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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)plane plane SRQ - MDW
    5h 9m
    $144–758
  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 41m
    $124–758
  3. Taxi, bus

    1. Take the taxi from Siesta Key to Tienda De Los Primos - Wimauma, FLtaxi taxi
    2. Take the bus from Tienda De Los Primos - Wimauma, FL to Circle K - Gainesville, FLbus bus
    3. Take the bus from Gainesville to Atlanta Bus Stationbus bus
    4. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    27h 30m
    $308–603
  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
    $201–455
  5. Drive 1,182.9 mi

    1. Drive from Siesta Key to Chicagocar car 1,182.9 mi
    20h 51m
    $216–312

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

Calendar23Weekly Planes
Duration4hAverage Duration
Ticket$145Cheapest 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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