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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 47m
    $222–875

  2. Drive 608.5 mi

    cheapest
    1. Drive from Chicago to Canandaiguacar car 608.5 mi
    10h 48m
    $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
    $284–502

  4. Bus, taxi

    1. Take the bus from Chicago to Clevelandbus 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 14m
    $161–309

  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 13m
    $202–675

  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 53m
    $270–595

  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 19m
    $260–465

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

Calendar19Weekly Planes
Duration2h 22mAverage Duration
Ticket$128Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Canandaigua.ExpandLaunch map view
  • Distance: 562.4 mi
  • Duration: 3h 47m

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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