What is the cheapest way to get from Chicago to Brooksville?

The cheapest way to get from Chicago to Brooksville is to fly and shuttle which costs $140 - $460 and takes 7h 30m.

What is the fastest way to get from Chicago to Brooksville?

The fastest way to get from Chicago to Brooksville is to fly and shuttle and taxi which takes 6h 36m and costs $320 - $700.

Is there a direct bus between Chicago and Brooksville?

No, there is no direct bus from Chicago station to Brooksville. However, there are services departing from Chicago Bus Station and arriving at Dade City via Nashville Bus Station, C.K. Steele Plaza Gate 16 and Tallahassee. The journey, including transfers, takes approximately 26h 18m.

How far is it from Chicago to Brooksville?

The distance between Chicago and Brooksville is 1110 miles. The road distance is 1079.9 miles.

How do I travel from Chicago to Brooksville without a car?

The best way to get from Chicago to Brooksville without a car is to bus which takes 26h 18m and costs $260 - $390.

How long does it take to get from Chicago to Brooksville?

It takes approximately 6h 36m to get from Chicago to Brooksville, including transfers.

Where do I catch the Chicago to Brooksville bus from?

Chicago to Brooksville bus services, operated by Greyhound USA, depart from Chicago Bus Station.

Where does the Chicago to Brooksville bus arrive?

Chicago to Brooksville bus services, operated by Greyhound USA, arrive at Nashville Bus Station.

What is the time difference between Chicago and Brooksville?

Brooksville is 1h ahead of Chicago. It is currently 3:39 PM in Chicago and 4:39 PM in Brooksville.

Can I drive from Chicago to Brooksville?

Yes, the driving distance between Chicago to Brooksville is 1080 miles. It takes approximately 19h 33m to drive from Chicago to Brooksville.

Where can I stay near Brooksville?

There are 108+ hotels available in Brooksville.

Chicago to Brooksville - 9 ways to travel via train, plane, shuttle, and taxi

There are 9 ways to get from Chicago to Brooksville by plane, shuttle, taxi, bus (Greyhound, Flixbus), train, car, or bus

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

Fly Chicago Midway International Airport to Orlando, shuttle, taxi
best
1. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane MDW - MCO
2. Take a shuttle bus from MCO Airport - Terminal A to Brownwood Hotel & Spashuttle
3. Take the taxi from Brownwood Hotel & Spa to Brooksvilletaxi
6h 36m
$322–655
Fly Chicago Midway International Airport to Tampa, shuttle
cheapest
1. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)plane MDW - TPA
2. Take a shuttle bus from Tampa International Airport - Red Terminal to Brooksville Wawashuttle
7h 30m
$140–457
Bus
1. Take the bus from Chicago Bus Station to Nashville Bus Stationbus
2. Take the bus from Nashville Bus Station to Tallahasseebus
3. Take the bus from Tallahassee to Dade Citybus
26h 18m
$263–383
Train, drive (Amtrak)
1. Take the train from Chicago Union Station to Lakeland Amtrak Stationtrain Floridian
2. Drive from Lakeland Amtrak Station to Brooksvillecar
41h 4m
$439–1,031
Drive 1,073.6 mi
1. Drive from Chicago to Brooksvillecar 1,073.6 mi
19h 33m
$196–283
Fly Chicago O'Hare International Airport to Orlando, shuttle, taxi
1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane ORD - MCO
2. Take a shuttle bus from MCO Airport - Terminal A to Brownwood Hotel & Spashuttle
3. Take the taxi from Brownwood Hotel & Spa to Brooksvilletaxi
6h 55m
$202–575
Fly Chicago O'Hare International Airport to Tampa, shuttle
1. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)plane ORD - TPA
2. Take a shuttle bus from Tampa International Airport - Red Terminal to Brooksville Wawashuttle
7h 49m
$180–607
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 MDW - SRQ
2. Take the bus from Bradenton/Sarasota - Mobil Gas Station to University of South Florida - 3801 USF Holly Drbus
3. Take the taxi from University of South Florida - 3801 USF Holly Dr to Brooksvilletaxi
8h 6m
$310–1,160
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 ORD - SRQ
2. Take the bus from Bradenton/Sarasota - Mobil Gas Station to University of South Florida - 3801 USF Holly Drbus
3. Take the taxi from University of South Florida - 3801 USF Holly Dr to Brooksvilletaxi
8h 43m
$260–860

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

57Weekly Planes

2h 54mAverage Duration

$120Cheapest Price

See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Brooksville.

Launch map view

Distance: 1,103.7 mi
Duration: 6h 36m

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

You can take a bus from Chicago Bus Station to Brooksville via Nashville Bus Station, C.K. Steele Plaza Gate 16, N Monroe Street and John Knox Road, Tallahassee, and Dade City in around 26h 18m.

Airlines

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