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

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There are 9 ways to get from Wallingford to Chicago by train, plane, train (Amtrak), bus (Greyhound, Flixbus), car, or bus (Greyhound)

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 Wallingford Amtrak to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    5h 11m
    $89–411

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

    cheapest
    1. Take the train from Wallingford Amtrak to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    5h 45m
    $79–351

  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
    21h 56m
    $316–632

  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 N2641 / ...
    22h 1m
    $155–292

  5. Drive 869.8 mi

    1. Drive from Wallingford to Chicagocar car 869.8 mi
    14h 45m
    $159–230

  6. 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
    7h 8m
    $207–599

  7. 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
    5h 48m
    $107–346

  8. 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 37m
    $109–1,070

  9. Bus via Baltimore

    1. Take the bus from New Haven Union Station to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Baltimorebus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    27h 43m
    $170–357

Wallingford to Chicago by train (Amtrak)

Calendar7Weekly Trains
Duration21h 56mAverage Duration
Ticket$316Cheapest Price
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Questions & Answers

Map of how to get from Wallingford to Chicago.ExpandLaunch map view
  • Distance: 824 mi
  • Duration: 5h 11m

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

You can take a train from Wallingford Amtrak to Chicago Union Station via Springfield in around 21h 56m. Alternatively, you can take a bus from S Main St @ Ward St to Chicago Bus Station via Temple St @ New Haven Green, Temple St @ Chapel St, New Haven Union Station, Port Authority Bus Terminal, and New York Midtown in around 22h 1m.

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