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How to get fromHamden to Chicagoby train, plane, train (Amtrak), bus (Greyhound, Flixbus) or car

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There are 11 ways to get from Hamden to Chicago by train, plane, train (Amtrak), bus (Greyhound, Flixbus), or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Train to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from New Haven to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    7h 45m
    $109–504
  2. Train to Laguardia Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from New Haven to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    8h
    $74–294
  3. Train (Amtrak)

    1. Take the train from Wallingford Amtrak to Springfieldtrain train Amtrak Hartford Line / ...
    2. Take the train from Springfield to Chicago Union Stationtrain train Lake Shore Limited
    23h 6m
    $138–763
  4. Bus

    1. Take the bus from New Haven Union Station to Port Authority Bus Terminalbus bus Providence
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640
    25h 7m
    $103–266
  5. Drive 862.9 mi

    1. Drive from Hamden to Chicagocar car 862.9 mi
    14h 36m
    $158–228
  6. Train to Bradley International Airport, fly to Chicago Midway International Airport

    1. Take the train from New Haven to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    7h 5m
    $101–721
  7. Train to Bradley International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from New Haven to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    7h 26m
    $401–921
  8. Train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    8h 8m
    $828–1,630
  9. Train to Westchester County Airport, fly to Chicago O'Hare International Airport

    1. Take the train from New Haven to Stamfordtrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    9h 8m
    $74–958
  10. Train to Laguardia Airport, fly to General Mitchell International Airport, train

    1. Take the train from New Haven to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)plane plane LGA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    10h 16m
    $236–709
  11. Train via New York (Amtrak)

    1. Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain train Northeast Regional
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    23h 25m
    $133–1,086

Hamden to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration23h 6mAverage Duration
Ticket$138Cheapest Price
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Questions & Answers

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

You can take a bus from Amazon Fulfillment Center North to Chicago Union Station via Center St @ N Colony St, Wallingford Amtrak, and Springfield in around 23h 6m. Alternatively, you can take a bus from Whitney Ave @ Briarcliff Rd to Chicago Bus Station via Temple St @ Chapel St, New Haven Union Station, Port Authority Bus Terminal, and New York Midtown in around 25h 7m.

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