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How to get fromSag Harbor to Chicagoby bus, plane, train, bus (Flixbus), car or bus (Greyhound)

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There are 8 ways to get from Sag Harbor to Chicago by bus, plane, train, 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. Bus to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Sag Harbor-Eastbound to JFK Airport Connection - WBbus bus
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    7h 19m
    $123–561

  2. Bus to Laguardia Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Sag Harbor-Eastbound to JFK Airport Connection - WBbus bus
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    7h 37m
    $88–341

  3. Bus, train

    1. Take the bus from Sag Harbor-Eastbound to 3 Av & 39 Stbus bus
    2. Take the train from Grand Central Terminal to Croton-Harmontrain train
    3. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train
    23h 46m
    $154–440

  4. Bus

    1. Take the bus from Sag Harbor-Eastbound to 3 Av & 39 Stbus bus From Sag Harbor-Westbound / ...
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640
    24h 20m
    $125–229

  5. Drive 888.8 mi

    1. Drive from Sag Harbor to Chicagocar car 888.8 mi
    15h 13m
    $163–235

  6. Bus, train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Sag Harbor WB to Islip Airport Connectionbus bus
    2. Take the train from Ronkonkoma to New York Penn Stationtrain train
    3. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    8h 9m
    $109–415

  7. Bus to Westchester County Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Sag Harbor-Eastbound to 3 Av & 39 Stbus bus
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    9h 48m
    $102–395

  8. Bus via Baltimore

    1. Take the bus from Sag Harbor-Eastbound to 3 Av & E 42 Stbus bus
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    26h 18m
    $140–294

Sag Harbor to Chicago by bus, foot, and train

Calendar7Weekly Services
Duration23h 46mAverage Duration
Ticket$154Cheapest Price
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Questions & Answers

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

You can take a bus from Sag Harbor-Eastbound to Chicago Bus Station via 3 Av & 39 St, E 34 St/3 Av, W 34 St/7 Av, and New York Midtown in around 24h 20m.

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