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How to get fromChicago to Canandaiguaby plane, taxi, train, bus or car

Find Transport to Canandaigua

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There are 7 ways to get from Chicago to Canandaigua by plane, taxi, train, bus, 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. Fly Chicago Midway International Airport to Rochester, taxi

    best
    1. Fly from Chicago Midway International Airport (MDW) to Rochester (ROC)plane plane MDW - ROC
    2. Take the taxi from Rochester (ROC) to Canandaiguataxi taxi
    3h 39m
    $202–775

  2. Drive 609.2 mi

    cheapest
    1. Drive from Chicago to Canandaiguacar car 609.2 mi
    10h 46m
    $112–161

  3. Train, taxi

    1. Take the train from Chicago Union Station to Rochestertrain train Lake Shore Limited
    2. Take the taxi from Rochester to Canandaiguataxi taxi
    12h 4m
    $240–449

  4. Bus, taxi

    1. Take the bus from Chicago Bus Station to Cleveland Bus Stationbus bus
    2. Take the bus from Cleveland, OH to Buffalo, NYbus bus
    3. Take the bus from Buffalo to Rochesterbus bus 325
    4. Take the taxi from Rochester to Canandaiguataxi taxi
    14h 29m
    $173–309

  5. Fly Chicago O'Hare International Airport to Rochester, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Rochester (ROC)plane plane ORD - ROC
    2. Take the taxi from Rochester (ROC) to Canandaiguataxi taxi
    4h 9m
    $302–585

  6. Fly Chicago Midway International Airport to Buffalo Niagara International Airport, bus, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane plane MDW - BUF
    2. Take the bus from Buffalo to Rochesterbus bus
    3. Take the taxi from Rochester to Canandaiguataxi taxi
    5h 50m
    $290–1,365

  7. Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, bus, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane plane ORD - BUF
    2. Take the bus from Buffalo to Rochesterbus bus
    3. Take the taxi from Rochester to Canandaiguataxi taxi
    6h 20m
    $230–965

Chicago Midway International Airport (MDW) to Rochester (ROC) flights

Calendar25Weekly Planes
Duration2h 5mAverage Duration
Ticket$106Cheapest Price
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Questions & Answers

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

There is no direct connection from Chicago to Canandaigua. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Rochester (ROC), then take the taxi to Canandaigua. Alternatively, you can take the train to Rochester then take the taxi to Canandaigua.

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