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

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There are 9 ways to get from Chicago to Wallingford by plane, train, train (Amtrak), bus (Flixbus, Greyhound), 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. Fly Chicago Midway International Airport to Bradley International Airport, train

    best
    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 Wallingford Amtraktrain train
    5h 49m
    $114–531

  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 Wallingford Amtraktrain train
    6h 20m
    $90–421

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Springfieldtrain train Lake Shore Limited
    2. Take the train from Springfield to Wallingford Amtraktrain train Amtrak Hartford Line / ...
    21h 21m
    $316–635

  4. 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 26m
    $158–286

  5. Drive 869 mi

    1. Drive from Chicago to Wallingfordcar car 869 mi
    14h 48m
    $159–230

  6. Fly Chicago Midway International Airport to Laguardia Airport, train

    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 52m
    $208–600

  7. 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 20m
    $120–1,121

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane plane ORD - HVN
    7h 34m
    $148–489

  9. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore to Port Authority Bus Terminalbus bus
    3. Take the bus from Port Authority Bus Terminal to New Haven Union Stationbus bus
    25h 56m
    $169–354

Chicago to Wallingford by train (Amtrak)

Calendar7Weekly Trains
Duration21h 21mAverage Duration
Ticket$316Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Wallingford.ExpandLaunch map view
  • Distance: 824.9 mi
  • Duration: 5h 49m

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

You can take a train from Chicago Union Station to Wallingford Amtrak via Springfield in around 21h 21m. Alternatively, you can take a bus from Chicago Bus Station to S Main St @ Ward St via New York Midtown, Port Authority Bus Terminal, New Haven Union Station, and Church St @ Chapel St in around 21h 26m.

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