Recent Searches
Clear

Top Chicago Tours by Duration

Saved to wishlist!

COVID-19: Check local travel restrictions and learn what we're doing to help keep you safe and your plans flexible. Learn more.

Read More
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
These experiences are highly rated by travelers and have met our top quality standards.
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

COVID-19: Check local travel restrictions and learn what we're doing to help keep you safe and your plans flexible. Learn more.

Read More
Select Dates
Today
Tomorrow

53 Chicago Tours by Duration | All Chicago Tours

Sort by:Featured

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

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

star-5
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
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$102.30
From
$102.30
Taking safety measures

Chicago Loop Secret Food Tour w/ Private Tour Option

Chicago Loop Secret Food Tour w/ Private Tour Option

star-5
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
  • 3 hours
  • Taking safety measures
From
$193.20
From
$193.20
Taking safety measures

Small-Group Chicago Food Tour: Gold Coast and Old Town

Small-Group Chicago Food Tour: Gold Coast and Old Town

star-5
Savor the flavors of the Gold Coast and Old Town neighborhoods on this 3-hour Chicago food walking tour, led by an expert guide. You’ll stop at seven popular shops and eateries, including a specialty tea merchant, confectioner, European bakery and — of course — Chicago-style pizzeria. Explore these culture-rich neighborhoods just north of the downtown and learn about their architecture and history along the way. Numbers are limited to 18 participants for a small-group experience.
More
  • 3 hours
  • Free Cancellation
From
$74.67
From
$74.67

Hey, nice badge.
Experiences with this badge meet our highest quality standards and are loved by travelers like you.
Learn more
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

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

star-5
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
  • 4 hours
  • Taking safety measures
From
$79.99
From
$79.99
Taking safety measures

Chicago Grand Tour and Admission to 360 Chicago (formerly John Hancock Observatory)

Chicago Grand Tour and Admission to 360 Chicago (formerly John Hancock Observatory)

star-3.5
This Chicago grand tour covers four hours of sightseeing with admission to 360 Chicago (John Hancock Observatory). Get oriented to the Windy City on a coach tour that takes you along a scenic route on Lake Shore Drive, and past North Side and South Side highlights including Museum Campus, Lincoln Park, Washington Park, Grant Park and Wrigley Field. Finish on the 94th floor of the Hancock Center, one of Chicago's tallest landmarks, for panoramic views of the Magnificent Mile from the open-air observation deck.
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$73.95
From
$73.95
Taking safety measures

Land and River Architecture Tour of Chicago's Scenic North Side

Land and River Architecture Tour of Chicago's Scenic North Side

star-4.5
Discover Chicago’s iconic architectural gems from every angle on a 3.5-hour tour of the North Side. Divided between land and water, the comprehensive tour enables you to cover a huge area of the city without getting worn out. Travel comfortably by coach or trolley to Fort Dearborn, Wrigley Building, and more. Afterwards, see the Windy City's famous skyscrapers, bridges, and historical sites on a 90-minute cruise down Chicago River.
More
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$76.95
From
$76.95
Taking safety measures

Chicago Grand Half-Day Bus Tour

Chicago Grand Half-Day Bus Tour

star-3.5
Get the perfect introduction to the wealth of sights in the Windy City during this 4-hour Chicago day tour. Discover the many landmarks spanning both the city's North Side and South Side, enjoying a scenic ride along Lake Michigan on Chicago's Outer Drive along the way. You'll also have the chance to admire the city's Washington and Grant Parks, explore inside the Lincoln Park Conservatory, see Adler Planetarium and visit the iconic Wrigley Building. This Chicago in a half day tour also includes transport between all sites and tour narration.
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$52.95
From
$52.95
Taking safety measures

Chicago Land and River Architecture Tour: North and South Shores

Chicago Land and River Architecture Tour: North and South Shores

star-4.5
Whether you’re short on time or want to orient yourself to Chicago, a 3.5-hour land and river tour is the perfect option. The comprehensive itinerary takes you through both the North and South sides. Listen as your guide tells insider stories about the people who shaped the city. After the land tour, rest your feet and see the city from a unique vantage point during a 90-minute river cruise.
More
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$92.95
From
$92.95
Taking safety measures

Private Al Capone Gangster Tour in Chicago

Private Al Capone Gangster Tour in Chicago

star-5
Chicago’s mob history has long been immortalized in popular media. Embark on this Chicago Gangster Tour to learn the true story. With an expert historian as your guide, you’ll visit notorious hangouts of John Dillinger, The Untouchables, and the legendary Al Capone. You’ll stop at former speakeasies, historic hotels, and epic crime sites like that of the Saint Valentine’s Day Massacre.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$660.00
per group
From
$660.00
per group
Taking safety measures

Chicago Craft Brewery Barrel Bus Tour

Chicago Craft Brewery Barrel Bus Tour

star-4.5
Learn about Chicago’s brewpub scene and taste different types of craft beer on this guided brewery tour. Visit unique breweries for craft beer samples plus an additional brewing production facility for an in-depth tour. Discover the science behind the brewing process, complete with step-by-step procedures, and enjoy plenty of beer samples throughout the tour. Round-trip transportation in a Prohibition-era-styled barrel bus is included.
More
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$89.60
From
$89.60
Taking safety measures

Bike Tour of Chicago's Lakefront Neighborhoods

Bike Tour of Chicago's Lakefront Neighborhoods

star-5
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
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$46.99
From
$46.99
Taking safety measures

Best of Chicago Tour Including a Deep-Dish Pizza

Best of Chicago Tour Including a Deep-Dish Pizza

star-2.5
Tour Chicago's sights aboard a luxury coach and enjoy some Chicago-style deep-dish pizza on this 5.5-hour guided tour. Visit sites like the Hancock Tower, the Lincoln Park Conservatory and the Loop. Pass through neighborhoods such as Wrigleyville, Lincoln Park and Gold Coast. Top off your tour with a visit to one of Chicago's most popular pizza restaurants to sample the famous Chicago-style deep dish pizza.
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$74.95
From
$74.95
Taking safety measures

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

star-5
If you’ve ever dreamed of sailing away on your own private sailboat, this is the perfect excursion for you. You and up to five other invited guests will have the exclusive use of a sailboat, complete with captain and crew for the duration of your tour. Sail on Lake Michigan and enjoy the sights of Chicago’s striking skyline. If you want, you could even take a turn at the helm.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$427.28
per group
From
$427.28
per group
Taking safety measures

Private Chicago Highlights Driving Tour

Private Chicago Highlights Driving Tour

star-5
Get an insider’s look at the Windy City’s most iconic monuments during this 3-hour private tour. Travel through Chicago aboard a private vehicle as you discover some of the city’s top neighborhoods, including the Loop, River North, the Magnificent Mile (along Michigan Avenue), Streeterville, the Gold Coast and much more. Your private driver-guide and vehicle, bottled water and round-trip hotel transport are all included.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$190.00
Price varies by group size
From
$190.00
Price varies by group size
Taking safety measures

Private Chicago Architecture Tour

Private Chicago Architecture Tour

star-5
Ever since Chicago became the birthplace of the modern skyscraper, the city has been renowned for its architectural creativity and ingenuity. Led by an expert guide, explore some of the city’s most iconic buildings such as Sears Tower, The John Hancock Building, historic brownstones, and the homes of Oak Park designed by beloved architect Frank Lloyd Wright. You will be able to explore the insides of some locations on this completely customizable tour.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$660.00
per group
From
$660.00
per group
Taking safety measures

Chicago's Ultimate City Bike Tour

Chicago's Ultimate City Bike Tour

star-5
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
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$45.99
From
$45.99
Taking safety measures

1-Day Chicago City Tour(Chicago Departure) CH1

1-Day Chicago City Tour(Chicago Departure) CH1

Itinerary will be change in the winter (11/5-4/1 every year) due to certain attraction close for winter. 1. Stand on top of 360 Chicago and enjoy Lake Michigan and the great skyline at 1000 inches from the heart of downtown Chicago. 2. Walk around the ironic site Millennium Park admiring its postmodern architectures. 3. Visit one of the top three art museums in the United States -- The Art Institute of Chicago for its encyclopedic collections. 4. Take in the amazing urban view of the city by a helicopter tour. 5. Grab a bite of authentic Chicago at Giordano’s Pizza, Garrett Popcorn, Portillo's Hot Dog. 6. Boarding at Downtown Chicago,departs everyday in winter itinerary.
More
  • 7 to 8 hours
From
$59.00
From
$59.00

Chicago City Tour

Chicago City Tour

Discover Chicago and its historic Architecture, Vibrant Neighborhoods, Parks, Museums, Lakefront and more! Let the Windy City carry you away as you explore Chicago top to bottom, scoping out the city's must-see parks, can't-miss lake views, and iconic architecture on this half-day tour. From the Loop to Lincoln Park, keep your camera at the ready—Chi-town's a charmer! Begin your ride through the skyscrapers of the Loop. Watch for fly balls popping high over Wrigley Field, check out the Picasso sculpture in Richard J. Daley Square, and cross over the Chicago River on one of the city's iconic bridges. Ride along almost the entire length of the scenic Outer Drive, enjoy a verdant respite in the urban oasis of Grant Park, and keep your eyes toward the sky as you admire the John Hancock Building, listening to the history behind State Street and the Magnificent Mile.
More
  • 4 hours
  • Free Cancellation
From
$405.34
per group
From
$405.34
per group

Transfer to Chicago Premium Outlets

Transfer to Chicago Premium Outlets

star-5
Spend a day shopping at the premier name brand shopping destination in the Chicago metro area, Chicago Premium Outlets. Featuring prominent international and American designer brands at discounted prices, you'll find deep discounts at stores like Nike, Armani, Calvin Klein, Kate Spade, 7 for All Mankind, and much more inside the outlet mall. The tour includes pickup and drop-off from Chicago hotels and five hours of on-the-ground shopping time.
More
  • 7 hours
  • Free Cancellation
From
$288.00
per group
From
$288.00
per group

Go Chicago Explorer Pass with SkyDeck and 360 Chicago

Go Chicago Explorer Pass with SkyDeck and 360 Chicago

star-4.5
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 (purchased by December 31) 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
  • 60 days
From
$66.00
From
$66.00

Private Custom City Tour in Chicago

Private Custom City Tour in Chicago

See Chicago the way you want to see it. This private tour is fully customizable to your specifications. Whether you are interested in the architecture and history, the art, the cool neighborhoods, or peaceful parks and happening beaches, this tour will cater to your tastes. Work with a guide to discover Chicago your way.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$660.00
per group
From
$660.00
per group
Taking safety measures

Secret Beer Tours Chicago w/ Private Tour Option

Secret Beer Tours Chicago w/ Private Tour Option

star-5
If you love Craft Beer, you may know that Chicago is the largest craft brewing city in the US, with more than 150 breweries in 228 square miles. Where does a beer lover begin? We've taken on the tough job of researching the very best breweries in town and created a tour that is sure to please true Craft Beer geeks and budding hobbyists alike. You'll sample beers from Chicago's newest Craft Beer hot-spots, as we take you to some of the hottest craft breweries in the city, all while sharing the history of the making of beer and the subtle shifts in the process that create the varietals we enjoy today.
More
  • 3 hours
  • Taking safety measures
From
$277.20
From
$277.20
Taking safety measures

Scenic Chicago North Side Tour and Chicago Style Pizza

Scenic Chicago North Side Tour and Chicago Style Pizza

Get a comprehensive overview of Chicago’s North Side on a 3.5-hour sightseeing tour. Home to Wrigley Field, Tribune Tower, and Chicago Water Tower, the vibrant district is not to be missed. Enjoy live narration as you travel along North Lake Shore Drive past Lincoln Park Conservatory and Zoo and much more. After the tour, receive a meal voucher for a personal pizza at the popular Exchequer Restaurant.
More
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$56.95
From
$56.95
Taking safety measures

Tour of Chicago and the Suburbs

Tour of Chicago and the Suburbs

We invites you to discover Chicago. Our private tours cater to each group’s interests, including themes such as architecture, history, culture, sports, and shopping. Each tour is customized to fit your interests and includes an expert guide, luxury vehicle, and driver. We working for clients that are looking for more than the one-size-fits-all tour. Representatives of our company will meet you and your family, friends (all companions) at the airport - warmly and without delay. For first-time visitors to Chicago, especially those with a tight schedule, this is the private tour of Chicago for you. The tour views primary tourist attractions like Navy Pier, Millennium Park, Lincoln Park, Magnificent Mile, Museum Campus, the Water Tower, the lakefront, and downtown’s skyline. You’ll learn about the Great Chicago Fire, the growth of Chicago around the turn of the last century, its power as a hub for communications and industry, and its magnificent architecture.
More
  • 8 hours
  • Free Cancellation
From
$640.00
per group
From
$640.00
per group

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?