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    Chicago Detours

    4.9 (272 reviews)
    Open 9:00 am - 6:00 pm

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    Noel L.

    I've never been on a guided tour but it was a rare warm spring day in Chicagoland so I decided to throw the Little One in the car and spend the day in the city. I've never been on an organized tour anywhere but spur of the Took the Loop Architecture tour with Chicago Detours and was pleasantly surprised. Two hours and a mile around downtown, learned some little known facts about Chicago and really liked how our tour guide kept encouraging us to look at our surroundings in a different way. Babygirl hung in there pretty good but I wouldn't recommend it for younger kids as architecture might not keep their attention She was squirrelly about an hour in but our group helped entertain her lol (Also not the greatest for strollers with the stairs but it was manageable with an umbrella stroller) But at the end the tour guide asked her what her favorite part was and she said "looking at the ceilings", so guess she was paying attention to some of it! (Saw some amazingly beautiful Tiffany mosaics) We hit the Marquette building, civic center plaza, Chicago Temple, old Marshall Field's, Chicago Pedway (an underground walkway that connects over 5 miles of businesses - I had no idea this existed!!), and ended at the Chicago Cultural Center. It was cool to slow down and observe these buildings as art, rather than take them for granted as I'm rushing by. Can't wait to go on another!

    Michelle R.

    As a food tour enthusiast, I was not sure how a virtual tour could compare. From the host, to the amazing stories behind the city, I cannot wait to spend some time in Chicago exploring. I am super excited to participate in their other tours as well as the tour left me wanting to learn more. Price for admission is definitely worth the amount of knowledge shared. Kudos to your team for putting together a great presentation.

    Billy Goat Tavern, this sign relates to a Saturday Night Live skit about the place.
    Brad N.

    Took the Historic Bar tour last weekend. Wasn't really sure what to expect, but was definitely pleased afterward. Not much walking as the bars/restaurants that are visited are very close to the meet-up point. Tour guide was very informative and educated on the material. The iPad that was carried along and used as an aid to the tour was a very nice touch. Appetizers and drinks were good. Maybe only thing I would change would be to have a themed drink or something relevant to each location. The beer and wine option were fine, but a cocktail option would have been welcomed.

    Angela S.

    I am fascinated by Chicago history, and if you're looking for a fun company outing, I highly recommend taking a Detour with Elizabeth! I recently went with my co-workers on the 1893 World's Fair Tour and absolutely LOVED my experience. My grandmother was at the 1933 World's Fair, so I couldn't wait to learn more about the history of 1893. With a perfectly-sized group of 12, we started out at the Congress Hotel and worked our way around the area. Elizabeth had two iPads, one for each group to view photos and maps to accompany the tour. Without going into too much detail, I loved learning about underground passageways and seeing an alleyway stop I had no idea even existed! If you're an architecture buff you'll love this tour, because the stories all relate to the Fair. One of my favorite stops was at the Berghoff, where we got to sample some favorites off the menu. Fun and games along the way made it possible for us to connect with the tour...but I won't tell you how. Elizabeth is knowledgeable and easy to engage. Detour also has other tours, and I hear the south side one is a blast!

    Wesley W.

    I took the Inside the Loop Interior Architectural Walking Tour with Elizabeth on a Friday afternoon. I wasn't quite sure what to expect but it turned out great as the tour lead us through a handful of historic buildings which are more off the beaten path. Highlights include the Macy's building (originally Marshall Fields), Chicago Cultural Centre, the sky church at the Chicago Temple Building, Block 37, stories on the public transportation system and much more. A sample of a local frozen kefir cafe (like frozen yogurt) was also set up which was a nice touch. I was surprised to hear that most people on this tour are from the Chicago area. It says a lot about the quality of Chicago Detours that locals are even signing up to take this tour of their own city. If available, I would recommend using a two for one on any of the deal sites. $26 is steep for a walking tour but for two people, it's for sure worth it.

    Rachel D.

    I went for the historic pub tour and it was not at all what I was expecting.... It was much more architectural than I expected and I was pleasantly surprised!! Our tour guide was outstanding, very funny, knowledgeable & really focused on getting everyone of our 5 person group to participate in the tour by asking us to point out what we noticed about specific buildings and getting us to guess what the building were used for when they were 1st built. We had appetizers at three of the places we visited that were included in the cost of the tour, they were ok but nothing I would have ordered. I chose to give the additional $18 for 2.5 servings of beer at the same three places where we got the food. The beer was basic and nothing too great... If there was one thing I would suggest for the tour company it would be to allow the person to chose either light beer or dark beer, just like there was an option for red wine or white wine. But other than that I was a really good tour!! I would for sure suggest Detours for anyone in Chicago and I hope this company adds other cities!

    An architect for a tour guide!
    Mike D.

    Pedway cruising and a trip to the odd and perhaps a little bit modern creepy block 37 made this tour fun! (Inside Architecture). Great for a stroll through the parts unknown. We got a great map of the pedestrian system (If you can even follow that) and a surprise for Pastoral!). Loved it!

    Ami P.

    I've been to Chicago several times, but the historic walking tour gave it a different perspective. We participated in the evening tour which started off at the Chicago Tribune tower. Our tour guide was so knowledgable and engaging! For the price of the tour that includes appetizers and drinks, it was so worth it. We stopped by at least 5 places, including the infamous speakeasy that Al Capone was a regular at. I highly recommend this tour if you're looking to get more history information about Chicago!

    the trip is as good as you can imagine. the guide told so much history and interesting stories about an old polonian community that I learned a lot while enjoyed the time. This is my very first chicago detour experience and is sure not going to be the last one!

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    6 years ago

    Loved the Holiday Happy Hour. We had a blast. So creative and much needed in the days of Covid. Thank you!!!

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    Great tour guide, virtual presentation covered so much information with enthusiasm and she did an excellent job engaging the participants.

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    Page 1 of 7

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    Review Highlights - Chicago Detours

    We booked a private bus tour with Amanda for her Diverse Neighborhoods tour for a fun post meeting activity.

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    Tastebud  Food Tours - Palmer House

    Tastebud Food Tours

    4.5(126 reviews)
    0.9 miNoble Square, West Town
    $$

    Super amazing experience. Carla was even more amazing and went above and beyond and took a picture…read moreof us and sent it to me because I was scared of damaging my phone so I did not bring one. That's where guys were amazing and for first timers we felt extremely comfortable and shockingly we did not flip over! We can NOT wait to come back! Reccomend the Historical Tour!

    I am so happy to have had the opportunity to try this tour with some other Yelpers. Let me just say…read morethat I have tried A LOT of food tours (both Chicago Food Planet neighborhood tours and TWO chocolate neighborhood tours) and this one ranks up there in the top! Out of all the tours I've done, I learned the most of Chicago history here. We not only stopped off at food locations but also at historic landmarks (i.e. The Drake hotel). It was a rainy AND windy Chicago Sunday, but despite the weather I had an awesome time! Lynn did a really great job with our tour and handled the weather situation without difficulty. What a great easy going guy! We visited: --Pizano's Pizza (I may have found my new favorite pizza spot. The deep dish and thin crust pizza were delicious! I am still trying to figure out how they get that crust so crispy!) --Sarah's (The brownie was definitely good...I've never met a bad brownie, but it was not the best I've had) --Downtown Dog's (Good Chicago hot dog--stay away from those peppers!) --Heaven on Seven (The gumbo was really delicious! I may have to come back to try more food!) --Billy Goat Tavern & Grill (I've lived in Chicago for over 4 years and FINALLY made it to this place! Sadly, the cheeseburger was not good. But I enjoyed learning about the history of the Original Tavern and the Billy Goat. Definitely a Chicago tourist spot to visit, if not eat at) --The Purple Pig (I've been wanting to check this place out too!!! That strawberry ice cream IS DELICIOUS!!!!! It tasted like something from my childhood!!! Very nostalgic for me! The outdoor seating was very nice! I enjoyed visiting ALL the locations on our tour, but my favorite EATERIES were Pizano's, Heaven on Seven, and The Purple Pig. For $44 you definitely get your money's worth if not more. The tour guarantees enough for lunch, but I can tell you that you'll be filled up for dinner too!! LOTS OF FOOD to keep you full. I started cramping towards the end from eating so much!! Just a note for those that decide to come, I recommend NOT driving. Your parking meter will expire. The tour is longer than 2 hours and the tour does not end where it begins. Also, the tour is designed for sit down dining so that you will always have a nice comfortable seat and a nice ICE cold drink (so you're not drinking the warm water you've been carrying around). The tour is NOT rushed at all which I enjoyed A LOT. You can also shop during the tour stops too, which many food tours don't allow. The duration of my tour was from 11am to 2:45pm. I recommend keeping your schedule for the entire day open so that you don't feel rushed to get somewhere else. I would definitely recommend this tour to my friends!

    Photos
    Tastebud  Food Tours - The Palmers, original owners/ founders of the PalmerHouse. Mr. Palmer created this structure as a gift for his wife, token of his love.

    The Palmers, original owners/ founders of the PalmerHouse. Mr. Palmer created this structure as a gift for his wife, token of his love.

    Tastebud  Food Tours - Downtown Dogs on our Taste of Chicago food tour! :)

    Downtown Dogs on our Taste of Chicago food tour! :)

    Tastebud  Food Tours - At Heaven on Seven with Tastebud Tours Founder Lynn

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    At Heaven on Seven with Tastebud Tours Founder Lynn

    Chicago Architecture Center

    Chicago Architecture Center

    4.8(816 reviews)
    1.5 miThe Loop

    This is a must-do when you visit Chicago. The architectural tour was very fascinating and…read moreinformative. While the tour is an architectural focus, Chicago's history is intertwined, and it was interesting to see how historical events influenced design and the planning of the area. Our tour guide, Jessica, was so knowledgeable and a great speaker. The tour lasted almost 90 minutes, and traverses the three branches of the Chicago River. The boat offers seating on the top deck and inside. For the best views, the top deck is better. We took the 10:00 tour, and there was ample seating in early June.

    If you're in Chiago you have to do the Architecture tour at least once. If you're in Chicago…read moreduring the Summer as I was you can seek sanctuary in the air conditioned lower level. I wish the audio was a little bit louder on that level due to the sound of the fans and people talking. If you like my reviews, consider "following" my profile for reviews all across the SF Bay Area . Why "follow" someone? It causes the person you follow's reviews to tier to top when you pull up a business. I find this very handy when researching venues. Rod's Review grading scale explained. Essentially I personally base it on the likelihood of a return visit and I try to be stingy with 5 star reviews since they should be "special" in my eyes. Price/Value also play a role obviously but there are $ and $$$$ littered across my grading scale. 5 stars - "I'll go out of my way" (approx 6 % of my reviews) 4 stars- "If I was in the area I'd go here and would recommend", (approx 38% of my reviews) 3 stars "Maybe if was nearby", (approx 37% of my reviews) 2 stars -"Would likely not return, Only if you want to go", (approx 16% of my reviews) 1 star -"No thanks, even if I was hungry", (approx. 3 % of my reviews)

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    Chicago Architecture Center
    Chicago Architecture Center
    Chicago Architecture Center - Amazing right?

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    Amazing right?

    Chicago Detours - foodtours - Updated July 2026

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