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How to get fromChicago to Enterprise Rent a Carby plane, train, train (Amtrak), bus, car or subway

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There are 10 ways to get from Chicago to Enterprise Rent a Car by plane, train, train (Amtrak), bus, car, or subway

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 O'Hare International Airport to Laguardia Airport, train

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)planeORD - LGA
    2. Take the train from 125th Street - Harlem to South Norwalktrain
    3. Take the train from South Norwalk to Danburytrain
    8h 23m
    $80–306

  2. Train

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak StationtrainLake Shore Limited
    2. Take the train from White Plains to BrewstertrainHarlem
    23h 58m
    $115–333

  3. Bus, train

    1. Take the bus from Chicago Bus Station to New York Midtownbus
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain
    3. Take the bus from Norwalk Wheels Hub to Pulse Pointbus15
    25h 17m

  4. Drive 836 mi

    1. Drive from Chicago to Enterprise Rent a Carcar836 mi
    13h 45m
    $153–221

  5. Subway to Chicago Midway International Airport, fly to Laguardia Airport, train

    1. Take the subway from Roosevelt to Midwaysubway
    2. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)planeMDW - LGA
    3. Take the train from 125th Street - Harlem to South Norwalktrain
    4. Take the train from South Norwalk to Danburytrain
    8h 6m
    $96–416

  6. Fly Chicago O'Hare International Airport to Westchester County Airport, train, line 12 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)planeORD - HPN
    2. Take the train from White Plains to Brewstertrain
    3. Take the bus from Brewster Village Mta to Federal Road Park & Ridebus
    8h 20m

  7. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)planeORD - EWR
    2. Take the train from Newark Liberty International Airport to Stamford Amtrak Stationtrain
    9h 49m
    $84–522

  8. Fly Chicago Midway International Airport to Bradley International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)planeMDW - BDL
    2. Take the train from Windsor Locks to New Haventrain
    3. Take the train from New Haven to South Norwalktrain
    10h 1m
    $130–800

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)planeORD - BDL
    2. Take the train from Windsor Locks to New Haventrain
    3. Take the train from New Haven to South Norwalktrain
    10h 35m
    $390–900

  10. Bus, train via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus
    3. Take the train from Grand Central Terminal to Danburytrain
    26h 24m
    $135–314

Chicago to Enterprise Rent a Car by train, bus, and foot

Calendar7Weekly Services
Duration23h 58mAverage Duration
Ticket$115Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Enterprise Rent a Car, CT, USA?

You can take a train from Chicago Union Station to Enterprise Rent a Car via Croton-Harmon Amtrak Station, Croton Harmon Railroad Station, White Plains Bus Terminal Lane B, White Plains, Brewster, Brewster Village Mta, and Federal Road Park & Ride in around 23h 58m.

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