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

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There are 10 ways to get from Brooklyn to Chicago by subway, bus, plane, train (Amtrak), bus (Flixbus), car, 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. Line 5 subway, bus to Laguardia Airport, fly to Chicago Midway International Airport

    best
    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 14m
    $208–666

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

    cheapest
    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 31m
    $117–626

  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
    $253–603

  4. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640 / ...
    22h
    $143–243

  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 O'Hare 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 O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 27m
    $138–566

  7. Fly John F. Kennedy International Airport to Chicago O'Hare International Airport

    1. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    5h 4m
    $324–867

  8. 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 44m
    $146–886

  9. 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 33m
    $168–981

  10. Bus via Baltimore

    1. Take the bus from New York to Baltimorebus bus Ppb 86000 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    24h 57m
    $163–323

Brooklyn to Chicago by subway and train (Amtrak)

Calendar10Weekly Services
Duration21h 9mAverage Duration
Ticket$253Cheapest Price
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Questions & Answers

Map of how to get from Brooklyn to Chicago.ExpandLaunch map view
  • Distance: 755.1 mi
  • Duration: 5h 14m

What companies run services between Brooklyn, Kings County, 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 $250–600 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $140–240 and the journey takes 20h 25m.

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