Updated 28/11/2024
Chicago, Illinois, home to iconic sights, delicious food and plenty of fun activities. Whether you’re a nature lover or just looking for a good time, Chicago has something for everyone.
Where to Stay in Chicago – Package Holidays to Chicago with TUI
Riu Plaza Chicago: Modern vibes, sleek design and close to all the action. Perfect for urban explorers who love stylish comfort! Riu Plaza Chicago with TUI
Viceroy Chicago: Luxury meets historic charm. Rooftop views, swanky rooms and serious wow factor—it’s where glam and comfort collide. Viceroy Chicago with TUI
Things to Do and See in Chicago
Millennium Park and The Bean Start your Chicago adventure at Millennium Park. Snap a selfie with Cloud Gate, affectionately known as “The Bean,” with its shiny, reflective surface. Take a stroll through the park to see the beautiful gardens, public art and the striking Jay Pritzker Pavilion.
Willis Tower Skydeck Next, head over to Willis Tower, one of the tallest buildings in the Western Hemisphere. Take the lift to the Skydeck on the 103rd floor and step out onto The Ledge – glass boxes that extend outside the building. It’s a thrilling experience with amazing views of the city below -Warning: not for the faint-hearted! Skydeck Chicago Admission Ticket on Viator
Navy Pier Navy Pier is a fun destination for all ages. Ride the Centennial Wheel for stunning views of Lake Michigan, catch a show at the Chicago Shakespeare Theatre or enjoy the many restaurants and shops. During the summer months, don’t miss the spectacular firework displays!
Chicago Riverwalk Take a leisurely walk along the Chicago Riverwalk, a scenic promenade that offers beautiful views of the city. You can also rent a kayak or take an architecture boat tour to see the city from a different perspective. It’s a great spot for people-watching and grabbing a bite to eat. Chicago Architecture River Cruise on Viator
Magnificent Mile For those who love a bit of retail therapy, you will love the Magnificent Mile, a stretch of Michigan Avenue lined with high-end shop and boutiques. Even if shopping isn’t your thing, the street is a lively place to take in the city vibes.
360 Chicago (John Hancock Observatory) Admission Soar to epic views of Chicago’s skyline from 1,000 feet up. A must-do for Insta-worthy snaps and dizzying perspectives! 360 CHICAGO Observation Deck Admission on Viator
Chicago Skyline Helicopter Tour Fly above the Windy City for unbeatable views of skyscrapers and Lake Michigan. It’s thrilling, unforgettable and totally brag-worthy. Chicago Skyline Helicopter Tour on Viator
Barrel Bus Chicago Brewery Tour Beer, bus and banter! Hop aboard a barrel-shaped bus to sip and sample Chicago’s finest brews. Cheers to fun! Brewery Barrel Bus Tour on Viator
Private Tour of Chicago Tailored just for you! Discover the city’s iconic spots and hidden gems with a personal guide who makes it all about you. Chicago Private Tour on Viator
Willis Tower Skydeck Dinner Dine with a view—1,353 feet up! Enjoy a delicious meal while Chicago sparkles below. It’s high-altitude dining at its best. Sky Dining Experience on Viator
Chicago Bulls NBA Game Ticket at United Center Feel the roar of the crowd! Catch the Bulls in action for an electrifying night of slam dunks and sports magic. Chicago Bulls Basketball Game Ticket on Viator
Lincoln Park Zoo For a fun and free activity, visit Lincoln Park Zoo. This historic zoo is home to a wide variety of animals and beautiful gardens. It’s perfect for a family day out or a relaxing walk among the wildlife.
Lake Michigan Sunset Cruise in Chicago A one of a kind experience, cruise along the Chicago River to see the stunning architecture begin to light up as you continue to Lake Michigan for a breathtaking sunset viewing. Chicago Sunset Cruise on Viator
Starved Rock State Park For a nature escape, head to Starved Rock State Park, about 1.5 hours from Chicago. Hike the scenic trails, explore waterfalls and enjoy the great outdoors. It’s a refreshing break from the city!
Indiana Dunes National Park Just an hour’s drive away, Indiana Dunes National Park offers beautiful beaches along Lake Michigan, as well as hiking trails and picnic spots. It’s a perfect day trip for some sun and sand.
Practical Tips for Your Chicago Holiday
Weather Watch: Chicago’s weather can be unpredictable. Pack layers and check the forecast.
Public Transport: The ‘L’ train and buses are a great way to get around. Consider getting a Ventra Card for easy travel.
CityPASS: If you plan on visiting multiple attractions, a CityPASS can save you money on entry fees. Chicago City Pass on Viator
Deep Dish Delight: You can’t leave Chicago without trying the famous deep-dish pizza. Lou Malnati’s and Giordano’s are popular choices.
Safety First: Like any big city, be mindful of your surroundings, especially at night. Stick to well-lit and busy areas.
Chicago is a city that has it all – from towering skyscrapers to beautiful parks. With so much to see and do, you’re sure to have an unforgettable holiday. So pack your bags, bring your sense of adventure and get ready for a fantastic Chicago experience!
