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How to get fromSiesta Key to Chicagoby plane, taxi, bus, car or train

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There are 5 ways to get from Siesta Key to Chicago by plane, taxi, bus, car, 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 Chicago Midway International Airport

    best
    1. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)planeSRQ - MDW
    5h 8m
    $134–708

  2. Fly to Chicago O'Hare International Airport

    cheapest
    1. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD)planeSRQ - ORD
    5h 32m
    $98–478

  3. Taxi, bus

    1. Take the taxi from Siesta Key to Pinellas Point Dr S + 65Th Ave Staxi
    2. Take the bus from St Petersburg to Tallahasseebus
    3. Take the bus from Tallahassee to Nashville Bus Stationbus
    4. Take the bus from Nashville Bus Station to Chicago Bus Stationbus
    30h 6m
    $282–491

  4. Drive, train (Amtrak)

    1. Drive from Siesta Key to Tampacar
    2. Take the train from Tampa to Chicago Union StationtrainFloridian
    42h 18m
    $231–665

  5. Drive 1,183.2 mi

    1. Drive from Siesta Key to Chicagocar1,183.2 mi
    20h 38m
    $216–312

Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW) flights

Calendar22Weekly Planes
Duration3h 53mAverage Duration
Ticket$137Cheapest Price
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Questions & Answers

What companies run services between Siesta Key, FL, USA and Chicago, IL, USA?

Southwest Airlines flies from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW) 3 times a day.

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