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

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There are 10 ways to get from Brooklyn to Chicago by plane, train (Amtrak), bus (Flixbus), car, subway, bus, 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. Fly John F. Kennedy International Airport to Chicago O'Hare International Airport

    best
    1. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)planeJFK - ORD
    5h 11m
    $814–1,017

  2. Line 5 subway, bus to Laguardia Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the subway from Church Av to 125th Streetsubway
    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 38m
    $57–275

  3. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union StationtrainLake Shore Limited / ...
    21h 7m
    $123–503

  4. Bus (Flixbus)

    1. Take the bus from New York City Chinatown to Chicago Bus StationbusFlixBus N2640
    23h 7m
    $93–217

  5. Drive 794.3 mi

    1. Drive from Brooklyn to Chicagocar794.3 mi
    13h 13m
    $145–210

  6. Line 5 subway, bus to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the subway from Church Av to 125th Streetsubway
    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 27m
    $82–445

  7. Line 2 subway, train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the subway from Church Av to 34 St-Penn Stationsubway
    2. Take the train from New York Penn Station to Newark Airport Railroad Stationtrain
    3. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)planeEWR - ORD
    5h 40m
    $80–326

  8. Fly Newark Liberty International Airport to Chicago Midway International Airport

    1. Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)planeEWR - MDW
    5h 29m
    $90–396

  9. Line 5 subway, train to Westchester County Airport, fly to Chicago O'Hare International Airport

    1. Take the subway from Church Av to Grand Central-42 Stsubway
    2. Take the train from Grand Central Terminal to White Plainstrain
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    7h 41m
    $82–386

  10. 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 10m
    $113–318

Brooklyn to Chicago by subway and train (Amtrak)

Calendar10Weekly Services
Duration21h 7mAverage Duration
Ticket$123Cheapest Price
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Questions & Answers

What companies run services between Brooklyn, Kings County, NY, USA and Chicago, IL, USA?

American Airlines, JetBlue Airways, and two other airlines fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD) every 2 hours. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $120–500 and the journey takes 19h 32m.

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