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

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There are 11 ways to get from Chicago to Guilford 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 New Haventrain train
    7h 33m
    $228–597

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    7h 34m
    $96–454

  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 New Haven Union Stationbus bus New York
    21h 58m
    $145–260

  4. Train (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 34m
    $301–631

  5. Drive 871.1 mi

    1. Drive from Chicago to Guilfordcar car 871.1 mi
    14h 49m
    $159–230

  6. 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
    7h 3m
    $116–544

  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 Ny Moynihan Train Hall At Penn Station to New Haventrain train
    7h 56m
    $348–1,480

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the train from Stamford to New Haventrain train
    9h 3m
    $114–1,118

  9. Fly Chicago O'Hare International Airport to Tweed-New Haven Airport, line 206 bus, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane plane ORD - HVN
    2. Take the bus from Lighthouse Park Terminus to Chapel St @ Church Stbus bus
    3. Take the train from New Haven to Guilfordtrain train
    7h 13m
    $178–497

  10. Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane plane MDW - PVD
    2. Take the train from Providence to New Londontrain train
    3. Take the train from New London to Guilfordtrain train
    8h 24m
    $98–420

  11. Train via New York (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 New Haventrain train Northeast Regional / ...
    23h 26m
    $312–1,217

Chicago to Guilford by bus and foot

Calendar16Weekly Services
Duration21h 58mAverage Duration
Ticket$145Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Guilford.ExpandLaunch map view
  • Distance: 825.7 mi
  • Duration: 7h 33m

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

You can take a bus from Chicago Bus Station to State St @ Boston Post Rd via New York Midtown, Port Authority Bus Terminal, New Haven Union Station, Union Ave @ Union Station, Church St @ Chapel St, and Church St @ George St in around 21h 58m. Alternatively, you can take a train from Chicago Union Station to Guilford via Springfield and New Haven in around 22h 34m.

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