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

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There are 9 ways to get from Oswego 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 E Bridge St & E 6th St to C21bus bus
    2. Fly from Syracuse Hancock International Airport (SYR) to Chicago O'Hare International Airport (ORD)plane plane SYR - ORD
    6h 45m
    $79–443

  2. Bus, train

    1. Take the bus from E 1st St & E Mohawk St to Regional Transportation Centerbus bus Osw46
    2. Take the train from Syracuse Regional Transportation Center to Chicago Union Stationtrain train Lake Shore Limited
    15h 13m
    $211–449

  3. Bus

    1. Take the bus from E 1st St & E Mohawk St to Regional Transportation Centerbus 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 16m
    $101–219

  4. Drive 665.3 mi

    1. Drive from Oswego to Chicagocar car 665.3 mi
    11h 57m
    $122–176

  5. Bus to Syracuse Hancock International Airport, fly to Chicago Midway International Airport

    1. Take the bus from E Bridge St & E 6th St to C21bus bus
    2. Fly from Syracuse Hancock International Airport (SYR) to Chicago Midway International Airport (MDW)plane plane SYR - MDW
    8h 21m
    $94–513

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

    1. Take the bus from W Bridge St & W 4th St to Regional Transportation Centerbus 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 57m
    $123–658

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

    1. Take the bus from W Bridge St & W 4th St to Regional Transportation Centerbus 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 27m
    $108–588

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

    1. Take the bus from E 1st St & E Mohawk St to Regional Transportation Centerbus 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 59m
    $190–474

  9. Bus, bus to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from E 1st St & E Mohawk St to Regional Transportation Centerbus 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 O'Hare International Airport (ORD)plane plane BUF - ORD
    8h 21m
    $200–404

Oswego to Chicago by bus and train

Calendar14Weekly Services
Duration15h 13mAverage Duration
Ticket$211Cheapest Price
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Questions & Answers

Map of how to get from Oswego to Chicago.ExpandLaunch map view
  • Distance: 676.7 mi
  • Duration: 6h 45m

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

You can take a bus from E 1st St & E Mohawk St to Chicago Bus Station via Syracuse Bus Station and Cleveland Bus Station in around 17h 16m.

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Bus operators

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