Rome2Rio

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

Find Transport to Chicago

See all options

There are 9 ways to get from Wooster 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 John Glenn Columbus International Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Wooster to John Glenn Columbus Intnl Airportbus bus
    2. Fly from John Glenn Columbus International Airport (CMH) to Chicago Midway International Airport (MDW)plane plane CMH - MDW
    5h 41m
    $73–430

  2. Bus

    cheapest
    1. Take the bus from Wooster to Cleveland, OHbus bus Cinncinati,OH-Buffalo
    2. Take the bus from Cleveland Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    10h 10m
    $36–118

  3. Bus, train

    1. Take the bus from Wooster to Cleveland, OHbus bus Cinncinati,OH-Buffalo
    2. Take the train from Cleveland Amtrak to Chicago Union Stationtrain train Floridian / ...
    10h
    $54–181

  4. Drive 336.3 mi

    1. Drive from Wooster to Chicagocar car 336.3 mi
    6h 25m
    $62–89

  5. Bus to Cleveland-Hopkins International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Wooster to Cleveland, OHbus bus
    2. Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)plane plane CLE - MDW
    5h 38m
    $79–489

  6. Bus to John Glenn Columbus International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Wooster to John Glenn Columbus Intnl Airportbus bus
    2. Fly from John Glenn Columbus International Airport (CMH) to Chicago O'Hare International Airport (ORD)plane plane CMH - ORD
    6h 9m
    $143–430

  7. Bus to Cleveland-Hopkins International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Wooster to Cleveland, OHbus bus
    2. Fly from Cleveland-Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD)plane plane CLE - ORD
    5h 58m
    $134–529

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

    1. Take the bus from Wooster to Robert K Pfaff Transit Center - Akronbus bus
    2. Fly from Akron (CAK) to Chicago O'Hare International Airport (ORD)plane plane CAK - ORD
    5h 50m
    $50–275

  9. Bus via Columbus

    1. Take the bus from Wooster to N Wilson Rd & Ferrell Pl - Columbusbus bus Buffalo
    2. Take the bus from N Wilson Rd & Ferrell Pl - Columbus to Chicagobus bus Columbus / ...
    10h 35m
    $40–124

Wooster to Chicago by bus, foot, and train

Calendar7Weekly Services
Duration10hAverage Duration
Ticket$54Cheapest Price
See schedules

Questions & Answers

What companies run services between Wooster, OH, USA and Chicago, IL, USA?

You can take a bus from Wooster to Chicago Bus Station via Cleveland, OH and Cleveland Bus Station in around 10h 10m.

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 Wooster

Trips to Chicago

Popular routes