The Skyline of Chicago

Cruise & Stay

Chicago

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"Located on the shores of Lake Michigan, Chicago is the home to some of the best restaurants, nightlife, shopping and museums the US has to offer."

Welcome to Chicago

A city unlike any other, Chicago is known for its resilient spirit and inspiring comebacks. Experience iconic sights, architectural marvels, award-winning culinary scene, diverse neighborhoods, and welcoming Midwestern soul that truly makes Chicago the city that feels like home.

The Skyline of Chicago

Chicago is the third biggest city in the USA based on population and it's therefore unsurprising that there are a multitude of things to see and do in "The Windy City". 

Millennium Park
The Chicago Skyline from Millennium Park

Weather in North America

Chicago’s weather is as dynamic and bold as the city itself, with distinct seasons that each bring their own charm—and challenges. Winters are cold and often snowy, with temperatures ranging from -10°C to 5°C and the infamous “Windy City” gusts making it feel even chillier. But the holiday lights and snow-dusted skyline add a magical vibe to the season.

Spring brings a welcome thaw, with temperatures climbing to 5–15°C and the city blooming back to life as parks and gardens awaken. Summer is a highlight, with warm, sunny days in the 20–30°C range perfect for enjoying the beaches along Lake Michigan, outdoor festivals, and rooftop dining. Humidity can make some days feel hotter, but a cool lake breeze often provides relief.

Autumn steals the show with crisp air, golden foliage, and temperatures ranging from 10–20°C—ideal for exploring Chicago’s neighborhoods or catching a game at Soldier Field. Whether it’s the bite of winter or the balmy heat of summer, Chicago’s weather is as full of character as the city it shapes.

Things to do in Chicago

Chicago, often referred to as the “Windy City”, is a vibrant metropolis located in the state of Illinois in the United States. It’s nestled on the southwestern shore of Lake Michigan, and is known for its impressive skyline, punctuated by towering skyscrapers such as the iconic Willis Tower and the neo-Gothic Tribune Tower.

Chicago is also renowned for its rich cultural offerings. It boasts a thriving arts scene, with a plethora of museums, galleries, and theaters. The Art Institute of Chicago houses one of the largest collections of Impressionist and Post-Impressionist art in the world.

Start your journey at Millennium Park to snap a selfie with the shiny Cloud Gate (you know, that iconic “bean”!), then take a leisurely stroll through the picturesque gardens. Don’t miss the vibrant murals in the Pilsen and Wicker Park neighborhoods, where street art colors every corner. For a scenic view, wander along the Chicago Riverwalk, where you can admire stunning architecture while nibbling on a snack or renting a kayak for a splashy exploration.

Cloud Gate (The Bean)
Cloud Gate in Chicago

As you dive deeper, venture into the historic streets of Old Town or the lively charm of Lincoln Park, filled with cute coffee shops and unique boutiques. Enjoy a sunset promenade along the Lakefront, taking in breathtaking views of Lake Michigan. Finally, wrap up your day by indulging in some famous deep-dish pizza—because we both know no trip to Chicago is complete without it! From the vibrant neighborhoods to picturesque parks, Chicago has endless surprises and delights waiting just for you!

The View of Lake Michigan with Wind Point Lighthouse

Restaurants

Nightlife

Events

What's Included

A Plane

Return flights included from a choice of UK airports.

A person in bed

FREE Handpicked Chicago Hotel Stay.

A ticket

Discounts for Tickets to Chicago Excursions

Anchor

A Choice of Accommodation on Ship.

A Knife and Fork

Breakfast, Lunch, Dinner & Snacks in Selected Ship Eateries.

A Mug

Hot drinks, Ice Tea's, Lemonade, Juices, and Water in Select Buffet Venues.

A ladder out of water

Use of swimming pools, hot tubs, fitness centre and leisure facilities where available.

Theatre Masks

Entertainment & Activities, Day & Night, Inc Theme Nights & Parties.

A Child

Fantastic Youth Programmes from Babies to 17 years old.

An Invoice File

Ship Port Taxes & Fees

Amazing Holiday Deals

* Price information

Prices on display are from and per person based on 2 sharing the lowest cabin grade unless otherwise stated. Gratuities are not included in any of these offers unless otherwise stated. Baggage charge may apply. No Booking fee is payable when you book online. Cruise Nation and Cruise Line Terms & Conditions apply. E&OE.

For the latest and most up to date availability & pricing, please click on a deal or call our team on 0333 455 8500

Average Customer Rating:
4.8/5|
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Independent Service Rating based on 503 verified reviews.Read all reviews

Award

Excellent service, very knowledgeable, friendly & helped me find the perfect holiday for my budget. Everything was explained very thoroughly.

-13 July 2025

Agent I dealt with was very helpful and knowledgeable, was a good experience booking our first cruise.

-13 July 2025

Just fabulous service and great Packages and prices.

Fabulous company. Used them at least 10 times now. Have 4 cruises booked over next year and would highly recommend. In fact when onboard we always tell people to use them. Great customer service. Shirley, Lisa and Kerry we have spoken too many times. We...

-12 July 2025

Good knowledge

Mr Franco Marconetto-12 July 2025