Rome2Rio

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

Find Transport to Bridgeport Station

See all options

There are 11 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 O'Hare International Airport to Laguardia Airport, train

    best
    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 12m
    $150–586

  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
    $98–476

  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
    $132–214

  4. Train via Springfield (Amtrak)

    1. Take the train from Chicago Union Station to Springfieldtrain train Lake Shore Limited
    2. Take the train from Springfield to New Haventrain train Amtrak Hartford Line / ...
    22h 19m
    $266–590

  5. Drive  839.8 mi

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

  6. Fly Chicago Midway International Airport to Laguardia Airport, train

    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
    5h 58m
    $220–686

  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 29m
    $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 9m
    $142–900

  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 48m
    $130–646

  10. Train (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain train Northeast Regional / ...
    22h 28m
    $272–598

  11. Bus, train

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore to New Yorkbus bus
    3. Take the train from Grand Central Terminal to Bridgeporttrain train
    24h 21m
    $175–344

Chicago to Bridgeport Station by bus and foot

Calendar7Weekly Services
Duration20h 19mAverage Duration
Ticket$132Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Bridgeport Station.ExpandLaunch map view
  • Distance: 807.6 mi
  • Duration: 6h 12m

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 Springfield and New Haven in around 22h 19m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers