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How to get fromSiena to Chicagoby train or plane

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There are 5 ways to get from Siena to Chicago by train or plane

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Train to Florence Peretola Airport, fly

    best
    1. Take the train from Siena to Firenze S.M.N.train
    2. Fly from Florence Peretola Airport (FLR) to Chicago O'Hare International Airport (ORD)planeFLR - ORD
    16h 45m
    $372–819

  2. Train, train to Bologna Guglielmo Marconi Airport, fly

    cheapest
    1. Take the train from Siena to Firenze S.M.N.train
    2. Take the train from Firenze S.M.N. to Bologna Centraletrain
    3. Fly from Bologna Guglielmo Marconi Airport (BLQ) to Chicago O'Hare International Airport (ORD)planeBLQ - ORD
    17h 28m
    $296–975

  3. Train, train to Pisa International Airport, fly

    1. Take the train from Siena to Empolitrain
    2. Take the train from Empoli to Pisa Centraletrain
    3. Fly from Pisa International Airport (PSA) to Chicago O'Hare International Airport (ORD)planePSA - ORD
    17h 18m
    $499–878

  4. Train, train to Fiumicino International Airport, fly

    1. Take the train from Siena to Firenze S.M.N.train
    2. Take the train from Florence Santa Maria Novella to Roma Terminitrain
    3. Fly from Fiumicino International Airport (FCO) to Chicago O'Hare International Airport (ORD)planeFCO - ORD
    17h 27m
    $302–927

  5. Train, train to Milano Malpensa Airport, fly

    1. Take the train from Siena to Firenze S.M.N.train
    2. Take the train from Florence Santa Maria Novella to Milano Centraletrain
    3. Take the train from Milano Centrale to Malpensa Aeroporto T1train
    4. Fly from Milano Malpensa Airport (MXP) to Chicago O'Hare International Airport (ORD)planeMXP - ORD
    17h 55m
    $405–1,015

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

Calendar53Weekly Planes
Duration13h 21mAverage Duration
Ticket$277Cheapest Price
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Questions & Answers

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

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

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