Rome2Rio

How to get fromCortland to Chicagoby bus, plane, train, bus (Greyhound), or car

Find Transport to Chicago

See all options

There are 8 ways to get from Cortland to Chicago by bus, plane, train, bus (Greyhound), 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. Bus to Syracuse Hancock International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Cortland to Syracusebus bus
    2. Fly from Syracuse Hancock International Airport (SYR) to Chicago O'Hare International Airport (ORD)plane plane SYR - ORD
    6h 2m
    $85–462

  2. Bus, train

    1. Take the bus from Cortland to Rochesterbus bus Adt N810 / ...
    2. Take the train from Rochester to Chicago Union Stationtrain train Lake Shore Limited
    15h 13m
    $204–462

  3. Bus

    1. Take the bus from Cortland to Syracusebus bus 324
    2. Take the bus from Syracuse Bus Station to Cleveland Bus Stationbus bus
    3. Take the bus from Cleveland Bus Station to Chicago Bus Stationbus bus
    16h 55m
    $105–220

  4. Drive 677.7 mi

    1. Drive from Cortland to Chicagocar car 677.7 mi
    12h 14m
    $124–179

  5. Bus, train to Rochester, fly to Chicago Midway International Airport

    1. Take the bus from Cortland to Syracusebus bus
    2. Take the train from Syracuse Regional Transportation Center to Rochestertrain train
    3. Fly from Rochester (ROC) to Chicago Midway International Airport (MDW)plane plane ROC - MDW
    6h 32m
    $127–658

  6. Bus, train to Rochester, fly to Chicago O'Hare International Airport

    1. Take the bus from Cortland to Syracusebus bus
    2. Take the train from Syracuse Regional Transportation Center to Rochestertrain train
    3. Fly from Rochester (ROC) to Chicago O'Hare International Airport (ORD)plane plane ROC - ORD
    7h 2m
    $112–588

  7. Bus, bus to Wilkes-Barre/Scranton International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Cortland to Binghamtonbus bus
    2. Take the bus from Binghamton to Scranton Bus Stationbus bus
    3. Fly from Wilkes-Barre/Scranton International Airport (AVP) to Chicago O'Hare International Airport (ORD)plane plane AVP - ORD
    7h 8m
    $131–484

  8. Bus, bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Cortland to Syracusebus bus
    2. Take the bus from Syracuse Bus Station to Buffalo Niagara International Airportbus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    7h 38m
    $194–475

Cortland to Chicago by bus and train

Calendar14Weekly Services
Duration15h 13mAverage Duration
Ticket$204Cheapest Price
See schedules

Questions & Answers

Map of how to get from Cortland to Chicago.ExpandLaunch map view
  • Distance: 664 mi
  • Duration: 6h 2m

What companies run services between Cortland, NY, USA and Chicago, IL, USA?

You can take a bus from Cortland to Chicago Bus Station via Syracuse Bus Station and Cleveland Bus Station in around 16h 55m.

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