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How to get fromSouth Windsor to Chicagoby plane, bus (Flixbus), bus, train, or car

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There are 5 ways to get from South Windsor to Chicago by plane, bus (Flixbus), 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 to Chicago Midway International Airport

    best
    1. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    5h 11m
    $80–392

  2. Fly to Chicago O'Hare International Airport

    cheapest
    1. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    5h 45m
    $70–332

  3. Bus

    1. Take the bus from Hartford Union Station to New York Midtownbus bus FlixBus 2610
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    22h 12m
    $211–306

  4. Bus, train

    1. Take the bus from Hartford to Springfieldbus bus Ppb 5208 / ...
    2. Take the train from Springfield to Chicago Union Stationtrain train Lake Shore Limited
    22h 54m
    $310–629

  5. Drive 895.3 mi

    1. Drive from South Windsor to Chicagocar car 895.3 mi
    15h 1m
    $164–236

South Windsor to Chicago by bus

Calendar13Weekly Buses
Duration22h 12mAverage Duration
Ticket$211Cheapest Price
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Questions & Answers

Map of how to get from South Windsor to Chicago.ExpandLaunch map view
  • Distance: 804.2 mi
  • Duration: 5h 11m

What companies run services between South Windsor, CT, USA and Chicago, IL, USA?

Southwest Airlines and Delta fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, you can take a bus from Main St @ Opp Pleasant Valley Rd to Chicago Bus Station via Market St @ Kinsley St, Market St @ Temple St, Hartford Union Station, and New York Midtown in around 22h 12m.

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