Rome2Rio

How to get fromChicago to Harlemby plane, train (Amtrak), bus (Flixbus), car, train, subway, or bus (Greyhound)

Find Transport to Harlem

See all options

There are 11 ways to get from Chicago to Harlem by plane, train (Amtrak), bus (Flixbus), car, train, subway, 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 Chicago Midway International Airport to Laguardia Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    4h 20m
    $114–662

  2. Fly Chicago O'Hare International Airport to Laguardia Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    4h 48m
    $74–332

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    20h 31m
    $277–588

  4. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640 / ...
    20h 35m
    $135–222

  5. Drive 793.8 mi

    1. Drive from Chicago to Harlemcar car 793.8 mi
    13h 11m
    $145–210

  6. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train, line 2 subway

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take the train from Newark Airport Railroad Station to New York Penn Stationtrain train
    3. Take the subway from 34 St-Penn Station to 125 Stsubway subway
    5h 4m
    $106–336

  7. Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train, line 2 subway

    1. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    2. Take the train from Jamaica to New York Penn Stationtrain train
    3. Take the subway from 34 St-Penn Station to 125 Stsubway subway
    5h 3m
    $80–357

  8. Train to General Mitchell International Airport, fly to Laguardia Airport

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Laguardia Airport (LGA)plane plane MKE - LGA
    6h 6m
    $158–823

  9. Fly Chicago O'Hare International Airport to Westchester County Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the train from White Plains to 125th Street - Harlemtrain train
    6h 34m
    $454–622

  10. Fly Chicago Midway International Airport to Philadelphia International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    2. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain train
    6h 6m
    $158–1,361

  11. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus Greyhound US0164
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus Greyhound US0670 / ...
    21h 59m
    $173–352

Chicago to Harlem by train and subway (Amtrak)

Calendar10Weekly Services
Duration20h 31mAverage Duration
Ticket$277Cheapest Price
See schedules

Questions & Answers

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

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station once daily. Tickets cost $270–600 and the journey takes 20h 12m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

More Questions & Answers

Trips from Chicago

Trips to Harlem

Popular routes