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

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There are 11 ways to get from Yale University to Chicago by train, plane, train (Amtrak), bus (Greyhound, Flixbus), 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. Train to Bradley International Airport, fly to Chicago Midway International Airport

    best
    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
    5h 40m
    $95–466

  2. Train to Bradley International Airport, fly to Chicago O'Hare International Airport

    cheapest
    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
    5h 58m
    $75–376

  3. Train (Amtrak)

    1. Take the train from New Haven to Springfieldtrain train Amtrak Hartford Line / ...
    2. Take the train from Springfield to Chicago Union Stationtrain train Lake Shore Limited
    22h 19m
    $235–587

  4. Bus

    1. Take the bus from New Haven Bus Stop to Port Authority Bus Terminalbus bus Greyhound US0230 / ...
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640 / ...
    24h 11m
    $152–249

  5. Drive  857.6 mi

    1. Drive from Yale University to Chicagocar car 857.6 mi
    14h 32m
    $157–227

  6. Fly Tweed-New Haven Airport to Chicago O'Hare International Airport

    1. Fly from Tweed-New Haven Airport (HVN) to Chicago O'Hare International Airport (ORD)plane plane HVN - ORD
    4h 57m
    $124–418

  7. Train to Laguardia Airport, fly to Chicago O'Hare International Airport

    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
    7h 2m
    $153–591

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

    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
    6h 52m
    $223–691

  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
    8h 27m
    $110–1,115

  10. 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 / ...
    22h 30m
    $247–1,183

  11. Train, bus

    1. Take the train from New Haven to Grand Central Terminaltrain train
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    27h 3m
    $177–287

Yale University to Chicago by foot and train (Amtrak)

Calendar7Weekly Services
Duration22h 19mAverage Duration
Ticket$235Cheapest Price
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Comparing Your Travel Options

Map of how to get from Yale University to Chicago.ExpandLaunch map view
  • Distance: 836.7 mi
  • Duration: 5h 40m

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

You can take a vehicle from Yale University to Chicago Union Station via New Haven and Springfield in around 22h 19m. Alternatively, you can take a vehicle from Yale University to Chicago Bus Station via New Haven Bus Stop, Port Authority Bus Terminal, and New York Midtown in around 24h 11m.

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