Rome2Rio

How to get fromChicago Loop to Floridaby plane, bus (Flixbus, Greyhound), train (Amtrak) or car

Find Transport to Florida

See all options

There are 11 ways to get from Chicago Loop to Florida by plane, bus (Flixbus, Greyhound), train (Amtrak), 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 Jacksonville

    best
    1. Fly from Chicago Midway International Airport (MDW) to Jacksonville (JAX)planeMDW - JAX
    5h 30m
    $124–658

  2. Fly Chicago O'Hare International Airport to Orlando

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)planeORD - MCO
    5h 48m
    $66–240

  3. Bus

    1. Take the bus from Chicago Bus Station to Atlanta Bus StationbusFlixBus 2512 / ...
    2. Take the bus from Atlanta Bus Station to JacksonvillebusFlixBus N2434 / ...
    22h 19m
    $116–264

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to JacksonvilletrainFloridian
    35h 34m
    $203–386

  5. Drive 978.1 mi

    1. Drive from Chicago Loop to Jacksonvillecar978.1 mi
    18h 25m
    $179–258

  6. Fly Chicago O'Hare International Airport to Jacksonville

    1. Fly from Chicago O'Hare International Airport (ORD) to Jacksonville (JAX)planeORD - JAX
    5h 43m
    $98–558

  7. Fly Chicago Midway International Airport to Tampa

    1. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)planeMDW - TPA
    5h 17m
    $98–495

  8. Fly Chicago O'Hare International Airport to Tampa

    1. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)planeORD - TPA
    5h 19m
    $102–305

  9. Fly Chicago Midway International Airport to Fort Lauderdale–Hollywood International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Fort Lauderdale–Hollywood International Airport (FLL)planeMDW - FLL
    5h 23m
    $114–218

  10. Fly Chicago Midway International Airport to Orlando

    1. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)planeMDW - MCO
    5h 43m
    $106–320

  11. Fly Chicago Midway International Airport to Ft. Myers

    1. Fly from Chicago Midway International Airport (MDW) to Ft. Myers (RSW)planeMDW - RSW
    7h 18m
    $156–460

Chicago Loop to Florida by bus

Calendar21Weekly Buses
Duration22h 19mAverage Duration
Ticket$116Cheapest Price
See schedules

Questions & Answers

What companies run services between Chicago Loop, IL, USA and Florida, USA?

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Jacksonville (JAX) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Newnan St + Ashley St via Atlanta Bus Station, Jacksonville, and JRTC Bay J in around 22h 19m.

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

More Questions & Answers

Where to next?

Trips from Chicago Loop

Trips to Florida

Popular routes