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How to get fromChicago Midway Airport (MDW) to Anna Maria Islandby plane, subway, bus, taxi, train, or car

Find Transport to Anna Maria Island

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There are 6 ways to get from Chicago Midway Airport (MDW) to Anna Maria Island by plane, subway, bus, taxi, 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 Chicago Midway International Airport to Sarasota–Bradenton International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)plane plane MDW - SRQ
    4h 47m
    $170–802

  2. Subway to Chicago O'Hare International Airport, fly to Sarasota–Bradenton International Airport, line 304 bus

    cheapest
    1. Take the subway from Midway to Clark/Lakesubway subway
    2. Fly from Chicago O'Hare International Airport (ORD) to Sarasota–Bradenton International Airport (SRQ)plane plane ORD - SRQ
    3. Take the bus from Downtown Station to Gulf Dr/42Nd Stbus bus
    7h 27m
    $136–665

  3. Bus, taxi

    1. Take the bus from Chicago to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Tampa Bus Stationbus bus
    3. Take the taxi from Idaho St @ O'Brien St to Anna Maria Islandtaxi taxi
    28h 50m
    $320–510

  4. Train, taxi

    1. Take the train from Chicago Union Station to Tampatrain train Floridian
    2. Take the taxi from Tampa to Anna Maria Islandtaxi taxi
    43h 35m
    $686–1,378

  5. Fly Chicago Midway International Airport to Ft. Myers, bus, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Ft. Myers (RSW)plane plane MDW - RSW
    2. Take the bus from Fort Myers Bus Stop to Sarasota Cattlemen Transfer Centerbus bus
    3. Take the taxi from Sarasota Cattlemen Transfer Center to Anna Maria Islandtaxi taxi
    8h 24m
    $215–727

  6. Drive 1,171.5 mi

    1. Drive from Chicago Midway Airport (MDW) to Anna Maria Islandcar car 1,171.5 mi
    20h 55m
    $214–309

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

Calendar41Weekly Planes
Duration4h 28mAverage Duration
Ticket$167Cheapest Price
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Questions & Answers

Map of how to get from Chicago Midway Airport (MDW) to Anna Maria Island.ExpandLaunch map view
  • Distance: 1,058.3 mi
  • Duration: 4h 47m

What companies run services between Chicago Midway Airport (MDW), USA and Anna Maria Island, FL, USA?

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ) every 4 hours.

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