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.
“Chicago Architecture River Cruise 2) 360 Chicago (former John Hancock Building) 3) Art Institute of Chicago 4) Hop-On Hop Off Bus Tour We purchased this option as it gave us 1 additional choice compared to the reg...”
Discover the Windy City your way with a Go Chicago Explorer Pass. 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 the SkyDeck,...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
“My girlfriend and me where very content with the food, atmosphere and obviously the View! we highly recommend!”
“Enjoyed our tour with Mark- he was personable and funny- we enjoyed getting a little Chicago history lesson and look at the sites/landmarks on the pier...neat idea that they used the iPad to incorporate visuals too!”
“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
“This was the perfect way to get an overview of the city and its sights and get some excellent recommendations for good places to eat and drink!”
Rather than taking selfies everywhere you go or trusting a stranger to take a picture for you, leave capturing the special moments to us. You will be escorted by a local professional photographer who will guide you...read more
“If you’re looking for a good time with friends and family, The Spirit of Chicago is the way to go! Great food, great drinks, music, fabulous views, and an outstanding crew!”
This Chicago dinner cruise allows you to see the sights, have fun, and grab a bite to eat all in one evening. An all-you-can-eat buffet, onboard DJ playing dance favorites, and sunset views of Chicago from Lake...read more
“Great tour guide Joe, lots of good places and gave passengers some decision making ( zoo or Portillo's for food).”
Get a grand overview of Chicago on this half-day tour that ventures beyond downtown to both the North Side and South Side. With included coach transport, you don't need to rent a car or tackle traffic to see...read more
“He drove us from the Loop, to the Chicago River, up the Magnificent Mile, the Rush Street restaurant area, a children's farm next to the Zoo, the length of huge Lincoln Park, and back along beautiful Lake Shore Dr...”
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
“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
“Very fun and informative, great tour guide, convenient photo op stops.”
PLEASE NOTE: Our mini buses are disinfected after each tour. We will do our best to make each tour fun, informative and as SAFE as possible!Freshly discounted private tours are also available. They will be the best...read more
“The weather was perfect and the night was an awesome experience.The captain was able to get the ship in a very close position to the fireworks barge,so our view of the fireworks was excellent!!”
“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...”
Flytographer 60 Minute Vacation PhotoshootConnect with a local professional photographer in Chicago and capture your most memorable moments during this private photoshoot. Get insider tips on the best things to do...read more
“The evening tour was enjoyable and relaxing as the crowds had mostly gone home, and we enjoyed the beautiful views and sights along the lakefront and watching the fireworks from the museum campus.”
This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a...read more
“If you are lucky you will get Omar as your guide - very knowledgeable, friendly and great about keeping everyone safe but still having fun.”
Don’t miss Chicago’s famous sights (now including Wrigley Field!) and fabulous views on this award-winning private sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus,...read more
Flytographer 120 Minute Vacation PhotoshootConnect with a local professional photographer in Chicago and capture your most memorable moments during this private photoshoot. Get insider tips on the best things to do...read more
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then...read more
Discover the compelling character of America’s third-largest city, renowned for its jazz-and-blues heritage, striking architecture, historic streets and fine array of public art.On your Private Chicago Half Day...read more
Our Chicago Foodie Lovers Tour will take you to the most iconic and delicious spots in Chicago all in one day. If you are looking for a little bit of culture, great photos, and a ton of delicious food then this is...read more