THIS WEEKEND IN CHICAGO – Off to the Races & Celebrating a Holiday!

As we welcome in the month of May, this weekend we’ll be off to the races and celebrating a holiday, among other things!
Watch the most exciting two minutes in sports at:
Visit Time Out Market Chicago (916 W. Fulton Market) in the West Loop for a Kentucky Derby Watch Party this Saturday (4 p.m.-7 p.m.) at Tony’s Rooftop Bar. Don your finest derby outfit for a chance to win prizes while enjoying refreshing drinks, delicious food, giveaways, photo ops, and more as you cheer on your favorite horse. Also, don’t miss out on the signature Mint Juleps and Sazeracs featuring Whistlepig Bourbon and Rye.
It’s time to raise your glass and cheer on the horses at Derby Crawl this Saturday (1 p.m.-6 p.m.) at Moe’s Cantina (149 W. Kinzie St.) and other River North bar participants. A ticket includes admission, $12 in gift cards to use on the crawl, drink specials, and more. Plus, win free tickets to upcoming events for the Best Hat, Best Outfit, and Best Couples Outfit just for wearing your best derby attire. Enjoy a day of fun and festivities at Chicago’s #1 Kentucky Derby Party!
Of course, there are many other venues in Chicago hosting Kentucky Derby Parties as well!
Get ready for the biggest Cinco De Mayo holiday events, such as:
Join the Pilsen neighborhood for their Cinco De Mayo Saturday Tequila Crawl Party from 12 p.m. to 4 p.m. for the biggest non-stop fiesta bar crawl with amazing drinks and tons of fun offered by local restaurants and bars. A ticket gets you free entry to all participating bars; DJ’s spinning all day long; one free holiday drink at every bar; food and drink specials; and more!
Make your way over to Navy Pier (600 E. Grand Ave.) in the Streeterville neighborhood and enjoy a host of activities at Mexico Fest this Saturday (11 a.m.-7 p.m.) and Sunday (11 a.m.-6 p.m.). This fest features music and dance performances from Mexican artists; a one-of-a-kind mercadito with over 30 vendors selling handicrafts, clothing, hats, jewelry, dolls, blankets, bags, and more. And attendees can also participate in exciting free workshops to make their own Lele dolls.
Here’s a link for other Cinco de Mayo Celebrations taking place in Chicago and the Chicagoland area!
The Chicago Spring Market for Makers takes place this Saturday and Sunday (11 a.m.-5 p.m.) at Artifact Events (4325 N. Ravenswood Ave.) in the Lakeview neighborhood. Over 100 vendors will be on hand to show off their handmade home décor, art, clothing, jewelry, and more. In addition, every guest receives a tote bag, access to several photo backdrops, and a DIY Station where they can craft their own unique keepsake!
Returning for the spring season is the annual Lakefront Loop 5K this Sunday (7:30 a.m.) at Navy Pier (600 E. Grand Ave.) in the Streeterville neighborhood. This run is the only 5K completely contained on the Pier, using the Northwestern Medicine Wellness Way fitness trail that encircles the North and South Docks. Little ones can also participate in a Kids Dash. Plus, all participants will receive a T-shirt and complimentary post-race refreshments at the finish line!
Sue Moss and Dean’s Team Chicago



