Seven Fun Events in Chicago for Any Budget

Did you know that more than 57 million people visit Chicago, Illinois each year from around the world?

Chicago, also known as the Windy City, is a popular destination for attending events, shopping, and eating good food.

If you are planning a trip to Chicago, there are some events that you should consider going to. 

Continue reading to discover some of the best events in Chicago that you won’t want to miss with your friends and family! 

1. Taste of Chicago

One of the best events in Chicago to attend is the Taste of Chicago festival.

Early July, Chicago brings in some of the biggest foodies from around the country. Taste of Chicago is free to attend, however, you will need to purchase tickets to try the various foods. This event will allow you to try a variety of cuisines and flavors from all over the globe. 

The festival is outdoors and occurs along the lake, offering a nice breeze and a beautiful setting. At these events, you can watch cooking demonstrations, eat until you are full, and attend concerts. There is plenty to do at this festival for adults and children. 

2. Booze Cruise

Chicago sits at the southwestern corner of Lake Michigan, meaning that there is plenty of water around.

A booze cruise is a fun event that you can do with a group of friends and doesn’t cost much when you split the fees. Finding a booze cruise near me could lead to an adventure with your friends that you can’t turn down. Make sure that you pack a jacket for your booze cruise unless it is in the summer, the breeze off the water can get chilly. 

On the booze cruise, you will get wonderful views of the lake and skyline. This is the perfect event for people looking to relax and get a small tan. A cocktail cruise can be luxurious, or you can also find boats that are designed like a tiki hut! 

3. Chicago Air & Water Show

Each year in Chicago IL people visit Oak Street and Fullerton Avenue to view the United States Navy Blue Angels.

The Navy Blue Angels design an air show every year for people to view at no cost. The show typically goes on for 2 days, so you don’t have to miss it. The Navy and Marine Corps team together to stun the crowds and show off all of their flying skills. 

The mayor of Chicago has included this show in the “Open Chicago” initiative, to help grow the economy and resume life post-pandemic. Listen for Herb Hunter, the voice-over for the show, as he has done this job for more than 20 years. 

4. Chicago Blues Festival

Finding events in Chicago tonight can be overwhelming since there is always something happening.

If you are looking for a music festival and enjoy listening to the Blues, you should head over to Millennium Park. This festival brings in some of the most talented Blues musicians and diversity. The Chicago Blues Festival is the largest in the city and occurs over three days.

The best part about this event is that anyone from the public can attend and it won’t cost anything to enter. At this festival, you will get exposure to some of the biggest names in the industry along with local musicians trying to make their break. 

There are plenty of vendors to look at in the area and options for food in between sets. The events typically occur in early June, when the weather is comfortable and warm. 

5. Lollapalooza

Another popular music festival that Chicago hosts is Lollapalooza.

Lollapalooza is a four-day music festival highlighting some of the most popular artists in the industry. Although the tickets cost a bit of money to purchase, it is worth it because you will see so many performances. 

This festival is held at Grant Park and has been occurring since 1991. Jane Addiction, with Perry Farrell, was the originator of the event that now sees more than 400,000 attendees. Lollapalooza often happens during the last week of July, going into August.

At this festival, you can listen to some of your favorite pop, EDM, and rap musicians. 

6. Chicago Pride Parade 

Finding inclusive events in Chicago isn’t a hard task to do.

If you are looking to do something fun and unique in Chicago, you should attend the Chicago Pride Parade that happens on the far north side of town. This street festival happens in June and the town turns into a beautiful and colorful area. People come together to celebrate friendship, love, and support. 

If you are a part of the LGBTQ+ community or want to show your support, this is a fun way to do so.

7. Christkindlmarket 

For people who love the holidays and want to get some shopping done, the Christkindlmarket in Chicago is a great event to attend.

Christkindlmarket is an outdoor market that has free admission. You can taste some of the best foods and treats from the various vendors. Not only do they have tasty things to eat, but they also host events and sell Christmas decor. 

The variety of vendors will give you plenty of options to choose from for shopping. You can knock out most of your shopping in one trip! 

Don’t Miss These Events in Chicago

There are many events in Chicago that you don’t want to miss.

Whether you are wanting to do something with your family or friends, there are affordable events to attend. The Windy City is home to some of the best music festivals in the country, which is why so many people attend Lollapalooza and the Blues Festival. 

If you are looking to try different foods or get some shopping done, other events might attract you. 

Be sure to check out our blog for more articles about fun events in Chicago and how to make the most of your trip!