Looking for the best things to do for Mother’s Day in Chicago? From scenic brunch cruises and upscale Mother’s Day brunches to live music, unique shopping, and family‑friendly outings, Chicago offers countless ways to celebrate Mom in a meaningful way. Whether you’re planning a memorable Mother’s Day brunch in Chicago, a relaxing day outside the city, or a one‑of‑a‑kind experience she’ll treasure, these top Mother’s Day activities in Chicago make it easy to plan a celebration that fits her style.

City Cruises | Chicago, IL

City Cruises offers a delightful selection of Mother’s Day cruises in Chicago, perfect for celebrating the special women in your life. These cruises feature chef-prepared brunches and dinners, bottomless mimosas, and live entertainment. Guests can enjoy stunning views of the city’s architecture and skyline from both the Chicago River and Lake Michigan. Whether you prefer a leisurely afternoon brunch or an elegant evening dinner, each cruise promises a unique and festive way to celebrate Mother’s Day in the Windy City. Reservations can be made by clicking here.

One of a Kind Spring Show | Chicago, IL

Find the perfect Mother’s Day gift at the One of a Kind Spring Show, returning to THE MART from April 24 to 26. This curated, three-day shopping experience features more than 350 jury-selected artists, including 150+ new exhibitors, offering truly one-of-a-kind finds across jewelry, fashion, home décor, and more. Guests can shop directly from the makers while enjoying live music, artist demonstrations, a gourmet market, and nightly ART on THE MART projections. Tickets start at $15 and are valid for all three days.

Sonny Acres Farm | West Chicago, IL

Spend a festive, family-friendly day celebrating Mom at Sonny Acres Farm’s Something for Mom Market on Saturday, May 9 from 10 AM to 6 PM. Guests can browse the Garden Center for plants, hanging baskets, and gardening essentials, take advantage of a buy one, get one half-off hanging basket special, and explore the General Store and Sweet Shop for seasonal décor and locally made treats. With outdoor activities, food, and a welcoming farm setting, it’s the perfect way to celebrate Mother’s Day weekend.

Lincolnshire Marriott Resort | Lincolnshire, IL

Celebrate that special woman in your life with a standout suburban escape at Lincolnshire Marriott Resort’s lavish Mother’s Day Brunch, perfect for those looking to skip the city crowds without sacrificing a memorable experience. Their Grand Ballroom brunch will feature an expansive spread featuring carving stations and fresh seafood to made-to-order favorites and decadent desserts, plus champagne and bottomless mimosas, making it a festive and easy way to celebrate close to home. Seating times are at 10AM, 10:30AM, 11AM, 1PM, 1:30PM and 2PM. Make Reservations By Clicking here or by calling (847) 634-0100. Adults $69, Children 12 and under $24.

Grill on 21 | Chicago, IL

Celebrate Mother’s Day at Grill on 21 with an elevated buffet experience from 12 PM to 8 PM. Guests can enjoy a wide variety of chef-driven stations, including a carving station with Prime Rib and Pork Tenderloin, a fresh raw bar, seafood favorites like Crab Cakes and Shrimp DeJonghe, and a grill station featuring Skirt Steak and Chicken Piccata, along with seasonal sides and salads. Live music from 2 PM to 7 PM adds to the experience, with omelettes available upon request until 2 PM. Reservations can be made via OpenTable.

Still finalizing your Mother’s Day plans in Chicago? While these favorites aren’t offering special Mother’s Day menus, they’re consistently excellent options for securing a reservation and enjoying a standout meal with Mom. AIRE Rooftop, La Bella Trattoria, Roanoke Restaurant, Hearth Lounge at Hyatt Lodge, Jibaritos Chicago, and Steak 48 deliver exceptional food, inviting atmospheres, and reliable service – ideal for a relaxed yet memorable Mother’s Day celebration.