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

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There are 9 ways to get from Fort Myers 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 22m
    $116–560

  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 55m
    $106–480

  3. Bus

    1. Take the bus from Fort Myers Bus Stop to Tampa Bus Stationbus bus
    2. Take the bus from Tampa Bus Station to Atlanta Bus Stationbus bus
    3. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    29h 40m
    $185–342

  4. Bus, train

    1. Take the bus from Fort Myers Bus Stop to Tampa Bus Stationbus bus FlixBus 2421
    2. Take the train from Tampa to Chicago Union Stationtrain train Floridian
    45h 34m
    $524–1,236

  5. Drive 1,223.9 mi

    1. Drive from Fort Myers to Chicagocar car 1,223.9 mi
    22h 15m
    $224–323

  6. 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
    7h 22m
    $154–675

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

    1. Take the bus from Fort Myers Bus Stop to Tampa Bus Stationbus bus
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    8h 42m
    $124–440

  8. Bus to Sarasota–Bradenton International Airport, fly to Chicago O'Hare 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 O'Hare International Airport (ORD)plane plane SRQ - ORD
    7h 56m
    $134–625

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

    1. Take the taxi from Fort Myers 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
    6h 13m
    $236–802

Fort Myers to Chicago by bus

Calendar7Weekly Buses
Duration29h 40mAverage Duration
Ticket$185Cheapest Price
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Questions & Answers

Map of how to get from Fort Myers to Chicago.ExpandLaunch map view
  • Distance: 1,133.9 mi
  • Duration: 6h 22m

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

Southwest Airlines and Delta fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a bus from Fort Myers Bus Stop to Chicago Bus Station via Tampa Bus Station and Atlanta Bus Station in around 29h 40m.

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