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How to get fromChicago to Bridgewaterby plane, train, taxi, bus (Flixbus), car, bus, or shuttle

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There are 11 ways to get from Chicago to Bridgewater by plane, train, taxi, bus (Flixbus), car, bus, or shuttle

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 Brewstertrain train
    6h 29m
    $280–765

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the train from White Plains to Brewstertrain train
    7h 24m
    $136–435

  3. Train, taxi

    1. Take the train from Chicago Union Station to Poughkeepsie Amtrak Stationtrain train Lake Shore Limited
    2. Take the taxi from Poughkeepsie Amtrak Station to Bridgewatertaxi taxi
    19h 46m
    $699–1,000

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus
    2. Take the bus from New York to New Havenbus bus
    3. Take the bus from Church St @ Chapel St to Grand St @ State Stbus bus 229
    25h 54m
    $241–348

  5. Drive  838.9 mi

    1. Drive from Chicago to Bridgewatercar car 838.9 mi
    14h 25m
    $144–208

  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 Brewstertrain train
    6h 46m
    $200–575

  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 Brewstertrain train
    6h 58m
    $442–976

  8. Fly Chicago Midway International Airport to Bradley International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the bus from Main St @ Atheneum Sq to E Main St @ Phoenix Stbus bus
    6h 53m
    $236–1,034

  9. Fly Chicago O'Hare International Airport to Bradley International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    2. Take the bus from Main St @ Atheneum Sq to E Main St @ Phoenix Stbus bus
    7h 13m
    $166–634

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take a shuttle bus from Newark Airport Terminal B to Grand Centralshuttle bus
    3. Take the train from Grand Central Terminal to Brewstertrain train
    7h 35m
    $232–758

  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 Danburytrain train
    26h 52m
    $220–345

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

Calendar46Weekly Planes
Duration2h 4mAverage Duration
Ticket$142Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Bridgewater.ExpandLaunch map view
  • Distance: 811.6 mi
  • Duration: 6h 29m

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

You can take a bus from Chicago Bus Station to Bridgewater via New York Midtown, 8 Av/W 31 St, 8 Av/W 41 St, New York, New Haven, Church St @ Chapel St, and Grand St @ State St in around 25h 54m.

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