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

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There are 6 ways to get from Watertown 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 Watertown to Syracusebus bus
    2. Fly from Syracuse Hancock International Airport (SYR) to Chicago O'Hare International Airport (ORD)plane plane SYR - ORD
    5h 25m
    $106–478

  2. Bus, train

    1. Take the bus from Watertown to Syracusebus bus Adt A112 / ...
    2. Take the train from Syracuse Regional Transportation Center to Chicago Union Stationtrain train Lake Shore Limited
    15h 24m
    $239–498

  3. Bus

    1. Take the bus from Watertown to Syracusebus bus
    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
    17h 27m
    $129–268

  4. Drive 725.7 mi

    1. Drive from Watertown to Chicagocar car 725.7 mi
    12h 20m
    $133–192

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

    1. Take the bus from Watertown 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
    7h 5m
    $151–706

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

    1. Take the bus from Watertown 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 35m
    $136–636

Syracuse Hancock International Airport (SYR) to Chicago O'Hare International Airport (ORD) flights

Calendar102Weekly Planes
Duration3h 35mAverage Duration
Ticket$78Cheapest Price
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Questions & Answers

Map of how to get from Watertown to Chicago.ExpandLaunch map view
  • Distance: 691.2 mi
  • Duration: 5h 25m

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

You can take a vehicle from Watertown to Chicago Bus Station via Watertown, Syracuse Bus Station, and Cleveland Bus Station in around 17h 27m.

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