Stumbled on his Instagram and immediately booked a tour for the next day, and honestly it was the best decision ever. We did both the Wicker Park and the Graceland Cemetery tours and they were incredible. We’ve since gone on another one and at this point we honestly can’t wait to do the rest of them. He is such an incredible storyteller and without a doubt runs the best walking tours in Chicago. We’ve already recommended him to so many people, and everyone we’ve talked to who has gone says the exact same things. We also ended up buying two copies of his Doorways of Chicago book so we could keep one at home and put one in the office, and the patients are totally obsessed with flipping through it. Truly cannot recommend enough!
The Deep Pockets Of Graceland Cemetery Walking Tour





At a glance
- Duration
- 1h 30min
- Price from
- $45 / person
- Rating
- 4.8 / 5 · 11 reviews
- Group
- Small group, up to 30
- Cancellation
- Free cancellation
- Meeting point
- The main entrance of the Cemetery is at 4001 N. Clark Street. We will meet by the administration building. There is no parking on site but plenty of street parking on Irving Park and Clark Street.
- Confirmation
- Instant
Prices checked on Sep 11, 2026Things to do in Chicago
Description
Dive into this captivating journey through the hallowed grounds of Chicago’s Graceland Cemetery. As we stroll amidst the stunning and serene beauty of historic resting places, you'll encounter the final resting spots of architectural visionaries like William LeBaron Jenney, John Root, Louis Sullivan, Mies Van der Rohe, and Daniel Burnham. This unique walking tour not only unveils the grandeur of tombs and mausoleums but also shares the stories of Chicago's celebrated architects, whose creativity shaped the city's skyline. But our journey extends beyond the architects' realm, as we also discover the final resting places of other notable figures with deep pockets—pioneers of industry such as Marshall Field, Palmer Potter, George Pullman, Walter Newberry, and more. Their legacies, intertwined with the fabric of Chicago's history, add an extra layer of richness to this immersive tour.
Tour Options
Itinerary
Come explore the opulent tombs and captivating histories of Graceland Cemetery's wealthiest residents on my exclusive walking tour!
Highlights
What's included
Traveller Ratings
Important Information
- Service animals allowed
- Public transportation options are available nearby
- Travelers should have at least a moderate level of physical fitness
Frequently asked questions
How long does The Deep Pockets Of Graceland Cemetery Walking Tour take?
The Deep Pockets Of Graceland Cemetery Walking Tour lasts about 1h 30min. The itinerary has 1 stop.
How much does The Deep Pockets Of Graceland Cemetery Walking Tour cost?
Prices start at $45 per person for this Chicago experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
Can I cancel The Deep Pockets Of Graceland Cemetery Walking Tour for free?
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Where does the tour start?
The meeting point is The main entrance of the Cemetery is at 4001 N. Clark Street. We will meet by the administration building. There is no parking on site but plenty of street parking on Irving Park and Clark Street. . Hotel pickup is not part of this experience.
Is this a private or a group tour?
It is a small-group experience with a maximum of 30 participants.
Will my booking be confirmed immediately?
Yes, bookings are confirmed instantly.
Is The Deep Pockets Of Graceland Cemetery Walking Tour worth it?
Travellers rate it 4.8 out of 5 across 11 verified reviews; it is run by Tours by Doorways Of Chicago. Most-mentioned highlights: Historical photos on a private web page.
Reviews(11)
We’ve now done multiple tours with Ronnie, and once again he delivered an outstanding experience. The Graceland Cemetery tour was fascinating from start to finish. It was incredible to learn about the history of Chicago through the stories of the visionaries, innovators, and influential figures who helped shape the city. Ronnie has a gift for bringing history to life. Every stop had a story that was engaging, meaningful, and full of details we never would have noticed on our own. You can tell he genuinely loves what he does, and that passion makes the experience unforgettable. Whether you’re a lifelong Chicagoan or just visiting, this tour offers a whole new perspective on the city’s history. We left with an even greater appreciation for Chicago and are already looking forward to our next tour with Ronnie. Highly recommend!
This tour focuses on the gravesites and mausoleums of Chicago’s most successful businessmen and architects of the late 19th century to the early 20th century. Our tour guide, Ronnie was very informative and also did a great job of incorporating his website into the tour (you scanned a QR Code to access additional tour content). I would highly recommend this tour!
This trip around Graceland with Ronnie Frey was awesome. We learned about famous Chicagoans, their innovations and impact on city history. We were fascinated by Ronnie’s soft manners and pace of the tour.
It was so nice to meet you and I am so glad you enjoyed the tour - so fun even in the sweltering heat!
While the afternoon at Graceland Cemetery was not helped by the 90 degrees+ temps - sadly our tour guide was lacking in his overall knowledge and led most of the tour reading content from his cell phone. It was hard for him to field questions that were not in his script. Nice guy and I suggest he do more homework before conducting rather pricey tours.
Thank you for joining the Graceland Cemetery tour and for taking the time to share your feedback. It was certainly a tough day weather-wise, but I also understand your concerns about the delivery. As your guide, I take that seriously and always aim to improve. If I don’t know the answer to a question, I’m honest about it rather than guessing—no one person knows everything, and I believe in getting the details right. Having said that. I don’t recall any questions going unaddressed let alone multiple ones, but I appreciate you bringing this up and will reflect on how I can better serve future guests. Also, a quick heads-up: third party platforms sometimes add a significant markup to ticket prices. For the best rate and tour selection, I recommend booking directly. Thanks again for the feedback!
This was a great tour. Ronnie gave us a lot of interesting information, presented in an entertaining way. Who knew brownies were invented in Chicago? This is a fantastic, fun introduction to the beauty of Graceland cemetery. Highly recommend, thanks Ronnie!
Thanks for your nice review and I am glad you enjoyed the tour! I hope to see you again soon!
I enjoyed the walking tour of Graceland Cemetery led by Ronnie Frey. It was evident that Ronnie had both passion and knowledge of the subject. It was fascinating to learn the history of many of the wealthy Chicagoans who contributed to the formation of our beloved Chicago! I recommend this 90-minute tour of the markers and graves at the historic Graceland Cemetary!
Thanks for this nice review! It was my pleasure showing you the cemetery and I hope to see you again sometime!
This was a great tour. I learned a lot, and it was amazingly tranquil and beautiful. I highly recommend it. My teenage daughter and husband also had a wonderful time. Thanks, Ronnie!
Thanks so much, Kristen! I am glad you three enjoyed yourselves. I hope to see you again sometime!
Excellent tour. Ronnie is very knowledgeable but manages to keep the tour entertaining as well. I was never bored! He took us to many of the nooks and crannies that I would never have found.
Thanks, John! It was so good to see you again and I'm so glad you liked the tour! Thanks for keeping in touch and sending me such great information about Chicago!
I had such a wonderful time. Graceland Cemetery is beautiful. Our tour guide Ronnie Frey from Doorways of Chicago was very informative. I definitely recommend this tour.
Thanks for coming along, Bobby! It was great to have you join me again!
Compare similar tours in Chicago
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
The Deep Pockets Of Graceland Cemetery Walking Tour | 1h 30min | 4.8 (11) | $45 | |
Chicago Architecture Center River Cruise aboard First Lady | 1h 30min | 4.9 (7,027) | $57 | View |
Chicago Architecture River Cruise | 1h–1h 30min | 4.8 (16,969) | $39 | View |
Chicago River 90-Minute Architecture Tour | 1h 30min | 4.7 (10,918) | $45 | View |
Chicago Sightseeing River and Lake Cruise | 1h 30min | 4.7 (722) | $46 | View |
Chicago River 45-Minute Architecture Tour from Magnificent Mile | 45 min | 4.7 (3,577) | $28 | View |
Chicago By Night River and Lake Cruise | 1h 30min | 4.5 (432) | $50 | View |











