This blog category showcases the vibrant and diverse entertainment scene in Chicago. Our blog posts cover a range of topics, from live music and theater performances to festivals and sporting events. We provide insights into the best venues and events in the city, as well as tips for navigating the local entertainment landscape. Whether you’re a resident or a visitor, our blog offers a wealth of information and inspiration for discovering the many entertainment options that make Chicago one of America’s most exciting cities. Join us as we explore the best of Chicago’s entertainment scene!
Roller Derby Chicago – The Local Leagues
If you trace history back to the late 1800’s, you may be surprised to find that there are roller derby Chicago origins. That is correct, roller derby was essentially formed in Chicago – although, it has evolved over the years. During the 1930s is when roller derby as...
Experience the Amazing City of Chicago on a Boat Cruise!
Summer in Chicago means lots of boats on our big, beautiful lake and long, winding river. When I have company in from out of town, be it friends or family, we often head downtown so I can show off our awesome city on a boat tour. Here are the boat companies I’ve...
Top 10 TV Shows Set In Chicago
Filmmakers looking for an interesting setting for their television or film have long been drawn to the Second City; with a rich history, dynamic setting, and a famously cosmopolitan culture, Chicago has strong cinematic appeal across a variety of genres. Over the...
Chicago Super Bowl Parties and Specials
The time is upon us once again! It is bittersweet. One of the biggest games of the season, accompanied by copious amounts of food, alcohol and people screaming while wearing ridiculous colored jerseys. I.love.it. Chicago Super Bowl festivities take over the city we...
Riot Fest – the Good, the Bad & the Muddy
Riot Fest is perhaps the oddest duck of the major Chicago summer music festivals. It feels something like a combination of Pitchfork, early 90s Lollapalooza, Warped Tour, and the Gathering of the Juggalos– thanks to its diverse, often random, lineup and collection of...
Cooking Classes in Chicago – Be Iron Chef not Chef Boyardee
While eating out and exploring the extensive amounts of phenomenal restaurants in Chicago is insanely enjoyable– there is perhaps a better way to try new cuisine; cook it for yourself. There are a good amount of options for cooking classes in Chicago. They range from...
Top 10 Movies Filmed in Chicago
Chicago is not only the beautiful backdrop for tourists and residents alike, it also makes the perfect scenery for some of the most popular big screen hits ever made. Check out this list: Top 10 Movies Filmed in Chicago #1 The Blues Brothers Nothing says Chicago...
Perfect First Date Ideas – Get Out of the Bar
Those words come across your screen, “Hey there, how would you like to meet up on Saturday?” Your heart pounds a little harder, your palms start sweating, and your mind races into a thousand different directions. After you come back down to the real world again and...
Top 3 Things To Do In Chicago During The Fall And Winter
Fall and winter are great times of the year in Chicago, whether you are a resident or a tourist planning a trip. Cooler weather in Fall is ideal in Chicago, not too hot or too cold, and less humid. Temperatures range from the 40s to around the mid-seventies, so its...
Top 5 Minor League Baseball Teams In And Around Chicago
Sure, Chicago has the Cubs and the Sox, but there are plenty of minor league teams spread out across the Chicagoland area. Going to see a minor league game is a cheap way to spend a summer day, and doesn’t involve the hassle of commuting downtown. Minor league...
Top 6 Things To Do In Chicago During Christmas
If anyone knows how to celebrate the holidays, it’s Midwesterners. More specifically, it’s Chicagoans. Every year during Chicago’s winter wonderland, visitors are drawn like magnets to the city’s festive energy. It seems everyone wants to visit...
Unique Things To Do In Chicago – Get Out There
Chicago has its very glamorous side that you seen strewn across the travel marketing ads, but it also has many attractions off of the beaten path. Spending your time immersed in some of the unique things to do in Chicago can really change your perspective on...
Best Chicago Tourist Attractions – Incredibly Popular For A Reason
Traveling to Chicago is quite an experience. Chicago tourist attractions are spread throughout the city, but many of the main ones are found right in the downtown area and along the waterfront. We may have lists already covering some of the best places to visit in all...
7 Ways You Didn’t Expect To Spend Valentines Day In Chicago
The traditional candle-lit dinner with chocolates, flowers and stuffed animals is cute and all– but elevate your Valentines Day this year. Don’t celebrate the same way adolescents are. Turn up the heat. Snag your significant other, your best friends or even go alone...
Chicago Photography Guide – Galleries / Shops / Classes
In this large city, there are plenty of opportunities for Chicago photography. You may be an enthusiast, professional, or maybe you just really enjoy looking at photographs. Keep in mind, there are a handful of great options for galleries, shops, and schools – but the...
Must See Chicago Summer Attractions for When You’re Short On Time
Taking a road trip to Chicago or just trying decide how to spend your lazy days of summer? Chicago is a popular place to visit when the weather gets warm, but whether you’re familiar with the area or are a first time visitor, be careful when driving into and around...
Top 3 Blues Bars In Chicago
Chicago is dubbed “Blues Capital of the World” and even has the largest in the world Blues festival held every summer for three days to back up its claim. There are many Chicago venues that keep this music genre alive. However, which ones have the best atmosphere,...
Top 5 Dinner Theaters In Chicago
Dinner and show has been a classic night out since the dawn of time, but the dinner theater has fallen out of favor in recent history. In the 1970s nearly 150 dinner theaters thrived and played host to a number of traveling theater troupes. By the 1980s most of those...
Chicago Trivia Nights & Locations – Your Guide to Trivia in Chicago
I have a soft spot for live trivia. It’s something that my brother and I try to do on a weekly basis- sometimes as teammates, sometimes foes to see who has to buy the round. With busy schedules, it doesn’t always line up on the same day every week. Fortunately, every...
Chicago Winter Activities – Skating, Skiing, Touring
The colder months can force a lot of us into hibernation mode. We no longer have outdoor farmers markets and the beaches, but that does not mean that we must remain indoors. Chicago winter activities are some of the most enjoyable ways to spend your time in...
The WingFest Winner Is In & It’s Not A Chicago Native
The search for the best chicken wing is a never ending journey for wing connoisseurs. Once you think, for that brief second, that you have found the best wings and your appetite is suddenly satisfied in each and every way you are wrong. With the sudden realization...
Easily The Best Performances of Pitchfork 2015
Chicago’s Union Park has hosted Pitchfork Media’s music festival for 10 years. Other than some stage banners and festival merchandise noting the anniversary, the festival operated just like it was any other year with a finely-curated selection of new buzz...
10 Grueling Chicago Food Challenges for the Brave
These Chicago food challenges are pretty intense. They evoke the feelings of excitement, jealousy, anxiousness, confidence, doubt, competitiveness. There is something uniquely satisfying about being able to finish a dish that was created with the notion in mind that...
Top 5 Chicago Summer Festivals
Chicago is one of the most amazing cities to visit during the summer months. The lakefront is a buzz with people, the streets are alive with activity, and there are some amazing festivals during the “season” that visitors and residents alike can enjoy. Top 5 Chicago...
Oktoberfest Chicago Area Activities – Prost!
The spirit of Oktoberfest can be summed up into a single word– Gemütlichkeit. It essentially means being in a place that makes you happy, relaxed, social, and feel accepted. This must be why Oktoberfest revolves around beer and friends. There is no shortage of...
Aerial Sightseeing Chicago – Hot Air Balloons & Helicopter Tours
Going above and beyond to see sights is not necessarily just a figure of speech. Actually lifting off of the ground to experience aerial sightseeing Chicago, whether that be via hot air balloon or a helicopter– it will put the scale of Chicago into an entirely new...
Get The Most Out Of A Chicago Christmas Season
Experiencing a Chicago Christmas season can almost be a surreal experience. The city is swept with Christmas decorations and the sounds of the holiday. Plus, a white Christmas is almost always guaranteed. The spirit of the season takes many forms in Chicago. There are...
Dog Friendly Chicago Establishments– Plan a Date with your Best Friend
There is no denying that Chicago is an almost continuous expansion of concrete. While you may have the ability of venturing wherever you please, your furry companion is much more limited. Rather than just taking them to visit the patch of astroturf a couple blocks...
Top 10 Chicago Events That Come With Spring
The winter months can often be pretty brutal in Chicago. Many days are spent hibernating rather than enjoying everything that the city has to offer. When April and May finally make their way around again, everyone is surprised that they did not freeze to death and...
10 Ultimate Chicago Food Tours – Bring Your Tastebuds
Chicago’s rich with diversity, from activities to people to food. That is why whether you are visiting or a native, a Chicago Food Tour is a phenomenal idea. Not only might you learn of a few new places to indulge in, but you are also able to taste food from many...
Great Lakes Tattoo – 1st Annual Walk-Up Classic Tattoo Convention
Great Lakes Tattoo is taking everything that they’ve come to not fancy about mainstream tattoo conventions and proceeding to do the opposite. GLT’s owner Nick Colella commented: “I feel that present-day tattooing and standardized tattoo conventions have gotten so far...
Chicago Haunted Houses – Are You Prepared?
Halloween is a time that many people look forward to each year. It is a reason to dress up in ridiculous costumes, get together with friends and enjoy themselves. For others, it is a time for family– and obtaining an absurd amount of candy in the traditional form of...