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Posted 20 months ago by Sophia Otto. While living in the city you must travel, explore, and try new things. Some activities are meant to be enjoyed with friends or family, and others by yourself. Nonetheless, this is a list of must-do activities in the city for your average twenty-something, whether you know the streets like the back of your hand or are visiting for the first time.


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Posted 22 months ago by Sophia Otto. While living in the city you must travel, explore, and try new things. Some activities are meant to be enjoyed with friends or family, and others by yourself. Nonetheless, this is a list of must-do activities in the city for your average twenty-something, whether you know the streets like the back of your hand or are visiting for the first time.

This iconic landmark not only offers stunning skyline views but extends over feet into the Chicago shoreline on Lake Michigan. Drawing nearly two million visitors a year, the pier is home to a myriad of exhibits, restaurants, shops, and activities for people of all ages. This is a must-see with friends and families of all ages. Navy Pier E. Grand Ave. Every pizza is handmade with the freshest ingredients. Lou Malnati's N. State St. The Chi Series offers guests an authentic Chicago experience, with weekly activities including live music, private tours, happy hour, trivia, and even yoga.

Yoga enthusiasts can experience a one-hour weekly class with a one-of-a-kind view at Sky Yoga. Professional instructors invite everyone to witness this incredible yoga backdrop, no matter their skill level. Michigan Ave. Guests can choose to sit outside on the patio or venture back inside to the LH Lounge on floor 21, all while enjoying specially crafted cocktails.

Despite the rooftop being open seasonally from May to October, guests can still order winter menu items like hot chocolates or ciders from the main bar and take them up to the top to enjoy. The best time for visitors is during the Happy Hour rush or during peak nightlife at around 9 p.

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The busiest nights of the week, however, happen to be on Wednesdays for Ladies Night, with a Christian Louboutin raffle every week. LondonHouse Chicago 85 E. Upper Wacker Dr. Cubs fans have a spirit like no other and for most, your first Cubs game will not be your last. Chicago Cubs W. Addison St. Why not shake things up? Instead of going out and grabbing cocktails with your gang, head to Spirit of Chicago right off Navy Pier to enjoy a night out on the water.

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Up your drinking game aboard their special Cocktail Cruise, available on select days during the summer. Fit for larger and smaller groups, this summer excursion offers a unique view of the city as you drink in the view. Spirit of Chicago Cruises E. The only decision you and your friends will make when visiting the Shedd is which of the extensive, colorful, and lively exhibits to see first. This attraction offers a dozen experiences and exhibits, from up close beluga encounters to viewing species that dwell in the depths of Lake Michigan.

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Visiting the Shedd is the perfect weekend activity, and you can spend most of your day exploring their exhibits. Their exhibits are ever-changing and allow guests to come face-to-face with both land and aquatic animals. Shedd Aquarium S. Lake Shore Dr. Chicago takes Happy Hour to a whole new level. Since dining out can often be expensive, Happy Hour is the perfect reason to go out during the week while staying within your budget.

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Their wine menu takes a cue from All-American fare, featuring a variety of classic reds and whites. Looking for a place to take your relatives or friends that are in town visiting? This two-story, nautically deed space is lined with large floor-to-ceiling glass windows to ensure you have the best view of the Navy Pier fireworks that run from Memorial Day through Labor Day.

These elements, together with the exceptional seafood and steak options, will surely impress your guests.

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Riva Cafe E. Filled with thousands of pieces from different eras, the museum is operated gallery-style and includes newly curated exhibits year-round. Past exhibitions have included visuals from both local and global artists like Virgin Abloh, Simon Starling, and Doris Salcedo. Tickets are available online or at the box office; and admission is free for those with membership as well as for Illinois residents on Tuesdays.

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Suitable for both groups and solo travelers, the MCA is a perfect destination to become connected and immersed in the art community. Museum of Contemporary Art Chicago E. Chicago Ave. Cubs or Sox? Although Brunch or Football Sundays may be the most popular time to visit, my server added that the after-work crowds fill the restaurant during a corporate event.

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This experience allows for groups to create their own sauce from a choice of 6 different ingredients, all while enjoying welcome cocktails, a two-hour call bar, and appetizers. This all-inclusive event is perfect for larger parties looking for an interactive and unique experience in the heart of the city.

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Jake Melnick's Corner Tap 41 E. Superior St. If you and your friends enjoy staying up past midnight, then TAO Chicago is the place for you. A perfect night out includes dinner reservations in their dining room, with endless dim sum and sashimi. Once the nightclub opens at 10 p. TAO is open Fridays until 4 a. In the summer, during high volume season, guests can enjoy the open bar, and in winter there are fire pits to keep you warm as you sip on seasonal drinks.

Cindy's Rooftop 12 S. Food is good for the soul, right? Or is it music? This is the perfect place to bring your friends together for a night out, especially during the warmer months. For a more romantic and picturesque dinner, ask to be seated outside on the patio and enjoy delicious cocktails and shared appetizer plates. River Roast N. LaSalle St. As you probably know, there are many reasons to visit Chicago. The city, rich in history, is bold in its architecture, museums, restaurants, and yes, even in its shopping districts.

The Magnificent Mile is home to both affordable and high-ends shops all within walking distance of one another. This diverse shopping destination right in the heart of the city is home to over different shops on 8 levels. Water Tower Place N. Whenever Saturday rolls around my friends and I make it our mission to find a good restaurant with an even better atmosphere. This spy-themed bar is filled with gadgets, memorabilia, and trinkets from various movies and TV. Once you pass the secret doors, you can enjoy one of their daily specials or treat yourself to a ature burger.

Although during the day SafeHouse is open to spies of all ages, after 8 p. SafeHouse Chicago 60 E. Ontario St. For thrill-seeking enthusiasts, the idea of being locked in a room for 60 minutes is both terrifying and exciting. The Great Escape Room, a Sherlock- themed escape room, is suitable for teams willing to work together to solve puzzles, participate in a scavenger hunt, and escape before time runs out. With several styles and challenges to choose from, the Great Escape Room can customize events that are perfect for corporate and private parties.

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The Great Escape Room E. The nightlife scene in Chicago can oftentimes be overwhelming, and sometimes you must venture outside the comfort of your single favorite bar. Open all year round, this unique night out is only a click away. Sometimes a long workday calls for an afternoon pick-me-up. Their specialties also include gluten-free and vegan donuts that are just as tasty as the others. Yeah, me too.

No matter how many times you listen to your favorite artist, nothing compares to seeing them live.

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Going to a concert is an experience everyone should have, especially at the House of Blues. Founded in in the 's, the House of Blues is chain of live music concert halls that strive to bring all kinds of genres to its local communities.

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Chicago attractions may be sold out or require a wait for the next available entry; for details, view the Availability Calendar.


Chicago is one of our favorite cities for couples.


Not only is it one of the most famous places in the city, but its events, activities and festivities put it among the most-visited tourist attractions in America.


Some of the best things in life are free and cheap.