Recent Searches
Clear

Top Chicago Tours by Duration

Saved to wishlist!
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Chicago. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials
Select Dates
Dates
Architecture Tours
Day Cruises
Half-day Tours
City Tours
Hop on Hop Off
Cruises & Sailing
Private and Luxury
Historical Tours
Audio Guides
Sightseeing Tours
Full-day Tours
Private Sightseeing Tours
Skip-the-Line Tours
Multi-day Tours
Sightseeing Passes
Crime Tours
Water Tours
Sightseeing Cruises
Dinner Cruises
Walking Tours
Markets

68 results | All Chicago Tours

Sort by: Featured

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4
864
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$26.10
From
$26.10
Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while audio commentary onboard gives you insight into the city's colorful history.
More

* A traveler said: "All of it. Ricardo was engaging and provided helpful tidbits. The ride was comfortable and safe. I would do it again."


Chicago Architecture River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architecture River Cruise

star-5
6400
  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$44.69
From
$44.69
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
More

* A traveler said: "Friendly staff from the ticket booth to the tour and Becky our tour guide was so informative and obviously loved her job! Worth every dollar!"


Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
1037
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
Explore Chicago's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.
More

* A traveler said: "The history learned was really cool. Tour guide Mike was very knowledgeable and fun. My kids enjoyed as well"


90-Minute Chicago River Architecture Tour

90-Minute Chicago River Architecture Tour

star-4.5
1113
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
More

* A traveler said: "The buildings - brought tears to my eyes. So beautiful! The river and its color! The guide was great!"


Chicago City Minibus Tour with Optional Architecture River Cruise

Chicago City Minibus Tour with Optional Architecture River Cruise

star-5
426
  • 2 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$39.95
From
$39.95
Explore Chicago's iconic landmarks on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus and explore downtown and Northside neighborhoods. You have a chance to get out and visit several locations and hear about the historical and cultural factors that make Chicago unique. Upgrade your tour with a popular open-top boat tour on the Chicago River that focuses on the city's renowned architecture.
More

* A traveler said: "Chicago is like New York City in Venice, a little more condense and beautiful. The bus narrator and the boat narrator did an excellent job besides being jovial and funny. We thought it was two hour tours, but the bus tour took two hours and the boat a ten minutes less. We would have loved to continue on the boat forever."


360 CHICAGO Observation Deck Admission (Hancock Center)

360 CHICAGO Observation Deck Admission (Hancock Center)

star-4
298
  • 1 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$41.50
From
$41.50
Tower above the Windy City’s world-famous skyline with admission to 360 Chicago (John Hancock Observatory). Ascend 94 stories to the observation deck of one of the tallest buildings in North America aboard its lightning-fast elevator. Then check out bird’s-eye views of landmarks like the famous Willis (Sears) Tower and the lakefront shoreline, and enjoy a variety of educational exhibits on site. Upgrade your ticket to include TILT, a thrill ride that offers visitors unique, downward facing views from 1,030 feet. Or, choose the Sun and Stars package for two visits to the observation deck within 48 hours. With mobile tickets, simply scan your phone for direct entry into 360 Chicago.
More

* A traveler said: "Ths was the 1st trip I've taken using viator and I was very pleased with the experience Our tickets took us right in and put us in the express line Views at the top were amazing and the Tilt was just enough that even my teenagers were impressed"


Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-4.5
1912
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$27.00
From
$27.00
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
More

* A traveler said: "Our tour guide, Kai, was great! They were very energetic and funny. The tour was enjoyable and educational. I would definitely recommend it!"


Lake Michigan Sightseeing Cruise

Lake Michigan Sightseeing Cruise

star-4.5
303
  • 40 minutes
  • Free Cancellation
  • Taking safety measures
From
$27.25
From
$27.25
Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this 40-minute Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.
More

* A traveler said: "It was so beautiful & fun for our family. The boat was clean & everyone was very friendly. We also got a cool picture of our family at the end"


Chicago Night Crimes Bus Tour
Likely to Sell OutLikely to Sell Out

Chicago Night Crimes Bus Tour

star-4.5
98
  • 2 hours to 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Discover the ‘dark side’ of the Windy City thanks to this 2.5-hour, bus-based, nighttime crime history tour of Chicago. Explore the lives of notorious mobsters like Al Capone, Frank Nitti, Bugs Moran, and more as you explore infamous crime scenes like the St. Valentine’s Day Massacre, learn about ‘The Enforcer’s Safe,’ and stop by local watering holes.
More

* A traveler said: "Katie was very informative and entertaining. Enjoyed seeing the neighborhoods we went through and many restaurants."


Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

star-4.5
480
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.
More

* A traveler said: "In general all was perfect. The speaker guide was excellent. The only thing , it was no access for handicap."


Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

star-5
312
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$84.99
From
$84.99
Chicago dogs, deep-dish pizza, cupcakes and craft beer are all sampled on this half-day bike tour through the Windy City. Cover about 13 miles (21 km), following an informative guide at a moderate pace through the Chicago neighborhoods of Wrigleyville, the Gold Coast, Old Town, Lakeview and Lincoln Park. Stop along the way at a popular downtown bakery, pizza shop, hot dog stand and two breweries for a taste of local flavors.
More

* A traveler said: "The highlight of our trip to Chicago. So much fun. Julia was the best tour guide ever. The stops foe Brews and Bites were amazing."


Chicago Loop Secret Food Tour with Private Tour Option

Chicago Loop Secret Food Tour with Private Tour Option

star-5
253
  • 3 hours
  • Taking safety measures
From
$84.53
From
$84.53
Explore Chicago's buzzing food scene with a small group on this small group walking tour. Stroll around the 'Loop', stopping at hidden gems and hearing tales of the city from your guide. Taste classic Chicago foods, from deep-dish pizza to dipped Italian beef sandwiches.
More

* A traveler said: "Deanise was very nice and knowledgeable. It felt like walking with. Friend from Chicago versus someone paid to show us around . The food places where delicious , would recommend taking this tour."


Chicago Favorites Ultimate Food & Walking Tour

Chicago Favorites Ultimate Food & Walking Tour

star-5
250
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$65.99
From
$65.99
Stroll through downtown Chicago on this walking food tour. Visit Millennium Park, the Palmer House Hotel and other city landmarks. Taste quintessential Chicago foods such as deep-dish pizza, hot dogs, plus chocolates and pastry. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels. Upgrade your tour to include three pours of local craft beer.
More

* A traveler said: "Giordano's pizza was amazing and put the deep dish pizza debate to rest for me! Our guide, Justin, was great. I probably would prefer the tour to be a bit shorter for time and one less food item would be fine with me!"


Chicago Pizza Tour
Likely to Sell OutLikely to Sell Out

Chicago Pizza Tour

star-5
232
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$60.00
From
$60.00
Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza.  Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias.  In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.
More

* A traveler said: "Very knowledgeable!!! Guide was fun and enthusiastic! All the four was good and the staff was friendly. I would highly recommend."


Go Chicago Explorer Pass with SkyDeck and 360 Chicago
From
$59.00
The easiest and most affordable way to explore some of Chicago's top attractions at your own pace, the Go Chicago Explorer Pass saves you up to 45 percent on regular ticket prices. Create your own sightseeing itinerary by choosing 2, 3, 4, or 5 attractions, tours, and activities from among more than 30 top sites, including SkyDeck, 360 Chicago, the Field Museum, a shoreline sightseeing cruise, a hop-on hop-off Big Bus tour, Lincoln Park Zoo, Navy Pier, and LEGOLAND® Discovery Center. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two year from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 60 days and/or the remaining number of attraction choices purchased.
More

* A traveler said: "So fun! The River architecture boat tour was my favorite. We saw the Field Museum as well and it took a whole day to attempt to see it all"


Famous Tastes of Chicago Food Tour

Famous Tastes of Chicago Food Tour

star-4.5
153
  • 3 hours
  • Free Cancellation
From
$70.00
From
$70.00
Discover Chicago’s food, history, architecture and culture on this 3-hour, small-group walking tour. Try six of the Windy City’s quintessential staples from local restaurants and specialty food shops like Pizano’s Pizza and the Berghoff, the oldest family run-establishment in Chicago. Taste local favorites including deep-dish pizza,  Chicago Italian Beef Sandwich and chocolates from Fannie May, just to name a few. Along the way, see and learn about the historical, cultural and architectural components that make up this legendary town.
More

* A traveler said: "Elizabeth was a great tour guide, she gave us time to explore and gave us so much information on the history of Chicago, the places we visited and made sure everyone was comfortable and even offered us seconds. The places we visited were uniquely Chicago. It was a comfortable walk and we were stuffed when we waddled off to the hotel!"


Bike Tour of Chicago's Lakefront Neighborhoods

Bike Tour of Chicago's Lakefront Neighborhoods

star-5
143
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.99
From
$49.99
Pedal past the lakefront neighborhoods of Chicago's North Side on this bike tour of the Windy City. Follow a local guide along quiet streets, city parks and scenic beaches, starting at Lake Shore Drive and continuing along Rush Street and the Magnificent Mile. Catch a glimpse of the Playboy Mansion, Oprah’s penthouse and the Victorian houses of Old Town. Select from several departure times in the morning or afternoon.
More

* A traveler said: "This was a very nice tour of some of the best spots in Downtown Chicago. Lake was so friendly and informative. Definitely put this on your list the next time you are in Chicago."


Chicago in a Day: Food, History and Architecture Combo Tour
Likely to Sell OutLikely to Sell Out

Chicago in a Day: Food, History and Architecture Combo Tour

star-5
124
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$104.00
From
$104.00
An excellent choice for first-time visitors, this tour provides a comprehensive overview of the city and hits on both classic attractions and little-known sites. Beginning at the Chicago Theatre, work your way to the Chicago Pedway, an elaborate network of underground tunnels used by locals and commuters. Stroll the Chicago Riverwalk and the Magnificent Mile, then embark on a food tour to taste some of the city’s famous foods.
More

* A traveler said: "Kelly was awesome! So much knowledge of Chicago! It was the perfect tour for our first day in the city! We loved it!"


Offbeat Chicago Food Tour: Go Deeper Than Deep Dish

Offbeat Chicago Food Tour: Go Deeper Than Deep Dish

star-5
95
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$70.00
From
$70.00
Savor the flavors of Chicago — the ‘City of Neighborhoods’ — on a guided, ethnic food tour. This 3.5-hour adventure explores two of Chicago's most diverse neighborhoods: Argyle and Andersonville on the city’s North Side. Sample seven distinctly different types of food, visit landmark locations and learn about the local history and culture.
More

* A traveler said: "We had such a great time on this tour! We've been to Chicago many times, but never would have ventured to these cute little neighborhoods. All the food was outstanding, the history was entertaining, and the local venues were worth revisiting. Can't recommend this tour highly enough!"


Chicago's West Side Foodie Ride Bike Tour

Chicago's West Side Foodie Ride Bike Tour

star-5
79
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$79.99
From
$79.99
Taste food from around the world on this half-day cycling and tasting tour of Chicago. Follow your biking guide through the Chicago streets, stopping for views of Chicago’s famous architecture as well as bites like Polish pierogis, locally made chocolates, and Mexican tacos.
More

* A traveler said: "Gabe was a terrific guide on our bike tour. He was very funny & super friendly. Loved all the neighborhoods we rode through, and the food was amazing! I’d highly recommend it!"


River North Food Walking Tour

River North Food Walking Tour

star-4.5
58
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$75.00
From
$75.00
Get to know the River North district of Chicago through its food on a culinary walking tour that takes you to five local food venues. You'll enjoy tastings of Mexican fare, Chicago deep dish pizza, and other items while learning about the neighborhood's history and food culture.
More

Chicago Style Food Tour

Chicago Style Food Tour

star-4.5
55
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$70.00
From
$70.00
Discover Chicago’s food, history, architecture and culture on this small-group walking tour. Try the Windy City’s quintessential staples from local restaurants and specialty food shops like Downtown Dogs and the world-famous Billy Goat Tavern. Taste local favorites including deep-dish pizza, a Chicago-style hot dog, and chocolates from Fannie May, just to name a few. Along the way, see and learn about the historical, cultural, and architectural components that make up this legendary town.
More

* A traveler said: "Our party of 7 thoroughly enjoyed the tour! The guide was excellent and the food was delicious! We were stuffed at the end!"


Chicago's Ultimate City Bike Tour

Chicago's Ultimate City Bike Tour

star-5
50
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.99
From
$49.99
Explore Chicago’s most iconic sites on a bike tour that explores Museum Campus, parks, and monuments. Follow your guide along the waterfront as you soak up the city skyline and enjoy the breeze along the easy-going route. Circle the Buckingham Fountain while you learn the history of the city’s public art, parks and museums, and capture unforgettable images of the Windy City.
More

* A traveler said: "Love doing bike tours at the beginning of a trip to orient myself with a city - this was a great way to see Chicago and get some history. Did this tour with my adult daughter and we really enjoyed it. Our guide, Gabe, was funny, engaging and informative. Highly recommend!"


Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

star-4.5
47
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$65.99
From
$65.99
Explore Chicago's Chinese food scene on this walking tour in the Chinatown district. With a guide, learn about the cuisine of different regions of China and how Chinese culture has influenced Chicago and other areas. Enjoy included tastings from restaurants and other food venues in Chinatown—a great way to start a night out in the city.
More

* A traveler said: "Great food, great tour guide, and great people on our Chinatown walking food tour. We took the water taxi there and back, so it was like a mini-vacation. Highly recommend upgrading to the VIP option with enhanced beverages - definitely a delicious choice."


Filters
* How are review snippets generated?

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Tours by Duration in Chicago?
Q:
What Tours by Duration in Chicago are taking additional safety precautions?
Q:
What Tours by Duration in Chicago are good for avoiding crowds?