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How to get fromChicago to Sienaby plane or train

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There are 6 ways to get from Chicago to Siena by plane or train

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 to Florence Peretola Airport, train

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Florence Peretola Airport (FLR)planeORD - FLR
    2. Take the train from Firenze S.M.N. to Sienatrain
    16h 23m
    €321–716

  2. Fly to Bologna Guglielmo Marconi Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Bologna Guglielmo Marconi Airport (BLQ)planeORD - BLQ
    2. Take the train from Bologna Centrale to Firenze S.M.N.train
    3. Take the train from Firenze S.M.N. to Sienatrain
    17h 22m
    €252–853

  3. Fly to Pisa International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Pisa International Airport (PSA)planeORD - PSA
    2. Take the train from Pisa Centrale to Empolitrain
    3. Take the train from Empoli to Sienatrain
    15h 57m
    €416–774

  4. Fly to Fiumicino International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Fiumicino International Airport (FCO)planeORD - FCO
    2. Take the train from Roma Termini to Florence Santa Maria Novellatrain
    3. Take the train from Firenze S.M.N. to Sienatrain
    16h 53m
    €254–809

  5. Fly to Milan Linate Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN)planeORD - LIN
    2. Take the train from Milan Rogoredo to Florence Santa Maria Novellatrain
    3. Take the train from Firenze S.M.N. to Sienatrain
    19h 1m
    €390–849

  6. Fly to Milano Malpensa Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP)planeORD - MXP
    2. Take the train from Malpensa Aeroporto T1 to Milano Centraletrain
    3. Take the train from Milano Centrale to Florence Santa Maria Novellatrain
    4. Take the train from Firenze S.M.N. to Sienatrain
    18h 13m
    €352–854

Chicago O'Hare International Airport (ORD) to Florence Peretola Airport (FLR) flights

Calendar50Weekly Planes
Duration12h 9mAverage Duration
Ticket€257Cheapest Price
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Questions & Answers

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

There is no direct connection from Chicago to Siena. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Florence Peretola Airport (FLR), walk to Florence Airport (FLR), take the vehicle to Alamanni - Stazione Smn, walk to Firenze S.M.N., then take the train to Siena. Alternatively, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Pisa International Airport (PSA), walk to Pisa Airport, take the train to Pisa Centrale, take the train to Empoli, then take the train to Siena.

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