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How to get fromChicago to Bridgeport Stationby plane, train, bus (Flixbus, Greyhound), train (Amtrak), car, or bus

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There are 10 ways to get from Chicago to Bridgeport Station by plane, train, bus (Flixbus, Greyhound), 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. Fly Chicago Midway International Airport to Laguardia Airport, train

    best
    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the train from 125th Street - Harlem to Bridgeporttrain train
    6h 4m
    $200–586

  2. Fly Chicago O'Hare International Airport to Westchester County Airport, line 971 bus, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the bus from Main St @ South Broadway to Stamford Transportation Center @ Bay Abus bus
    3. Take the train from Stamford to Bridgeporttrain train
    7h 34m
    $114–527

  3. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from Port Authority Bus Terminal to Bridgeport Bus Stopbus bus Greyhound US0255s
    20h 19m
    $151–249

  4. Train

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain train
    2. Take the train from Croton-Harmon to 125th Street - Harlemtrain train
    3. Take the train from 125th Street - Harlem to Bridgeporttrain train
    22h 18m
    $328–648

  5. Drive 839.8 mi

    1. Drive from Chicago to Bridgeport Stationcar car 839.8 mi
    14h 12m
    $154–222

  6. Fly Chicago O'Hare International Airport to Laguardia Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    2. Take the train from 125th Street - Harlem to Bridgeporttrain train
    6h 25m
    $230–686

  7. Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    2. Take the train from Grand Central Terminal to Bridgeporttrain train
    6h 37m
    $342–897

  8. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain train
    7h 4m
    $186–905

  9. Fly Chicago Midway International Airport to Bradley International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    6h 49m
    $124–554

  10. Bus, train

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus
    3. Take the train from Grand Central Terminal to Bridgeporttrain train
    23h 46m
    $185–389

Chicago to Bridgeport Station by bus and foot

Calendar7Weekly Services
Duration20h 19mAverage Duration
Ticket$151Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Bridgeport Station.ExpandLaunch map view
  • Distance: 792.1 mi
  • Duration: 6h 4m

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

You can take a bus from Chicago Bus Station to Bridgeport Station via New York Midtown, Port Authority Bus Terminal, and Bridgeport Bus Stop in around 20h 19m. Alternatively, you can take a train from Chicago Union Station to Bridgeport via Croton-Harmon and 125th Street - Harlem in around 22h 18m.

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