Rome2Rio

How to get fromOcala to Chicagoby shuttle, plane, bus (Amtrak, Flixbus, Greyhound), bus, train, or car

Find Transport to Chicago

See all options

There are 10 ways to get from Ocala to Chicago by shuttle, plane, bus (Amtrak, Flixbus, Greyhound), 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. Shuttle to Orlando, fly to Chicago Midway International Airport

    best
    1. Take a shuttle bus from Hiton Garden Inn Downtown Ocala to Orlando Airportshuttle bus
    2. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane plane MCO - MDW
    6h 31m
    $252–485

  2. Shuttle to Orlando, fly to Chicago O'Hare International Airport

    cheapest
    1. Take a shuttle bus from Hiton Garden Inn Downtown Ocala to Orlando Airportshuttle bus
    2. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane plane MCO - ORD
    6h 49m
    $142–475

  3. Bus

    1. Take the bus from Ocala Amtrak Bus Stop to Jacksonvillebus bus
    2. Take the bus from Jacksonville to Atlanta Bus Stationbus bus
    3. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    28h 14m

  4. Bus, train (Amtrak)

    1. Take the bus from Ocala Amtrak Bus Stop to Jacksonvillebus bus Amtrak Thruway Connecting Service
    2. Take the train from Jacksonville to Chicago Union Stationtrain train Floridian
    38h 52m

  5. Drive  1,031 mi

    1. Drive from Ocala to Chicagocar car 1,031 mi
    18h 27m
    $189–272

  6. Bus, shuttle to Tampa, fly to Chicago Midway International Airport

    1. Take the bus from Ocala Amtrak Bus Stop to Wildwood Amtrak Stationbus bus
    2. Take a shuttle bus from Brownwood Hotel & Spa to Tampa International Airport - Red Terminalshuttle bus
    3. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    8h 22m

  7. Bus to Jacksonville, fly to Chicago Midway International Airport

    1. Take the bus from Ocala Amtrak Bus Stop to Jacksonvillebus bus
    2. Fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW)plane plane JAX - MDW
    9h 11m

  8. Bus, shuttle to Tampa, fly to Chicago O'Hare International Airport

    1. Take the bus from Ocala Amtrak Bus Stop to Wildwood Amtrak Stationbus bus
    2. Take a shuttle bus from Brownwood Hotel & Spa to Tampa International Airport - Red Terminalshuttle bus
    3. Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)plane plane TPA - ORD
    8h 50m

  9. Bus to Jacksonville, fly to Chicago O'Hare International Airport

    1. Take the bus from Ocala Amtrak Bus Stop to Jacksonvillebus bus
    2. Fly from Jacksonville (JAX) to Chicago O'Hare International Airport (ORD)plane plane JAX - ORD
    9h 43m

  10. Shuttle to Orlando, fly to General Mitchell International Airport, train

    1. Take a shuttle bus from Hiton Garden Inn Downtown Ocala to Orlando Airportshuttle bus
    2. Fly from Orlando (MCO) to General Mitchell International Airport (MKE)plane plane MCO - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 51m
    $527–1,259

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

Calendar58Weekly Planes
Duration2h 56mAverage Duration
Ticket$85Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Ocala to Chicago.ExpandLaunch map view
  • Distance: 1,091.9 mi
  • Duration: 6h 31m

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

You can take a bus from Ocala Amtrak Bus Stop to Chicago Bus Station via Jacksonville, Amtrak Station, JRTC Bay H, Jacksonville, and Atlanta Bus Station in around 28h 14m.

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

Booking & Getting There