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

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There are 11 ways to get from Mamaroneck to Chicago by train, bus, plane, train (Amtrak), bus (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, bus to Laguardia Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from Mamaroneck to 125th Street - Harlemtrain
    2. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    5h 28m
    $68–285
  2. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union StationtrainLake Shore Limited / ...
    21h 44m
    $151–571
  3. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus StationbusFlixBus N2640
    23h 54m
    $108–218
  4. Drive 804.8 mi

    1. Drive from Mamaroneck to Chicagocar804.8 mi
    13h 19m
    $147–213
  5. Train, bus to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Mamaroneck to 125th Street - Harlemtrain
    2. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    5h 15m
    $88–435
  6. Bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Bryant Park to Terminal Bbus
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)planeEWR - ORD
    6h 7m
  7. Train, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Mamaroneck to Grand Central Terminaltrain
    2. Take the train from Grand Central Terminal to Jamaicatrain
    3. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)planeJFK - ORD
    5h 58m
    $774–1,137
  8. Fly Westchester County Airport to Chicago O'Hare International Airport

    1. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    6h 33m
    $478–911
  9. Bus to Newark Liberty International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Bryant Park to Terminal Bbus
    2. Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)planeEWR - MDW
    6h 8m
  10. Fly Laguardia Airport to General Mitchell International Airport, train

    1. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)planeLGA - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain
    7h 49m
    $166–690
  11. Bus via Baltimore

    1. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus StationbusGreyhound US0670 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus StationbusGreyhound US0164
    24h 27m
    $126–286

Mamaroneck to Chicago by train, foot, and bus (Amtrak)

Calendar10Weekly Services
Duration21h 44mAverage Duration
Ticket$151Cheapest Price
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Questions & Answers

What companies run services between Mamaroneck, NY, USA and Chicago, IL, USA?

Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $140–550 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station once daily. Tickets cost $95–200 and the journey takes 20h 25m.

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