Chicago Memorial Day Weekend - 10+ Fun Things to Do in May

By Katie Sagal
Published: July 18, 2024
Chicago Riverwalk Tour

Memorial Day weekend marks the unofficial start of summer for many - so why not take advantage of the celebratory weekend and head to Chicago? Make the most of your long weekend in Chicago and explore the marvels of one of America's greatest cities where there's plenty to see and do in May. If you’re looking for Chicago Memorial Day Weekend ideas, check out some of these local activities, events and fun things do in Chicago including...

  • Navy Pier Fireworks
  • Hop aboard a Lake Cruise
  • Bike a car-free Lakeshore Drive
  • Enjoy one of the many street festivals
  • and more...

Save on Attraction Admission

Regular admission to a number of these attractions are included on the Go Chicago pass. Choose as you go from dozens of Chicago attractions and activities and save up to 55% off combined admission vs paying at the gate. See all available passes and Chicago attractions – learn more. Please note, some of these special May and Memorial Day weekend events may be separately ticketed and not included on the Go Chicago pass.

Navy Pier Fireworks and Fun

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Head over to the kid-favorite Navy Pier and spend the day riding the world famous Ferris wheel, walking the promenades, marveling at gardens and attractions, and popping into the many shops and eateries.

Memorial Day Weekend marks the start of the pier's summer fireworks schedule, so be sure to stick around in the evening for the show!

Plus, there are plenty of other things you can enjoy in the area, from world-class theater at the Chicago Shakespeare Theater, to the delightful fun at the Chicago Children's Museum.

Getting In: Navy Pier Centennial Wheel tickets and Chicago Children's Museum tickets are included with the Go Chicago pass.

See the City From Above

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If you want to explore the city without the time commitment of an actual tour, try an aerial view. Head to to observation deck at the top of the John Hancock Building, 360 CHICAGO.

There, you'll get amazing, unbeatable views of the city below, stretching from the shores of Lake Michigan out into the urban expanses of the city itself.

As the name implies, you'll get panoramic views that stretch for miles on a clear day, so don't forget that camera!

It's also conveniently located on the Mag Mile, so it's super easy to build in a quick visit here as part of a larger itinerary.

Getting In: 360 CHICAGO tickets are included with the Go Chicago pass.

Hop Aboard a Cruise

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For more fun things to do on Memorial Day weekend, consider taking the popular Classic Lake Tour. You and your family will embark on a 45 minute maritime excursion out onto Lake Michigan as you marvel at the breathtaking Chicago skyline and landmarks.

Other popular cruises include the historic Tall Ship Windy vessel, and the unbeatable Architecture River Cruise. The latter is especially important in a place like Chicago, where architectural styles and influences play such an important role in the history and character of the city.

Getting In: Classic Lake Tour tickets, Tall Ship Windy tickets, and Architecture River Cruise tickets are included with the Go Chicago pass.

Connect with Nature

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For some extra excitement, head over to the Lincoln Park Zoo to marvel at some exotic creatures and ride the animal-inspired thrill rides!

Our favorite ride is the lovely animal carousel. Lincoln Park is also just a beautiful space in which to appreciate the bounties of nature, nestled in an urban setting.

If you like parks but don't want to make the trek up to Lincoln Park from a hotel in the Loop, visit the expansive Millennium Park and the beautiful Lurie Gardens.

Or, if the animal encounters are what you love the best (and you feel up for a bit of a drive), head down to the Brookfield Zoo!

Getting In: Brookfield Zoo tickets and Lincoln Park Zoo Rides tickets are included with the Go Chicago pass.

Bike the Drive

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This Memorial Day Weekend, take advantage of a rare chance to bike on a completely car-free Lakeshore Drive.

Or, pedal where you please throughout the extensive system of Lakefront trails, including into the marvelous open park spaces.

There are of course also other bike paths throughout the city, and Millennium Park in particular is a popular expanse around which to bike.

Didn't bring a bike with you? It's super easy to rent one! As a bonus, your rental comes with a bike map to help your plan your route if you're unfamiliar with the city.

Getting In: Chicago Bike rental by Bike and Roll are included with the Go Chicago pass.

Chicago Memorial Day Parade

By Photo by U.S. Army Public Affairs - Midwest / soldiersmediacenter (Memorial Day Observance in Chicago) [CC BY 2.0], via Wikimedia Commons

Visited annually by about 10,000 Chicagoans, the parade begins promptly at noon and commemorates veterans and active duty personnel.

It starts at the intersection of State and Lake Street and continues down State Street to Van Buren. It begins with a wreath-laying ceremony, if you want to make sure you get a spot at the beginning.

Getting In: The Chicago Memorial Day Parade is free and open to the public.

Hit Up the Beach

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Although "beach town" isn't the first label one puts to Chicago, there certainly are some wonderful beaches that dot the shores of Lake Michigan.

Memorial Day Weekend marks the official opening of the beaches in Chicago, so grab a towel and head out there!

Keep in mind that the water will still be chilly, though, so maybe just concentrate on hoping for a nice day with good bright sun (you might want to bring a frisbee).

Getting In: It's free to stroll and swim at Chicago beaches.

Visit a Conservatory

Enjoy some nature in an urban setting. Two of Chicago's most popular conservatories are the Garfield Park Conservatory and The Lincoln Park Conservatory. You can even "visit" tropical climates within different areas of the conservatories. This is the perfect way to step away from the crowds and take in some natural beauty. Getting In: the Garfield Park Conservatory and the Lincoln Park Conservatory are both free and open to the public.

Belmont-Sheffield Music Festival

Kicking off Chicago’s outdoor street fest, this music festival is located just steps from the Belmont Red Line ‘El’ stop.

The lineup gets better every year, featuring delightful cover bands and unique local music.

No tickets are required, but donations are strongly encouraged to benefit the Central Lakeview Merchants Association.

There are actually a bevy of festivals to choose from on Memorial Day Weekend in Chicago, from Irish-themed events to EDM concerts. Check out the events calendars for more ideas and ticketing info.

Getting In: The Belmont-Sheffield Music Festival is separately ticketed and is not included with the Go Chicago pass.

Shopping (& Window Shopping)

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Of course, Memorial Day Weekend wouldn't be the same without a bit of shopping.

It's often a time of year with the best sales and deals, and its a good chance to scope out stores you wouldn't normally spend time in.

Be sure to stroll down the Magnificent Mile for some exciting shopping opportunities that range from fast fashion to haute couture, or pop into Water Tower Place Mall for some more fun choices, including a LEGO® store!

Remember to Save on Attraction Admission

There you go - plenty of fun ideas for things to do in Chicago in May to help you plan your Memorial Day weekend itinerary. Remember, many of these great ideas are included on the Go Chicago pass, where you can save up to 55% on combined admission vs paying at the gate. We really hope you consider adding a few of these popular options to your upcoming plans. Enjoy!

Katie Sagal
Go City Travel Expert

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Visitors relaxing in front of the bean sculpture
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Top things to do in Chicago in April

Whilst still chilly, Chicago in April blooms both literally and metaphorically. Its parks are enlivened by the arrival of the first flowers of the spring and the start of the baseball season ensures there’s plenty to keep sports lovers entertained too. Brace yourself though, even its fans would describe Chicago weather in April as indecisive, shifting from days hot enough to swing by the city beaches to those that would drive even the hardiest of urban explorers to the warmth of exhibition spaces such as the Field Museum. On average, you’ll need to be prepared for temperatures ranging between 39 and 57°F. Bring a windcheater as the ‘windy city’ lives up to this moniker in April, although this does blow showers through quickly to leave 13 hours of sunshine a day. Chicago sunny day activities With the sun on your back Chicago in April is the ideal time to explore the city from the water. Although Lake Michigan – the USA’s largest lake – might be your first thought, cruising along the three branches of the Chicago River will reveal much of the city’s history, from the great fire of 1871 to the Willis (Sears) Tower, the tallest building in the world for 25 years and still the second-tallest in the western hemisphere. As a result, its 103 story Skydeck provides unrivalled views, especially from its protruding glass boxes together known as The Ledge. Rated as one of the most walkable cities in America, the architectural landmarks of the city are also eminently explorable by bike. Take advantage of half-day (four hour) bike rental and you can cover much more ground than would ever be possible on foot, with dedicated cycling tracks linking up many of the attractions lining the shoreline, including the Centennial Wheel and other rides at Navy Pier and 31st Street Beach. Grant Park, and its western extension Millennium Park, are also popular spots on warmer days. Often called ‘Chicago’s front yard’ and renamed in honor of President Ulysses S Grant, this 320 acre urban oasis includes several major attractions. Tulips and other bulbs are a major April draw, alongside year-round works of public art including a memorial to Abraham Lincoln, who served Illinois in the House of Representatives before becoming president. Rainy day activities in Chicago Wondering what to do in Chicago in April if the weather isn’t playing ball? Thankfully, Chicago in April has plenty of covered attractions to look out for without having to resort to second best. Occupying an entire city block within Grant Park is the Art Institute of Chicago. Fronted by majestic bronze lions, it is one of the oldest purpose-built museums in the world, having been established in 1879. Amongst no fewer than 300,000 artworks are some of the US’s most important works, including American Gothic by Grant Wood and Edward Hopper’s Nighthawks. Equally grand in outlook is the lakefront’s Shedd Aquarium. Not just for kids, this gateway to the world’s waterways comprises sections recreating the globe’s most important ecosystems, from coral reefs to the poles. Containing 5 million gallons of water, it’s home to around 32,000 individual animals, of which crowd pleasers include the Beluga whales and bonnethead sharks. Only in town for a couple of months, from March through May, the FRIENDS Experience – or ‘The One in Chicago’ – brings the world of Central Perk to The Shops at Northbridge shopping mall on North Michigan Avenue. Twelve rooms from the sitcom are brought to life, alongside memorabilia such as Monica’s purple door, and even a display of Rachel’s changing haircuts – yes, really! One off events in Chicago in April If you thought the city’s culinary scene began and ended with Chicago-style pizza, think again during Restaurant Week – which now lasts for a gut-busting 17 days straight. Participating restaurants put on special fixed-price menus, with multi-course meals available for as little as $40 for a dinner reservation in some of the city’s top picks. For something a little different, why not time your vacation in Chicago to coincide with International Tom Hanks Day? It may have started as a prank in 2004, but today the Saturday closest to April 1 has movie fans meet up to watch the great man’s back catalogue and buy raffle tickets in the hope of winning signed memorabilia, with all the proceeds going to charity. Alternatively, you could book your place at the Chicago Latin Film Festival (CLFF) to participate in deciding who takes home the Audience Choice Award. Each edition screens around 100 movies, with the festival’s emphasis placed on the artistic and educational rather than box office potential, meaning you’ll see movies here you might see nowhere else. Best of the rest Home to Major League Baseball teams the Chicago Cubs and White Sox, visit Chicago in April and you’ll see the crowds returning to Wrigley Field on the northern side of the city and Guaranteed Rate Field on the southern side of the city, providing two opportunities for visitors to take in the vibrancy of America’s national pastime. Author – and Nobel Prize for Literature winner – Ernest Hemingway was a huge fan. Born in Oak Park, now a central park of the city, in 1899 his attractive birthplace is now a museum dedicated to his life and works, with the house set up as Hemingway would have known it during his childhood. The nearby American Writers Museum celebrates the written word in all its forms and genres, and manages to achieve the near impossible in discussing the important role of writers in the history and culture of the entire country through a range of interactive exhibits. Save on attraction admission in Chicago in April With so many things to do in Chicago in April costs can soon rack up. However, it’s simple to take control of your vacation budget and save whilst you’re doing it by opting to travel with Go City. Our passes give incredible saving rates on admission to many of the top attractions in the city, ensuring you can have the vacation of your dreams without the bank statements of your nightmares! Take a look at how former Go City users have fared by checking out @GoCity on Instagram and Facebook, where you can also join in the conversation by adding your own vacation snaps. Don’t forget to smile!
Ian Packham
The Chicago skyline from the shores of Lake Michigan
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Chicago in January: what to see and do during winter in the Windy City

January in Chicago might come with icy temperatures, but it also brings fewer crowds, better-value accommodation and a packed calendar of indoor attractions. From world-class museums and aquariums to skyline views and wintery park strolls, the Windy City proves it doesn’t hibernate. Here’s how to make the most of Chicago in January, without letting the cold slow you down.
Ian Packham
A traditional Chinese lion dance
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Visiting Chicago in February

Sun worshippers look away now. February in Chicago lies in the depths of the Illinois winter. But beyond the building snow and icy temperatures you’ll find Chicago in February remains a top pick for a vacation. How can this be? To begin with, the windy city has plenty of indoor attractions to keep you entertained. However, there’s lots to lure you outside too, from public ice skating rinks to Chinese New Year and Valentine’s Day celebrations. We start though with the all-important weather, so you know exactly what to expect. Chicago weather in February Those movie and TV scenes of people wrapped up like the Michelin man in the Chicago winter are no exaggeration. You’ll want to pack your winterproof clothing, and shouldn’t leave home without a pair of gloves, scarf and wooly hat either. Daytime temperatures average a frosty 34°F and can drop as low as 17°F overnight. At the same time, there’s only around 1.5 inches of rain, spread across seven non-consecutive days. Roughly half the month sees clear skies and sun, making it feel much warmer than the temperature would otherwise suggest. Get all loved up If there’s one day in the calendar sure to raise the temperature it’s Valentine’s Day. Home of the 1929 Saint Valentine’s Day Massacre ordered by Al Capone – the site on North Clark Street is now the parking lot for a nursing home – takes nothing from the annual indulgence of heart-shaped chocolate boxes or the dozens upon dozens of red roses which must be purchased. Reservations at the city’s best restaurants get booked up quickly, so if it’s a candle-lit dinner you’re after make sure to stay ahead of the curve and call in your own booking ahead of time. The same rule applies for anyone who fancies treating their better half to a night at the Chicago Theater. A behind-the-scenes Marquee Tour at the same venue will come a close second, especially during February’s Theater Week. Elsewhere, there’s the chance to snuggle up in one of the glass-bottomed gondolas of the Centennial Wheel, one of several rides at Navy Pier now running throughout February. It’s even possible to make it extra special by reserving one of the VIP gondolas for you and up to three others. Embrace the cold for these epic attractions Long after the outdoor rinks in most other cities have melted away for the year, Chicagoans are still able to enjoy the sensation of gliding across the ice (and the glee of watching others fall over) right through February. Millennium Park’s McCormick Tribune Ice Rink has the finer location, right in front of Cloud Gate, the gleaming ‘bean’ sculpture which rapidly became a symbol of the city after its installation in 2006. But Maggie Daley Park’s Skating Ribbon offers the more unusual experience as it winds through the green space. Whilst many of the parks in Chicago in February are looking a little sorry for themselves, this isn’t the case with Garfield Park Conservatory west of downtown. Having one of the USA’s greatest areas under glass, there’s no shortage of color or tropical warmth amongst the plants of the so-called new conservatory – completed in 1907 – including those of the Palm Room and Fern Room. For sumptuous food without a booking head to Chinatown, which comes alive with the sound of drumming and sight of traditional lion dances during the annual Chinese New Year parade. Indoor attractions you won’t want to miss Visiting Chicago in February doesn’t have to be about wooly hats and insulated jackets though, and you could easily pass several days wandering through the vast collections of the city’s world-class museums. For insight into how the city developed, including after the horror of the Great Fire of 1871, there’s nowhere better to head than Chicago History Museum. Its vast collections include objects from the first street car of Chicago’s L system, to Abraham Lincoln’s deathbed and the table at which the American Civil War was ended. It occupies a fine example of the Federal style of architecture which flourished in the early United States and is one of several styles that can be found in the city. No wonder then that Chicago was chosen as the home of Frank Lloyd Wright, one of the twentieth century’s most important building designers. His home and studio of ten years has been restored to echo how it would have looked in 1909, complete with Egyptian motif children’s playroom and open-plan studio where the great man brought to life 125 much-celebrated structures. These include Chicago’s Robie House, one of just a handful open to the public anywhere in the world. Cheer on a local team Rich in sporting heritage, Chicago is also a great destination for sports fans. Mid-February sees the city host basketball’s NBA All-Stars event, bringing some of the best players of the moment to venues across Chicago including Navy Pier. Meanwhile the United Center Arena – shared with the Chicago Bulls – is home to the Blackhawks, one of the six original National Hockey League teams. The atmosphere that develops inside during a match is something no behold, with games taking place throughout February. You might also like to pay a visit to Chicago’s 23,000 foot Sports Museum. Located inside the Magnificent Mile’s Water Tower Place mall, it not only includes artifacts relating to the city’s sporting history but several interactive skill challenges too. Getting the best out of Chicago in February Whether it’s participating in the city’s sporting life, admiring its art or simply spending some time with a loved one, there are so many things to do in Chicago in February you won’t know where to begin! We’d suggest your first port of call is Go City. Travel with us to Chicago in February and you can explore the very best the city has to offer without breaking the bank. Our passes provide incredible savings on admission to many of Chicago’s top attractions so that the only thing you have to worry about is cramming it all in!
Ian Packham

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