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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)plane plane JFK - ORD
    4h 53m
    $74–350

  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 subway
    2. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 34m
    $72–335

  3. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    21h 9m
    $273–603

  4. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640 / ...
    22h
    $133–223

  5. Drive 794.3 mi

    1. Drive from Brooklyn to Chicagocar car 794.3 mi
    13h 22m
    $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 subway
    2. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 19m
    $107–565

  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 subway
    2. Take the train from New York Penn Station to Newark Airport Railroad Stationtrain train
    3. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    5h 47m
    $105–336

  8. Train to Philadelphia International Airport, fly to Chicago Midway International Airport

    1. Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    6h 22m
    $120–1,211

  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 subway
    2. Take the train from Grand Central Terminal to White Plainstrain train
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    7h 37m
    $457–626

  10. Bus via Baltimore

    1. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus Greyhound US0670 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    24h 13m
    $168–353

Brooklyn to Chicago by subway and train (Amtrak)

Calendar10Weekly Services
Duration21h 9mAverage Duration
Ticket$273Cheapest 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 Delta fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $270–600 and the journey takes 19h 32m.

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