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

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There are 12 ways to get from Chester to Chicago by bus, plane, bus (Flixbus), train (Amtrak), car, taxi, train, 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. Bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Bedminster to Newarkbus bus
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    5h 8m

  2. Drive  753.3 mi

    cheapest
    1. Drive from Chester to Chicagocar car 753.3 mi
    12h 28m
    $138–199

  3. Bus (Flixbus)

    1. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2640 / ...
    22h 2m
    $220–321

  4. Train via Ossining

    1. Take the train from Gladstone to Newark Broad Sttrain train
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain train
    3. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train
    23h 32m
    $546–887

  5. Taxi to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Chester to Easton, PA - Intermodal Transportation Centertaxi taxi
    2. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    5h 27m
    $190–471

  6. Train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Gladstone to Newark Broad Sttrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    7h 20m
    $355–933

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

    1. Take the train from Gladstone to Newark Broad Sttrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    7h 31m
    $239–731

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

    1. Take the train from Gladstone to Newark Broad Sttrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    7h 49m
    $169–571

  9. Train, train to Philadelphia International Airport, fly to Chicago Midway International Airport

    1. Take the train from Gladstone to Newark Broad Sttrain train
    2. Take the train from Newark Penn Station to 30th Street Stationtrain train
    3. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    7h 29m
    $201–1,036

  10. Bus to Newark Liberty International Airport, fly to General Mitchell International Airport, train

    1. Take the bus from Bedminster to Newarkbus bus
    2. Fly from Newark Liberty International Airport (EWR) to General Mitchell International Airport (MKE)plane plane EWR - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    7h 24m

  11. Bus via Baltimore

    1. Take the bus from Newark to Baltimorebus bus Ppb 8448
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    27h 26m
    $194–316

  12. Train

    1. Take the train from Gladstone to Newark Broad Sttrain train Mneg
    2. Take the train from Newark Penn Station to Chicago Union Stationtrain train Cardinal
    31h
    $628–1,051

Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD) flights

Calendar167Weekly Planes
Duration2h 46mAverage Duration
Ticket$63Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chester to Chicago.ExpandLaunch map view
  • Distance: 776 mi
  • Duration: 5h 8m

What companies run services between Chester, NJ, USA and Chicago, IL, USA?

Flixbus USA operates a bus from Newark Penn Station to Chicago Bus Station twice daily. Tickets cost $140–220 and the journey takes 19h 40m. Alternatively, you can take a vehicle from Chester to Chicago Union Station via Gladstone, Newark Broad St, Penn Station, Ny Moynihan Train Hall At Penn Station, and Croton-Harmon Amtrak Station in around 23h 32m.

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