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

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There are 6 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)plane plane SRQ - MDW
    5h 9m
    $144–708

  2. Fly to Chicago O'Hare International Airport

    cheapest
    1. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD)plane plane SRQ - ORD
    5h 38m
    $104–508

  3. Taxi, bus

    1. Take the taxi from Siesta Key to Pinellas Point Dr S + 65Th Ave Staxi taxi
    2. Take the bus from St Petersburg to Tallahasseebus bus
    3. Take the bus from Tallahassee to Nashville Bus Stationbus bus
    4. Take the bus from Nashville Bus Station to Chicago Bus Stationbus bus
    30h 6m
    $267–521

  4. Drive, train (Amtrak)

    1. Drive from Siesta Key to Tampacar car
    2. Take the train from Tampa to Chicago Union Stationtrain train Floridian
    42h 18m
    $231–715

  5. Drive 1,182.9 mi

    1. Drive from Siesta Key to Chicagocar car 1,182.9 mi
    20h 50m
    $216–312

  6. Fly to South Bend, train

    1. Fly from Sarasota–Bradenton International Airport (SRQ) to South Bend (SBN)plane plane SRQ - SBN
    2. Take the train from South Bend Airport to Van Buren St.train train
    7h 21m
    $174–818

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

Calendar16Weekly Planes
Duration3h 50mAverage Duration
Ticket$141Cheapest 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) twice daily.

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