Rome2Rio

How to get fromOrlando to Chestertonby plane, train, bus (Flixbus, Greyhound), train (Amtrak), car, or bus

Find Transport to Chesterton

See all options

There are 9 ways to get from Orlando to Chesterton by plane, train, bus (Flixbus, Greyhound), train (Amtrak), 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.

  1. Fly Orlando to Chicago Midway International Airport, train

    best
    1. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane plane MCO - MDW
    2. Take the train from Museum Campus/11th St. to Dune Parktrain train
    6h 27m
    $215–512

  2. Fly Orlando to Chicago O'Hare International Airport, train

    cheapest
    1. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane plane MCO - ORD
    2. Take the train from Van Buren St. to Dune Parktrain train
    6h 49m
    $95–442

  3. Bus

    1. Take the bus from Orlando Bus Station to Atlanta Bus Stationbus bus FlixBus N2401 / ...
    2. Take the bus from Atlanta Bus Station to Gary Bus Stationbus bus Greyhound US0100
    24h 58m
    $173–328

  4. Train

    1. Take the train from Orlando to Chicago Union Stationtrain train Floridian
    2. Take the train from Van Buren St. to Dune Parktrain train Ssl / ...
    40h 45m
    $481–1,031

  5. Drive  1,075 mi

    1. Drive from Orlando to Chestertoncar car 1,075 mi
    19h 34m
    $197–284

  6. Fly Orlando to South Bend, train

    1. Fly from Orlando (MCO) to South Bend (SBN)plane plane MCO - SBN
    2. Take the train from South Bend Airport to Dune Parktrain train
    6h 7m
    $152–677

  7. Fly Orlando Sanford to South Bend, train

    1. Fly from Orlando Sanford (SFB) to South Bend (SBN)plane plane SFB - SBN
    2. Take the train from South Bend Airport to Dune Parktrain train
    4h 58m
    $221–798

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

    1. Take the bus from Orlando Bus Station to Tampa Bus Stationbus bus
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    3. Take the train from Museum Campus/11th St. to Dune Parktrain train
    8h 37m
    $137–455

  9. Fly Orlando to General Mitchell International Airport, bus, train

    1. Fly from Orlando (MCO) to General Mitchell International Airport (MKE)plane plane MCO - MKE
    2. Take the bus from Mitchell Airport to O'Hare International Airport - Terminal 2 Departuresbus bus
    3. Take the train from Van Buren St. to Dune Parktrain train
    8h 44m
    $470–1,171

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

Calendar46Weekly Planes
Duration2h 58mAverage Duration
Ticket$83Cheapest Price
See schedules

Questions & Answers

Map of how to get from Orlando to Chesterton.ExpandLaunch map view
  • Distance: 1,065.2 mi
  • Duration: 6h 27m

What companies run services between Orlando, FL, USA and Chesterton, Porter County, IN, USA?

You can take a bus from Orlando Bus Station to Chesterton via Atlanta Bus Station, Gary Bus Station, Gary Metro Center, and Dune Park in around 24h 58m. Alternatively, you can take a train from Orlando to Chesterton via Chicago Union Station, Jackson & Clinton, Michigan & Van Buren/Ida B. Wells, Van Buren St., and Dune Park in around 40h 45m.

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