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The best places to stay in Chicago, restaurant recommendations and the best day trip ideas! šŸ’”

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—Chicago is one of the most walkable cities in America, and walking is my favorite way to get around here. The city is laid out in a grid-like fashion, much like New York City. I have always found Chicago easy to navigate thanks to the landmark build...
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Ailyn Monforte profile picture
It's one of Chicago’s most iconic sights. It is interactive too – you cant help but touch it and see your reflection all around you as you walk underneath it.
Cloud Gate Must-See Attractions, Location & Reviews
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Ailyn Monforte profile picture
—The Riverwalk is the perfect place to go to on your first day in the city. I loved watching locals stroll or jog past me, it really felt like the heart of the city.✨
Chicago Riverwalk, Chicago | Book Now Tickets & Tours Online
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Ailyn Monforte profile picture
The first time I ever visited Chicago, this was hands-down my favorite ā€œtouristā€ thing I did. Chicago’s skyline is absolutely gorgeous with massively high skyscrapers lining the Chicago River, and there’s no better way to see it than by boat. You can...
Chicago Architecture River Cruise Tour
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Ailyn Monforte profile picture
—The next activity is definitely not for the faint-hearted or people with a fear of heights. Once you reach the 103rd floor, you’ll quickly find out why the Skydeck is one of Chicago’s most famous attractions.🤩
Skydeck Chicago Entry Ticket
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Ailyn Monforte profile picture
I don’t know about you but one of the first things I love to do in a new city is to find a place high up from where I can enjoy a great view.
360 Chicago Observation Deck Ticket
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Ailyn Monforte profile picture
This incredible museum is home to some of the best art and exhibitions in the world.🄰
The Art Institute of Chicago Ticket Chicago, USA
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Ailyn Monforte profile picture
I would recommend the Bikes, Bites and Brews tour highly – this bike and food tour is one of the top things to do in Chicago. This not only takes in the Lakefront Trail and Lincoln Park, but also cycles through neighbourhoods that you would not ordi...
Chicago: Bikes, Bites, and Brews Biking Tour
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Ailyn Monforte profile picture
Another one of the coolest things to do in Chicago is to walk around the city’s most famous shopping area.
Magnificent Mile Architecture Walking Tour With 360 Chicago Upgrade
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Ailyn Monforte profile picture
I love the Sheraton Grand Riverwalk for the location and the views to the west.
Sheraton Grand Chicago Riverwalk
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Ailyn Monforte profile picture
Yes Deep Dish pizza is a Chicago institution but I’m reliably informed Chicago residents only eat it when they have out of town visitors, or maybe a few times a year. Shock, horror, many prefer thin crust New York style! There are several different ...
Original Chicago Pizza Tour
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Ailyn Monforte profile picture
This is a 5, yes, five-story Starbucks coffee shop that gives visitors and inside look into the coffee roasting journey. There’s an authentic Italian bakery on the second floor, coffee flights and creations on the 3rd floor, and a rooftop terrace tha...
Starbucks Reserve Roastery
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—One of Chicago’s most famous hotels that serves afternoon tea in a traditional British style. You can make a reservation to sit in their Colonial Room and enjoy hot tea along with miniature pastries, homemade scone jam, and assorted finger sandwiche...
THE DRAKE - UPDATED 2025 Hotel Reviews & Price Comparison ...
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Ailyn Monforte profile picture
If you’re familiar with Navy Pier, you’ve likely heard about the Ferris wheel, called the Centennial Wheel. Of course, the best time to visit is summertime when the weather is nice, but people frequent the area around the Navy Pier all year.
Chicago's Navy Pier Centennial Wheel Ticket 2025 - BOOK NOW
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Ailyn Monforte profile picture
I had the most incredible experience flying with Mason over downtown Chicago and along the shoreline. The ride was smooth from start to finish, and the views were absolutely breathtaking—Lake Michigan, the skyline, and the beaches all looked surreal ...
Private 45-Minute Chicago Skyline Helicopter Tour 2025 - BOOK NOW
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Ailyn Monforte profile picture
Believe it Chicago is a perfect mix between thrill ride and beautiful scenery. Your heart is racing while getting to see Chicago from angles you would otherwise never experience. Nonstop dips and turns all across the city’s landmarks.🤩🄰
Chicago Flyover Prebooked Ticket 2025 - BOOK NOW
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Ailyn Monforte profile picture
My mom and I did this tour. We have been to Chicago numerous times but had never done a food tour. We had Fran as our guide, and we had a wonderful time. She was so informative and entertaining, and this really was a fun-filled 3 hour tour. All the f...
Chicago: Favorite Foods Guided Walking Tour
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Ailyn Monforte profile picture
Amazing experience, everything was so well made and it's incredibly immersive. I can confidently recommend this to anyone and I know they'd have a great timeā£ļø
The Escape Game Chicago
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Ailyn Monforte profile picture
Had a wonderful time. Truly appreciate them continuing with the tour when the weather drastically got cold on tour day. Due to weather, it was just us on the tour (no kids) so we had a fun almost private tour. Loved the history woven in of Chicago as...
Delicious Donuts & City Sights: Chicago's Original Donut Tour
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Ailyn Monforte profile picture
Had a great time. This is a fun and informative excursion for crime and history buffs alike. We had a blast and would recommend to all.
Chicago Crime and Mob Bus Tour