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How to get fromSarasota to Chicagoby plane, bus (Flixbus, Greyhound), bus, train, or car

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There are 6 ways to get from Sarasota to Chicago by plane, bus (Flixbus, Greyhound), bus, train, or car

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 Sarasota–Bradenton International Airport to Chicago Midway International Airport

    best
    1. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)plane plane SRQ - MDW
    4h 37m
    $122–606

  2. Fly Sarasota–Bradenton International Airport 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 12m
    $102–496

  3. Bus

    1. Take the bus from Sarasota Cattlemen Transfer Center to Orlando Bus Stationbus bus
    2. Take the bus from Orlando Bus Station to Atlanta Bus Stationbus bus
    3. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    29h 57m
    $200–392

  4. Bus, train (Amtrak)

    1. Take the bus from Sarasota Amtrak Bus Stop to Tampabus bus Amtrak Thruway Connecting Service
    2. Take the train from Tampa to Chicago Union Stationtrain train Floridian
    44h 55m
    $574–1,236

  5. Drive 1,174 mi

    1. Drive from Sarasota to Chicagocar car 1,174 mi
    20h 48m
    $215–310

  6. Bus to Tampa, fly to Chicago Midway International Airport

    1. Take the bus from Sarasota Cattlemen Transfer Center to Tampa Bus Stationbus bus
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    7h 49m
    $108–474

Sarasota to Chicago by bus

Calendar27Weekly Buses
Duration29h 57mAverage Duration
Ticket$200Cheapest Price
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Questions & Answers

Map of how to get from Sarasota to Chicago.ExpandLaunch map view
  • Distance: 1,054.8 mi
  • Duration: 4h 37m

What companies run services between Sarasota, 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. Alternatively, you can take a bus from Fruitville Rd @ N Jefferson Ave to Chicago Bus Station via Cattlemen Transit Station, Sarasota Cattlemen Transfer Center, Orlando Bus Station, and Atlanta Bus Station in around 29h 57m.

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