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Say So Long to Summer in the Windy City
Food + Drink • Explore • Things to Do • Chicago

Say So Long to Summer in the Windy City

August always signals the unofficial wind down of summer but that doesn’t mean there’s a shortage of things to do in the great Windy City. If you’re looking for one last hurrah of the season, Chicago is the perfect destination. Embrace the last days of summer and immerse yourself in the city’s culture, nature and events. From Lake Michigan to music festivals to sporting events, there’s something for everyone.

Family Fun at Navy Pier

You won’t want to miss an opportunity to ride the infamous Centennial Wheel that soars nearly 200 feet at Navy Pier overlooking Chicago and Lake Michigan. Enjoy various other rides, food and shows throughout August including fireworks every Wednesday and Saturday evening. It’s summer fun the whole family will enjoy.

A Boat On The Water With A Ferris Wheel In The Background


Explore Millennium Park

During August there are numerous free concerts, film screenings and cultural events happening at Millennium Park. While you’re there you’ll want to be sure to snap a selfie in front of the iconic Cloud Gate sculpture aka The “Bean”. If you just want a spot to relax, layout a blanket on the lawn and relish in the summer sun. 

A Group Of People Walking Around A City


Root for the Cubbies

 A trip to Wrigley Field is a must if you’re a baseball fan…or even if you’re not. The energy and excitement at a Cubs game is unmatched, so hop on the CTA and head north to the friendly confines to “root, root, root for the Cubbies!” After the game there is no shortage of restaurants and bars to continue the celebration. 

A Statue Of A Man Holding A Baseball Bat



If you're a music fanatic, the iconic Lollapalooza takes place in Grant Park in early August. With a top-tier line-up each year, it's a show that will keep you dancing, signing and reliving after it ends. Looking for an aerial experience instead? The Chicago Air and Water Show takes place mid-August where you can catch stunning displays by the U.S. Navy Blue Angels and other pilots performing over Lake Michigan. 

A Group Of Blue And White Jets Flying In The Sky


Where to Stay

Centrally located in the heart of the city, Loews Chicago Hotel is the perfect home base while you explore. Walking distance to Navy Pier, Ohio Street Beach, Millennium Park, Michigan Ave and more you’re sure to catch all the sights. Hop on the CTA, a 10 minute walk from the hotel, and explore the various neighborhoods including Wrigleyville, home of the Chicago Cubs. This year, guests of the hotel can indulge in the Summerfest by Loews program:

  • Sip the Summerfest Spritz on the hotel rooftop, Streeterville Social
  • See the city with the Summerfest Cultural Safari
  • Swim in the 75 foot indoor pool and enjoy an exclusive discount for swimwear with LIVELY

With all of these options, Chicago makes for the perfect send off celebration destination to summer.