Summer heat can bring a unique challenge to your Chicago exploration. With midwestern humidity and August temperatures, it’s key to know the best way to take in all of Chicago’s stunning architecture while staying cool. From boat cruises and trains to air-conditioned viewing spots, we’ve rounded up 6 memorable ways to explore the city’s striking and timeless architecture in the heat.

Architecture Boat Cruise

Several different companies within Chicago offer breathtaking boat cruises specifically to explore the architecture of one of America’s most iconic cities. Book a 75 minute cruise to quickly breeze through all the crucial highlights, or a 90 minute experience to really take it all in. It’s a fun, efficient way to not only see Chicago’s architecture, but learn about it from expert tour guides.

With a gentle breeze in your face and the cool river beneath you, this experience beats the heat and feels like summer. Whether you’re a history buff looking to know more about the timeline of this great city, or a casual visitor here for all the sights, an architecture cruise is sure to be an unforgettable experience.

Chicago Pedway

A guided walking tour of Chicago’s underground Pedway offers a fascinating perspective on the city beyond its beloved skyline. This hidden network of tunnels stretches across 40 downtown blocks, connecting office buildings, transit stations, and public spaces. Along the way, you'll explore stunning architectural interiors while uncovering the Pedway’s lesser-known history, insider stories, and practical tips for navigating one of Chicago’s best-kept secrets.

Beyond its unique history and architecture, the Pedway is also a welcome escape from the summer heat. Stay cool while discovering a different side of the city, moving through beautiful indoor spaces and hidden passageways that many visitors never know exist. It’s an experience that combines sightseeing, storytelling, and a refreshing break from the sunshine all in one unforgettable tour.

The Skydeck Chicago at the Willis Tower

A beloved Chicago attraction, the Skydeck at Willis Tower is a heart-stopping, unforgettable way to experience the city from above. With just 1.5 inches of glass beneath your feet, America’s tallest observation deck is a must for adrenaline seekers and first-time visitors alike.

While the panoramic views stretch for miles, the building itself is just as impressive. As one of Chicago’s most recognizable architectural landmarks, Willis Tower showcases the city's legacy of innovative design and engineering. Best of all, you can admire the skyline, learn about the tower’s history, and take in breathtaking views, all from the comfort of a climate-controlled space, making it an ideal stop on even the hottest summer days.

Paddle the Chicago River

When it’s hot, the water calls, and paddling a kayak is the perfect way to answer. Whether you rent a kayak or join a guided paddle, you can spend a summer afternoon gliding beneath bridges, passing towering skyscrapers, and taking in the details of Chicago’s architecture while staying cool on the water.

It’s also a refreshing way to make sightseeing feel a little more adventurous. Bring sunscreen, water, and a camera, then let the river guide you through the heart of the city. You’ll get the architecture tour, the summer breeze, and a new view of Chicago all in one.

Tour Historic Hotel Lobbies

Chicago's historic hotel lobbies are more than grand entrances; they're architectural landmarks in their own right. Step inside iconic, charming spaces like the Palmer House, The Blackstone, or The Drake to admire soaring ceilings, ornate details, marble finishes, and timeless craftsmanship that have welcomed guests for generations.

Best of all, exploring these lobbies offers a cool escape from the summer heat while immersing you in the city's rich architectural history. Whether you're stopping in for a coffee, taking photos, or simply soaking in the atmosphere with good company, each hotel offers a unique glimpse into Chicago's design legacy without spending hours outdoors.

Visit Millennium Park & the Pritzker Pavilion Early

Beat the midday heat with an early morning visit to Millennium Park, when cooler temperatures and quieter pathways make it easier to take in one of Chicago’s most celebrated public spaces. While you’re there, don’t miss the striking Jay Pritzker Pavilion. Its sweeping stainless steel ribbons and innovative design make it one of the city's most recognizable architectural landmarks.

Arriving early gives you the chance to enjoy the park’s iconic scenery before the crowds roll in, whether you're strolling past Cloud Gate, relaxing on the Great Lawn, or simply admiring the Pavilion’s bold design. It’s an easy way to experience Chicago’s architecture while making the most of the cooler part of the day.

Your Architectural Escape Starts Here

Summer is the perfect time to explore Chicago’s world-famous architecture. And it doesn’t have to mean spending all day in the sun. Whether you opt for a beautiful river cruise or a charming historic experience, there’s always a home base for curious travelers. After a day of discovery, return to Hotel EMC2, where art, science, and inspired design continue the architectural experience long after your sightseeing ends.