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

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There are 11 ways to get from Chicago Union Station to Connecticut by plane, bus (Flixbus, Greyhound), train (Amtrak), 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
    $104–509

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    5h 12m
    $78–399

  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 26m
    $154–253

  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
    $326–643

  5. Drive 840.6 mi

    1. Drive from Chicago Union Station to Bridgeportcar car 840.6 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 Stamfordtrain train
    5h 49m
    $196–580

  7. 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 9m
    $226–680

  8. 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 Stamfordtrain train
    6h 22m
    $338–891

  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 20m
    $190–1,433

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

    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 53m
    $106–512

  11. Bus, train

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore to Port Authority Bus Terminalbus bus
    3. Take the train from Grand Central Terminal to Bridgeporttrain train
    24h 1m
    $174–335

Chicago Union Station to Connecticut by foot and bus

Calendar14Weekly Services
Duration20h 26mAverage Duration
Ticket$154Cheapest Price
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Questions & Answers

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) every 4 hours. Alternatively, you can take a vehicle from Chicago Union Station to Bridgeport Bus Stop via Chicago Bus Station, New York Midtown, and Port Authority Bus Terminal in around 20h 26m.

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