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Discover the Beauty of the Windy City with Chicago Tours Packages on Groupon

Welcome to the heart of America's Midwest! Chicago, a city that combines the busiest city's hustle and bustle with the charm of a quaint small town, beckons adventure seekers and history enthusiasts alike. Embark on unforgettable sightseeing and tours in Chicago with our curated mix of deals, catering to different interests, timeframes, and paces.

Unravel Chicago's History and Architecture

Chicago's skyline is a captivating fusion of vintage architecture and modern marvels. Our handpicked Chicago tours package selections available on Groupon can guide you through this architectural wonderland. Cruise down the Chicago River for an up-close view of the city's structural splendors or take a narrated walking tour to marvel at globally-recognized structures and hidden gems. Engage with the great minds who built the Windy City, from the early pioneers to world-renowned architects like Frank Lloyd Wright.

Culinary Exploration in the City of Wide Shoulders

For food lovers, various Chicago tour packages provide a culinary journey as varied and flavorful as the city itself. Dive into the city's dining scene and uncover culinary delights that consist of more than just deep-dish pizza and Chicago-style hot dogs. Our handpicked deals offer an exploration of neighborhoods renowned for their gastronomic mastery, food tasting tours highlighting farm-to-table specialties, ethnic food adventures, and more.

Engaging Cultural Tours

A sightseeing and tour package in Chicago is incomplete without immersing oneself in the city's rich culture. Visit iconic spots such as Millennium Park, Navy Pier, and The Art Institute of Chicago. Checkout deals offering guided tours of the city's vibrant neighborhoods known for their distinct character, lively music scene, impressive murals, and festivals. Travel back in time on historic neighborhood tours; some packages even offer thrilling gangster and ghost tours for an alternative perspective on the city's past.

Fun-Filled Chicago Adventures

From Segway rides along Michigan Lake to scouting for views from the famous Skydeck, there are plenty of fun-filled adventures in Chicago. Families can enjoy deals on sightseeing tours of museums, zoos, and aquariums. Sports enthusiasts can visit some of America's most historic stadiums. The wide range of options ensures there's a Chicago tour package for everyone, no matter the age or interest.

Premier Sightseeing and Tours in Chicago: Deals on Groupon

Awaiting you on Groupon are deals for sightseeing and tours in Chicago that allow you to experience all of these and more, each offering unique glimpses into the city's soul. Choose from a variety of packages and plan your trip at leisure. Remember, these are not just sightseeing tours—these are experiences that weave stories around venues, locations, foods, and people, enabling you to gather memories that last a lifetime.

Explore. Discover. Enjoy. Repeat.

Plan your unforgettable city escape now with the best deals for sightseeing and tours in Chicago on Groupon. Dive into the city's captivating culture, breathtaking views, and unforgettable experiences. Book a tour package today and see why Chicago is a city like no other.

Frequently Asked Questions

There are plenty of must-see places in Chicago that you shouldn't miss. Some of the top sights for sightseeing in Chicago include the Navy Pier, Willis Tower Skydeck, Millennium Park, Art Institute of Chicago, Magnificent Mile, Lincoln Park Zoo, Chicago Cultural Center, and John Hancock Center among others.

Yes, several companies in Chicago offer guided tours. These may include walking tours, bus tours, bike tours, boat tours, and even Segway tours. Each option gives you a different perspective of the city's many landmarks and attractions, depending on your interests and endurance.

The length of sightseeing tours in Chicago can vary greatly, depending on the type of tour and the number of sights visited. However, most tours typically take between 2 to 4 hours. Some companies also offer full-day or multi-day tours if you want a more in-depth experience.

Absolutely! Many of Chicago's most popular sights are located within walking distance of each other in the downtown area, so it's possible to see a lot of what the city has to offer on your own. However, joining a guided tour can provide more insights and information that you may not get exploring on your own.

The weather in Chicago can be quite changeable, so it's best to dress in layers that you can put on or take off as needed. Comfortable walking shoes are a must for most sightseeing tours. Additionally, don't forget to bring a hat or sunglasses for sun protection, and a rain jacket or umbrella on rainy days.

What others are saying

Gigi
12, Oct
90-Minute Chicago Architecture Boat Tour for Two
Beautiful site, wonderful boat ride….super cool guide tour
90-Min Chicago Architecture Boat Tour & Cruise from Tours and Boats
Shakeena
3, Oct
General Admission Ticket
My experience was everything. It does not pay to get there 1/2hour early to wait in line. However, when we entered all of the waiting rooms and virtual experiences were well worth the wait for the ride. I felt like I was flying. It was not boring at all, and I love how all of the storylines tied into each other period when it ended, I wanted to ride again. 10 out of 10 would recommend
FlyOver Chicago Navy Pier – Immersive Flight Experience
Jane
11, Oct
Admission Tickets, Valid on October 3, 4, 5, 12, 16, 19, 23, 26, 29 and 30th - For 4
Fun!
Admission to Chicago and Illinois’ #1 Haunted House
Joash
9, Oct
45-min Chicago River Architecture Tour
Great experience - tour guide was knowledgeable and funny
Boat Tours at Wendella Tours & Cruises
Narvelle
12, Oct
Sip & View Ticket
Great experience and staff provided top notch service!!
General Admission to 360 Chicago Observation Deck
Guest
29, Sep
35-Minute Chicago Helicopter Tour for 2
Awesome
Explore Chicago by Helicopter Tour for 2–3 with Packages available