All Chicago Tours &amp; Excursions in 2026 - page 17

Chicago River and Lake Michigan History Boat Tour

10241

Free Cancellation
1 hour 15 minutes

from $46

Enjoy a private photoshoot in Chicago’s beautiful urban jungle at the Lincoln Park Conservatory. During this 40-minute session, I’ll help you feel confident and relaxed while taking high-quality photos using iPhone, optimized for social media. You’ll receive about 50 digital photos, including 5 professionally edited images, delivered via a private online gallery. Please download your photos within 14 days after receiving access, as the gallery link will expire.

Photo Shoot in Chicago’s Urban Jungle Garden

(8)

Free Cancellation
40 minutes

from $150

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.

Chicago to Chicago Airport (MDW) - Departure Private Transfer

Free Cancellation
30 minutes

from $74

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!

A Spectacular Scavenger Hunts Chicago Adventure

Free Cancellation
1 hour 30 minutes

from $15

Explore the new Old Post Office Building, whose early 20th-century design has been adaptively reused into a beautiful, modern Class A Office building. It once seemed as though the stunning architectural details of Chicago's Old Post Office would be lost to time while the building sat vacant for almost two decades. But the 2.8 million square foot building, completed in 1934, recently went through a monumental renovation and now serves as a modern multi-use event and office space that meets today's need for large, light-filled workspaces. See how historic artifacts and building details have been creatively incorporated into the Old Post Office's design including the conversion of the roof to a 3.5-acre urban rooftop park. Old places can become new spaces when a developer with vision collaborates with an award-winning architectural team.

Explore the Historic Old Post Office in Chicago

4.9

(16)

Free Cancellation
1 hour 30 minutes

from $15

643

Chicago Gangster History Walking Tour of River North

Free Cancellation
2 hours

from $40

Enjoy a private, fully personalized sunset tour along Chicago’s scenic lakefront. Travel in comfort with your English-speaking driver, who shares insights into the city’s architecture, skyline, and history while guiding you to the best photo spots. Begin at Museum Campus, where the skyline rises above Lake Michigan, offering stunning reflections at golden hour. Continue to Adler Planetarium for one of Chicago’s most iconic panoramic skyline views. Visit Buckingham Fountain, where the historic landmark creates a beautiful foreground for sunset photos. Head to North Avenue Beach to capture the skyline stretching across the horizon as the sun sets, then enjoy a scenic drive along Lake Shore Drive as city lights begin to glow. With a flexible itinerary and door-to-door service, this experience offers a relaxed, unforgettable way to capture Chicago’s skyline from day to night.

Chicago Private Lakefront Sunset and Skyline Photo Tour

Free Cancellation
2 hours

from $143

Dive into Chicago’s Magnificent Mile on an interactive scavenger hunt, perfect for families, friends, or team building! Guided by clues on your phone, you’ll solve puzzles, unlock local legends, and discover iconic sites like the Old Water Tower, Tribune Tower, and bustling Riverwalk—plus hidden gems along the way. Go at your own pace, compete for fun, and see the best of Chicago’s lively downtown in a whole new way. Teams of up to six welcome; no local knowledge required—just curiosity and comfy shoes.

Magnificent Mile Scavenger Hunt: Chicago Walking Tour and Game

(1)

Free Cancellation
2 hours

from $25

Arriving at your destination is effortless with Deenil Experiences’ airport transfer service. Enjoy a smooth ride in a clean, luxurious vehicle, where comfort meets safety. Your professional chauffeur will greet you with a friendly smile, assist with your luggage at the curbside, and provide all necessary details for a stress-free journey. With real-time arrival updates and a complimentary 15-minute grace period, you can relax knowing your travel needs are prioritized. Perfect for families, business travelers, or anyone seeking a reliable transfer experience.

Seamless Chicago Airport Transfers with Deenil Experiences

108

Free Cancellation
35 minutes to 1 hour

from $190

Discover the vibrant Wicker Park neighborhood as you stroll from the Polish Triangle through the Milwaukee Avenue shopping and dining district. This guided walking tour circles Wicker Park, showcasing stunning Victorian mansions on Beer Baron's Row while sharing engaging trivia about the area’s rich ethnic and commercial history. Enjoy insights into the local arts and entertainment scene and uncover the best spots to eat and drink along the way. Test your knowledge with trivia, and compete for a special prize at the end of the tour. - Explore the historic Wicker Park neighborhood on foot - Visit iconic locations like the Polish Triangle and Beer Baron’s Row - Engage in neighborhood trivia for a chance to win a prize - Learn about the area's ethnic history, arts scene, and dining hotspots

Wicker Park Walking Tour History Trivia and Local Flavors

(1)

Free Cancellation
1 hour 30 minutes to 2 hours

from $40

Enjoy a uniquely adventurous way to explore Chicago with this zombie apocalypse-themed smartphone scavenger hunt game. Upon booking, download the app and set off at a time that works best for you, with help from your remote interactive guide. You’ll be given a list of challenges to solve and objects to find to beat the zombies, all while exploring some of Chicago’s most popular corners.

Adventurous Scavenger Hunt in Chicago by Zombie Scavengers

(2)

Free Cancellation
1 hour

from $20

Discover the wild heart of Chicago on our guided walking tour through Lincoln Park, where nature and history meet in one unforgettable experience. What sets our tour apart is the seamless blend of three iconic destinations—the Peggy Notebaert Nature Museum, the lush Lincoln Park Conservatory, and the vibrant Lincoln Park Zoo—curated into one dynamic, story-filled journey led by a knowledgeable local guide. You'll marvel at the butterflies in flight, wander through exotic gardens under glass, and encounter wildlife from around the world—all while uncovering the hidden history and surprising beauty of this beloved urban oasis. Whether you're a first-time visitor or a lifelong Chicagoan, this tour offers fresh insights, natural wonders, and photo-worthy moments at every turn. Book now and see why Lincoln Park is one of Chicago’s most treasured gems!

Lincoln Park Nature Museum & Zoo Private Walking Tour

(2)

Free Cancellation
2 hours

from $250

This beginner-friendly chocolate class turns a classic confection into an approachable, rewarding skill. Led by Chef Janet, the experience focuses on teaching essential techniques while keeping the atmosphere relaxed and fun. You’ll learn how to temper chocolate correctly, experiment with popular fillings and use molds to create beautifully shaped treats. Chef Janet breaks everything down step by step, making the process easy to follow even if you’ve never worked with chocolate before. With plenty of tasting, hands-on practice and a supportive environment, this Chicago class is ideal for dessert lovers, curious home cooks or anyone looking for a creative night out that ends on a sweet note.

Fun Chocolate Making Class With a Local Chef in Chicago

Free Cancellation
2 hours

from $75

4.3

(3)

Chicago 4-Hour Sightseeing Transfer by Luxury SUV

Free Cancellation
3 hours

from $360

"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!"

Astounding Chicago Bar Crawl: Chi-Town Showdown

Free Cancellation
1 hour 30 minutes

from $15

Escape the city for a day of Dutch-inspired adventure in Michigan! Journey from Chicago to Holland’s Windmill Island Gardens, home to vibrant tulip fields (in season), a real 250-year-old windmill, and charming European-style village sights. Your bilingual guide leads the way with family-friendly stories, unlimited bottled water, complimentary sweet treats, and exclusive travel keepsakes. Enjoy time to stroll gardens, ride the Saugatuck dunes, and explore Holland Village’s history—all with special savings for kids. The perfect one-day escape for families, photography lovers, and tulip fans!

Windmill Island Gardens Day Tour from Chicago – Kids Save 50%

4.5

(4)

Free Cancellation
10 to 11 hours

from $99

Your Private Ride Awaits – Executive Sedan Service from O'Hare

Whether you're flying in for business or leisure, We ensures your journey is as smooth and stylish as your destination. Here's why travelers trust us: Luxury Fleet for Every Occasion Choose from executive sedans, SUVs, Sprinter vans, and minibuses Immaculately maintained, climate-controlled, and equipped with premium amenities Punctual & Reliable Real-time flight tracking ensures on-time pickups—even if your flight is early or delayed Chauffeurs arrive early and plan routes to avoid traffic delays Professional Chauffeurs Courteous, licensed, and experienced drivers Dressed professionally and trained in customer service and safety Easy Booking & Real-Time Updates Book online in minutes with instant confirmation Receive driver details and live tracking before your ride Perfect for Business & Leisure Ideal for corporate travel, family vacations, weddings, and group events Discreet, comfortable, and tailored to your needs

Private Sedan Transfer from O'Hare and Midway Airport to Chicago

Free Cancellation
1 hour

from $120

Discover Chicago's vibrant history through an engaging scavenger hunt in Millennium Park. This interactive experience melds fun and learning as you uncover stories from the city’s founding in 1837 to its iconic landmarks. Explore notable sites like Cloud Gate and the Art Institute, while tackling quizzes that challenge your knowledge. The app-led format allows you to navigate at your own pace, making it perfect for families, friends, or dates. Capture memorable moments as you embark on this unique journey through the Windy City.

Chicago Scavenger Hunt Interactive Walking Activity

2 hours

from $35

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 your accommodation in Chicago to O'Hare International Airport (ORD). 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 Chicago To O'Hare Airport

Free Cancellation
45 minutes

from $93

Explore over 30 iconic movie and TV locations on this two-hour walking tour of downtown Chicago! Visit sites from Ferris Bueller’s Day Off, The Untouchables, The Dark Knight, The Bear, and more. See the theater from Public Enemies, Harold Washington Library from Ocean’s Eleven, the Chicago Board of Trade and Calder’s Flamingo from Ferris Bueller, iconic Blues Brothers spots, and Bruce Wayne’s penthouse and Harvey Dent’s office from The Dark Knight. Perfect for film buffs and Chicago enthusiasts alike.

Private Downtown Chicago TV and Movie Sites Guided Walking Tour

4.7

(3)

2 hours

from $132

Explore the charming towns of Dubuque and Galena on this enriching day trip from Chicago. Begin your journey along the scenic Mississippi River in Dubuque, where you can enjoy free time to stroll, have lunch, or even take a cable car ride for breathtaking views. Continue to Galena, a beautifully preserved historic town where 80% of the buildings are listed on the National Register of Historic Places. Here, you’ll visit the Ulysses S. Grant Home and take in the serene beauty of Grant Park. With a total travel distance of 325 km from Chicago, this tour offers the perfect blend of history, scenery, and relaxation before heading back to the city.

Likely to Sell Out

One Day Galena and Dubuque Tour from Chicago

Free Cancellation
6 to 7 hours

from $395

Likely to Sell Out

Discover the rich history and architecture of downtown Chicago with local expert Dave Lineal. Walking underneath the soaring buildings, we will learn how Chicago grew to become a global force in culture, commerce, and architecture. How did this roaring city come to be? We will hear the tales of Chicago history immersed in the places where it happened -- exploring historic building interiors like the world's oldest skyscrapers, City Hall, and the old library. This deep dive in city history and architecture aims to deepen our appreciation of what Chicago is today.

History and Architecture of Chicago Loop Walking Tour

(13)

Free Cancellation
2 hours

from $30

To me, one can appreciate a given building, or piece of public sculpture, far better when a tour guide explains the historical and cultural context. What was important in that era, and what was the architecture of that era thus trying express? I do know a lot about this. Thus, you will gain this information about each point of interest. I have taken other tours here, and I just do not hear a word from that point of view. This tour will be like an open history book to an America that no longer exists: Roman and Greek architectural styles, as well as French and British-influenced styles. Of course, you will see the latest in office building architectural styles from around the world, for those of you who just love the modern era as well.

Architectural and Historical Private Tour in Downtown Chicago

Free Cancellation
2 hours 20 minutes to 2 hours 30 minutes

from $199

Discover Hollywood magic in the heart of the Midwest on the Chicago Suburbs Movie Sites Tour. Visit real filming locations from classics like Ferris Bueller’s Day Off and Home Alone to modern hits like The Dark Knight. Led by a local actor guide, explore iconic homes, schools, and streets while hearing behind-the-scenes stories and fun film trivia. Perfect for movie lovers and anyone wanting a fresh, cinematic look at the Chicago suburbs.

Private Chicago Suburbs Movie Sites Tour

2 to 3 hours

from $320

Balloon Museum Chicago Admission

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Top Attractions in Chicago

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Attractions

What are people saying about Chicago

Evan_R, Mar 2026

If you haven't been, GO!!!

Very interactive and fun for all ages. When my 15 year old son asked to go to "The Balloon Museum" I was like "Seriously" a balloon museum. Definitely wound up eating crow on that one. The entire experience was well thought out and entertaining from start to finish.

Chicago River 90-Minute Architecture Tour

Katie_M, Mar 2026

Our tour guide John made the experience even more AMAZING!

John from Wendella was our tour guide and he was AMAZING!! My entire family was so entertained by him. He was HILARIOUS and 1000% made the tour so much fun! He has to be a comedian, he was so funny. We just loved him! And the architecture was breathtaking. I would definitely recommend taking this tour. And get John as your tour guide!

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 River 45-Minute Architecture Tour from Magnificent Mile

Renton_Y, Mar 2026

An absolute must!

This tour is an absolute must if it’s your first time visit visiting Chicago. It was our first time checking out Chicago and many people recommended this short 45 minute river tour. It was well worth the money. It was great seeing the architecture and some of the history behind the buildings. It was very educational and mesmerizing at the same time. What a beautiful city. We are in love with Chicago!

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 Crime and Mob Bus Tour

Danielle_K, Jan 2026

A fun tour

My boyfriend and I were visiting Chicago and decided to do the Crime and Mob Boss tour. Our guide, Dane, was a bit goofy and playing the showman, but it was still very educative. The small pamphlets he handed out at the beginning also helped. We got to see in daylight the parking lot that was the site of the St. Valentine's Day Massacre. (Yes, there was duplication between the tours, but I don't mind.) You stop at the Biograph Theatre, where John Dillinger was killed, and you can take photos of a mural dedicated to him. One of the Harry Caray Steakhouse locations has a mini mob museum that is a stop. You get to hear about Leopold and Loeb, two young men who decided to commit a murder for fun. It's more grim history of Chicago. I had a great time and definitely recommend it.

Flyover in Chicago

Krystal_M, Jan 2026

Flyover with friends

I had an incredible time! I feel like every city should have something like this! We got to experience the whole city without actually stepping foot in some of the cities most highlighted landmarks. Of course we would actually want to see but our short time here would not permit. This was the next best thing you could do. Definitely recommend 10/10

City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River

chloe_b, Dec 2025

Thank you leslie <3

Leslie made our experience wonderful! We celebrated my girlfriend’s birthday by doing the brunch. Even though it was raining, it was still beautiful! Leslie made sure that our mimosas were filled, the staff was very friendly, and food was delicious. We will definitely be back for another brunch or dinner!

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.