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How to get fromDarien to Chicago Loopby train, plane, train (Amtrak), bus, car or bus (Flixbus)

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There are 11 ways to get from Darien to Chicago Loop by train, plane, train (Amtrak), bus, car, or bus (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 O'Hare International Airport

    best
    1. Take the train from Darien to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    5h 44m
    $70–279

  2. Train

    1. Take the train from Darien to 125th Street - Harlemtrain
    2. Take the train from 125th Street - Harlem to Croton-Harmontrain
    3. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain
    21h 51m
    $151–374

  3. Train, bus

    1. Take the train from Darien to Grand Central Terminaltrain
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus
    25h 1m
    $127–353

  4. Drive 823.3 mi

    1. Drive from Darien to Chicago Loopcar823.3 mi
    13h 40m
    $151–217

  5. Train to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Darien to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    5h 40m
    $90–439

  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
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)planeJFK - ORD
    6h 19m
    $827–1,041

  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
    2. Take the bus from Bryant Park to Terminal Bbus
    3. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)planeEWR - ORD
    6h 39m

  8. Fly Westchester County Airport to Chicago O'Hare International Airport

    1. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    7h 9m
    $83–392

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

    1. Take the train from Darien to New Haventrain
    2. Take the train from New Haven to Windsor Lockstrain
    3. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)planeBDL - MDW
    7h 58m
    $116–725

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

    1. Take the train from Darien to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)planeLGA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain
    8h 9m
    $198–629

  11. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus StationbusFlixBus N2640
    25h 10m
    $110–213

Darien to Chicago Loop by train

Calendar7Weekly Trains
Duration21h 51mAverage Duration
Ticket$151Cheapest Price
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Questions & Answers

What companies run services between Darien, CT, USA and Chicago Loop, 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 51m. Alternatively, American Airlines and Delta fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD) hourly.

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