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

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There are 9 ways to get from Estero to Chicago by plane, bus (Flixbus, Greyhound), bus, train, car, or taxi

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 Ft. Myers to Chicago Midway International Airport

    best
    1. Fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW)plane plane RSW - MDW
    6h 23m
    $116–610

  2. Fly Ft. Myers to Chicago O'Hare International Airport

    cheapest
    1. Fly from Ft. Myers (RSW) to Chicago O'Hare International Airport (ORD)plane plane RSW - ORD
    6h 46m
    $80–490

  3. Bus

    1. Take the bus from Fort Myers Bus Stop 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
    31h 18m
    $158–356

  4. Bus, train (Amtrak)

    1. Take the bus from Fort Myers Amtrak Bus Stop to Tampabus bus Amtrak Thruway Connecting Service
    2. Take the train from Tampa to Chicago Union Stationtrain train Floridian
    45h 46m

  5. Drive 1,240.9 mi

    1. Drive from Estero to Chicagocar car 1,240.9 mi
    22h 17m
    $227–328

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

    1. Take the bus from Fort Myers 7-11 to Tampa International Airportbus bus
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    7h 14m
    $149–641

  7. Taxi to Punta Gorda Airport, fly to South Bend, train

    1. Take the taxi from South Fort Myers Transfer/P&R to Punta Gorda Airport (PGD)taxi taxi
    2. Fly from Punta Gorda Airport (PGD) to South Bend (SBN)plane plane PGD - SBN
    3. Take the train from South Bend Airport to Van Buren St.train train
    7h 52m
    $194–693

  8. Bus to Sarasota–Bradenton International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Fort Myers Bus Stop to Sarasota Cattlemen Transfer Centerbus bus
    2. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)plane plane SRQ - MDW
    9h 30m
    $164–800

  9. Fly Ft. Myers to General Mitchell International Airport, train

    1. Fly from Ft. Myers (RSW) to General Mitchell International Airport (MKE)plane plane RSW - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 54m
    $238–1,225

Estero to Chicago by bus

Calendar27Weekly Buses
Duration31h 18mAverage Duration
Ticket$158Cheapest Price
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Questions & Answers

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

Southwest Airlines and Delta fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW) every 2 hours. Alternatively, you can take a bus from S Tamiami Trl @ County Rd to Chicago Bus Station via South Fort Myers Transfer/P&R, Fort Myers Bus Stop, Orlando Bus Station, and Atlanta Bus Station in around 31h 18m.

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