Chicago Half-day Tours

Discover top half-day tours in Chicago including food, walking, and bike tours. Explore Chinatown, iconic dishes, architecture, and local neighborhoods.

No tours match these filters.

4 Hours of Chicago City Tour Sedan

4 Hours of Chicago City Tour Sedan

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city

From $640.00 USD
4-Hour Chicago City Tour by SUV

4-Hour Chicago City Tour by SUV

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city

★ 5.0 (2)
From $800.00 USD
Bike Tour in Chicago

Bike Tour in Chicago

Take a spin through the Windy City on a bike tour and discover the most remarkable and world-famous sights. Hit the streets like a local with your guide, dive i

From $129.00 USD
Bike Tour of Chicago's Lakefront Neighborhoods

Bike Tour of Chicago's Lakefront Neighborhoods

This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excell

★ 4.9 (263)
From $59.00 USD
Chicago 6-Hour City Tour by Sedan

Chicago 6-Hour City Tour by Sedan

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city

★ 5.0 (2)
From $960.00 USD
Chicago Architecture, History and Culture Loop Walking Tour

Chicago Architecture, History and Culture Loop Walking Tour

Explore Chicago’s historic Loop through the prism of its architecture. This three-hour trek will cover defining moments from 350 years of Chicago’s history, inc

★ 5.0 (3)
From $50.00 USD
Chicago Audio Guided Walking Tour 3h and 25 Audio Commentaries

Chicago Audio Guided Walking Tour 3h and 25 Audio Commentaries

Chicago, a city with undeniable charm, awaits you for a walking exploration of its 25 must-see attractions. From the Riverwalk to Marina City to the famous Clou

From $7.00 USD
Chicago Bike & Classic Food Tour: Bikes, Bites & Views - Adults

Chicago Bike & Classic Food Tour: Bikes, Bites & Views - Adults

Taste all of Chicago’s classic eats on this 4 1/2 hr Adults-only guided food & bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s first city b

★ 4.9 (767)
From $89.00 USD
Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

Walk beneath Chicago’s soaring skyline, hear its hidden stories, then see it shimmer from the water on a lake cruise. From the iconic Bean to the legendary thea

From $263.00 USD
Chicago Family Food and Bike Tour with Top Attractions

Chicago Family Food and Bike Tour with Top Attractions

This Chicago Food & Bike tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in Ame

★ 4.8 (101)
From $79.00 USD
Chicago Favorites Ultimate Food and Walking Tour

Chicago Favorites Ultimate Food and Walking Tour

The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour. Stroll the beautiful stre

★ 4.9 (2304)
From $84.99 USD
Chicago Food Tour: 6 Dishes with Deep Dish Pizza & Beef Sandwich

Chicago Food Tour: 6 Dishes with Deep Dish Pizza & Beef Sandwich

On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city'

★ 4.9 (1011)
From $84.99 USD
Chicago Foods Tour with The Loop, Skyline, Millennium Park

Chicago Foods Tour with The Loop, Skyline, Millennium Park

Delve into Chicago’s one-of-a-kind cuisine and learn something that you would never expect on this small-group Secret Food Tour. Eat your way through the most p

★ 4.6 (5)
From $145.00 USD
Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental

Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental

Get ready for the most complete adventure the city has to offer—an immersive Full Day Chicago Food Tour and Walking Tour that blends Chicago’s legendary flavors

★ 5.0 (3)
From $99.00 USD
Chicago Hauntings Original Ghost Bus Tour

Chicago Hauntings Original Ghost Bus Tour

Often imitated but never matched, this 3 hour ghost bus tour with stops remains the "Best of Chicago" since its founding 23 years ago by the city's ghostlorist,

★ 3.8 (150)
From $59.00 USD
Chicago in a Day Walking Tour: Food, History & Architecture

Chicago in a Day Walking Tour: Food, History & Architecture

Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-

★ 4.9 (1377)
From $100.95 USD
Chicago in Spanish. Architecture. Mafia, Interiors, Underground

Chicago in Spanish. Architecture. Mafia, Interiors, Underground

Discover the real Chicago with those who really know it! At ChicaGo Turismo we transform a simple tour into an unforgettable experience. More than visiting mon

★ 5.0 (11)
From $45.00 USD
Chicago Local Fashion Designers Shopping Tour with a Stylist

Chicago Local Fashion Designers Shopping Tour with a Stylist

Discover the local shopping scene and its fashion DNA with a professional stylist as you embark on a personalized shopping circuit built to meet your style and

From $150.89 USD
Chicago Movie Locations Tour

Chicago Movie Locations Tour

Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigle

★ 5.0 (11)
From $315.00 USD
Chicago Pizza Tour

Chicago Pizza Tour

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.

★ 4.9 (483)
From $89.00 USD
Chicago Private Custom City Tour with Hotel Pick Up

Chicago Private Custom City Tour with Hotel Pick Up

PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 5 PASSENGERS.  Thank you for contacting Chicago Private Tours! We would love to help your group discover Chicago.  

★ 4.9 (207)
From $539.00 USD
Chicago Private Neighborhoods Tour to Lincoln and Hyde Park

Chicago Private Neighborhoods Tour to Lincoln and Hyde Park

Discover the vibrant neighborhoods and cultural districts of Chicago on a private, fully personalized tour. Travel in comfort with your English-speaking driver,

From $223.41 USD
Chicago Private Tour

Chicago Private Tour

Enjoy and appreciate Chicago with your private transportation and guide. Customize your tour and visit the most important sites and landmarks of the Windy City.

From $300.00 USD
Chicago Tour South Side

Chicago Tour South Side

The Blue-Collar side of Chicago many call it! This tour will show The Ford Factory, home of the steel mills, the blue-collar neighborhoods and many places on th

★ 4.5 (47)
From $125.00 USD
Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating history. Join Bobby’s Bike Hike & Food Tours, whose food tours

★ 4.9 (797)
From $79.99 USD
Chicago's Ultimate City Bike Tour of Top Downtown Attractions

Chicago's Ultimate City Bike Tour of Top Downtown Attractions

Get acquainted with Chicago’s most iconic landmarks on this riotous guided Chicago bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-

★ 4.9 (274)
From $59.00 USD
Chicago's West Side Foodie Ride Bike Tour

Chicago's West Side Foodie Ride Bike Tour

Take a detour off the beaten path, and explore the flavors of Chicago’s delicious West Side with Bobbys's Bike Hike & Food Tours, America's longest running city

★ 4.9 (114)
From $99.00 USD
Chicago-Style Holiday Hike: Festive Food and Walking Tour

Chicago-Style Holiday Hike: Festive Food and Walking Tour

There’s nothing more magical than downtown Chicago during the holidays. Bobby’s Bike Hike & Food Tours—internationally recognized for quality—presents the Holid

★ 4.9 (81)
From $84.99 USD
Chinatown Food Tour

Chinatown Food Tour

Experience the authentic flavors of Chinatown on a 3-hour guided food tour curated by Chicago Tribune Good Eating Award winner Z.J. Tong. As you explore the nei

From $98.00 USD
Christmas Eve Plated Dinner Cruise on Lake Michigan

Christmas Eve Plated Dinner Cruise on Lake Michigan

Celebrate the magic of the season on the water with a Christmas Eve Premier Dinner Cruise in Washington DC. You and your guests will enjoy a holiday 3-course, p

From $198.18 USD
Frank Lloyd Wright Oak Park Architecture Tour from Chicago

Frank Lloyd Wright Oak Park Architecture Tour from Chicago

Explore the architectural genius of Frank Lloyd Wright on a private, fully personalized tour in Chicago, home to the world’s largest collection of his buildings

★ 4.3 (8)
From $223.41 USD
Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer

Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer

Take an adventurous half-day journey through the most interesting Chicago neighborhoods with a friendly private guide and see the city from a new perspective ri

★ 5.0 (1)
From $179.00 USD
Historic Pullman Private Half-Day Walking Tour

Historic Pullman Private Half-Day Walking Tour

Step into Chicago’s past and explore the story of America’s first model industrial town on this guided walking tour through the Pullman Historic District. Once

From $223.00 USD
Hyde Park Walking Tour History Race and Urban Change

Hyde Park Walking Tour History Race and Urban Change

Discover the rich history and dynamic transformation of Hyde Park on this engaging walking tour. Delve into the neighborhood's evolution from a lakeside retreat

From $5.00 USD
Premium Chicago City Tour Small Group ICONIC Landmarks & Skyline

Premium Chicago City Tour Small Group ICONIC Landmarks & Skyline

Discover the architectural soul of Chicago on a thoughtfully curated half-day city tour. Travel through the city’s most influential districts, from historic riv

★ 4.9 (31)
From $48.00 USD
Private & All-Inclusive Chicago Downtown Highlights Walking Tour

Private & All-Inclusive Chicago Downtown Highlights Walking Tour

On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions! The day will begin with you meeting with yo

From $223.00 USD
Private and All-Inclusive Tour of Chicago

Private and All-Inclusive Tour of Chicago

Experience the best of Chicago on this private full-day city tour designed for a fun, stress-free day of exploring. Enjoy comfortable hotel pickup, ride in a sp

★ 5.0 (1)
From $750.00 USD
Private Chicago Architecture Walking Tour

Private Chicago Architecture Walking Tour

Discover the heart of Chicago’s architectural legacy on this guided walking tour through the historic Loop District. Step back in time as you explore some of th

★ 4.8 (6)
From $211.00 USD
Private Chicago Food Tour with Deep Dish and Beef Sandwich

Private Chicago Food Tour with Deep Dish and Beef Sandwich

On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city'

★ 5.0 (87)
From $224.99 USD
Private Chicago Foodie Tour

Private Chicago Foodie Tour

Taste your way through Chicago on this private half-day walking food tour! Savor local favorites like Portillo’s hot dogs, Al’s Italian Beef, deep dish pizza, G

★ 5.0 (6)
From $288.00 USD
Private Chicago Guided Tour with Hotel Pickup

Private Chicago Guided Tour with Hotel Pickup

One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour guide take you around the most

★ 5.0 (5)
From $785.27 USD
Private Chicago Street Food Walking Tour With A Local Guide

Private Chicago Street Food Walking Tour With A Local Guide

Immerse yourself in the vibrant food culture of Chicago with a guided walking tour, led by a knowledgeable local guide. Traverse Downtown's diverse culinary lan

From $304.54 USD
Private City Tour 6-10ppl

Private City Tour 6-10ppl

PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 10 PASSENGERS TOTAL.  Thank you for contacting Chicago Private Tours! We would love to help your group discover Chi

★ 5.0 (3)
From $770.00 USD
Private Holiday City Tour

Private Holiday City Tour

Enjoy the city of Chicago during a magical time! This private experience takes you around Chicago in a private luxury vehicle with your own personal guide! Enjo

★ 5.0 (3)
From $499.00 USD
Private Shopping Tour from Chicago to Chicago Premium Outlets

Private Shopping Tour from Chicago to Chicago Premium Outlets

Comfortable Roundtrip Tour from your hotel in Chicago to Chicago Premium Outlets - plays host to luxury boutiques and stores selling everything from clothes and

From $291.60 USD
Private Shopping Tour from Chicago to Fashion Outlets of Chicago

Private Shopping Tour from Chicago to Fashion Outlets of Chicago

Comfortable Roundtrip Tour from your hotel in Chicago to Fashion Outlets of Chicago - plays host to luxury boutiques and stores selling everything from clothes

From $264.56 USD
Private Tour Art Institute of Chicago Guided Museum

Private Tour Art Institute of Chicago Guided Museum

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to the

From $1,058.24 USD
River North Food Walking Tour

River North Food Walking Tour

On our 3 hour food walking tour of Chicago, you will taste delectable foods from 5 different delicious places. Tease your tastebuds as you savor foods from Chic

★ 4.6 (96)
From $89.00 USD
Skyline Lakefront and Millennium Park Chicago Private Day Tour

Skyline Lakefront and Millennium Park Chicago Private Day Tour

Explore Chicago’s iconic landmarks and scenic lakefront on a private, fully personalized city tour. Travel in comfort with your English-speaking driver, who sha

★ 5.0 (1)
From $169.32 USD
Small Group Tour of Chicago Neighborhoods: North and South Side

Small Group Tour of Chicago Neighborhoods: North and South Side

This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that tours multiple neighbor

★ 4.5 (54)
From $125.00 USD
Taste of Chicago's Chinatown Food Tours

Taste of Chicago's Chinatown Food Tours

Best Chinatown Food and Walking Tour in town! The Chicago’s Chinatown Food and Walking Tour is a 3-hour immersive culinary and cultural experience designed to h

★ 5.0 (3)
From $85.00 USD
The Devil in the White City: A Haunting History Tour

The Devil in the White City: A Haunting History Tour

We are Chicago's first and best Devil in the White City tour, offering the history, legends and lore surrounding H.H.Holmes, the World's Fair and Victorian Chic

★ 4.5 (17)
From $74.99 USD
Walking Prohibition Tour

Walking Prohibition Tour

Get a closer look into how alcohol flowed through the streets of Chicago! From the “down and dirty” gangster hangouts, to the “jackets required” establishments

From $45.00 USD
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck

Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck

On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Millennium Park and Hanco

★ 5.0 (3)
From $240.00 USD
️ Chicago Instagram Walking Tour (Private & All- Inclusive)

️ Chicago Instagram Walking Tour (Private & All- Inclusive)

Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, som

★ 5.0 (2)
From $236.00 USD

Reliable & Guaranteed Tickets

Browse trusted tours and experiences in Chicago. Compare options, read ratings, and book with confidence.

Prices and availability are subject to change. Product details are provided by our partners and may be updated without notice.

You may also like

Helicopter Tours Category

Helicopter Tours

4 experiences

High Tea Category

High Tea

1 experiences

Hiking Tours Category

Hiking Tours

1 experiences

Historical Tours Category

Historical Tours

165 experiences