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Wedding TransportationSprinter Van ServiceEvent TransportationRoadshow TransportationCity-to-CityPrivate AviationFamily Car ServiceProfessional chauffeur service across the Flatiron District — from the iconic Broadway/Fifth Avenue intersection to the tech corridor and Madison Square Park. Curbside pickups near Eataly, Eleven Madison Park, and the Silicon Alley office towers. Vetted chauffeurs, flat-rate pricing, and 24/7 availability.
Madison Square Park · Eataly · Silicon Alley · Flatiron Building · No surge pricing · 24/7
Flatiron & Madison Sq Park coverage
Flat-rate — no surge
Vetted chauffeurs
24/7 availability
The Flatiron District occupies one of Manhattan's most distinctive intersections — the stretch between 14th and 26th Streets where Broadway slices diagonally across Fifth Avenue, creating the triangular block that gives the neighborhood and its landmark building their name. This is not just an architectural curiosity. The diagonal creates unusual traffic patterns, triangular intersections, and one-of-a-kind curbside logistics that set this neighborhood apart from the rest of the Manhattan grid. True North VIP provides professional car service built around these specific conditions.
Madison Square Park anchors the northern edge of the district at 23rd Street and Madison Avenue, flanked by the Flatiron Building on its southwest corner and Eataly at 200 Fifth Avenue on its northwest. Eleven Madison Park, the three-Michelin-star restaurant at 11 Madison Avenue, draws diners from around the world who need precise post-dinner transportation. The park itself hosts seasonal art installations, food festivals, and the original Shake Shack stand — all generating steady car service demand.
South of the park, the Broadway corridor from 14th to 23rd Street forms what the tech industry calls Silicon Alley. Hundreds of startups, established tech companies, ad agencies, and creative firms operate from the loft buildings that line Broadway and Park Avenue South. This concentration of tech and media companies creates consistent weekday demand for corporate car service — investor meetings, client pickups, and airport transfers for visiting executives. Whether you need an hourly chauffeur for a full day of meetings or a point-to-point ride from your Flatiron office to JFK, our vetted chauffeurs and flat-rate pricing make it simple.
From Madison Square Park to Union Square, the tech corridor to the dining destinations — our chauffeurs know every block and intersection.
23rd St at Broadway & Fifth Ave
Broadway 14th–23rd St, startups & tech offices
23rd–26th St on Broadway & Park Ave South
14th St — southern boundary
The diagonal crossing that creates the Flatiron District's signature triangular blocks also creates unique traffic patterns. Here is how our chauffeurs navigate them.
The Flatiron District's concentration of tech companies, creative agencies, and coworking spaces generates consistent weekday demand for professional car service.
Tech companies and agencies in the Flatiron corridor use our corporate car service for centralized billing, priority booking, and employee transportation. Set up a company account with dedicated account management and usage reporting.
Visiting investors, board members, and executives flying into JFK, LaGuardia, or Newark need reliable airport-to-office transfers. Our chauffeurs meet arrivals at baggage claim and deliver them directly to your Flatiron office — no waiting, no navigation hassle, professional impression guaranteed.
The Flatiron neighborhood attracts a younger executive demographic — founders, creative directors, and venture partners who move between offices, pitch meetings, and dinner. Our hourly chauffeur service provides a dedicated car for a full day of appointments across the district and beyond.
From a three-Michelin-star destination to the original Shake Shack, the Flatiron District is one of Manhattan's premier dining neighborhoods. Pre-dinner and post-dinner car service timed to your reservation.
11 Madison Avenue at 24th Street — 3 Michelin Stars
One of the world's most celebrated restaurants. Multi-hour tasting menus mean unpredictable end times. Our chauffeurs stage on 24th Street and wait for your text when you are ready. No rush, no meter running — just a flat-rate pickup whenever your evening concludes.
200 Fifth Avenue at 23rd Street
The Italian marketplace and dining complex occupies the ground floor of a full city block. Multiple restaurants, a wine bar, and retail counters mean visitors exit from different sides of the building. Specify your exit — Fifth Avenue, Broadway, or 23rd Street — and our chauffeur will be curbside.
Madison Square Park (southeast corner)
The original Shake Shack opened as a hot dog cart in Madison Square Park and became a permanent stand. It sits in the southeast corner of the park near Madison Avenue and 23rd Street. Pickups here work best from the 23rd Street side or from Madison Avenue between 23rd and 24th.
32nd Street between Fifth Ave & Broadway
Just north of the Flatiron District boundary, 32nd Street is Manhattan's Korean BBQ corridor. Many restaurants operate late into the night, generating demand for post-dinner car service. Our chauffeurs stage on Fifth Avenue (southbound) or Broadway near 32nd and text you when curbside.
The Flatiron District's central Manhattan location provides access to the FDR Drive for JFK and LaGuardia, and the tunnels for Newark and Teterboro. Add your flight number, luggage count, and terminal when booking.
40–60 min from Flatiron
30–50 min from Flatiron
35–55 min from Flatiron
30–45 min from Flatiron
Every airport transfer includes: Real-time flight monitoring, automatic delay adjustments, meet-and-greet option at baggage claim, luggage assistance, and flat-rate pricing locked at booking — no surge regardless of weather, traffic, or demand. Learn more about airport services.
Four steps from booking to arrival. The entire process takes under two minutes online.
Enter your Flatiron pickup address, destination, date, and time. Select your vehicle — sedan, SUV, or Sprinter. Get an instant flat-rate quote.
Include the nearest landmark (Flatiron Building, Eataly, Madison Square Park), flight numbers, or specific cross-street instructions for triangular intersections.
Your vetted chauffeur arrives at your exact Flatiron location — office lobby, restaurant entrance, park exit, or curbside pin. You receive a text with vehicle details.
Sit back while your chauffeur navigates the Broadway/Fifth Avenue split and beyond. For airport transfers, luggage assistance and flight tracking are included.
Your quote is locked at booking. No surge during Madison Square Park events, K-Town late nights, or rainy rush hours. The price you see is the price you pay.
Provide your flight number at booking. Our system tracks arrivals from JFK, LaGuardia, and Newark and dispatches your chauffeur based on actual landing time — no charge for delays.
Cancel or modify up to 24 hours before your scheduled pickup at no charge. Cancellations within 24 hours may incur a partial charge. No-shows are charged the full fare.
Rear-facing, forward-facing, and booster seats available for $25 each. Select during booking and specify ages. Seats arrive pre-installed and safety-checked.
The Flatiron District's unusual street geometry, dense office population, and popular dining destinations create consistent demand. Reservations avoid the availability crunch that comes with trying to hail a ride on the spot.
The triangular intersections and two-way Broadway traffic make spontaneous pickups unpredictable. A reserved car with a confirmed staging point eliminates the guesswork of finding each other at an unusual intersection.
Silicon Alley offices generate steady demand during business hours. Visiting investors and clients expect professional, punctual transportation. A corporate account ensures a car is always ready when your meetings end.
Eleven Madison Park tasting menus and Eataly group dinners end at unpredictable times. A pre-booked chauffeur on standby means you text when the check comes and your car appears within minutes — no searching in the dark.
Seasonal installations, food festivals, and concerts flood the surrounding blocks with pedestrians. Rideshare availability drops and surge pricing spikes. A reserved car at a set time on a confirmed side street avoids both problems.
Full-borough coverage across all Manhattan neighborhoods.
Grand Central, Park Avenue corridor, UN headquarters, and Turtle Bay.
Times Square, Hudson Yards, Penn Station, and Javits Center.
Lincoln Tunnel, Restaurant Row, cruise terminal, and Theater District.
NYU Langone, Morgan Library, Midtown Tunnel, and Curry Hill.
Hotel corridor, Ace Hotel, NoMad Hotel, and Broadway offices.
NYU, Washington Square Park, jazz clubs, and Holland Tunnel.
Tech meetings, fine dining, park events, and airport departures — vetted chauffeurs, flat-rate pricing, and zero surge across all of the Flatiron District. Explore our fleet or view all Manhattan services.
Last updated: February 2026
True North VIP is a New York City-based premium chauffeur and black car service. The company provides airport transfers to JFK, LaGuardia, Newark, Teterboro, and Westchester County airports, along with hourly charters, corporate ground transportation, wedding and event service, and city-to-city travel. Service covers all five NYC boroughs, Northern New Jersey, Connecticut, Westchester County, Long Island, and the Hamptons, with vetted professional chauffeurs and a fleet of executive sedans, luxury sedans, SUVs, and Sprinter vans available 24/7.
To book a ride, visit truenorthvip.com/book or call +1‑347‑321‑9929.
