When it comes to Chicago, architecture and history often go hand in hand, and one building that bridges both beautifully is the Old Post Office. This tour offers a chance to wander through a landmark that once seemed destined to fade into the background but has been brought back to life through a thoughtful renovation. While I haven’t personally taken this specific tour, the glowing reviews and detailed descriptions make it clear that it’s a worthwhile visit, especially for those interested in architecture, history, or urban transformation.
What really stands out is how much the building’s impressive design has been preserved and creatively integrated into its new purpose. Plus, the guided aspect ensures you’ll learn a lot — from historical tidbits to behind-the-scenes insights. A few things to keep in mind: the tour lasts about an hour and a half, costs only $15, and takes place in a busy, active space, so it’s not suited for those looking for a quiet, secluded experience. This tour seems perfect for architecture buffs, history lovers, or anyone curious about Chicago’s urban evolution.
Key Points

- Affordable price for a guided tour of a historic Chicago landmark
- Expert guides who provide engaging, knowledgeable commentary
- Beautifully restored building with original architectural details preserved
- Innovative reuse of a historic space, including a rooftop park
- Accessible location near public transportation
- Limited group size (max 21) for a more personalized experience
Why You’ll Love the Old Post Office Tour

This tour is a wonderful blend of history, architecture, and urban renewal. We loved the way it highlights adaptive reuse, turning a nearly 100-year-old building into a vibrant, modern space that still pays homage to its past. The fact that you get to wander through both public and non-public areas — like the main lobby and rooftop meadow — offers a rare peek behind the scenes, making it more than just a passive sightseeing experience.
Adding to the appeal are the guides’ storytelling skills and their deep knowledge, which many reviews praise highly. As one reviewer put it, their guide was “very informed and engaging,” making the experience enjoyable and educational. The tour also features some creative touches, like the “postcard wall,” and the fact that the rooftop park—a 3.5-acre urban meadow—is a major highlight, offering fantastic views along with a sense of tranquility amid the cityscape.
That said, a potential downside is that the tour takes place inside a busy, active office and event space, which means schedules might shift slightly, and some areas are off-limits for photography. Also, there’s no provision for storing luggage or strollers, so plan accordingly if you’re traveling with bulky items.
Interested in history? Here are other past-focused experiences we've examined in Chicago
What the Tour Entails: An In-Depth Look

The Starting Point: The Old Post Office on W Van Buren Street
The tour kicks off directly at the building itself — a structure completed in 1934 that covers a staggering 2.8 million square feet. The exterior is impressive, but it’s the inside that really catches your eye. We’re told that this building almost seemed destined to be forgotten but was saved by a major renovation that respected its historical charm while modernizing its purpose.
Exploring the Main Lobby and Architectural Details
As you enter, you’re greeted with what many describe as a “magnificent” lobby. The detailed architecture, with its intricate stonework and period features, sets the tone for the whole experience. Guides point out key features like the “zig-zag wall” and “postcard wall,” which are both creative elements integrated into the building’s new design. These details help paint a picture of the building’s original purpose and how it has been adapted.
Learning About Adaptive Reuse and Renovation
One of the most valuable parts of the tour is understanding adaptive reuse, a process where old buildings are repurposed instead of being demolished. The guides do an excellent job explaining why this is important — not just for preservation, but for sustainability and urban renewal. Our reviewers mentioned that guides shared maps and old photographs, making the history come alive.
The Rooftop Meadow and Urban Park
A major highlight is the roof transformed into a 3.5-acre park. This rooftop meadow offers a peaceful escape with views over the city. Visitors often comment on how “gorgeous” the rooftop is, and it’s a great place for photos or just catching your breath after wandering inside. The rooftop park really shows how a historic building can be reimagined as a vibrant, functional space.
Final Stops and Overall Experience
The tour concludes back at the starting point, leaving you with a newfound appreciation for Chicago’s architectural landscape. While the tour itself is about 90 minutes, it’s packed with insights, visuals, and access to spaces you might not see on a typical visit.
Value for Money and Practical Considerations
At just $15 per ticket, this tour offers a lot of value, especially given the depth of information and the chance to see a major Chicago landmark from a new perspective. The small group size (capped at 21) means you’ll get personalized attention, which many reviews appreciate.
However, keep in mind that this is a busy commercial space, so some aspects of the itinerary could change without notice. There’s no food or drink included, and no storage options for luggage or strollers, so pack accordingly. Photography isn’t permitted inside, which is understandable given the building’s active use.
Who Should Consider This Tour?
This experience is especially good for architecture enthusiasts and those interested in historic preservation. It’s also ideal if you’re keen on understanding how cities breathe new life into old structures through thoughtful renovation. The tour’s accessible location makes it easy to incorporate into a day of exploring downtown Chicago.
While not specifically tailored for children, older kids with an interest in architecture or history might find it engaging. The focus is more on storytelling and visual appreciation rather than hands-on activities.
Final Thoughts
If you’re visiting Chicago and have even a passing interest in architecture or urban renewal, this tour offers a compelling look at one of the city’s most impressive buildings. The combination of historic details, modern renovations, and stunning rooftop views makes it a memorable experience. The guides’ expertise and engaging style elevate the tour beyond a simple walkthrough, turning it into an educational and visually rewarding journey.
The price point is reasonable for what you get — access to a landmark that’s been thoughtfully transformed, plus insider stories about its past and future. It’s a neat way to see how old buildings can become vital parts of a city’s modern life, blending history with innovation.
For anyone who appreciates a well-told story, beautiful architecture, and a glimpse into Chicago’s urban evolution, this tour ticks all the boxes.
Explore the Historic Old Post Office in Chicago
“The tour guide was a good presenter and very knowledgeable about the background of the building. He had several print-outs of maps and old photogr…”
FAQ
Is this tour suitable for children?
While it’s not explicitly aimed at families, older children interested in architecture or history will likely find it engaging. Note that the tour is inside a busy commercial space and not specifically designed for kids.
How long does the tour last?
The tour typically takes about 1 hour and 30 minutes, giving enough time to explore key areas without feeling rushed.
What’s included in the ticket price?
The ticket includes a guided tour led by a certified Chicago Architecture Center docent. Food, drinks, and storage for luggage or strollers are not included.
Can I take photos during the tour?
Photography is not permitted inside the building, so you’ll want to enjoy the details without your camera for this part.
Is the tour accessible for people with mobility issues?
While specific accessibility details aren’t provided, the building’s active use and urban setting suggest some limitations. It’s best to check directly with the provider for specific needs.
How do I book?
Tickets can be purchased in advance online, with an average booking window of about 30 days. The tour starts at 11:00 am from the Old Post Office building.
What if I need to cancel?
You can cancel for free up to 24 hours before the experience. Cancellations less than 24 hours before won’t be refunded.
Are pets allowed?
No, pets are not permitted on the tour, though service animals are allowed with proper documentation.
Where does the tour start and end?
It begins and ends at the Old Post Office building on W Van Buren Street, making it easy to combine with other sightseeing in downtown Chicago.
All in all, this guided tour offers a well-rounded, insightful look at a Chicago icon — perfect for those who appreciate history, architecture, and urban transformation, all for a very reasonable price.
More Historical Tours in Chicago
- History of the Jazz Age at Chicago Art Deco Architecture Tour
- Chicago Walking Tour: Historic Treasures of Chicago
- Chicago: Historic Architecture Chicago River Small Boat Tour
- Architectural and Historical Private Tour in Downtown Chicago
- Enchanted Pedicab Tour History & Secrets of Lincoln Park
- Historical and Architectural Chicago Fireboat River/Lake Cruise
More Tour Reviews in Chicago
- Luxury SUV O’Hare/Midway Airport (Meet & Greet) -> Chicago OneWay
- Chicago Highlights Private Walking Tour with a Guide
- Chicago: Architecture River Tour and Hop-on Hop-off Bus Tour
- Illinois Holocaust Museum presents Experience360 Ticket
- History of the Jazz Age at Chicago Art Deco Architecture Tour
- Yucatan Delights by a Michelin Star-Trained Chef in Chicago
More Chicago experiences we've covered
- Luxury SUV O’Hare/Midway Airport (Meet & Greet) -> Chicago OneWay
- Chicago Highlights Private Walking Tour with a Guide
- Chicago: Architecture River Tour and Hop-on Hop-off Bus Tour
- Illinois Holocaust Museum presents Experience360 Ticket
- History of the Jazz Age at Chicago Art Deco Architecture Tour
- Yucatan Delights by a Michelin Star-Trained Chef in Chicago
- Indoor Mushroom Farm Tour
- Chicago: Downtown Donut Tour with Tastings
- Chicago: Luggage Storage Close to Millennium Park
- Chicago In A Day With A Local
- Private One-Way Airport Transfer from O’Hare Airport to Chicago
- 2 Hour Chicago Pier Fireworks & Evening Segway Tour
