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How to get fromCanandaigua to Chicagoby bus, plane, taxi, train or car

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There are 6 ways to get from Canandaigua to Chicago by bus, plane, taxi, train, 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, bus to Rochester, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from West Ave Hub, Shelter 1-Canandaigua to Geneva Exchange Lot-Genevabus bus
    2. Take the bus from Geneva, NY to Rochester, NYbus bus
    3. Fly from Rochester (ROC) to Chicago O'Hare International Airport (ORD)plane plane ROC - ORD
    7h 18m
    $153–546

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

    cheapest
    1. Take the bus from West Ave Hub, Shelter 1-Canandaigua to Geneva Exchange Lot-Genevabus bus
    2. Take the bus from Geneva, NY to Buffalo, NYbus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    8h 2m
    $98–531

  3. Taxi, train (Amtrak)

    1. Take the taxi from Canandaigua to Rochestertaxi taxi
    2. Take the train from Rochester to Chicago Union Stationtrain train Lake Shore Limited
    12h 17m
    $159–311

  4. Drive 608.5 mi

    1. Drive from Canandaigua to Chicagocar car 608.5 mi
    10h 45m
    $111–161

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

    1. Take the bus from West Ave Hub, Shelter 1-Canandaigua to Geneva Exchange Lot-Genevabus bus
    2. Take the bus from Geneva, NY to Rochester, NYbus bus
    3. Fly from Rochester (ROC) to Chicago Midway International Airport (MDW)plane plane ROC - MDW
    7h 6m
    $113–606

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

    1. Take the bus from West Ave Hub, Shelter 1-Canandaigua to Geneva Exchange Lot-Genevabus bus
    2. Take the bus from Geneva, NY to Buffalo, NYbus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    7h 51m
    $133–771

Rochester (ROC) to Chicago O'Hare International Airport (ORD) flights

Calendar80Weekly Planes
Duration3h 47mAverage Duration
Ticket$64Cheapest Price
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Questions & Answers

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

There is no direct connection from Canandaigua to Chicago. However, you can take the bus to Geneva Exchange Lot-Geneva, take the bus to Rochester, NY, walk to Rochester (ROC) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take the taxi to Rochester then take the train to Chicago Union Station.

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