Guide to Summer in Chicago

Summer in Chicago has a unique energy, unlike anywhere else. Since winters are long and can be unforgiving, Chicagoans make the most of the season, enjoying everything from rooftop brunches to days at the beach. Even when the heat is stifling and the humidity is high, rooftop terraces fill up and the beach buzzes with activity. Whether you’re a resident or just visiting for a few days, here is our guide to summer in Chicago—from where to eat to how to escape the heat when it becomes unbearable. Grab your sandals, and let’s go!

Breakfast at Lucy’s Cafe in Roscoe Village

We love a good neighborhood breakfast spot, and Lucy’s Cafe in Roscoe Village is the perfect place. Located on the lively main stretch of Roscoe Street, Lucy’s is a family-run restaurant serving breakfast and lunch from Wednesday through Sunday. It’s a great choice for everyone, offering classic dishes alongside a wide range of vegetarian, vegan, and gluten-free options. Their pancakes are spectacular, as are the savory dishes—such as the "Southwest Skillet" or the pesto and goat cheese omelet.

Lunch at City Winery on the Riverwalk

The Riverwalk has become one of Chicago's urban gems. City Winery, located right on the Riverwalk, is a fantastic spot for a bite to eat, especially at lunchtime. It offers an exceptional experience on its terrace, featuring ample seating and magnificent city views. Enjoy wine by the glass or bottle, paired with a menu that includes shareable plates, charcuterie and cheese boards, paninis, flatbreads, and more. We love ordering a few spreads to share, along with a flatbread!

Afternoon Tea at LondonHouse

Escape the heat and enjoy afternoon tea at LondonHouse. Their summer menu features sweet and savory bites, a variety of teas, and a fantastic selection of wines for those who embrace the philosophy of enjoying rosé at any time. The "In the Basket" experience includes beautifully presented sweet and savory treats, such as scones, French macarons, fine pastries, tea sandwiches, tarts, and more. Savor a cup of Earl Grey tea or a glass of Whispering Angel while taking in unparalleled views of the Chicago River in a comfortable, sophisticated setting. It is a delightful way to spend the afternoon.

Dinner at Erie Cafe

Those seeking the classic Chicago steakhouse experience need look no further than Erie Cafe. Tucked away in a secluded spot along the Chicago River, Erie Cafe offers the traditional white-tablecloth atmosphere one expects, along with a spectacular terrace. Serving the River North area since 1994, the establishment features a classic steakhouse menu that includes prime cuts of meat, chops, and seafood. To start, order the Caprese salad or the grilled calamari to share. Don't forget to order a portion of the restaurant's signature Cottage Fries; they are a true delight. The Chicken Parmesan is simply a masterpiece, and the tiramisu with berry sauce provides the perfect finishing touch.

Cocktails at Three Dots & A Dash

Tucked away in an alley in the heart of River North, Three Dots & A Dash has long been Chicago’s quintessential tiki bar. Thanks to a recently revamped menu, if it’s been a while since your last visit—or if you’ve never been—now is the perfect time to go. Upon arriving at Three Dots, you have two choices: sit in the main lounge or visit The Bamboo Room. Located just off the main area, The Bamboo Room serves cocktails crafted with premium spirits, offering a more traditional tiki experience where the liquor takes center stage. As their website puts it: "The Bamboo Room is an ode to rum and *rhum agricole*." Don’t miss the "Clairvoyant Missionary"—a deceptive cocktail that looks clear but boasts a silky texture. While The Bamboo Room is a fantastic spot for a pre-dinner drink or a nightcap, the main lounge’s offerings shouldn't be overlooked either. The "Saturn" breaks away from predictable rum cocktails by using gin combined with passion fruit, lemon, and almond syrup (orgeat), resulting in a mouthfeel that is creamy yet light. In short: it tastes like a vacation in a glass.

Visit the Art Institute of Chicago

On days of sweltering heat, spend a few hours enjoying art and history at the Art Institute of Chicago. Wander through its prestigious modern art wing, view ancient artifacts, marvel at Renaissance art, and admire the second-largest Impressionist collection in the world. The museum houses an exceptional collection of Impressionist paintings, featuring works by Monet, Manet, Degas, and Renoir, among others. It offers a rotating schedule of temporary exhibitions, such as the current showcase of drawings by Willem de Kooning and a unique exhibition of Raqib Shaw’s *Paradise Lost*, which brings together all four chapters of the work for the first time. Plus, if you decide to spend the whole day there, you’ll find a restaurant with counter service where you can grab a delicious bite—the sweet potato fries are a must-try! Illinois residents looking to save some money can visit the museum on Thursday evenings starting at 5:00 PM to enjoy free admission during the summer.

Enjoy a movie or concert at Millennium Park

Millennium Park is the perfect place to be in Chicago during the summer. Enjoy free movies or concerts through August, all with spectacular city views. Movie screenings take place every Tuesday, while the Summer Music Series is held on select Mondays and Thursdays. Arrive early to snag a seat in the pavilion, or bring a blanket and a picnic basket with snacks to relax on the lawn. Some of the movies showing this summer include *Hamilton*, *The Lord of the Rings: The Fellowship of the Ring*, and *The Devil Wears Prada*.

Enjoy the water—whether on it, in it, or along the shore.

Chicago is famous for its extraordinary lakefront. Locals cherish memories of beach days spent during their childhood summer vacations. The city's shoreline features numerous beaches that vary in size and scenery: some are traditional sandy spots, others boast grassy parks, and some have areas where concrete paths or steps lead right down to the water's edge. Ohio Street Beach is a smaller, quieter option located near Navy Pier. 12th Street Beach, on Northerly Island, is a beautiful spot slightly further south that doesn't draw the same crowds as famous beaches like North Avenue and Oak Street Beach. Montrose and Loyola beaches are great choices on the city's North Side. If you’re willing to venture a bit further, Rogers Park offers a magnificent shoreline with parks and beaches to explore. Insider tip: the South Side beaches offer unparalleled views of the city skyline.One of the highlights of North Avenue Beach is The Oasis at Shore Club. This waterfront restaurant features a sandy area equipped with lounge chairs and cabanas available for rent, allowing you to enjoy a comfortable beach day with the added convenience of an on-site restaurant. The atmosphere becomes more festive on weekends and weeknights; however, if you are looking for a casual, relatively laid-back spot to hang out with good food and a wide range of drinks—from coffee and fresh coconuts to margarita towers—you’ll love it! A quick tip: check the fine print on your reservation before confirming, as certain days and times require a minimum spend for bottle service. Visiting during the day early in the week offers a more relaxed vibe without that minimum spend requirement (though it’s always best to verify before booking!).

Finally, for those wanting to get out on the water, there are endless options. From formal cruises and architecture tours to electric boats and kayaks, there are dozens of ways to enjoy Lake Michigan and the Chicago River. Boats depart from various locations across the city, including the Riverwalk and Navy Pier. Explore the choices and pick the one that best suits what you’re looking for.