to Tampa, fly to Chicago Midway International Airport

    1. Take the bus from Naples, FL to University of South Florida - 3801 USF Holly Drbus bus
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    10h 9m
    $198–523

Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW) flights

Calendar19Weekly Planes
Duration4h 35mAverage Duration
Ticket$121Cheapest Price
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Questions & Answers

Map of how to get from Naples to Chicago Union Station.ExpandLaunch map view
  • Distance: 1,184.5 mi
  • Duration: 8h 28m

What companies run services between Naples, FL, USA and Chicago Union Station, IL, USA?

You can take a vehicle from Naples to Chicago Union Station via Naples, FL, University of South Florida, Atlanta Bus Station, and Chicago Bus Station in around 29h 26m.

Airlines
Train operators
Bus operators

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