Top Experiences in Grant Park
Mercury, Chicago's Skyline Cruiseline
Chicago Urban Adventure River and Lake Cruise
USD 42
Chicago Pizza Tour
Chicago Neighborhoods Guided Pizza Bus Tour
USD 75
Bike and Roll Chicago
Chicago Sunset Segway Tour
USD 75
Mercury, Chicago's Skyline Cruiseline
Chicago 3D Fireworks Cruise
USD 49
Saturday 3D Fireworks cruise is featured on the lake. A lively cruise past Buckingham Fountain, Museum Campus, the Chicago River Lock and more.
Wednesday 3D Fireworks cruise is featured on the river only. Includes light narration on the main and south branches of the river. Ends with the fireworks spectacle at the mouth of the river. (Does not go on the lake.)
Then put on your complimentary “3D” glasses and enjoy a musical soundtrack as you take in an unbeatable view of a spectacular fireworks display!
Bobby's Bike Hike - Chicago
Chicago Family Food and Bike Tour with Top Attractions
USD 79.99
Mercury, Chicago's Skyline Cruiseline
Chicago by Night: 90 Minute River and Lakefront Cruise
USD 42
Babylon Tours Chicago
Downtown Art of a City Chicago Semi-Private Guided Walking Tour
USD 73.14
common? Incredible public art hiding in plain sight amidst world
famous architecture. This 2.5 hour semi-private (8 Guest Maximum) guided walking tour is perfect for busy sidewalks and getting up close to monumental art!
Highlights Include:
Edward Kemeys’s “Lions”
Juame Plensa’s “Crown Fountain”
Anish Kapoor’s “Cloud Gate” (The Bean)
Eduardo Kobra’s “Muddy Waters”
Pablo Picasso’s “Untitled”
Joan Miro’s “Chicago”
Alexander Calder’s “Flamingo”
Marc Chagall’s “Four Seasons”
Louis Comfort Tiffany Art Glass Creation
Augustus St. Gaudens “Abraham Lincoln”
Marcel Francois Loyau “Clarence Buckingham Fountain”
ExperienceFirst
Chicago Mobs and Haunts Walking Tour
USD 34
This tour is for lovers of history, true crime, and haunted mysteries. Expect a sultry and gritty cocktail of Chicago's darkest stories hiding in the shadows of the Loop. From Grant Park to the Alley of Death, your expert local guide will shed light on the city’s secrets. Prepare for thrills and just the right amount of chills.
Babylon Tours Chicago
Art of a City Downtown Chicago - Exclusive Guided Walking Tour
USD 73.14
common? Incredible public art hiding in plain sight amidst world
famous architecture. Tour Chicago in a small group perfect for busy
sidewalks and get up close to monumental art! Join one of our expert guides on this unique and exclusive 2.5 hour guided walking tour of Downtown Chicago.
Highlights Include:
Edward Kemeys’s “Lions”
Juame Plensa’s “Crown Fountain”
Anish Kapoor’s “Cloud Gate” (The Bean)
Eduardo Kobra’s “Muddy Waters”
Pablo Picasso’s “Untitled”
Joan Miro’s “Chicago”
Alexander Calder’s “Flamingo”
Marc Chagall’s “Four Seasons”
Louis Comfort Tiffany Art Glass Creation
Augustus St. Gaudens “Abraham Lincoln”
Marcel Francois Loyau “Clarence Buckingham Fountain”
Jupiter Legend Corporation
5 Day Tour On Lakes Superior Huron and Michigan
USD 1128
Famous cities along the five great lakes: Chicago, Milwaukee and Traverse City along Lake Michigan, Green Bay along Green Bay, and Sault Ste.
Mackinac Island, which was once selected as one of the top ten most beautiful islands in the world.
Room Details
All hotel rooms are based on two Full / Double beds or one King/Queen bed depends on what rooms are availiable at the hotel on the day. The maximum occupancy per room is four travelers.
One Room Selection
If you are a party of more than four guests or desire to have separate rooms, please create separate bookings.
Avoid traveling in a different bus?
If you have more than one booking, please provide all confirmation numbers once your bookings are complete.
Big Bus Tours - USA
Chicago Hop-On Hop-Off Big Bus Tour
USD 49.5
Spend your day shopping on Magnificent Mile, enjoying Navy Pier's Ferris Wheel, or tasting authentic Chicago Deep Dish Pizza. Our flexible tour lets you create your own itinerary, with a free app to track bus arrivals.
Listen to digital commentary in multiple languages, offering expert insight into Chicago's history and culture, while recommending the best places to eat, drink, and shop. Offering comfortable seating and panoramic views, our Hop-On Hop-Off Sightseeing Tour is an ideal way to explore the city. Hop off as often as you like within your ticket's validity period, and simply hop on again when ready to continue.
See it ALL Chicago Tours
Chicago Small-Group Tour With Optional Architecture Cruise
USD 47.95
On this tour, you will travel through Chicago with an expert guide in a comfortable minibus, enjoy world renowned architecture including the world's first skyscrapers, Museum Campus (for the BEST skyline view in town), Millennium Park (Home of "The Bean"), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more!
Along the way, your guide will provide historical, informational and at times humorous commentary about the area.
Four photo stops are a part of each tour. The small-group atmosphere with a maximum of 10 people ensures a more personal experience.
You also have the option to upgrade to include THE most popular Architecture River Cruise in Chicago! For good reason, our partner Shoreline Sightseeing, has been the most booked tour on TripAdvisor for the last 5 years! And yes, there is a bar on the boat.
See it ALL Chicago Tours
Chicago City Small-Group Minibus Tour
USD 47.95
Along the way, your guide will provide historical and informational and at times humorous commentary about the area and its many attractions.
The small-group atmosphere with maximum of 10 people ensures a more personal experience.
Jupiter Legend Corporation
Chicago Essentials Full-Day Coach Tour
USD 126.9
Check out the classical landmarks in Chicago while getting amazed by its post-modern architectures.
Discover the stories behind the city’s most significant buildings such as Cloud Gate and Chicago Theatre.
Take an in-depth tour of the city of Chicago and visit 360 Chicago for a full 360-degree panoramic view of Chicago from above.
Explore Millenium Park and Grant Park.
Itinerary:
Millennium Park & Cloud Gate (20 mins) → Grant Park (10 mins) → The Art Institute of Chicago (Optional, 120 mins) → Chicago Water Tower (10 mins) → Michigan Avenue (pass by) → Chicago Cruise (Optional, 75 mins, seasonal) → 360 Chicago (Optional, 75 mins)
We will pass by Navy Pier, Clarence Buckingham Memorial Fountain, Marina City, Trump International Hotel and Tower and Willis Tower Observation Deck.
Bobby's Bike Hike - Chicago
Chicago Highlights Bike Tour with Classic Foods and Craft Beer
USD 89.99
Bobby's Bike Hike - Chicago
Chicago 'Fright Hike' Halloween Bike Tour
USD 54.99
Tripshepherd USA
Private Half-Day Tour of Chicago
USD 1129
Tripshepherd USA
Chicago Highlights Half-Day Small-Group Driving Tour
USD 254
Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations.
The tour includes complimentary pick-up and drop-off, all attraction admission fees, and skip the ticket line entry - helping you avoid long wait lines and wait times and freeing up more valuable time to enjoy your vacation. Best way to see all of what Chicago has to offer in a limited amount of time!
Deen Ajeigbe
Chicago Private Sightseeing Tour
USD 300
Bobby's Bike Hike - Chicago
Chicago Highlights: The Loop Small-Group Cycling Tour
USD 54.99
Tour Travel & More
Chicago Private Half-Day Highlights Driving Tour
USD 479.37
Being a private tour, stop whenver you want to take pictures and also explore by foot specific locations.
Pick up is included from your hotel or place of choice inside the city and downtown Chicago. Please include this information as well as a contact number when booking.
This private tour will give you a great experience to get to know Chicago. This is a 4 hour private tour with driver and separate tour guide.
During this tour, you will explore great locations in Chicago like the Richard J. Daley Center. There will also be a photo stop at the Lakefront Trail and South Michigan Avenue.
Don't miss the Grant Park, Cloud Gate and of course the Downtown / The Loop.
This private tour will finish off at your hotel in Chicago.
Questo App City Exploration Game
Chicago Outdoor Escape Game: The Heist
USD 8.18
You’ll tour Chicago’s famous Millenium Park and learn about the iconic works of art that populate the area on your way to riches beyond your imagination.
Are you up for an adventure in Chicago?
Highlights:
Explore Chicago’s beloved Millenium Park and surrounding campuses
Enjoy breathtaking views of the city skyline and Lake Michigan
Learn about the artwork and architecture that marked Chicago’s journey from the 20th to the 21st century
Try a new type of experience, the perfect mix between a tour, an outdoor escape game, and a treasure hunt.
The city game will take you about 1.5 hours to complete, but there’s no time limit that will allow you to go at your own pace. You won't need a guide, just download the app, go to the starting point, and begin the adventure.
ForeverVacation
Chicago Private Foodie Walking and Sightseeing Tour
USD 288
The day will start with meeting with your friendly local guide. From there your tour will begin as you start your day walking throughout Chicago and dining at the most famous and delicious food spots in Chicago.
This half-day tour will be fully packed with famous landmarks, yummy food and much much more!
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Full schedule
11:00 AM - Meet your guide at the Grand subway station
11:05 AM - Taste a famous Portillos hotdog
11:45 AM - Enjoy an Al’s Italian Beef Sandwich
12:35 PM - Drool lover a Chicago favorite... deep dish pizza
1:25 PM - Take some Garrett's Popcorn to go
1:35 PM - Check out Tribune Tower and Wrigley Building
2:05 PM - Try the delicious Do-rite Donuts
2:20 PM - Walk to Buckingham Fountain
3:00 - Get dropped off at the Millennium Subway Station
ForeverVacation
️ Chicago Instagram Walking Tour (Private & All- Inclusive)
USD 236
The morning will start with meeting with your friendly local guide at the meeting point. From there your tour will begin as you start your day walking throughout Chicago and exploring the most famous locations in the city.
This half-day tour will be fully packed with famous landmarks, vintage architecture, secretly located spots and much much more!
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Full schedule
10:00 AM- Meet your Guide at the Grand Subway Station
10:10 AM- Walk along Magnificent Mile
10:20 AM- Stop at Wrigley Building & admire Tribune Tower
10:50 AM- Explore Pioneer Court
11:20 AM- Explore Millennium Park & see Cloud Gate
11:55 AM- Check out an Iconic fountain
12:20 AM- Chicago Riverwalk
1:00 PM- Explore Navy Pier
2:00 PM- Get dropped off by your guide at Millennium station
Friendly Local Guides
Bike Tour in Chicago
USD 129
The city boasts plenty of attractions and landmarks to discover, so the bike is a perfect way to save time to get there.
Visit the most important landmarks of the city following your guide. Enjoy a safe bike trip around the city and get experience mainstream tours can’t offer. Be entertained with historical and cultural insights from your guide. The tour is great for families
Absolutely Chicago Segway Tours
2-Hour Chicago Fireworks Segway Tour
USD 79.92
Absolutely Chicago Segway Tours
Chicago Lakefront and Museum Campus Small-Group Segway Tour
USD 69.93
Come Sailing, Inc.
Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise
USD 433.82
City Cruises
Lake Michigan and Chicago River Architecture Speedboat Cruise
USD 57.75
Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.
Come Sailing, Inc.
Private Evening Sail in Chicago Ending with Navy Pier Fireworks
USD 542.82
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. The unique view of the Navy Pier fireworks from the water is an unforgettable experience! Offered Saturday evening in season. All charters are NON-SMOKING experiences.
Come Sailing, Inc.
Chicago Private Sunset Sail on Lake Michigan
USD 483.96
Shoreline Sightseeing
Chicago: Lake Michigan Skyline Sightseeing Boat Cruise
USD 37.58
Yachti Charters & Tender
Chicago Waterfront Small-Group High-Speed Boat Tour
USD 90
Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Being both sturdy in the water, and fast! Reaching up to speeds of 35 Knots! We work hard to provide historical context for our great city, as well as provide an exhilarating experience through the use of high speed runs and spins!
Come Sailing, Inc.
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
USD 483.96
Chicago E-Bikes
Chicago Lakefront Private Electric Bike Tour
USD 69.34
It all begins navigating through Buckingham Fountain, the Art Institute of Chicago, and the Museum Campus). As we admire the grounds and perfect location between the iconic skyscrapers and nature. We will then proceed and make our way over to the lakefront path. Riding along we will take you to a magnificent view of the skyline which is the best place for a photo shoot.
Afterward, we will take the lakefront bike path over the Chicago River and past Navy Pier. A quick ride back to our starting point ends the tour.
Chicago Travel & Tours
Private Chicago Highlights Driving Tour
USD 190
Bobby's Bike Hike - Chicago
Chicago Half-Day Walking Food Tour with Free Bike or Kayak Rental
USD 99
City Cruises
Lake Michigan 30-Minute Speedboat Ride
USD 41.59
Absolutely Chicago Segway Tours
2-Hour Chicago Lakefront and Museum Campus Segway Tour
USD 68.37
Heli Chicago
Private 45-Minute Chicago Skyline Helicopter Tour
USD 849
Come Sailing, Inc.
Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise
USD 433.82
Absolutely Chicago Segway Tours
The Chicago E-Bike Tour
USD 87.69
Uvamai Niche Tourism
Chicago Self-Guided Audio Tour
USD 9
The top 10 advantages for those who prefer flexibility on their tour.
1. Safe - Not required to download, with just a click of secure access links it can be listened to online on any device.
2. Save - The lowest price in the city.
3. Stories - No imagination stories, only verified information.
4. Schedule - Listen at your own convenience of time, pace, and location.
5. Select - Preferred languages and attractions.
6. Self-control: No need to be behind someone's instructions in always.
7. Share - with co-travelers in just a click.
8. Soft - Selective crafted words that make you listen again.
9. Simple - Use our personally created itinerary which starts from the city's central station and then gradually moves one by one.
10. Smart - in all aspects.
Cranberry Tours
Chicago: Escorted Bus Tours from Toronto
USD 888.75
ForeverVacation
Chicago Highlights Private, Full-Day Driving Tour
USD 750
The morning will start with a private pickup from your hotel by one of our friendly, local guides. From there your tour will begin as you start your drive in one of our comfortable and spacious vehicles.
This full-day tour will be fully packed with famous landmarks, vintage architecture, secret spots and much much more!
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Full schedule
10:00 AM – Pick up from Hotel
10:15 AM – Check out Buckingham Fountain
10:45 AM – Arrive at Michigan Avenue Bridge
11:15 AM – Awe at the Chicago Cultural Center
12:15 PM – See Cloud Gate and explore Millennium park
1:00 PM – Lunch time
2:00 PM – Go to Chicago Theater
2:30 PM – See Garfield Park Conservatory
3:00 PM – Check out the Greetings from Chicago mural
3:30 PM – Snap a cool pic outside of Wrigley Field
3:45 PM – Return to hotel
4:00 PM – Arrive at hotel
Bike and Roll Chicago
Chicago: Lakefront Highlights Small-Group Segway Tour
USD 64