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How to get fromDanbury to Chicagoby train, plane, bus (Greyhound, Flixbus), train (Amtrak), car, or bus

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There are 10 ways to get from Danbury to Chicago by train, plane, bus (Greyhound, Flixbus), train (Amtrak), car, or bus

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 South Norwalk to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    6h 46m
    $226–597

  2. Train, train to Bradley International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from South Norwalk to New Haventrain train
    2. Take the train from New Haven to Windsor Lockstrain train
    3. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    9h 16m
    $101–425

  3. Bus

    1. Take the bus from West Street & Montgomery Street to Norwalk Wheels Hubbus bus 15
    2. Take the bus from Stamford Bus Stop to Port Authority Bus Terminalbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    22h 52m

  4. Train

    1. Take the train from South Norwalk 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
    23h 13m
    $311–651

  5. Drive 833 mi

    1. Drive from Danbury to Chicagocar car 833 mi
    13h 49m
    $152–220

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

    1. Take the train from South Norwalk to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    7h 7m
    $156–697

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

    1. Take the train from South Norwalk 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
    8h 1m
    $168–915

  8. Train to Westchester County Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Brewster to White Plainstrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    7h 32m
    $111–574

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

    1. Take the train from South Norwalk 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
    8h 42m
    $116–495

  10. Train, bus

    1. Take the train from Danbury 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
    25h 42m
    $176–365

Laguardia Airport (LGA) to Chicago Midway International Airport (MDW) flights

Calendar67Weekly Planes
Duration2h 44mAverage Duration
Ticket$93Cheapest Price
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Questions & Answers

Map of how to get from Danbury to Chicago.ExpandLaunch map view
  • Distance: 801.6 mi
  • Duration: 6h 46m

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

You can take a bus from West Street & Montgomery Street to Chicago Bus Station via Norwalk Wheels Hub, Belden Ave & 24 Belden Ave, Atlantic St @ Main St, Stamford Transportation Center @ Bay C, Stamford Bus Stop, Port Authority Bus Terminal, and New York Midtown in around 22h 52m. Alternatively, you can take a train from Danbury to Chicago Union Station via South Norwalk, 125th Street - Harlem, and Croton-Harmon Amtrak Station in around 23h 13m.

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