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How to get fromChicago Union Station to Connecticutby plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, or bus

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There are 11 ways to get from Chicago Union Station to Connecticut by plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, 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 Bradley International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    4h 43m
    $144–807

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

    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 Main St @ Atlantic Stbus bus
    6h 50m
    $88–460

  3. 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 20m
    $544–844

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640 / ...
    2. Take the bus from Port Authority Bus Terminal to Bridgeport Bus Stopbus bus Greyhound US0255s
    23h 31m
    $167–247

  5. Drive  840.6 mi

    1. Drive from Chicago Union Station to Bridgeportcar car 840.6 mi
    14h 12m
    $154–222

  6. Fly Chicago O'Hare International Airport to Bradley International Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    5h 4m
    $100–507

  7. 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 Stamfordtrain train
    5h 49m
    $216–680

  8. 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 Stamfordtrain train
    6h 5m
    $146–580

  9. 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 Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain train
    6h 11m
    $142–1,334

  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
    $557–859

  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 36m
    $200–319

Chicago Union Station to Connecticut by train (Amtrak)

Calendar7Weekly Trains
Duration22h 20mAverage Duration
Ticket$544Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago Union Station to Connecticut.ExpandLaunch map view
  • Distance: 801 mi
  • Duration: 4h 43m

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

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL) 4 times a day. Alternatively, you can take a train from Chicago Union Station to Bridgeport via Springfield and New Haven in around 22h 20m.

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