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5 Best Landmarks In Chicago (2026)

Independently ranked by our review of ratings, reviews and reputation · Updated 2026 · How we chose

Thorne Savarin
By Thorne Savarin, Culinary Explorer
Published May 11, 2024 · Updated Jun 5, 2024
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At a glance

# Business Rating Reviews
1 Skydeck Chicago 4.5 29.823 View ›
2 The Rookery Building 4.8 1.069 View ›
3 Chicago’s Chinatown Gateway 4.5 362 View ›
4 Millennium Monument 4.5 270 View ›
5 Chicago, IL Historical Water Tower 4.5 38 View ›
5 Best Landmarks In Chicago (2026)
1 Skydeck Chicago logo

Skydeck Chicago

4.5/5 29.823 Google reviews

Skydeck Chicago, located in Willis Tower, offers visitors a breathtaking experience with panoramic views of Chicago from the 103rd floor. The highlight of the attraction is The Ledge, a glass box extending out from the building, providing a thrilling and unique perspective of the cityscape.

  • Experience: 5 ⭐⭐⭐⭐⭐
  • Customer Service: 5 ⭐⭐⭐⭐⭐
  • Value for Money: 4 ⭐⭐⭐⭐
  • Photo Opportunities: 4 ⭐⭐⭐⭐
  • Overall: 4.5 ⭐⭐⭐⭐⭐

Pros

  • Stunning panoramic views of Chicago, especially at sunset and night time
  • The experience of stepping out onto The Ledge and feeling suspended in the air
  • Friendly and professional staff providing excellent customer service
  • Quick elevator ride to the top with an interesting museum on the way
  • Opportunity to revisit The Ledge multiple times during the visit

Cons

  • Limited time (around 90 seconds) allocated on The Ledge for taking pictures
  • High cost of entry tickets, especially for larger groups or families
  • Rushed experience for taking photos on The Ledge
  • Potential glare and reflections in photos due to glass walls
  • Additional expenses for purchasing photos and digital copies

In conclusion, Skydeck Chicago offers a memorable and awe-inspiring experience for visitors, with unparalleled views of the city skyline. While the cost may be a consideration for some, the unique opportunity to stand out on The Ledge and take in the beauty of Chicago from above makes it a worthwhile visit for tourists and locals alike.

Address
233 S Wacker Dr, Chicago, IL 60606, United States
Phone
(312) 875-9447
2 The Rookery Building logo

The Rookery Building

4.8/5 1.069 Google reviews

The Rookery Building, located in Chicago, is a historic architectural gem that showcases the city’s rich heritage and grandeur. This iconic building, known for its intricate details and stunning design, offers visitors a glimpse into Chicago’s past while providing a picturesque setting for photography enthusiasts and history buffs alike.

  • Architecture: 5 ⭐⭐⭐⭐⭐
  • Photography Opportunities: 5 ⭐⭐⭐⭐⭐
  • Guided Tours: 4 ⭐⭐⭐⭐
  • Historical Significance: 5 ⭐⭐⭐⭐⭐
  • Overall: 4.75 ⭐⭐⭐⭐⭐

Pros

  • Educational and informative guided tours for a reasonable fee
  • Luxurious and grand architecture ideal for photography
  • Opportunity to explore and capture the beauty of the building
  • Free lobby access for a quick look around
  • Detailed insights into the building’s history and design, including Frank Lloyd Wright’s involvement

Cons

  • Limited availability for private photography sessions
  • Narrow time slots for guided tours
  • Potential crowds during peak visiting hours
  • Restrictions on certain areas for public access
  • Limited amenities on-site

The Rookery Building stands as a testament to Chicago’s architectural brilliance, offering a blend of history, beauty, and elegance. Whether you’re a photography enthusiast, history lover, or simply appreciate fine craftsmanship, a visit to The Rookery Building promises a memorable experience that captures the essence of Chicago’s architectural heritage.

Address
209 S La Salle St, Chicago, IL 60604, United States
Phone
+13125536100
3

Chicago’s Chinatown Gateway

4.5/5 362 Google reviews

Chicago’s Chinatown Gateway offers visitors a vibrant and culturally rich experience, immersing them in Asian flavors, traditions, and community spirit. Located near the metro station, this gateway serves as a hub for exploring Chinese culture, cuisine, and festivities.

  • Food Variety: 5 ⭐⭐⭐⭐⭐
  • Cultural Experience: 5 ⭐⭐⭐⭐⭐
  • Accessibility: 4 ⭐⭐⭐⭐
  • Shopping Options: 4 ⭐⭐⭐⭐
  • Overall: 4.5 ⭐⭐⭐⭐⭐

Pros

  • Abundance of Asian food options, perfect for food enthusiasts
  • Convenient location next to the metro station for easy access
  • Immersive cultural experience with welcoming locals
  • Diverse range of shops offering unique items
  • Vibrant atmosphere, especially during cultural celebrations like Lunar New Year

Cons

  • Limited information available for tourists unfamiliar with Chinese culture
  • Potential crowds during peak hours or events
  • Accessibility challenges for individuals with mobility issues
  • Varied quality of food and merchandise in some shops
  • Limited public amenities in the area

Chicago’s Chinatown Gateway is a must-visit destination for those seeking an authentic taste of Asian culture and cuisine. From delicious food to unique shopping opportunities and engaging community events, this vibrant gateway offers a delightful experience for both locals and visitors looking to explore the heart of Chicago’s Chinatown.

Address
2206 S Wentworth Ave, Chicago, IL 60616, United States
Phone
(312) 225-6198
4

Millennium Monument

4.5/5 270 Google reviews

Millennium Monument, situated in the heart of Millennium Park, offers visitors a serene and picturesque retreat from the bustling city life of Chicago. This hidden gem provides a peaceful oasis where visitors can relax, enjoy the surrounding garden area, and admire the architectural beauty of the cultural center across the street.

  • Ambiance: 5 ⭐⭐⭐⭐⭐
  • Views: 4 ⭐⭐⭐⭐
  • Historical Significance: 4 ⭐⭐⭐⭐
  • Relaxation: 5 ⭐⭐⭐⭐⭐
  • Overall: 4.5 ⭐⭐⭐⭐⭐

Pros

  • Tranquil setting with a beautiful fountain and well-maintained garden area
  • Spectacular views of Michigan Avenue from the monument
  • Architectural significance and historical tribute to the founders of Millennium Park
  • Peaceful ambiance ideal for relaxation and unwinding
  • Proximity to other popular attractions like Cloud Gate (The Bean)

Cons

  • Limited information available on the monument’s historical background
  • Inconsistent reviews regarding the monument’s significance and appeal
  • Potential crowds during peak tourist seasons
  • Lack of interactive elements or guided tours for visitors
  • Accessibility challenges for individuals with mobility issues

Millennium Monument in Millennium Park offers a tranquil escape for visitors seeking a peaceful retreat amidst the vibrant cityscape of Chicago. With its serene atmosphere, picturesque surroundings, and proximity to other attractions, this hidden oasis provides a perfect spot to unwind and appreciate the beauty of the park.

Address
201 E Randolph St, Chicago, IL 60601, United States
Phone
(312) 742-1168
5

Chicago, IL Historical Water Tower

4.5/5 38 Google reviews

The Chicago Water Tower, a historic landmark dating back to 1869, stands as a resilient survivor of the Great Chicago Fire of 1871, making it a significant piece of Chicago’s history. Located in the heart of the city on The Magnificent Mile, this architectural gem once housed a water pump drawing water from Lake Michigan.

  • Historical Significance: 5 ⭐⭐⭐⭐⭐
  • Location: 5 ⭐⭐⭐⭐⭐
  • Architectural Beauty: 4 ⭐⭐⭐⭐
  • Visitor Experience: 4 ⭐⭐⭐⭐
  • Overall: 4.5 ⭐⭐⭐⭐⭐

Pros

  • Historical significance as a survivor of the Great Chicago Fire
  • Central location in the bustling Magnificent Mile district
  • Architectural beauty and unique design of the water tower
  • Opportunity for visitors to relax in the nearby park and enjoy the surroundings
  • Occasional exhibits held in the tower adding to the visitor experience

Cons

  • Lack of guided tours or structured information for visitors
  • Limited interactive elements or activities at the site
  • Potential crowds in the area, especially during peak tourist seasons
  • Absence of detailed historical background on-site
  • Limited accessibility features for all visitors

The Chicago Water Tower stands as a symbol of resilience and history in the heart of Chicago, offering visitors a glimpse into the city’s past. While the lack of guided tours may be a drawback, the tower’s significance and architectural charm make it a worthwhile stop for those exploring The Magnificent Mile and seeking to appreciate Chicago’s rich heritage.

Address
109 E Pearson St, Chicago, IL 60611, United States
Phone
N/A
6

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When it comes to exploring a vibrant city like Chicago, one cannot overlook the allure of its best landmarks. From iconic structures to historical sites, the Windy City boasts a rich tapestry of architectural marvels and cultural gems that beckon travelers from around the globe. Join us on a virtual journey as we unravel the best landmarks in Chicago, delving into the stories and significance behind these captivating attractions. Whether you are a history buff, architecture enthusiast, or simply a curious traveler, Chicago’s landmarks offer a glimpse into the city’s past and present, promising an unforgettable experience filled with discovery and wonder.


What is The Cost of Best Landmarks in Chicago

Exploring the best landmarks in Chicago offers a range of experiences, from free attractions to ticketed tours and admission fees. To help you plan your visit, we have compiled a breakdown of the average costs associated with visiting the top landmarks in the Windy City.

Landmark

Admission Cost (USD)

Additional Information

The Art Institute of Chicago

$25 for adults, $19 for seniors and students

Free admission for children under 14 and Chicago residents

Willis Tower Skydeck

$28.00 per person for general admission

Additional fees for the Skydeck Ledge experience

Millennium Park

Free admission

Some events and attractions within the park may have separate fees

Navy Pier

Free admission

Attractions and rides at Navy Pier have individual fees

Chicago Architecture River Cruise

Starting from $44.00 per person

Various tour options available with different price points

When planning your itinerary to visit the best landmarks in Chicago, it’s essential to consider the admission costs for each site. While some landmarks offer free entry, others may require ticket purchases for specific attractions or guided tours. By budgeting for these costs in advance, you can make the most of your visit and immerse yourself in the cultural and architectural wonders that Chicago has to offer.

FAQ

1. What are the best times to visit the best landmarks in Chicago?

The best times to visit the best landmarks in Chicago are typically during the spring and fall seasons when the weather is mild, and the city’s outdoor attractions are in full bloom.

2. Are there any discounts available for admission to Chicago’s top landmarks?

Yes, many landmarks in Chicago offer discounts for seniors, students, and Chicago residents. Additionally, some attractions may have special promotions or free admission days throughout the year.

3. How much time should I allocate to visit each of the 5 best landmarks in Chicago?

The amount of time needed to explore each landmark varies. On average, plan to spend 2-3 hours at each site to fully appreciate its history, architecture, and any additional exhibits or tours.

4. Are guided tours available at the best landmarks in Chicago?

Yes, guided tours are available at most of the best landmarks in Chicago. These tours provide in-depth insights into the history and significance of each site, enhancing your overall experience.

5. Can I take photographs at the best landmarks in Chicago?

Photography policies vary by landmark, but in general, photography for personal use is allowed at most sites. Be sure to check specific rules and regulations at each location before capturing your memories.

Conclusion

Exploring the best landmarks in Chicago is a journey through time, architecture, and culture that promises unforgettable experiences for travelers of all interests. From the iconic skyline views of Willis Tower to the artistic wonders of The Art Institute of Chicago, each landmark tells a unique story that contributes to the vibrant tapestry of the Windy City.

By delving into the historical significance, architectural splendor, and cultural impact of these landmarks, visitors can gain a deeper appreciation for Chicago’s rich heritage and innovation. Whether you’re a history enthusiast, art lover, or simply a curious traveler, the best landmarks in Chicago offer a glimpse into the heart and soul of this dynamic city.

As you plan your itinerary to visit these iconic sites, remember to consider the admission costs, best times to visit, and available guided tours to make the most of your experience. Immerse yourself in the magic of Chicago’s landmarks, capture lasting memories through photography, and embrace the spirit of exploration that defines this remarkable city. Chicago’s landmarks await your discovery, inviting you to uncover the beauty and history that make them truly exceptional.

How We Picked the Best Landmarks in Chicago

In selecting the best landmarks in Chicago, we meticulously evaluated each site based on a set of criteria to ensure that only the most iconic and culturally significant attractions made our list. Our process involved thorough research, on-site visits, and consultations with local experts to gain a comprehensive understanding of each landmark’s historical importance and architectural value.

To determine the best landmarks in Chicago, we considered factors such as:

  • Historical Significance: We delved into the historical background of each landmark, examining its role in shaping Chicago’s narrative and cultural identity.
  • Architectural Splendor: We assessed the architectural design and innovation of each site, recognizing the craftsmanship and ingenuity behind its construction.
  • Cultural Impact: We explored how each landmark has contributed to Chicago’s cultural landscape, from hosting events to preserving heritage.
  • Visitor Experience: We prioritized landmarks that offer engaging visitor experiences, such as guided tours, exhibits, and breathtaking views of the city.
  • Local Recommendations: We took into account recommendations from Chicago residents and frequent visitors who shared their insights on the must-see landmarks in the city.

Through this meticulous selection process, we curated a list of the 5 best landmarks in Chicago that epitomize the city’s spirit and allure, inviting travelers to immerse themselves in the rich tapestry of history and culture that Chicago has to offer.

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