Long Weekend Getaway in Chicago

Looking for a weekend getaway that will leave you feeling relaxed and refreshed? Look no further than Chicago!

Looking to escape the cold weather and enjoy some Chicago culture? This weekend, the city has plenty of events to keep you entertained. From shopping at the high-end stores on Michigan Avenue to sampling unique cuisine in Wicker Park, there’s something for everyone. If you’re looking for an adventure, head to Millennium Park where you can explore the many gardens and sculptures. And if you’re feeling artsy, visit the Art Institute of Chicago or check out some of Chicago’s famous theater performances. This beautiful city has everything you need to enjoy a long weekend away – from attractions to restaurants, there is something for everyone. Here are some tips on how to make the most of your trip: 

1. Start your weekend with a leisurely walk through Millennium Park.

This world-renowned park has plenty of attractions, including the famous Bean sculpture, to keep you entertained all day. Millennium Park is Chicago’s newest and largest park. It is located on the south side of the city and opened in 2004. The park covers an area of 1,000 acres and features a variety of attractions, including a lake, a zoo, a conservatory, gardens, and a concert venue. The park is open from 9 am to 5 pm daily. Admission to the park is free.

2. If nature is more your thing, take a hike or bike ride along the Chicago River Trail.

This path follows the river through downtown before ending up in Grant Park – perfect for a picnic lunch or sunset viewing. 

Planning a weekend getaway or long weekend trip to Chicago? Here are some travel tips for the Chicago River Trail! 

-The Chicago River Trail is approximately 34 miles long and runs from downtown Chicago to the eastern suburbs. 

-There are several ways to explore the trail – biking, walking, rollerblading, or running. 

-The riverfront trails offer stunning views of the river and cityscape. 

-There are numerous parks and picnic areas along the way that make great spots for a day of rest and relaxation. 

-Chicago is known for its world-class restaurants and nightlife, so take advantage of both whiles on your trip!

3. Thrill-seekers find plenty to do at Navy Pier during the weekend

Navy Pier is a popular tourist destination located in Chicago. It is home to a variety of delicious concessions, as well as a variety of family-friendly activities such as rides, museums, and live performances. The pier is also popular for its stunning views of the city. Because of its location, visitors can easily access Navy Pier from the south side of the city.

-A variety of restaurants and shops are located on the pier. 

-Navy Pier is home to a variety of live entertainment.

-A Ferris wheel and a carousel are located on the pier.

-Navy Pier is home to two aquariums, including the Shedd Aquarium, which is one of the largest aquariums in the United States.

4. Get a Sneak Peek at Wrigley Field Chicago

Wrigley Field is one of the most historic and famous stadiums in all of baseball. The stadium was originally built in 1912 and has been home to the Chicago Cubs ever since. This year, the Cubs are hosting a long weekend where fans can enjoy all the activities that the stadium has to offer. During the long weekend, there are games on Friday, Saturday, and Sunday as well as concerts and other events taking place throughout the ballpark.

5. Brewing Up the Best: Bean & Spice Coffee Chicago

This small coffee shop is dedicated to sourcing only high-quality beans and roasting them fresh. They also serve up delicious pastries and coffee drinks made with organic ingredients. This unique coffee shop is located in the heart of Chicago’s entertainment district and offers long weekends plenty of activities to keep you busy. From live music to art exhibits, there’s something for everyone at Bean & Spice Coffee Chicago. Plus, with its close proximity to some of Chicago’s most popular attractions, it’s easy to enjoy your weekend away without having to worry about anything.

6. Uncover Chicago History at the Garfield Park Conservatory

Looking for a weekend getaway or break in Chicago? Head to the Garfield Park Conservatory! This beautiful botanical garden is located in the heart of the city and features over 8,000 plants from all over the world. The conservatory is also home to a beautiful greenhouse, lakes, streams, gardens, and more. If you’re looking for an interesting attraction to visit while in Chicago, be sure to check out the Garfield Park Conservatory!

7. The Pedway: Chicago’s Underground Wonderland

If you’re on a weekend getaway in Chicago or just a break from the everyday world, Chicago’s Pedway system is definitely worth exploring. With over 100 miles of underground passageways and tunnels, the Pedway is an amazing place to spend a weekend. Not only is it an escape from the city, but it’s also a great place to explore Chicago’s history. Whether you’re looking to take in some of the city’s famous architecture or simply take in some fresh air, the Pedway is definitely worth exploring.

8. Are You Brave Enough To Visit Noble-Seymour-Crippen House?

This historic house is a must-visit attraction when on a weekend getaway in Chicago, and it’s only a short walk from the city center. With its impressive architecture and history, Noble-Seymour-Crippen House is an excellent choice for anyone looking for a unique and exciting weekend adventure. Whether you’re spending the weekend exploring the city or enjoying some relaxation time outdoors, this is an excellent choice for a fun and relaxing weekend.

9. See The Windy City From a Different View

The Lakefront is an excellent place to see Chicago from a different perspective, and the opportunity to have lunch outside during the summer is an experience that’s hard to beat. Chicago is known for its architecture and its skyline, but what most people don’t know is that Chicago has a beautiful lakefront as well. From the shoreline, you can see all of the city’s famous buildings, as well as the many boats and ships that dot the water.

10. Visit The Shedd Aquarium

The Shedd is one of the most unique and interesting places to visit on a weekend trip in Chicago, and an experience that most visitors will not forget. With its enormous collection of animals, the Shedd is a must-see for fans of natural history.

The Shedd Aquarium is a world-renowned institution that showcases marine life from all over the globe. It’s home to more than 25,000 animals and offers guests a unique experience not found anywhere else. The aquarium is split into three main sections: the Shark Reef, the Coral Reef, and the Freshwater Section. In addition to its beautiful exhibits, The Shedd Aquarium also offers educational programs for children.

11. Step Into Another World on Devon Avenue

Devon Avenue is a street that transports its visitors out of this world. The street is lined with stores and restaurants that offer a unique experience for all who walk through their doors. Whether it’s the colorful clothing at The Bubble, the delicious food at Mama Mia’s Pizza, or the beautiful jewelry at Victorian Treasures, Devon Avenue has something for everyone.

12. Stunning Views of Downtown Chicago from Northerly Island Park

Northerly Island Park is a small public park located on Northerly Island in the Chicago River. The park has stunning views of downtown Chicago from its elevated location, making it a popular destination for visitors and locals alike. The island was once used as a military training ground and is now home to a variety of flora and fauna.

13. Visit The Chapel of St. Ignatius Loyola

The Chapel of St. Ignatius Loyola is a Chicago attraction that attracts lots of visitors. The chapel is located in the city’s downtown area, and it is easy to get to. It is also a great place to visit on a weekend break or during a weekend trip to Chicago. Located on Chicago’s Magnificent Mile, The Chapel of St. Ignatius Loyola is a Catholic church dedicated to Saint Ignatius of Loyola, the founder of the Jesuit order. The chapel has a number of architectural features, including stained glass windows and an organ.

14. Chapel with History: Check out Rockefeller Memorial Chapel Chicago!

The Rockefeller Memorial Chapel in Chicago is a beautiful place to visit. The chapel was built in 1929 and is dedicated to the memory of John D. Rockefeller, Jr. The chapel is a popular tourist destination and has a lot of interesting features and artifacts inside. Some of the artifacts include paintings by Edward Hicks, sculptures by Augustus Saint-Gaudens, and stained glass windows designed by Louis Comfort Tiffany.

15. Chicago’s Best Food Trucks – Where to Find Them

Chicago’s food trucks are some of the best in the country, and there are plenty to choose from. From deep-dish pizza to Korean BBQ, these mobile restaurants have something for everyone. Here are six of Chicago’s best food trucks:

1. Lou Malnati’s Pizzeria: This iconic pizzeria has three food trucks that serve up their delicious pies. The coal oven pizza is a must-try!

2. Hot Dog on a Stick: Easily one of the trendiest food trucks around, Hot Dog on a Stick serves up hot dogs and fries from a custom-built stick cart. Get your fix at one of their two locations in Chicago.

3. Popeyes Louisiana Kitchen: Another OG restaurant that has opened up two food trucks serving up their famous fried chicken and buttered buns!

4. La Bombonera: If you’re looking for a quick, inexpensive meal, this food truck serves up mouth-watering Argentinian bocadillos (sandwiches). Their original location is located on the corner of Division and Desplaines in Lincoln Park.

5. The Dixie Cartel: Serving up Southern-style sandwiches, The Dixie Cartel food truck has been serving the South Side of Chicago community since 2010.

6. Tasty Taco: Serving up tacos and Mexican street food, you can find the Tasty Taco food truck at the corner of Belmont and Fullerton in Uptown.

16. Visit the McCormick Bridgehouse Museum

Chicago is a city that never sleeps, and McCormick Bridgehouse Museum is a perfect place to take advantage of all the city has to offer during the weekend. McCormick Bridgehouse Museum is a museum dedicated to the history of McCormick Place, and it’s home to an impressive collection of artifacts.

Whether you’re looking for a quick escape or an extended weekend getaway, McCormick Bridgehouse Museum is the perfect place to spend your time in Chicago. The museum is located just footsteps away from Millennium Park, and there are plenty of attractions within walking distance. If you’re looking for something to do on the weekends while in Chicago, McCormick Bridgehouse Museum should be at the top of your list.

17. Explore the World’s Wildlife at Lincoln Park Zoo

If you’re looking for a weekend getaway in Chicago, the Lincoln Park Zoo is a great option. The zoo is open every day of the week, so there’s always something to see and do. Plus, it’s a great way to spend a weekend break or take your first step on your escape to summer vacation.

18. Visit the Museum of Science and Industry

The Chicago Museum of Science and Industry is a great place to check over the weekend. This museum is home to over 150 hands-on exhibits, which include everything from dinosaurs to space travel. The Museum of Science and Industry is a must-see for anyone visiting Chicago. With more than 20 million visitors annually, the museum has something for everyone, including exhibits on science, technology, engineering, and math (STEM). The museum also houses interactive exhibits that are perfect for kids.

19. The Purple Pig: A Taste of Chicago!

The Purple Pig is a Chicago-area gastropub that takes its inspiration from the city’s many ethnic neighborhoods. The restaurant features a rotating selection of beers, wines, and cocktails made with local ingredients. In addition to traditional pub fare, The Purple Pig offers creative dishes such as lamb vindaloo curry served over basmati rice and naan bread.


In conclusion, there are many attractions and things to do in Chicago on the weekends. Whether you are interested in art, history, nature, or sports, there is something for everyone. Be sure to check out some of the museums, gardens, and parks while you are in town, and don’t forget to enjoy the city’s world-famous cuisine.

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