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How to get fromChicago to Ascoli Picenoby plane, train, or bus

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There are 7 ways to get from Chicago to Ascoli Piceno by plane, train, or bus

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 O'Hare International Airport to Raffaello Sanzio Airport, train

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Raffaello Sanzio Airport (AOI)plane plane ORD - AOI
    2. Take the train from Ancona to Ascoli Picenotrain train
    17h 56m
    €297–1,126

  2. Fly Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Bologna Guglielmo Marconi Airport (BLQ)plane plane ORD - BLQ
    2. Take the train from Bologna Centrale to San Benedetto Trontotrain train
    17h 59m
    €255–630

  3. Fly Chicago O'Hare International Airport to Fiumicino International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Fiumicino International Airport (FCO)plane plane ORD - FCO
    2. Take the bus from Roma, Autostazione Tiburtina to Ascoli Picenobus bus
    17h 10m
    €322–536

  4. Fly Chicago Midway International Airport to Fiumicino International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Fiumicino International Airport (FCO)plane plane MDW - FCO
    2. Take the bus from Roma, Autostazione Tiburtina to Ascoli Picenobus bus
    19h 9m
    €372–1,136

  5. Fly Chicago O'Hare International Airport to Florence Peretola Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Florence Peretola Airport (FLR)plane plane ORD - FLR
    2. Take the train from Firenze S.M.N. to Bologna Centraletrain train
    3. Take the train from Bologna Centrale to San Benedetto Trontotrain train
    19h 31m
    €317–1,002

  6. Fly Chicago O'Hare International Airport to Abruzzo Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Abruzzo Airport (PSR)plane plane ORD - PSR
    2. Take the train from Pescara Centrale to San Benedetto Trontotrain train
    20h 23m
    €262–677

  7. Fly Chicago O'Hare International Airport to Milano Malpensa Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP)plane plane ORD - MXP
    2. Take the train from Malpensa Aeroporto T1 to Milano Centraletrain train
    3. Take the train from Milano Centrale to Reggio Emilia Avtrain train
    4. Take the train from Reggio Emilia Av to San Benedetto Trontotrain train
    18h 59m
    €261–616

Chicago O'Hare International Airport (ORD) to Raffaello Sanzio Airport (AOI) flights

Calendar24Weekly Planes
Duration15h 7mAverage Duration
Ticket€287Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Ascoli Piceno.ExpandLaunch map view
  • Distance: 7,846.5 km
  • Duration: 17h 56m

What companies run services between Chicago, IL, USA and Ascoli Piceno, Italy?

There is no direct connection from Chicago to Ascoli Piceno. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Raffaello Sanzio Airport (AOI), walk to Castelferretti, take the train to Ancona, then take the train to Ascoli Piceno. Alternatively, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Fiumicino International Airport (FCO), walk to Fiumicino Aeroporto, take the train to Roma Tiburtina, walk to Roma, Autostazione Tiburtina, then take the bus to Ascoli Piceno.

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