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How to get fromChicago to Brooksvilleby plane, shuttle, taxi, bus, train, or car

Find Transport to Brooksville

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There are 9 ways to get from Chicago to Brooksville by plane, shuttle, taxi, bus, train, 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 Chicago Midway International Airport to Orlando, shuttle, taxi

    best
    1. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane plane MDW - MCO
    2. Take a shuttle bus from MCO Airport - Terminal A to Brownwood Hotel & Spashuttle bus
    3. Take the taxi from Brownwood Hotel & Spa to Brooksvilletaxi taxi
    6h 36m
    $322–655

  2. Fly Chicago Midway International Airport to Tampa, shuttle

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)plane plane MDW - TPA
    2. Take a shuttle bus from Tampa International Airport - Red Terminal to Brooksville Wawashuttle bus
    7h 30m
    $140–457

  3. Bus, taxi

    1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Tampa Bus Stationbus bus
    3. Take the taxi from Wiregrass Park n Ride to Brooksvilletaxi taxi
    28h 20m
    $230–390

  4. Train, drive (Amtrak)

    1. Take the train from Chicago Union Station to Lakeland Amtrak Stationtrain train Floridian
    2. Drive from Lakeland Amtrak Station to Brooksvillecar car
    41h 4m
    $502–1,082

  5. Drive 1,073.6 mi

    1. Drive from Chicago to Brooksvillecar car 1,073.6 mi
    19h 33m
    $196–283

  6. Fly Chicago O'Hare International Airport to Orlando, shuttle, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane plane ORD - MCO
    2. Take a shuttle bus from MCO Airport - Terminal A to Brownwood Hotel & Spashuttle bus
    3. Take the taxi from Brownwood Hotel & Spa to Brooksvilletaxi taxi
    7h 6m
    $202–645

  7. Fly Chicago O'Hare International Airport to Tampa, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)plane plane ORD - TPA
    2. Take a shuttle bus from Tampa International Airport - Red Terminal to Brooksville Wawashuttle bus
    8h
    $190–607

  8. Fly Chicago Midway International Airport to Sarasota–Bradenton International Airport, bus, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)plane plane MDW - SRQ
    2. Take the bus from Bradenton/Sarasota - Mobil Gas Station to University of South Florida - 3801 USF Holly Drbus bus
    3. Take the taxi from University of South Florida - 3801 USF Holly Dr to Brooksvilletaxi taxi
    8h 35m
    $290–1,018

  9. Fly Chicago O'Hare International Airport to Sarasota–Bradenton International Airport, bus, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Sarasota–Bradenton International Airport (SRQ)plane plane ORD - SRQ
    2. Take the bus from Bradenton/Sarasota - Mobil Gas Station to University of South Florida - 3801 USF Holly Drbus bus
    3. Take the taxi from University of South Florida - 3801 USF Holly Dr to Brooksvilletaxi taxi
    9h 8m
    $250–818

Chicago Midway International Airport (MDW) to Orlando (MCO) flights

Calendar46Weekly Planes
Duration2h 56mAverage Duration
Ticket$118Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Brooksville.ExpandLaunch map view
  • Distance: 1,103.7 mi
  • Duration: 6h 36m

What companies run services between Chicago, IL, USA and Brooksville, FL, USA?

There is no direct connection from Chicago to Brooksville. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Orlando (MCO), walk to MCO Airport - Terminal A, take the shuttle to Brownwood Hotel & Spa, then take the taxi to Brooksville. Alternatively, you can take the bus to Atlanta Bus Station, take the bus to Tampa Bus Station, take the line 275 bus to Wiregrass Park n Ride, then take the taxi to Brooksville.

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