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    Strayboots

    3.8 (13 reviews)
    Open 10:00 am - 10:00 pm

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    The Great Escape Room Chicago - Lobby

    The Great Escape Room Chicago

    4.5(95 reviews)
    1.0 miNear North Side, River East

    Environment: You need to take the elevator to go up and when you enter, you need to wait for them…read moreto open the door. The entrance is a bit small, especially if there are parties waiting or finishing. Staff: very friendly and humorous. They were very nice when we booked on the spot, helping us get started with the game, and during the game, too. Game: we just decided to try this place out with reservations at around 8pm we picked the poker one and I think they said that was a medium level or so. I'm not very good at these games but it was a very good experience. We asked for hints when needed and they provided subtle suggestions which made it more fun for us instead of being direct (they checked with us prior). I also appreciated them asking if we wanted pictures after playing and allowing us to be in the room for that. This escape room was simple, as in there were two rooms, we didn't have to crawl or go through a tone of rooms and such. BTW, with the 3 of us total, we escaped with about 7-9min left haha. I finally escaped an escape room! Also they have bathrooms and if we needed water or just a breather/destress, we were free to go out and do so which was thoughtful.

    The games are so fun, and Lucia is an amazing game master…read more The facility is clean and have fun games.

    Photos
    The Great Escape Room Chicago - The President's Bunker

    The President's Bunker

    The Great Escape Room Chicago - Sherlock Holmes has enlisted your help in foiling Professor Moriarty's latest deadly scheme. Can you stop him in time?

    Sherlock Holmes has enlisted your help in foiling Professor Moriarty's latest deadly scheme. Can you stop him in time?

    The Great Escape Room Chicago - Tickets are purchased online at:  www.thegreatescaperoom.com

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    Tickets are purchased online at: www.thegreatescaperoom.com

    Museum Hack - LGBTQ+ friendly tours.

    Museum Hack

    5.0(6 reviews)
    1.3 miThe Loop

    Wow, what a great experience. We stumbled on this unique tour while looking for things to do in…read moreChicago. I've been to the Art Institute many times, but this was a completely different experience and well worth the price. Museum Hack offers unique tours of museums with the goal of making the experience both entertaining and informative. Our guide, Colin, took us around and showcased several pieces of art by telling us the stories behind the works. This really brought the art to life for us. His tour was informative and fun. It was also interactive. We were joined by a drag artist about halfway through the tour and that was a really interesting experience. They took us to several of their favorite pieces and talked about how the art they chose fit in to their experience as a drag performer. It was fascinating. We were lucky because we were the only 2 slots booked for our tour. The maximum group size is 10 and the minimum is 2. This meant we got a really personal experience with our guide. A tour like this will really help you see the museum in a new way. It's pricey, but worth it. Museum admission is included in the package and at least on our tour we did not meet at the main entrance. We entered by the modern art wing. I really have nothing but good things to say about the tour and our guide. He kept us informed leading up to the tour and kept us entertained during the tour.

    Had a great time with Museum Hack and their team. Colin was a great rep and show our management…read moreteam an exciting and educational time. Was a great experience and would recommend to anyone.

    Photos
    Museum Hack - Fun group activity at the museum

    Fun group activity at the museum

    Museum Hack - Unique group activity.

    Unique group activity.

    Museum Hack - Selfie time.

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    Selfie time.

    Shoreline Sightseeing - Chicago Fire Department near Navy Pier

    Shoreline Sightseeing

    4.7(1.9k reviews)
    0.3 miNear North Side

    A river tour is a must when visiting Chicago! We decided to do Shoreline Sightseeing, and it was…read moresuch a great experience. We were nervous because my mom gets motion sickness easily, and we weren't sure she'd be able to enjoy the tour. Thankfully, the water was calm enough, and she absolutely loved it! The views were beautiful, and we learned so many fun facts about the city along the way. Definitely recommend adding this to your Chicago itinerary!

    This tour was on the top 10 list of our things to do in Chicago. I researched all the boat…read morecompanies that offered the Chicago architecture boat cruises and Shoreline Sightseeing came out hands down #1 for us in tour length, type of cruises, accessibility and in price for what you got. Best deal. Our tour guide was happy, energetic, and very knowledgeable about Chicago because he was born and raised there. We chose the 75 minute, 4pm Chicago River tour and it covered a lot! We never lost interest and learned about Chicago's history. It is well worth it! Our Architecture River Tour boat departed from the dock at Navy Pier. We learned that their boats are the most accessible at this location. Their boats can accommodate wheelchairs up to 30-inches wide. Your wheelchair must be able to navigate a ramp with a 2-inch step at one end. I needed one that was kind to my knees. Best to call them for more details. They were very helpful whenever we called them. Their boats are both double-decker and single-level boats, and there is generally no protection from the sun, rain, or wind. There is a small bar on the main level. Restrooms are located on the lower deck, which is accessible only via stairs from the upper deck. Enjoy! It's amazing!

    Photos
    Shoreline Sightseeing - The Chicago Architecture Tour boat cruise was amazing!

    The Chicago Architecture Tour boat cruise was amazing!

    Shoreline Sightseeing - Top deck - guide Joe

    Top deck - guide Joe

    Shoreline Sightseeing - View of (former) Sears Tower  See the Chicago's architectural landmarks on this relaxing river tour

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    View of (former) Sears Tower See the Chicago's architectural landmarks on this relaxing river tour

    Chicago Dine-Around - Interactive Culinary Experience (Stuffed Pizza)

    Chicago Dine-Around

    4.8(66 reviews)
    1.4 miThe Loop
    Private events
    Large group friendly

    I worked with Brandon at Chicago Dine Around to plan a dinner and Casino night for my company…read moreouting. Brandon was amazing and incredibly helpful and responsive! At the venue, Genesis was the event coordinator for the evening. She made sure everything flowed seamlessly and helped me enjoy the outing stress free! Both our game dealers (John and Ivan) were very knowledgeable and fun! They helped teach many of us how to play roulette and blackjack and were patient with us throughout the games! I would highly recommend Chicago Dine Around and we will absolutely return to book other events!

    We hosted our Toronto team in Chicago for the first time and used Chicago Dine Around to help plan…read moreour team event. Working with Brandon was absolutely fantastic from start to finish. He made the entire process incredibly easy and stress-free. We chose the Private Architectural Boat Tour, and the Chicago Dine Around team went above and beyond to ensure everything was perfect. They even arranged for us to tour the boat beforehand so we could confidently select the right experience for our group. For lunch, they seamlessly accommodated all dietary restrictions and preferences, making coordination effortless. Every detail was handled professionally, allowing us to focus on enjoying the event. The feedback from our team was overwhelmingly positive. Many team members said it was one of the best company events we've had to date. Even our Chicago-based employees, who are very familiar with the city, thoroughly enjoyed the tour and experience. I highly recommend Chicago Dine Around for anyone planning a corporate event or group outing. Their attention to detail, outstanding customer service, and local expertise made our event a huge success.

    Photos
    Chicago Dine-Around - Interactive Culinary Experience (Stuffed Pizza)

    Interactive Culinary Experience (Stuffed Pizza)

    Chicago Dine-Around - Interactive Culinary Experience (Stuffed Pizza)

    Interactive Culinary Experience (Stuffed Pizza)

    Chicago Dine-Around - Interactive Culinary Experience (Stuffed Pizza)

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    Interactive Culinary Experience (Stuffed Pizza)

    The Art Institute of Chicago - Adult ticket $32

    The Art Institute of Chicago

    4.7(2.5k reviews)
    1.2 miThe Loop

    Wheeeew, grab a map when you walk in!! We tried to go without and it didn't end well. Not only did…read moremy boyfriend and I lose each other very early on, but we also lost track of what sections we had been in. Eventually we reconvened in the main area and consulted the visitor guide to ensure we maximized our time here, but it was still impossible to see everything. We happened to arrive right before noon, so we were able to peep in Fullerton Hall, which was cool. We also combed through the impressionism area and I enjoyed all the Monets. I then went on a MISSION to find American Gothic, which ended up being in an entirely different wing -- eventually I found it though. Paradise Lost was another highlight of course, as well as the Chicago Stock Exchange room recreation. We wrapped things up in the modern wing, and I was hyped to see several pieces from Andy Warhol, plus a Dali. If we didn't have a flight that night, we easily could've spent 2-3 more hours here.

    Visiting the Art Institute of Chicago had long been on my bucket list ever since taking an art…read morehistory class in high school, so it was a dream come true to finally see it in person. I booked my tickets in advance on the morning of my visit and walked over from River North in the afternoon. Upon entering the galleries, I went up the central staircase and immediately found myself in a room with my favorite Impressionist masterpieces, including works by Monet, Seurat, Caillebotte, Van Gogh, and Matisse...just to name a few. I wandered through the other galleries and continued to spot my favorite paintings from other art periods. I even found a mummy! The museum layout was a little confusing, but the galleries were well-labeled, and the staff was very friendly and knowledgeable in helping me find my way. Thinking that I would only spend about an hour in the museum, I ended up staying almost until closing. Before leaving, I stopped in at the gift shop to pick up some postcards to commemorate my visit. I highly recommend the Art Institute of Chicago to anyone visiting the city, and I would definitely consider coming back when I have more time on my next visit.

    Photos
    The Art Institute of Chicago - Members lounge is worth the investment- even for an out of towners! Free coffee, tea, views, bathroom

    Members lounge is worth the investment- even for an out of towners! Free coffee, tea, views, bathroom

    The Art Institute of Chicago - Sculpture

    Sculpture

    The Art Institute of Chicago - The Art Institute of Chicago is now open on Wednesdays.

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    The Art Institute of Chicago is now open on Wednesdays.

    Navy Pier - 07.03.25 Navy Pier Store

    Navy Pier

    3.5(1.5k reviews)
    0.0 miNear North Side

    Great place to see Lake Michigan and Navy Pier. I read it has been one of most visited place in…read moreChicago City. We strolled along Lake Michigan and ended in Navy Pier. Beautiful architecture design upon entrance . It has the waterfront backdrop that made it so inviting. Lots of shops, restaurants, gift shops, rides and theaters. We didn't see any live entertainment in the area but great way to spend your day.

    It is easy to find the Navy Pier from most of the Chicago Riverfront because of the giant Ferris…read moreWheel, which stands out noticeably. We were told by several Chicagoans to go to the Navy Pier because there were also many restaurants and shops to enjoy. We actually went to the Navy Pier twice. Our main reason to go there was because that is where Shoreline Sightseeing boat cruises is located. We had booked a Chicago Architecture Boat Cruise thru them which was an exciting Chicago tour thing to do. We got there early and did some sightseeing and went on the ferris wheel. The Chicago Children's Museum was great for families and the shopping mall was really cool because it also has a Giordano's Deep Dish Pizza parlor! How lucky can you get! A really fun place to go. At the end of the pier is the Beer Garden, where you can sit and enjoy the spectacular view of the Chicago Skyline and a beautiful sunset. You can take the Big Bus Tour and get off at stop #8 at the Navy Pier, which is what we did. Have fun!

    Photos
    Navy Pier - 07.03.25 events, culture, dining, shopping

    07.03.25 events, culture, dining, shopping

    Navy Pier - 07.03.25 shopping and dining

    07.03.25 shopping and dining

    Navy Pier - View from Navy Pier!

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    View from Navy Pier!

    Strayboots - scavengerhunts - Updated September 2026

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