Urban Wonders Chicago to New York
New
Embark on an exhilarating 8-day journey starting in the dynamic city of Chicago and concluding in the vibrant metropolis of New York City. Your adventure kicks off with Chicagos architectural wonders, including The Loop and Navy Pier. In Cleveland, immerse yourself in the city's rich culture before heading to the iconic Niagara Falls for breathtaking views and a thrilling Maid of the Mist boat ride. Discover Cornings glass treasures en route to the Big Apple. In New York, stroll through iconic districts like Wall Street and Central Park, and soak up the electric atmosphere of Times Square. Expect diverse experiences and unforgettable moments.
For a detailed itinerary and information about visas, money, weather and more.
Tour Overview
Duration
8 daysHotel Rating
3-4 star hotelsStarts
ChicagoEnds
New YorkMinimum age
No minimum ageMaximum age
100Arrival Transfer
YesDeparture Transfer
NoTour Guide
Yes - English speaking guides (guiding may be in additional languages to English)Country
USAPassengers
$2,205.00
$400.00
Tour Style
Group Size
Min 1 / Max 65
Trip Type
Large Coach Tours
Range
This tour is operated by our trusted local partner and has been handpicked by us to deliver you an unforgettable trip.
Guiding Style
This tour includes scheduled sightseeing with expert guides in key destinations as per the Inclusions, as well as transportation (either with a driver or public transport), plus of course your accommodation. There is no single tour guide or tour leader throughout the trip. You’ll have support where it counts, and more freedom in between. Our cruise tours also fall into this category where you will be looked after by a crew. For more information, check the Inclusions of this tour.
Tour Pace
A balanced pace, with a mix of free time and visits to multiple locations, allowing for both relaxation and exploration. Generally doesn't visit more than one or two destinations per day.
Physical Rating
A moderate amount of walking is required during sightseeing, with some free time, offering a balance between activity and relaxation. As a general rule, you should be able to walk 2-kilometres without stopping.
Tour Guide
Yes - English speaking guides (guiding may be in additional languages to English)Group Size
Min 1 / Max 65Tranportation
N/ALanguage
EnglishLanguage
EnglishRange
This tour is operated by our trusted local partner and has been handpicked by us to deliver you an unforgettable trip.
Guiding Style
This tour includes scheduled sightseeing with expert guides in key destinations as per the Inclusions, as well as transportation (either with a driver or public transport), plus of course your accommodation. There is no single tour guide or tour leader throughout the trip. You’ll have support where it counts, and more freedom in between. Our cruise tours also fall into this category where you will be looked after by a crew. For more information, check the Inclusions of this tour.
Tour Pace
A balanced pace, with a mix of free time and visits to multiple locations, allowing for both relaxation and exploration. Generally doesn't visit more than one or two destinations per day.
Physical Rating
A moderate amount of walking is required during sightseeing, with some free time, offering a balance between activity and relaxation. As a general rule, you should be able to walk 2-kilometres without stopping.
Trip Type
Large Coach ToursPlaces You'll See
Chicago
Cleveland
Niagara Falls
Corning
New York
Included
Not Included
Itinerary
Day 1 - Chicago
Welcome to Chicago! Upon arrival, we'll arrange for your transfer to the hotel, where you can enjoy some free time to unwind. In the afternoon, you will receive details about the start of your circuit, either in person or via information signs at the hotel reception. Later, we'll take you on a transfer to Millennium Park and the renowned The Loop neighbourhood, famous for its theatres and vibrant neon lights. You'll have time to explore the area and enjoy dinner at your leisure. We hope you have a comfortable stay at your accommodation. Please note: This tour may have travellers joining or departing at various points along the route, meaning group composition can change during the tour. Please also be aware that depending on group composition, guiding may be in additional languages as well as English.
Day 2 - Chicago
Following breakfast, enjoy a guided panoramic tour of Chicago's most iconic landmarks. We will visit the New Millennium Park, gaze up at the towering Willis Tower, explore the expansive Grant Park, and experience the famous elevated trains of The Loop. Our journey continues through Downtown to the Museum Campus, home to the Adler Planetarium, the Field Museum of Natural History, and the Shedd Aquarium. We'll also cross the Chicago River bridges, offering stunning city views from the lake. The rest of your morning is yours to explore the city centre or experience breathtaking views from Willis Tower's observation deck. You'll have free time to enjoy lunch and visit Navy Pier. Originally built in 1916 as the largest pier globally, it now serves as a vibrant hub for the city's leisure activities. If you wish, you can also join an optional water tour along the picturesque Chicago River, showcasing the city's remarkable architectural variety. Spend the night in Chicago.
Day 3 - Chicago - Cleveland
On the third day, we set off early for Cleveland, arriving in the late afternoon. You'll have some free time to explore the city's cultural offerings. Consider visiting the renowned Cleveland Museum of Art, or indulging in the culinary delights of Little Italy with its charming restaurants. Alternatively, take a stroll through Downtown. In the evening, we recommend dining along the vibrant Calle 4 and Euclid Avenue, known for their lively atmosphere. We then settle into our accommodation for the night.
Day 4 - Cleveland - Niagara Falls
Following breakfast in Cleveland, we take you on a brief panoramic tour of the city. You might want to explore the Rock and Roll Hall of Fame, an emblem of American culture, tracing the history of this iconic music genre from its roots to today. After enjoying lunch at your leisure, we set off for the majestic Niagara Falls, arriving by late afternoon. Accommodation awaits, allowing you to relax and settle in.
Day 5 - Niagara Falls
After a hearty breakfast, we'll head out to explore the stunning Niagara Falls, starting at Goat Island. Here, you'll get up close to the thundering rapids and capture breathtaking views of the iconic Horsetail Falls. Prepare for an exhilarating experience as we board the Maid of the Mist, a small boat that takes us to the base of these magnificent waterfalls, offering unparalleled perspectives. In the afternoon, we visit one of the city's renowned outlet shopping centres, where you can indulge in some retail therapy. We then return to our hotel for the evening. Please note that the Maid of the Mist does not operate between October and March due to weather conditions.
Day 6 - Niagara Falls - Corning - New York
Following breakfast, we embark on our journey to New York, with a stop at Corning. Renowned for hosting the worlds largest collection of glass artifacts, Corning's museum offers the opportunity to explore some truly remarkable exhibits. If you're interested, you can delve into the captivating world of glassmaking before we continue our journey to the vibrant city of New York.
Day 7 - New York
Following breakfast, we embark on a panoramic tour of New York City, exploring the differing vibes of Upper, Midtown, and Lower Manhattan. Our journey takes us through iconic areas such as Wall Street, Rockefeller Center, and the majestic St Patrick's Cathedral. We will also meander through the greenery of Central Park, pause at Columbus Circle, and admire the sleek architecture of the AOL/Time Warner Building. Our tour further uncovers the charm of the Village, the cultural richness of Little Italy, and the historic Battery Park, offering a sweeping view of the Statue of Liberty. As evening descends, we provide a transfer to the vibrant hub of Times Square, the pulsating heart of the city abuzz with the energy of Broadway musicals and dazzling neon lights. Should our hotel be in the Times Square vicinity, this transfer will not be necessary.
Day 8 - New York
Following breakfast, our services conclude. You are now free to explore New York City at your leisure or begin your onward journey.
Tour Reviews
Extras and add-ons
If you'd like to add extras or add-ons to your booking, you can do this easily during checkout. Just review the available options and select any additional services or upgrades you'd like before completing your purchase.
Pre and Post Tour Accommodation
Extend your tour with us by booking pre and post-accommodation, available at a per-person, per-night rate.

Post-Tour Accommodation - New York
XXX
Triple
Double
Twin
Single
Hotels
The hotels listed below are examples which we frequently use on this tour. Alternative hotels of a similar standard may be used instead.
Confirmation of the hotels used may not be available until 48 hours before the tour departs.
If you are interested in booking pre or post-tour accommodation, here are some of the hotels we typically use.
Prices & Dates
Departure dates are guaranteed with 2 travellers. 'Double/Twin' prices are per person when there are 2 people on the same booking sharing a room. 'Single' prices are applicable to anyone wanting the privacy of their own room. 'Triple' prices are per person when there are 3 people on the same booking sharing a room. 'Shared' prices are for solo travellers who are happy to share with another solo traveller of the same sex in a twin room - a single room will be provided at no additional cost if there are no suitable travellers to share with.
Can't find a date that works for you?
Dates for 2027 haven't been released yet.
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