Rome2Rio

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

Find Transport to Chicago

See all options

There are 7 ways to get from Catskill to Chicago by bus, plane, train (Amtrak), bus (Greyhound, Flixbus), 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 Albany County Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Catskill to Albanybus bus
    2. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane plane ALB - MDW
    5h 30m
    $151–742

  2. Bus to Westchester County Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Catskill to White Plainsbus bus
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    8h 49m
    $104–496

  3. Train

    1. Take the train from Hudson Amtrak Station to Albany-Rensselaer Amtrak Stationtrain train Empire Service / ...
    2. Take the train from Albany-Rensselaer Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    17h 45m
    $264–650

  4. Bus

    1. Take the bus from Catskill to New Yorkbus bus
    2. Take the bus from Port Authority Bus Terminal to Newark Penn Stationbus bus 108
    3. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus
    24h 6m
    $153–332

  5. Drive 829.2 mi

    1. Drive from Catskill to Chicagocar car 829.2 mi
    14h 29m
    $152–219

  6. Bus to Albany County Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Catskill to Albanybus bus
    2. Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane plane ALB - ORD
    5h 58m
    $116–592

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

    1. Take the bus from Catskill to New Yorkbus bus
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    7h 16m
    $131–640

Catskill to Chicago by bus

Calendar6Weekly Buses
Duration24h 6mAverage Duration
Ticket$153Cheapest Price
See schedules

Questions & Answers

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

You can take a vehicle from Catskill to Chicago Union Station via Hudson Amtrak Station and Albany-Rensselaer Amtrak Station in around 17h 45m. Alternatively, you can take a bus from Catskill to Chicago Bus Station via New York, Port Authority Bus Terminal, and Newark Penn Station in around 24h 6m.

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 Catskill

Trips to Chicago

Popular routes