We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers: Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Filter to see tours in the language(s) you’re looking for.
Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
Tours, activities and experiences bookable on Tripadvisor, ranked according to the prices offered by our partners.
Tours, activities and experiences bookable on Tripadvisor, ranked in alphabetical order.
“... to see & do - like the Field Museum, Willis (Sears) Tower and Art Institute - while adding in some fun things we might not have done, like the Centennial Wheel at Navy Pier, the hop-on/hop-off bus tour.”
Discover the Windy City your way with a Go Chicago Explorer Pass by Go City. Valid for 60 days, the pass is ideal for travelers who want to take their time exploring the city. You can visit top attractions such as...read more
“Our "docent" was Nick, and he is a first-class raconteur: very glib, entertaining, personable, knowledgeable, and passionate about Chicago and the marvels of structural engineering that define the skyline.”
Get views of Chicago’s most famous buildings, as well as insider info from an expert guide, on this architecture-focused cruise. See all the most important buildings on one tour, a hard-to-accomplish task on foot....read more
“Included are the Shedd Aquarium, Field Museum and Willis (former Sears) Tower and then the choice of the Art Institute of Chicago or the Adler Planetarium and a choice of 360 Chicago in the Hancock Building or the...”
Save time and money at five major Chicago attractions with CityPASS, which provides skip-the-line admission to top-tier destinations. The pass grants access to the Shedd Aquarium, Skydeck Chicago (Opening with...read more
“Very informative and entertaining - the tour guide Andy was excellent, views were outstanding, bar on board for refreshments and could sit downstairs in the shade when the July sun got too much!”
Explore all three branches of the Chicago River on a journey through the heart of the city. This riverboat excursion introduces passengers to Chicago’s legendary architecture, narrated by a professionally trained...read more
“The night tour was great and James was an amazing tour guide who did all these extras to make the ride fun, like light strings and a bubble gun! Perfect views during the day and at night!”
Known as a world-famous hub for architecture, art, and politics, the lakeside city of Chicago has a wealth of must-see sights. Know exactly where to go in the Windy City on this hop-on, hop-off bus tour, complete...read more
“We loved the sites that we saw from Grant Park, The Stock Exchange, the view of the skyline, Duncan's Toy Chest, the World's largest Starbucks, Lincoln Park, the Chicago River and the Playboy Mansion.”
“My guide( Sara) was very knowledgeable and even after the tour she offered great suggestions to eat and shop in the area.”
“This tour offered a local perspective of Chicago so it totally didn’t feel like a scripted tour at all. Kelly gave us interesting and unique facts about Chicago’s architecture and transportation and history, even...”
“My girlfriend and me where very content with the food, atmosphere and obviously the View! we highly recommend!”
“Once in Chicago we took a river boat tour that showed us insights of the city that ended up at spectacular Lake Michigan, which allowed us to admire the impressive city skyline as sailors arriving at a mystical land.”
To truly appreciate Chicago's famous skyline, admire it from the water on this top-rated Lake Michigan architecture cruise. While most sightseeing boats remain on the Chicago River, this one gives you a panoramic...read more
“very informative cruising up and down the Chicago river...and then the highlight....passing through the lock out on to Lake Michigan.Very fun! Followed by a wonderful time out and back viewing the city skyline!”
If your feet need a break from the city streets, a short sightseeing cruise is the perfect way to see the best of Chicago without breaking a sweat. Offered regularly throughout the day, it’s easy to fit this tour...read more
“The tour was very informative and the stops for photos was great Our driver Rick was very friendly and funny The boat tour was also very informative and the crew was great I would definitely recommend this tour to...”
Check many Chicago landmarks off your must-see list on this small-group sightseeing tour aboard a minibus. Cover more ground than on foot, and hit lots of highlights over the tour. See Museum Campus, the Rookery,...read more
“This was my first ride on a helicopter, and it was such amazing experience and there are few reasons for that first one is Pilot Wayne was exceptional, professional and so much fun he made it look so easy to contr...”
“... 1.7 million visitors, who can get a spectacular and exhilarating and unique and unobstructed and never-before-seen 50-mile, 360-degree view of the city and four states (Illinois, Indiana, Michigan, Wisconsin).”
See what the city looks like from the top of the world's 3rd tallest building at Skydeck Chicago. After an elevator ride to the 103rd floor of Willis Tower (formerly Sears Tower), you’re free to check out the Windy...read more
“Interesting information and beautiful views of the Chicago skylines and architecture Definitely would recommend”
“Muhammad who was our tour guide demonstrated a lot of knowledge to share which makes it more interesting.”
This Tour is the quickest, best way to explore a place that you are visiting for the first time, we take you to all the hot spots in the city in less than a day. We take care of everything for you, from picking you...read more
“We enjoyed a peaceful scenic tour down the river with the sun light touching the shimmering glass of the skyscrapers at just the right moment.”
Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment to see the city in your private car. Our knowledgeable drivers will do the hard work so that you an enjoy the view....read more