Experience the architectural extravaganza of Chicago downtown on a small-group tour. Marvel at iconic landmarks, learn fascinating facts, and explore the city by foot and train.
Experience the architectural extravaganza of Chicago downtown on a small-group tour. Marvel at iconic landmarks, learn fascinating facts, and explore the city by foot and train.
- Fine Arts Building - Begin your Chicago adventure at the Fine Arts Building, crafted in 1885 by architect Solon S. Beman. After two years of construction, it earned the reputation as one of Chicago’s architectural gems. Originally constructed for the Studebaker company, it was transformed into the Fine Arts Building in 1898 following renovations….
- Fine Arts Building - Begin your Chicago adventure at the Fine Arts Building, crafted in 1885 by architect Solon S. Beman. After two years of construction, it earned the reputation as one of Chicago’s architectural gems. Originally constructed for the Studebaker company, it was transformed into the Fine Arts Building in 1898 following renovations. Since then, it has served as a sanctuary for artists. Be captivated by its style and design, especially the intricate façade details.
- Harold Washington Library Center - Appreciate the grandeur of the Harold Washington Library Center. Its rooftop is adorned with Gothic-style sculptures, setting it apart from other Chicago architecture. Named after Chicago’s first African-American mayor, it opened to the public in 1991. Today, the library houses a vast collection of rare books organized by period. It holds a Guinness World Record as the largest public library building.
- Monadnock Building - Seize the opportunity to view one of Chicago’s earliest skyscrapers and the last high-rise constructed using traditional brick architecture. Be drawn to its austere design and monolithic grandeur, aptly named after Mount Monadnock, a renowned peak in southern New Hampshire. The term “monadnock” was coined by American geographers to describe a “rocky mass.”
- Marquette Building - Visit another skyscraper from Chicago’s 19th-century building boom. Rapid city expansion necessitated the construction of profitable high-rises, transforming them into land revenue generators. Admire the rich terra cotta ornamentation, decorative bronze reliefs, and sparkling Tiffany mosaics. Don’t miss the captivating story behind the building, shared by your enthusiastic local guide.
- Revival Food Hall - Pause and enjoy some treats at Revival Food Hall, a 24,000 square foot marketplace showcasing the best of Chicago’s culinary offerings under one roof. Situated on the ground floor of The National Building, it also provides a sense of the era. Choose from a variety of options including hamburgers, pizza, Mexican cuisine, and more.
- The Rookery Building - Explore the magnificent Rookery Building, a must-see for architecture enthusiasts and photography lovers. This was the first skyscraper constructed with the latest materials and engineering technologies, paving the way for modern high-rises worldwide. Completed by architects Daniel Burnham and John Wellborn Root in 1888, it stands as one of their masterpiece creations.
- Quincy - Head to Quincy station and board the Chicago L train for quick transport to the final two landmarks on the tour. Opened in 1897, it is one of the oldest surviving stations on the L system. Thanks to 1988 renovations, the station has retained its original appearance and authentic charm for visitors to enjoy.
- Macy’s on State Street - Indulge in shopping at the iconic Macy’s State Street department store, where you can find a wide array of items and admire the building’s architectural style. Located within the Chicago Loop, it has become a true architectural monument of the 20th century. The old elevators are museum exhibits themselves. Look up to admire the stunning ceiling with its exquisite glass mosaic.
- Chicago Cultural Center - Conclude your tour at the architectural jewel of Chicago, the Chicago Cultural Center. Step inside and be transported to a completely different, fabulous world. Opened in 1897, the Cultural Center boasts the world’s largest Tiffany glass mosaic dome. Wander through the halls and marvel at the magnificent ceilings adorned with ornaments, reliefs, and decorations. The Chicago Cultural Center hosts numerous free music and art events, as well as official ceremonies.

- Iconic places for photoshoot
- Must see and off the beaten path
- All main architectural masterpieces of downtown Chicago
- Small-group walking tour
- All Fees and Taxes
- Friendly local guide
- Iconic places for photoshoot
- Must see and off the beaten path
- All main architectural masterpieces of downtown Chicago
- Small-group walking tour
- All Fees and Taxes
- Friendly local guide
- Gratuities
- Gratuities
Embrace the architectural splendor of downtown Chicago and unfold the most fascinating and intriguing aspects of the first skyscrapers, urban design and building history.
Seize an exclusive opportunity to merge walking tour and L train travel, allowing you to witness the city’s most emblematic structures such as The Rookery Building, Chicago Cultural…
Embrace the architectural splendor of downtown Chicago and unfold the most fascinating and intriguing aspects of the first skyscrapers, urban design and building history.
Seize an exclusive opportunity to merge walking tour and L train travel, allowing you to witness the city’s most emblematic structures such as The Rookery Building, Chicago Cultural Center, First Arts Building, and more architectural marvels from the 19th and early 20th-century. Gear yourself up for a fresh look into the City by the Lake as you saunter its avenues & ride its rail lines.
Savor the intimate atmosphere of a small group tour and leave no stone unturned as you traverse
Be part of the expedition to the city center and historical edifices alongside a local and well-versed guide
Peer at the architectural wonders of the City by the Lake and engage with the anecdotes that contributed to their creation
Merge a foot tour with a train ride to engage with more landmarks and renowned vistas on a singular expedition.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.