All Chicago Tours &amp; Excursions in 2026 - page 15

Downtown Chicago City Tour In a Lamborghini[60 Minute Experience]

45 minutes to 1 hour

from $99

Experience a seamless and stylish journey from downtown Chicago to either O'Hare (ORD) or Midway (MDW) airports with our premier SUV transfer service. Our luxury SUVs offer ample space for up to 6 passengers and 4 suitcases, ensuring a comfortable and relaxing ride for business travelers and families alike. Enjoy the privacy and professionalism of a dedicated chauffeur who guarantees punctuality and a stress-free travel experience. Book your transfer today and arrive at the airport relaxed and on time. For your convenience and peace of mind, we require a working phone number for all bookings. This allows your professional chauffeur to send you a text message with their details upon arrival, guaranteeing a stress-free travel experience. Book today and arrive at the airport relaxed and on time.

SUV transfer from downtown Chicago to O'hare or Midway Airport

45 minutes to 1 hour 30 minutesFree Cancellation

from $260

Explore Chicago at your own pace with a 48-hour hop-on hop-off bus tour, providing unlimited access to the city's iconic neighborhoods and landmarks. Relax on open-top buses while enjoying engaging audio commentary that reveals the rich history and culture of the Windy City. This tour includes admission to the stunning 360 CHICAGO Observation Deck on the 94th floor of the John Hancock Center, offering breathtaking panoramic views of Lake Michigan and the city skyline. - Unlimited hop-on hop-off access for 48 hours across top Chicago attractions - Audio commentary in multiple languages covers local history and culture - Admission to the 360 CHICAGO Observation Deck for breathtaking views - Perfect for first-time visitors, families, and those seeking flexible exploration Time selected at booking is for 360 CHICAGO admission. Big Bus Hop-on Hop-off Tour available anytime during operating hours.

Big Bus Chicago: 48-Hour Hop-on Hop-off Tour & 360 CHICAGO Deck

5.0

(1)

Take part in a unique evening Happy Hour Cruise, featuring fresh craft beers while cruising the stunning Chicago skyline. Every Thursday and Friday evening, this 2-hour experience begins on Lake Michigan, sails through the locks, and navigates the Chicago River, providing breathtaking views and delightful sunsets. On Thursdays, a representative from Phase Three Brewing will be onboard to share insights about their innovative ales and lagers, enhancing your tasting experience. On Fridays, we showcase live music. This cruise is exclusively for adults 21 and older, making it the perfect outing for beer enthusiasts looking to unwind in a vibrant setting. - Enjoy a 2-hour sunset cruise - Cruise through Lake Michigan and downtown Chicago's iconic skyline - Exclusively for adults 21 and over, ensuring a mature atmosphere

from $84

Happy Hour Fireboat Cruise

381

from $80

Come see Chicago's hottest up-and-coming burlesque stars! Experience the next generation of spectacle at Rising Stars, an alluring burlesque and variety revue that honors the Windy City's storied legacy of live entertainment. This high-energy showcase brings together the city's most captivating emerging burlesque dancers and variety entertainment for a night full of fun, whimsy, humor, and seduction. Whether you're a long-time fan of burlesque or a curious newcomer, we invite you to come enjoy Stars & Garters' intimate venue, world-class cocktails, and unforgettable performance artists. Every Rising Stars show features a unique roster of talent, so there's reason to come back again and again. (Follow @starsandgarterstheater on instagram to see when your favorite performers are scheduled for a show.)

Special Offer

Rising Stars Burlesque Revue Tickets in Chicago

2 to 3 hoursFree Cancellation

from

$24

$30

Our tours have varying difficulty levels to accommodate different skill levels. We take every safety precaution available to prioritize your well-being. Our routes that take you to must-see attractions and beautiful destinations. The Bahāʾī temple that we will pass is listed on the National Register of Historic Places and the only Bahāʾī place of worship in North America. This weekend vacation to Milwaukee is a vibrant mix of urban excitement and nature. Notable spots that riders can visit are the Milwaukee Art Museum, the National Bobblehead Hall of Fame Museum, and the Black Holocaust Museum. The city is also home to over 40 breweries, with iconic names like Schlitz and Pabst leading the way. On the ride you'll traverse mostly flat terrain that shifts between suburban areas and secluded bike paths. Expect southward winds along the lake, be prepared to experience some headwinds during your ride. Roads: 79% paved, 21% trails Distance: 74.6 miles Elevation: +963 ft/ - 1,058 ft

Unforgettable Small Group Biking Tours from Chicago to Milwaukee

1 day 10 hoursFree Cancellation

from $349

5.0

(2)

Curbside Sedan Transportation from O'Hare or Midway Airport to Downtown Chicago

30 minutes to 1 hour 30 minutesFree Cancellation

from $159

Dive into this captivating journey through the hallowed grounds of Chicago’s Graceland Cemetery. As we stroll amidst the stunning and serene beauty of historic resting places, you'll encounter the final resting spots of architectural visionaries like William LeBaron Jenney, John Root, Louis Sullivan, Mies Van der Rohe, and Daniel Burnham. This unique walking tour not only unveils the grandeur of tombs and mausoleums but also shares the stories of Chicago's celebrated architects, whose creativity shaped the city's skyline. But our journey extends beyond the architects' realm, as we also discover the final resting places of other notable figures with deep pockets—pioneers of industry such as Marshall Field, Palmer Potter, George Pullman, Walter Newberry, and more. Their legacies, intertwined with the fabric of Chicago's history, add an extra layer of richness to this immersive tour.

The Deep Pockets Of Graceland Cemetery Walking Tour

4.8

(9)

1 hour 30 minutes

from $45

Celebrate the beauty of spring and the rich history of the National Cherry Blossom Festival, commemorating the 1912 gift of 3,000 cherry trees from Tokyo to Washington, D.C. Visit iconic landmarks like the Lincoln Memorial, Vietnam Veterans Memorial, White House, and U.S. Capitol. Stroll through East Potomac Park, enjoying the blossoms along the scenic 4.4-mile Hains Point Loop Trail, with views of the Martin Luther King, Jr. Memorial, Franklin D. Roosevelt Memorial, and more. Special Note: The 2025 National Cherry Blossom Festival will take place from March 20 to April 13, though bloom timing may vary depending on weather conditions. Immerse yourself in the vibrant beauty of D.C.’s cherry blossoms and explore the city’s rich history on this unforgettable tour!

Chicago to Washington D.C. Cherry Blossom 3-Day Tour

608

3 daysFree Cancellation

from $476

Paint ""Therapy"" is allowed for individuals aged 18 and over. In the case of a group, all participants must be 18 or older Engage in a vibrant explosion of creativity with the Neon Paint Therapy Experience at Shot Of Art. This immersive 30-minute activity invites adults aged 18 and over to unleash their artistic flair while surrounded by glowing neon lights and energetic vibes. Armed with water guns filled with neon paint, participants can freely express themselves on canvas and walls, creating a unique masterpiece. With premium clothes protection provided, enjoy the thrill of painting without worry. Capture the moment and let your imagination run wild in this exhilarating art session.

Neon Paint Therapy Experience

30 minutes

from $99

Explore Chicago’s iconic landmarks and scenic lakefront on a private, fully personalized city tour. Travel in comfort with your English-speaking driver, who shares local stories, history, and insights while guiding you through the city’s most famous sites. Begin at Millennium Park to see the iconic Cloud Gate sculpture (“The Bean”), then visit Buckingham Fountain in Grant Park for stunning lake and skyline views. Drive through downtown to admire the Willis Tower Skydeck area, then enjoy the Chicago Riverwalk and Wacker Drive for striking architectural vistas. Continue to Navy Pier with its attractions and Centennial Wheel, then take a scenic drive along Lake Shore Drive for panoramic lakefront skyline views. Conclude at Lincoln Park and North Avenue Beach for one of the city’s most memorable photo spots. This flexible, door-to-door private tour offers a relaxed and immersive way to experience Chicago’s architecture, waterfront, and vibrant urban culture.

Skyline, Lakefront and Millennium Park Chicago Private Day Tour

3 hoursFree Cancellation

from $172

One of the two remaining founding members of the NFL, dating back to 1920, the Chicago Bears are the epitomise NFL history. For an experience filled with tradition and history, look no further than attending a Bears game at the iconic Soldier Field. The Bears are entering a new era, led by former Heisman-Trophy winning quarterback, Caleb Williams. The excitement and electricity in the air Solider Field is noticeable and expectations amongst the Bears passionate fanbase have been raised. Soldier Field, the oldest stadium in the NFL, is a historic venue, located on the shores of Lake Michigan, with a unique architectural blend of the original structure and modern upgrades. The tailgating scene at Soldier Field is vibrant. Fans gather hours before the game to socialize and celebrate, forming a big part of the game day experience. Attending a game is also an opportunity to explore the city, known for its famous deep-dish pizza, you’ll have to get a taste of the real Chicago culture!

Chicago Bears Football Game at Soldier Field

4 hours

from $5,067

Special Offer

Do you love 80's movies? Explore Chicago’s cinematic history with an engaging scavenger hunt that takes you through the iconic Loop and River North. This activity invites participants to connect with the city’s rich film legacy, discovering locations where classic 80's movies were filmed. Teams will tackle fun tasks like answering movie trivia, snapping photos, and solving clues, all while immersing themselves in the vibrant architecture of the Windy City. Don’t forget to channel the spirit of the 80s by dressing up and competing against friends for a memorable experience.

Chicago 80's Movie Scavenger Hunt Adventure

1 hourFree Cancellation

from

Special Offer

Uncover the essence of Chicago's sports culture on this guided tour through the downtown area. Learn about the city’s iconic sports figures, explore fascinating stories, and discover the hidden sports landmarks that define the lives of Chicago fans. This tour offers a unique perspective on how sports are woven into the fabric of the city, providing insights that only a local guide can share. Whether you're a die-hard sports fan or just curious about the city's history, this tour is perfect for anyone looking to delve deeper into Chicago's athletic legacy. - App-Guided tour focusing on Chicago's rich sports history - Explore the downtown area and discover hidden sports icons - Learn about legendary figures and their impact on the city - Ideal for sports enthusiasts and those interested in local culture - Opportunities to purchase Chicago sports-related souvenirs

Chicago Sports Legends Guided Tour

Book your private departure transfer from Chicago to Chicago Midway Airport (MDW). Your driver will be waiting for you at the scheduled time, and you can travel comfortably to your destination. Our transfers will provide you with such services: meeting with a name plate, door-to-door delivery, no hidden fees, clean cars and professional drivers, which will make your trip more comfortable and safe. We guarantee the quality of the services provided.

from

Chicago to Chicago Airport (MDW) - Departure Private Transfer

30 minutesFree Cancellation

from $75

We understand the importance of ensuring a hassle-free transfer experience. Our private airport transfer service allows you just that. Book our private airport transfer service and enjoy a safe, reliable, comfortable, and convenient journey from O'Hare International Airport (ORD) to your accommodation in Chicago. Let us take care of your transportation needs, allowing you to focus on enjoying your trip to the fullest.

Private One-Way Airport Transfer from O'Hare Airport to Chicago

45 minutesFree Cancellation

from $94

Discover the natural beauty of Lake Geneva and the tranquil Anderson Japanese Gardens on this private 10‑hour getaway from Chicago. Begin your day with convenient pickup and enjoy a scenic drive as your expert guide shares insights about the region. Once at Lake Geneva, you’ll have free time to explore its picturesque lakeside paths, historic estates, and even take an optional cruise. Afterward, immerse yourself in the serene pathways of Anderson Japanese Gardens, where elegant bridges, koi ponds, and peaceful landscapes await. This personalized tour offers a relaxing and enriching experience, perfect for couples, families, and small groups seeking a nature‑filled escape.

Chicago Private Tour to Lake Geneva and Anderson Japanese Gardens

9 to 10 hoursFree Cancellation

from $1,200

"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!"

Awesome Scavenger Hunt at Lincoln Park Zoo

1 hour 30 minutesFree Cancellation

from $15

Experience the freedom of exploring without the extra weighting in Chicago. Our luggage storage service ensures your belongings are secure, allowing you to enjoy the wonders of your destination with peace of mind. Whether you're waiting for a late flight, have arrived early for your stay, or simply want to explore without the burden of your bags, our service is the perfect solution. Store your bags at prime locations near major attractions, transport hubs, and popular areas, making your travel experience smoother and more enjoyable.

Chicago: Luggage Storage Close to Millennium Park

1 dayFree Cancellation

from $10

Skip the crowds this is a private tour for your group only! How about an unforgettable time in Chicago with your beloved? If you're looking to have the most romantic time while visiting famous attractions of Chicago, then you can't miss this walking tour! Why is Chicago called "The Windy City"? Did you know that Chicagoans call The Cloud Gate "The Bean"? Do you know why? Together with the professional tour guide you will discover so many different facts about Chicago and you will hear the most romantic stories as you walk along the beautiful and historical streets of Chicago. Fill your hearts and memories with the most beautiful views and photos of The Windy City!

Romantic Chicago Walking Tour: Love Stories & Landmarks

from $664

Explore Chicago’s vibrant street art and creative neighborhoods on a private, fully personalized tour. Travel in comfort with your English-speaking driver, who shares insights into the city’s artistic communities, mural culture, and the stories behind each neighborhood. Begin in Pilsen Murals District, famous for colorful public artworks celebrating local heritage, then visit the National Museum of Mexican Art to see traditional and contemporary exhibits. Continue along 16th Street Murals Corridor, featuring large-scale murals reflecting social movements and cultural identity. Next, explore Fulton Market, a trendy district filled with galleries, restaurants, and creative spaces, and finish at Wabash Arts Corridor in downtown, where towering murals create a striking open-air gallery. This flexible, door-to-door private tour offers an immersive, relaxed way to experience Chicago’s dynamic art scene and creative spirit.

Chicago Street Art & Creative Districts Tour

3 hoursFree Cancellation

from $172

This is truly an experience like none other. It is combination of a historical walking tour of the Chicago Riverwalk and Yoga. It is a very non-traditional Yoga experience as we incorporate flows along the walking tour, in picturesque locations with beautiful views. No mats are necessary as we incorporate the surrounding elements of the Riverwalk, ie: benches, steps, and grassy lawns. A Fit Tour is the most unique way to "get your steps in" and actively engage with the surrounding city.

Chicago River Yoga Walk Tour

1 hour 30 minutesFree Cancellation

from $44

Enjoy an unforgettable evening on Lake Michigan with the Chicago Fireworks Cruise. Witness the stunning skyline as you glide across the water, leading up to the spectacular fireworks display at Navy Pier. This 1.5-hour cruise offers a unique perspective of the city while providing a relaxed atmosphere for friends and family to gather and enjoy the show. Boarding begins 15 minutes prior to departure, so arrive early to secure your spot and make the most of this dazzling experience. - 1.5-hour cruise featuring panoramic views of Chicago's skyline - Marvel at the iconic fireworks show off Navy Pier - Departing and returning to 111 N Lake Shore Drive

Chicago Fireboat Fireworks Cruise

381

1 hour 30 minutesFree Cancellation

from $57

Step into a world where every detail is curated for comfort, style, and precision. Our plush Sprinter vans offer spacious interiors, leather seating, ambient lighting, and onboard amenities that turn every ride into a first-class experience. Be greeted by VIP chauffeurs — professionally trained, impeccably dressed, and committed to delivering white-glove service from door to destination. Whether you're heading to a corporate engagement, private event, or weekend escape, our team ensures you arrive with confidence and grace. Enjoy seamless airport pickup with real-time flight tracking, curbside coordination, and zero wait time. From O’Hare to Midway and beyond, we make your arrival smooth, stress-free, and elevated.

Group Van Transfers from Chicago O'Hare and Midway Airports

1 to 2 hoursFree Cancellation

from $300

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Top Attractions in Chicago

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Attractions

What are people saying about Chicago

Flyover in Chicago

Sharon_S, Apr 2026

Great Experience...Flyover Chicago!

This was a great experience. You really feel that you are flying over Chicago. The ride is not "scary" as my daughter thought it would be (I think she was imagining a rollercoaster of some sort). You will get to see all of the highlights of Chicago and more...not spoiling it for you...go check it out!

City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River

Amena_S, Apr 2026

Top tier experience

It was amazing from start to finish. Very aesthetically pleasing and service and food was top tier. Our server Heather was a perfect 10 across the board. Her recommendations, her spirit, her genuine energy was a breath of fresh air. She helped us with food selections, which were amazing down to photo opportunities. She even led us to the amazing bartender Keisha who made the best bottomless mimosas to say the least. We had to stop by the bar to let Ms Keisha know how well she mixed those cocktails. This was truly an amazing birthday brunch experience. Great way to start my birthday!!!

Chicago River 90-Minute Architecture Tour

Quan_H, Mar 2026

Kenny was an amazing tour...

Kenny was an amazing tour guide. He was so knowledgeable during the tour . He kept my daughter engage with the Fun Facts and Q& A while seeing such beautiful buildings. Learning the rich history of Chicago was such a phenomenal experience. Ask for Kenny !!!

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Yvette_B, Mar 2026

Amazing views

The most beautiful view of Chicago and the tour guide was incredibly funny and knowledgeable. There was also drinks to purchase. Got a coffee for the chilly late night winds. Started our tour at 7pm, which was the perfect time to get the view of both daylight and seeing the sunset.

Chicago Favorites Ultimate Food and Walking Tour

Jennifer_H, Mar 2026

I had an incredible time...

I had an incredible time on the Chicago Favorites Food & Walking tour, and a huge part of that was our guide, Gabe! He was the perfect mix of entertaining and informative. It’s rare to find someone who is so clearly an expert on the city but also has a great sense of humor that keeps the energy high the whole time. You can tell Gabe truly loves what he does, and it made the entire experience feel special. Highly recommend requesting him if you can!

Chicago Architecture Center River Cruise aboard First Lady

Emmanouela_T, Mar 2026

It was a wonderful...

It was a wonderful experience with very carefully guidance! There was a good amount of information shared about the buildings and the city of Chicago in general with enough details to catch the curiosity and interest of more expert audience (eg my mother who is an architect) as well as audience that is not related to architecture and engineering. Well worth it and highly recommended!

Field Museum of Natural History Admission Tickets

Julie_C, Mar 2026

Too Much for 1 Day

There is so much to see and explore. Get rest before coming and go see the things you’re interested in first. There is so much to see and experience that it can’t be done in a single day. My kids have very different tastes and we split up. There was something of intense interest for both.

Chicago Crime and Mob Bus Tour

Jean_P, Mar 2026

My birthday experience

This was our first bus tour in Chicago. The address was for a library, so we went inside. The library worker told us a bus would be out front, so we asked one of the bus drivers and he was the driver for our tour. It was a beautiful day, and also my birthday, and we enjoyed the tour very much. Jay, was the guide and she was very knowledgeable and offered many tidbits to the tour.

Chicago Architecture River Cruise

Marty_R, Mar 2026

Great tour on a perfect day!

What a great tour on a gorgeous day! We lucked out with the weather for sure —- 70 degrees and sunny! Perfection. Our guide (I think his name was Victor— I’m terrible with names) was fantastic! Very knowledgeable about all of the architecture, designers, and timelines. He is a native Chicagoan, so he definitely knew his stuff! It was interesting to hear of the history and what had been in some places before. He had photos of the former structures and had some of the ones that were being built. So well worth the time and great value, imo. The boat itself was very nice - not too big and not too small. There was a nice restroom on the first level, and a well kept bar with good selection of beverage options. I didn’t see as many people tipping as I felt should have because our guide was absolutely incredible. Of course it’s always optional, but I felt he definitely went the extra mile.

Chicago Architectural River Cruise

Linda_L, Oct 2025

Awesome Experience

This was more than just an informative or educational experience. This was a totally awesome experience. Our guide, Tyler was exceptional. He really new his stuff. So very knowledgeable. I appreciate everything, it was wonderful. The weather was a bit chilly, but it didn't take away from the wonderful cruise we had.

Lake Michigan Sunset Cruise in Chicago

Lauren_T, Oct 2025

Our tour guide, John, was...

Our tour guide, John, was full of energy and provided plenty of knowledge about Chicago history while making it a fun environment. The music was a variety of genres so there is something for everyone. We didn’t purchase any beverages while on the cruise, but they did let us know it was available. Worth the money for sure! Picture worthy.