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How to get fromDarien to Chicago Midway Airport (MDW)by train, plane, bus (Greyhound, Flixbus), train (Amtrak), bus, subway, or car

Find Transport to Chicago Midway Airport (MDW)

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There are 10 ways to get from Darien to Chicago Midway Airport (MDW) by train, plane, bus (Greyhound, Flixbus), train (Amtrak), bus, subway, 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. Train to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Darien to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    4h 46m
    $214–576

  2. Train, train to Bradley International Airport, fly to Chicago Midway International Airport

    cheapest
    1. Take the train from Darien to New Haventrain train
    2. Take the train from New Haven to Windsor Lockstrain train
    3. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    6h 52m
    $107–476

  3. Train to Laguardia Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Darien to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    6h 17m
    $148–686

  4. Bus

    1. Take the bus from Stamford Bus Stop to Port Authority Bus Terminalbus bus Greyhound US0240
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    22h 28m
    $148–257

  5. Train

    1. Take the train from Darien to 125th Street - Harlemtrain train
    2. Take the train from 125th Street - Harlem to Croton-Harmontrain train
    3. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train
    22h 36m
    $306–693

  6. Train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Darien to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    6h 45m
    $340–897

  7. Train, bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Darien to Grand Central Terminaltrain train
    2. Take the bus from Bryant Park to Terminal Bbus bus
    3. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    7h 12m
    $161–904

  8. Line 971 bus to Westchester County Airport, fly to Chicago O'Hare International Airport, subway

    1. Take the bus from Stamford Transportation Center @ Bay A to South Broadway @ Main Stbus bus
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    3. Take the subway from Clark/Lake to Midwaysubway subway
    7h 32m
    $109–576

  9. Train, bus

    1. Take the train from Darien to Grand Central Terminaltrain train
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    26h 17m
    $176–383

  10. Drive 822.7 mi

    1. Drive from Darien to Chicago Midway Airport (MDW)car car 822.7 mi
    13h 50m
    $151–217

Darien to Chicago Midway Airport (MDW) by train, bus, and foot

Calendar7Weekly Services
Duration22h 28mAverage Duration
Ticket$148Cheapest Price
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Questions & Answers

Map of how to get from Darien to Chicago Midway Airport (MDW).ExpandLaunch map view
  • Distance: 763.6 mi
  • Duration: 4h 46m

What companies run services between Darien, CT, USA and Chicago Midway Airport (MDW), USA?

You can take a train from Darien to Midway Orange Line Station via Stamford, Stamford Bus Stop, Port Authority Bus Terminal, New York Midtown, Chicago Bus Station, Harrison & Jefferson, and Cicero & 24th Place in around 22h 28m. Alternatively, you can take a train from Darien to Midway via 125th Street - Harlem, Croton-Harmon Amtrak Station, Chicago Union Station, Jackson & Clinton, Jackson & Wabash, and Adams/Wabash in around 22h 36m.

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