We’re hiring! Visit our “Join The Team” page to see our exciting opportunities.

Niagara Falls, New York

New York to Chicago

Visit New York, The Finger Lakes, Niagara Falls, Lake Erie, Cleveland, Detroit, Ann Arbor, Lake Michigan & Chicago.

Road trip from New York to Chicago, via Niagara Falls & more

14 Nights from £1,799pp
i
‘from’ prices are based on off peak travel, 2 people sharing a standard car, economy flights and 2-3* Hotels. All trips are completely bespoke so just tell your expert any requirements you have.

Explore two of the world’s greatest cities and all that lies between them. The iconic cities of New York and Chicago bookend this varied 1100-mile road trip, and between, you’ll find three areas of outstanding natural beauty, two major mid-west cities with unique attractions, and a few gorgeous small towns, too.

Key road trip highlights:

  • Start your holiday with at least four nights in The Big Apple.
  • Cruise through the beautiful Finger Lakes Region, with highlights including Taughannock Falls State Park and Watkins Glen State Park.
  • Witness a true wonder of the world – Niagara Falls.
  • Cruise along Lake Erie to visit musical Cleveland and Detroit.
  • Thrill-seekers may want to stop and enjoy the epic rollercoasters at Cedar Point.
  • Spend time on Lake Michigan’s beautiful beaches.
  • Finish off with 2 full days among the immense skyscrapers of Chicago.
  • What’s included? Direct flights with a premier carrier like British Airways, accommodation to your desired standard and length of stay, car rental and a detailed road trip pack.
New York to Chicago road trip route with The American Road Trip Company

Our Favourite Hotels

We’ll suggest properties to match your preferred budget, be it low-cost, mid-range or high-end luxury that you’re looking for. We can also mix it up so you’ll experience a range of standards and experiences along your road trip.

Moxy Hotel Chicago Downtown

Hotel:

Moxy Hotel

Location:

Chicago

The Siren Hotel, Detroit

Hotel:

The Siren Hotel

Location:

Detroit

New York Marriott Marquis, Manhattan Times Square, New York

Hotel:

New York Marriott Marquis

Location:

New York

Riu Plaza Manhattan Times Square, New York

Hotel:

Riu Plaza Manhattan Times Square

Location:

New York

Marriott Niagara Falls Fallsview Hotel & Spa, Ontario

Hotel:

Marriott Niagara Falls Fallsview Hotel & Spa

Location:

Niagara Falls

Arlo Chicago

Hotel:

Arlo Chicago

Location:

Chicago

The Knickerbocker Hotel, New York

Hotel:

The Knickerbocker Hotel

Location:

New York

The Langham Hotel, Chicago

Hotel:

The Langham Hotel

Location:

Chicago

Road Trip Itinerary

All of our American road trips can be tailored to meet your requirements. Do you have more or less than 14 days for your road trip? No problem, we can bolt on extra nights to allow more time to explore or shorten the number of destinations as required.

1

Welcome to The Big Apple!

Considering starting on the Upper West Side; this neighbourhood of Manhattan has a residential feel combined with great shopping and foodie enclaves like the famous Zabar’s Deli. The American Museum of Natural History can also be found here and is an absolute must-see for all ages.

Location:

New York, NY

Drive:

0 miles

Manhattan, New York to The Hamptons, USA. City Skyline
2

Explore Central Park and the Upper East Side

Central Park is the most visited urban park in the US. You can easily spend the day here with 843 acres of walking trails, ice rinks, cycle paths, a Zoo, and even a castle. Bordering the eastern length of Central Park is 5th Avenue, home to some of the world’s most renowned museums, such as The Met and The Guggenheim. Upscale Madison and Park Avenue are found further east, which is great for watching wealthy New Yorkers dip in and out of luxury designer stores.

Location:

New York, NY

Drive:

0 miles

Central Park, NYC. New York to LA
3

Discover the many delights of Downtown New York

Downtown stretches to Battery Park at Manhattan’s southern tip, where ferries leave to the legendary Statue of Liberty and Ellis Island. The Financial District is anchored by Wall St, home to the New York Stock Exchange and the National September 11 Memorial and Museum. Surrounding neighbourhoods offer a great contrast to this commercial hub – Soho, Greenwich, Tribeca and the Meatpacking District are crammed with cool bars, shops and restaurants.

Location:

New York, NY

Drive:

0 miles

Brooklyn Bridge, New York, USA - Bridge
4

Skyscrapers and shopping in Manhattan's Midtown

Midtown’s highlights include 5th Avenue shopping, Grand Central Station, the New York Public Library, Bryant Park, Times Square, Broadway and the Rockefeller Centre – make sure you leave time to visit either the Top of The Rock or The Empire State Building as the sunsets, to witness the city’s lights come alive on your final evening in the Big Apple.

Location:

New York, NY

Drive:

0 miles

Taxi cab in Manhattan, New York, USA
5

Leave Manhattan for the pretty Finger Lakes Region

Bid farewell to the Big Apple, collect your rental car from Newark Airport and venture into the beautiful nature of New York State. The Finger Lakes Region, which inspired the classic movie ‘It’s a Wonderful Life, ‘ is where you’ll walk through stunning State Parks and delightful small towns at your pleasure.

Location:

Finger Lakes, NY

Drive:

222 miles

Finger Lakes NY - Taughannock Falls in autumn
6

Visit Niagara Falls, the most famous waterfall in the world

Niagara Falls is made up of three massive, separate waterfalls. The largest is on the Canadian side of the border and is named Horseshoe Falls, whilst Bridal Veil and American Falls are on the US side. Such is the power of the water that passes over the falls, Niagara has moved 7 miles upriver since it was first formed.

Location:

Niagara Falls, ON

Drive:

177 miles

Horseshoe Falls, Niagara Falls, Ontario, Canada
7

Take a thrilling boat ride to the base of Niagara Falls

Spend a second day exploring Niagara Falls’ must-see attractions. One must-do is to take to the water and experience the power of the falls close up. Hornblower Niagara Cruises operates boats from the Canadian side of the border. Your detailed Road Trip Pack will detail the numerous visitor attractions found on both sides of the border.

Location:

Niagara Falls, ON

Drive:

0 miles

Niagara Falls, New York
8

Travel along Lake Erie's shoreline to Cleveland, Ohio

Continue west along the shoreline of Lake Erie to Cleveland, where you can spend the afternoon visiting some of the city’s must-see places, such as the Rock and Roll Hall of Fame and Cleveland Museum of Art. Comic Book fans might want to see the birthplace of Superman, whilst food lovers should head over to West Side Market, which has been serving the community here with tasty treats for 100 years.

Location:

Cleveland, OH

Drive:

216 miles

Cleveland, Ohio, USA skyline on the river
9

From Cleveland, Ohio to Detroit, Michigan

Leave Cleveland and cruise around the western corner of Lake Erie on your way to the home of Motown – Detroit. Along the way, thrill seekers will want to stop and spend the day at Cedar Point Amusement Park. Afterall, Cedar Point (pictured) is home to more than 70 rides, some of which need to be seen to be believed.

Location:

Detroit, MI

Drive:

169 miles

Cedar Point, Detroit, Michigan
10

A full day to explore Detroit's must see museums

Detroit is experiencing an exciting renaissance of late, and it’s home to two of America’s very best museums. No self-respecting music fan should miss the magnificent Motown Museum, whilst The Henry Ford Museum is also very impressive. It includes uniquely historic exhibits like the car in which JFK was assassinated and the chair where Abraham Lincoln lost his life.

Location:

Detroit, MII

Drive:

0 miles

Aerial view of downtown Detroit, Michigan USA
11

Head west to the beaches and charming small towns that line Lake Michigan's east coast line

Leave Detroit and head west to the beautiful beaches and small towns that line Lake Michigan’s eastern coastline. Along the way, you can stop for lunch and a quick stroll in charming Ann Arbor or pretty Holland, with it’s Dutch heritage.

Location:

Lake Michigan, MI

Drive:

213 miles

Golden Beachfront, Indiana Dunes, Lake Michigan
12

Follow Lake Michigan's gorgeous shoreline to Chicago

Spend the day visiting numerous beautiful beaches as you cruise around the southern tip of Lake Michigan on your way to mighty Chicago. Michigan’s highlights include Oval Beach, Silver Lake State Park and Warren Dunes State Park. Whilst neighbouring Indiania offers up a national park in the form of Indiana Dunes National Park. After watching the sunset over Lake Michigan, you’ll drive to Chicago and drop off your car; you won’t need it to explore The Windy City.

Location:

Chicago, IL

Drive:

141 miles

Lake Michigan, Chicago, Great Lakes, Illinois, USA
13

Chicago - My kind of town

Chicago is best explored by trolley, bus, boat or bike. Most visitors head to ‘Magnificent Mile’, a vibrant, bustling area home to upscale shops, trendy restaurants and luxury hotels. Landmarks include the historic Chicago Water Tower, the neo-Gothic Tribune Tower, and the 100-story John Hancock Center with a rooftop observation deck. Exceptionally cold in winter, the city and its beaches come alive in the spring, summer and fall.

Location:

Chicago, IL

Drive:

0 miles

Cloud Gate in Chicago, Route 66
14

A second full day to discover Chicago's best sights

Your detailed Road Trip Pack will show you all of Chicago’s must-see places, including Cloud Gate, Navy Pier, and the lovely Lake Michigan shoreline. Before leaving town, make sure you spend at least one evening partying at Buddy Guy’s Legends blues club.

Location:

Chicago, IL

Drive:

0 miles

Chicago, Illinois, Route 66, USA

Share this trip

Frequently Asked Questions

You’ll find answers to most of your questions right here. If you still need assistance, Feel free to get in touch, and we’ll be sure to get back to you promptly!

Can I Add Extra Nights To The Road Trips?

Not a problem. If you are lucky enough to have extra time to explore more places or add more rest days, then just let us know and we’ll adjust your trip to match your preferred timescale.

Must I Have Travel Insurance?

We strongly advise that you purchase travel insurance for your holiday to cover you against medical expenses, theft and other financial costs. Should you need to cancel before travelling, some insurance policies may pay out for any loss of funds that have been paid to us and which cannot be refunded under our cancellation policy.

Can I Do A One-Way Rental?

Many of our trips have a different end destination than the starting point, so this is not a problem. Please note a fee sometimes applies for one-way rentals between other regions or states, which will be paid to the supplier directly when collecting the vehicle. We’ll endeavour to inform you of this charge within your quote.

Am I Limited To Certain Hotels Or Chains?

No, far from it. We work with a range of properties from 3* to 5*, so we can adapt the trip to match most budgets. We have access to rooms in more than 800 hotels, motels, lodges and B&Bs across North America.

How Old Do I Need To Be?

The minimum age to rent a car is 21 in the United States or Canada, although, in addition, any drivers under 25 years of age will generally incur a surcharge.

Request a Quote

Please use the form below to request a quote from our team. Fields marked with an * are mandatory. Please note that we currently only serve customers based in the UK & The EU.

Your Details
Trip Details

Adults

kids

Rooms

Beds

Preferred Standard

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Similar Trips

Not quite what you’re looking for? Get in touch to discuss your Bespoke Road Trip plans, or check out these similar road trip itineraries…

Our Trusted Partners And Providers

ARTCo customers can be confident that we only work with the very best service providers, such as Virgin Atlantic, British Airways and Alamo. Any payments made to us are fully protected via the government’s ATOL scheme (Flight packages) or Financial Failure Insurance (Non-Flight Packages).

Request A Quote
arrow_downarrow_leftarrow_rightbriefcase calendarchevron-downchevron-upcircle-arrowcircle-crosscircleclosecrossdistanceemailhotel-althotel-oldhotelletterlocationmapmenu-togglenavigationpaint-linephoneplaneAsset 1red-cross shieldsocial_facebooksocial_googleplussocial_instagramsocial_linkedin_altsocial_linkedinsocial-pinterestlogo-twitter-glyph-32social-xsocial-youtubestamp-66stamp-np