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

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There are 11 ways to get from Chicago to Stratford 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 Stratfordtrain train
    6h 6m
    $220–587

  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 Stamford to Stratfordtrain train
    7h 42m
    $110–528

  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 41m
    $156–261

  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
    $325–663

  5. Drive 843.1 mi

    1. Drive from Chicago to Stratfordcar car 843.1 mi
    14h 16m
    $154–223

  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 Stratfordtrain train
    6h 26m
    $230–687

  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 Stratfordtrain train
    6h 36m
    $342–898

  8. 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
    $126–555

  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 Newark Liberty International Airport to Bridgeport Amtrak Stationtrain train
    7h 27m
    $150–914

  10. Train

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain train
    3. Take the train from Stamford to Stratfordtrain train
    22h 44m
    $328–1,198

  11. Bus, train

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus
    3. Take the train from Grand Central Terminal to Stratfordtrain train
    23h 48m
    $180–382

Chicago to Stratford by bus and foot

Calendar7Weekly Services
Duration20h 41mAverage Duration
Ticket$156Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Stratford.ExpandLaunch map view
  • Distance: 795.7 mi
  • Duration: 6h 6m

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

You can take a bus from Chicago Bus Station to Stratford Ave. at Main St. via New York Midtown, Port Authority Bus Terminal, and Bridgeport Transportation Center in around 20h 41m. Alternatively, you can take a train from Chicago Union Station to Stratford via Springfield and New Haven in around 22h 19m.

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