Weddings are wonderful because you get to celebrate your love with your favorite people, and what better way to thank your favorite people for celebrating you by providing them with a little extra fun? We have seen that many of our couples want to provide a little entertainment for their wedding day

Libby Rule - Live Wedding Painter

Libby Rule truly has some of the best paintings we have seen and her personality is so sweet and fun! She is a full-time live wedding painter and runs the show solo - with the help of her cat, Pancake. When you're booking a live painter, you're vetting an artist. You're looking for someone who is going to care a lot about your story and you, and who has the technical art skills to make the moment you want to capture come to life! Libby strives to represent a realistic look at the couple and also be someone that who is more than happy to chit chat with your guests (and sometimes let them paint)! We absolutely working with her and love following her journey on TikTok too. She isn’t based in Chicago, but she travels for many of her weddings and we highly recommend having you bring her here to capture your day in such a unique way!

2. AJ Sacco - Magician

AJ is the PERFECT person to add to your vendor team to really get your guests excited during your wedding. We know the perfect recipe for your guests to have a good time is to have a wandering magician to do tricks at your cocktail tables while your guests are having drinks - we’ve seen the magic (literally) it brings and everyone LOVES it! Having short tricks up his sleeve (also maybe literally!) is guaranteed to get your guests hyped for cocktail hour and the reception to come! It’s so much fun to have something a little different at your wedding to really make it unique to you and AJ is the perfect vendor for really wowing your guests so they continue to talk about your wedding for years to come! When we have AJ at our weddings, he and his work really is one of the things that we hear guests rave about. If you’re thinking about having some extra fun for your wedding, getting a magician is the way to go!

3. Windy City Wedding Dance - Dance Lessons

We have seen plenty of first dances with a simple sway back and forth, but some of the really fun dances are the ones that you can tell the couple got comfortable with some dance lessons. We hear your guests rave about first dances that have some fun moves, so we definitely know it is something that really enhances your guest experience to watch you dance! Oftentimes, when we note how beautiful a first dance was, it’s because the couple had lessons with Windy City Wedding Dance! Windy City Wedding dance are not only dance teachers, but also professional performers that compete all over the world. Their wedding dance experts are committed to servicing the clients’ requests, keeping up with the latest dance trends, and making sure the couple has everything they need for success. Windy City Wedding Dance has expanded in the last 3 years to teach small, short lessons at events, corporations, expos, and other events on top of weddings. Their main location is 410 S Michigan Ave in the Fine Arts Building in downtown Chicago. They also have satellite locations in Schaumburg, Naperville, and Oakbrook. If you’re looking to spice up your first dance even a little to really have an impact on your wedding guests, make sure to check out Windy City Wedding Dance!

4. The Chicago Wedding Painter, John - Live Wedding Painter

We have worked with John before and he really knows how to provide an amazing piece of art and entertainment for your guests for your wedding! John is really easy to work with and comfortable in live painting. His fine art, realistic style is sure to really get your guests engaged at your wedding and really excited to see the final product. Even with how incredible his work is onsite the night of the wedding, when he brings his paintings back to the studio for touchups it shines even brighter than before. We highly recommend you consider checking out John and his work if you’re interested in a live painter for your wedding day!

5. Fotio - Photo Booth

Fotio has a perfect quality for their photos that we absolutely adore! They are super easy to work with and provide you with exactly what you need. Their signature black and white photos are classy and we think if you’re looking for a photo booth that isn’t tacky. You can skip the props or add them on, and you get the photos digitally right when you take them and the full album after the wedding to see everyone else’s too! A photo booth doesn’t need to take up a lot of space to really make an impact for your wedding day and Fotio is perfect at packing a punch for your wedding.

6. Kraneil Fine Art - Live Wedding Painter

Komal at Kraneil Fine Art does a beautiful job with her paintings! She is very easy to work with and we definitely enjoy her company. She offers live wedding painting but also does guest portraits for your guests to get a quick, live painting of themselves to take home as favors too if you’re looking for something a little extra special for your guests! Her typical, colorful, impressionistic, pastel painting style really is a signature in her work and for those who enjoy that brighter style of painting it is sure to really be a treat for you to take home! We definitely recommend checking her out.

We obviously have a bias for live wedding painters - it is truly one of the coolest things for your guests to see at a wedding, and it produces a lovely pieces of art that you can keep for yourselves to commemorate such a wonderful time at your wedding! We know that adding something a little extra for your guests is a fantastic way to really get them excited and help them feel extra special while celebrating you. If you need any additional recommendations for fun things to add to your wedding day to entertain your guests and give them a good time, reach out to us at our contact page and we are happy to provide further recommendations or ideas that are sure to get your guests hyped for your wedding!