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How to get fromDarien to Chicago Union Stationby train, plane, train (Amtrak), bus, car, or bus (Greyhound, Flixbus)

Find Transport to Chicago Union Station

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There are 11 ways to get from Darien to Chicago Union Station by train, plane, train (Amtrak), bus, car, or bus (Greyhound, Flixbus)

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
    5h 45m
    $226–681

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

    cheapest
    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
    7h 28m
    $123–669

  3. 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
    21h 53m
    $521–835

  4. Train, bus

    1. Take the train from Darien to Grand Central Terminaltrain train
    2. Take the bus from Port Authority Bus Terminal to Toledo Bus Stopbus bus
    3. Take the bus from Toledo to Chicago Union Stationbus bus
    23h 52m

  5. Drive  822.9 mi

    1. Drive from Darien to Chicago Union Stationcar car 822.9 mi
    13h 48m
    $146–210

  6. 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 7m
    $136–501

  7. 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 39m
    $378–892

  8. 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 4m
    $149–699

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

    1. Take the train from Darien to New Haventrain train
    2. Take the train from New Haven to Hartford Amtrak Stationtrain train
    3. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    8h 7m
    $126–550

  10. Train to Laguardia Airport, fly to General Mitchell International Airport, train

    1. Take the train from Darien to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)plane plane LGA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 6m
    $191–865

  11. 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 N2640 / ...
    24h 41m
    $173–260

Darien to Chicago Union Station by train

Calendar7Weekly Trains
Duration21h 53mAverage Duration
Ticket$521Cheapest Price
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Comparing Your Travel Options

Map of how to get from Darien to Chicago Union Station.ExpandLaunch map view
  • Distance: 775.4 mi
  • Duration: 5h 45m

What companies run services between Darien, CT, USA and Chicago Union Station, IL, USA?

You can take a train from Darien to Chicago Union Station via 125th Street - Harlem and Croton-Harmon Amtrak Station in around 21h 53m. Alternatively, you can take a train from Darien to Chicago Union Station via Stamford, Stamford Bus Stop, Port Authority Bus Terminal, New York Midtown, and Chicago Bus Station in around 24h 41m.

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