Top Chicago Hop on Hop Off Buses

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Chicago Hop-On Hop-Off Sightseeing Tour by Open-top Bus

Skip the hassle of planning your Chicago itinerary with this convenient hop-on hop-off tour, covering the city's must-see sights. With multiple strategically located stops, explore the Windy City at your own pace, hopping off to visit top attractions like the iconic Art Institute and famous skyscrapers. Enjoy insightful audio commentary as you cruise through the city, learning about its rich history and vibrant culture. Perfect for first-time visitors or those short on time, this tour offers flexibility and ease, ensuring you don’t miss any of Chicago’s highlights. Book your ticket today and experience the best of Chicago hassle-free!

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Chicago Hop-On Hop-Off Sightseeing Tour by Open-top Bus

2 hoursFree Cancellation

3.9

(2,312)

from $49

Likely to Sell Out

Explore Chicago's legendary architecture and history.

Discover the architectural gems of the Windy City from an ideal vantage point—and learn insider facts and stories about the city's top attractions—on this Chicago River cruise. Travel in comfort aboard a boat equipped with both indoor and outdoor seating areas. Covering more than 130 years of architectural history, this tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.

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Chicago River 90-Minute Architecture Tour

1 hour 30 minutesFree Cancellation

4.7

(10,383)

from $45

Chicago Architecture River Tour & Hop-on Hop-off Sightseeing Tour

2 hoursFree Cancellation

4.2

(44)

from $99

360 CHICAGO Observation Deck & Hop-on Hop-off Sightseeing Tour

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.

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360 CHICAGO Observation Deck & Hop-on Hop-off Sightseeing Tour

2 hoursFree Cancellation

5.0

(3)

from $84

Original Chicago Prohibition Bus Tour

4 hoursFree Cancellation

5.0

(3)

from $55

Admire some of the Windy City's most iconic views—and enjoy a time-saving, relaxing way to sightsee—aboard this pet-friendly Chicago River architecture boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including dozens of notable buildings, like the Wrigley Building and the John Hancock Building. In just one tour, you cover multiple branches of the Chicago River and learn insider facts and stories you'd otherwise miss.

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Chicago Architecture River Cruise

1 hour to 1 hour 30 minutesFree Cancellation

4.8

(16,478)

from $39

Likely to Sell Out

Join us in the daytime or evening for City lights and breathtaking views

Get a front row perspective on the exquisite buildings that line the Chicago River during a 45-minute architecture cruise. Hear live commentary about the history and architectural heritage of Chicago on this family-friendly tour, which highlights landmarks such as the Chicago Riverwalk, Michigan Avenue Bridge, Wrigley Building, and Willis Tower. Sit on the open-air top deck or the sheltered bottom deck for the ultimate view of Chicago.

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Chicago River 45-Minute Architecture Tour from Magnificent Mile

45 minutesFree Cancellation

4.7

(3,360)

from $28

Chicago City Tours See It All No Time Wasted

Skip the corny jokes and never-ending speeches — our shared tours are built for travelers who want the real Chicago, not a stand-up routine. ✔️ Over 20 iconic stops ✔️ Zero wasted time ✔️ Only the best views, landmarks, and photo spots We don’t stall, we don’t drag things out — and when we say “See All of Chicago,” we mean it. From skyline views and lakeside gems to architectural icons and hidden local favorites, our guided route is packed with unforgettable stops — and none of the filler. Let’s explore the city — the right way.

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Chicago City Tours See It All No Time Wasted

4 to 8 hoursFree Cancellation

3.8

(21)

from $150

Total Chicago: From Architecture to Food

Experience Chicago like a true insider on this top-rated walking tour that blends the city’s most iconic food, awe-inspiring architecture, and rich history — all in one unforgettable day. From deep-dish pizza to legendary skyscrapers, you’ll taste, see, and learn what makes the Windy City a world-class destination. Led by expert local guides and limited to just 12 guests, this immersive, small-group tour is the perfect way to discover the real Chicago — not just the tourist spots.

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

4 hours 30 minutesFree Cancellation

4.9

(1,299)

from $101

Price varies by group size

Visit the Skydeck, located on the 103rd floor of the Willis Tower (formerly the Sears Tower), with ease thanks to this prebooked ticket option. Avoid long lines at the ticket office and enter directly to access the highest point in Chicago. Peruse interactive displays and exhibits showcasing Chicago's history. Then walk out on to the Ledge, a glass balcony that offers unimpeded views of Navy Pier and Wrigley Field.

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Skydeck - Willis Tower Admission

30 minutes to 1 hour 30 minutesFree Cancellation

4.3

(1,861)

from $44

Chicago All Day Water Taxi

20 minutesFree Cancellation

3.0

(4)

from $36

Likely to Sell Out

Chicago Crime and Mob Bus Tour

1 hour 30 minutes to 2 hoursFree Cancellation

4.6

(3,408)

from $49

Tower above the Windy City’s world-famous skyline with pre-booked admission to 360 Chicago—a great way to avoid long ticket lines. Ascend one of the tallest buildings in North America aboard its lightning-fast elevator, and be rewarded with bird’s-eye views of Chicago and Lake Michigan. You can also upgrade to the Sip and View ticket, which includes one drink at the newly renovated CloudBar. Once onsite, you can purchase tickets to TILT, 360 Chicago's top attraction.

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360 CHICAGO Observation Deck Admission

1 to 4 hoursFree Cancellation

3.9

(1,276)

from $30

Likely to Sell Out

This tour cruises the Chicago River and Lake Michigan.

Chicago Lake and River Architecture Tour

1 hour 30 minutesFree Cancellation

4.7

(2,360)

from $45

Likely to Sell Out

Get to know the Windy City the easy and comfortable way on a small-group minibus tour. Instead of long walks and navigating public transit, see major landmarks like Museum Campus, Buckingham Fountain, the Magnificent Mile, and Millennium Park from an uncrowded minibus with large picture windows. Your driver and guide knows where to find all the best views, and there are plenty of photo stops along the way.

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Chicago City Minibus Tour

2 hoursFree Cancellation

4.9

(610)

from $50

Take in views of the Chicago skyline and its landmarks during this Lake Michigan sightseeing boat cruise. Enjoy a laidback ride, soaking up panoramic views from this unique perspective. Listen to audio commentary to give you fresh insight into the landmarks you see, like Navy Pier and the Willis Tower, and feel free to bring your own lunch or grab a drink at the onboard bar (own expense).

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Lake Michigan Skyline Cruise in Chicago

30 to 45 minutesFree Cancellation

4.4

(928)

from $33

Chicago Explorer Pass: 35+ Things To Do - Includes 360 CHICAGO

1 to 30 days

4.0

(362)

from $84

Likely to Sell Out

Taste deep-dish pizza, a Chicago-style hot dog, Italian beef, Garrett’s popcorn & the original 1893 brownie on our top-rated Chicago Food Tours—the ultimate Chicago Culinary Tour experience!

Eat your way through downtown Chicago on a walking food tour. Visit Millennium Park, the Palmer House Hotel, and other city landmarks and taste quintessential Chicago foods such as deep-dish pizza, hot dogs, and chocolate brownies. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels. A bike or kayak rental is also included in the tour cost.

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Chicago Favorites Ultimate Food and Walking Tour

3 hoursFree Cancellation

4.9

(2,168)

from $85

Likely to Sell Out

The Chicago River, as seen from our stop on wacky Wacker Drive

Skip navigating around the city with a map and guidebook and explore Chicago's iconic landmarks in just a few hours on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus and explore Downtown and North Side neighborhoods, stopping to 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.

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Chicago City Tour with Architecture River Cruise Option

2 to 4 hoursFree Cancellation

4.8

(728)

from $50

Chicago Sunset Tour by Open-Top Bus with Live Guide

1 hour 30 minutesFree Cancellation

4.2

(178)

from $39

Special Offer

Get views of Chicago’s most famous buildings, as well as insider info from an expert guide, on this time-saving, architecture-focused cruise. See the city's most important buildings all on one tour—including the Willis (Sears) Tower, Old Post Office, Wrigley Building, and more—and enjoy a more relaxing way to explore the city. As you go, your guide's live commentary will bring their stories to life. This pet-friendly cruise offers accessible boarding from Navy Pier dock only. What's included Guided architecture cruise of the historic Chicago River Live expert commentary on board Restroom on board Pet-friendly What's not included Drinks (available for purchase) WiFi on board Highlights See Chicago's top architectural masterpieces in a single tour Pet-friendly cruise allows you to bring your dog along Learn about the city's architectural history through an expert's narration Admire some of the most picturesque angles of the city

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Chicago Architecture River Cruise

1 hourFree Cancellation

from

$67

$54

Route 66, known as "The Main Street of America", runs through eight states from Chicago to Santa Monica. EN route to Illinois, POR Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona and California. Along DE way, it connects iconic cities such as St. Louis, Tulsa, Amarillo, Albuquerque, Flagstaff and Los Angeles, offering a unique experience through varied landscapes, from the Midwest Plains to the Southwest Deserts, each with its own history and culture. Route Chicago : 50 points Route DE Chicago to St. Louis : 56 points Route San Luis : 13 points Route DE San Luis to Joplin : 56 points Route Joplin to Oklahoma city : 29 points Route DE Oklahoma City to Amarillo : 27 points Yellow Route to Santa Fe : 39 points Route DE Santa Fe to Las Vegas : 80 points Route DE Las Vegas to Los Angeles : 34 points Total DE DE DE DE l’Or points of interest: 384

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Routes POR Route 66 with Audio Guide

6 daysFree Cancellation

from $56

Per group

Top Attractions in Chicago

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Attractions

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Not seeing something you are looking for?

Chicago’s hop-on hop-off bus tours help you navigate the city’s major attractions efficiently, with transportation and sightseeing in one convenient package. These double-decker buses follow established routes with stops like Millennium Park, Navy Pier, the Magnificent Mile, and Grant Park. You can customize your Chicago experience by spending more time at preferred locations and moving at your own pace. Audio commentary delivers context about landmarks and neighborhoods as you travel between stops. Passes typically range from 24 to 72 hours, providing flexibility to accommodate your schedule.

Top Chicago Hop on Hop Off Buses

22 results

Top Attractions in Chicago

Art Institute of Chicago

Chicago Theatre

Skydeck Chicago at Willis Tower (Sears Tower)

Chicago River

Chicago Riverwalk

The Magnificent Mile

Art Institute of Chicago

Chicago Theatre

Skydeck Chicago at Willis Tower (Sears Tower)

Chicago River

Chicago Riverwalk

The Magnificent Mile

Art Institute of Chicago

Chicago Theatre

Skydeck Chicago at Willis Tower (Sears Tower)

Chicago River

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