30 Chicago Activities for the Last 30 Days of Summer

According to the Farmer’s Almanac, the Fall Equinox (the first day of fall) is September 22nd. While we hate to remind you that summer is coming to a close, there are still 30 wonderful days of summer left! With that in mind, we’ve gathered 30 of the best ways to spend your final 30 days of summer.

Be sure to let us know if there any Chicago summer staples that we missed!

1. Taste the Rainbow Cone.

Pure bliss awaits you at the historic Rainbow Cone ice cream shop. You have to try the “Original Rainbow Cone”, a true Chicago staple.


2. Take in some sun at the beach.

Luckily for Chicagoans, we have a number of tremendous beaches at our disposal. Be sure to take in what’s left of the summer sun at one of the local beaches.


3. Wine and dine at a rooftop bar.

When it comes to food and drinks, Chicagoans don’t mess around. Enjoy breathtaking views of the city while you eat and drink in style at any of the numerous rooftop bars in the Chicago area.


4. Attend a summer music festival.

Live music and summertime are synonymous.  Luckily for us, Chicago is a music hub! Throughout the summer there are numerous concerts and festivals taking place all throughout the city.  If you’d prefer the all out festival experience be sure to check out summer’s last stand, North Coast Music Festival.


5. Attend a street festival.

Summer may be on the way out, but there are still plenty of opportunities to check out some of the awesome street festivals the Chicago neighborhoods put on. Whether you prefer a food focus or an entertainment focus, Chicago has it all. Check out the Taste of Greektown or Chicago Dancing Festival.


6. Hang out in a beer garden.

Summer in Chicago is a wonderful time, and there’s no better place to spend it than at a beer garden.  The city has numerous offerings, truly something for every kind of beer connoisseur.  Check out Gene’s Sausage Shop & Delicatessen for all the beer and sausage you can handle.


7. Find a patio with BYOB.

There’s nothing better than actually being able to eat outside, thankfully Chicago has a huge amount of restaurants and bars with outdoor seating.  We recommend checking out local favorite Irazu in Bucktown, where you can BYOB and the food is delicious.


8. Watch a movie in Millennium Park.

This wonderful Chicago summer staple is on its way out, but you still have time to catch a movie or two in Millennium Park!  Check out their schedule here to make sure you don’t miss out on any upcoming movies and family fun.


9. Take a boat tour of Chicago.

There’s no better way to get a feel for the city than to tour it by boat.  That might not be completely true, but we love to be on the water any chance we get. Check out one of the many Chicago boat tours for a great Chicago experience.


10. Take a late night Chicago helicopter tour.

Now this is the way to take in the city! Imagine flying over all the wondrous locations in the city and having that bird’s eye view. Head here for details on this awesome experience.


11. Make the trip to Six Flags Great America.

For the thrill seekers out there, there’s nothing better in the summer time than roller coasters and water rides. Luckily for us Six Flags Great America is just an hour away, a perfect day trip out of the city.


12. Play volleyball on the beach.

As previously mentioned, Chicago has a bevy of local beaches. Get your game on and check out volleyball at local beaches like North Avenue Beach.


13. Check out a local farmer’s market.

One of the most helpful things you can do is support your local farmers! Thankfully summertime presents an awesome opportunity for all the local farmers to come out and give the public a chance to buy some fresh produce. Check out the Chicago farmers market schedule here.


14. Catch a baseball game.

No matter what side you pledge your allegiance to, there’s one thing you can’t argue about.  Chicago summertime and baseball go hand in hand. Check out the Cubbies on the North Side or head down to the South Side to catch a Sox game.


15. Watch a drive-in movie at Cascade. 

Looking for that nostalgia feel? Look no further than Cascade Drive-in! Enjoy movies like they used to back in the day, in your car with your loved ones. Just because this is an old school activity doesn’t mean the films are outdated! You can definitely catch the summer blockbusters here.


16. See the animals at the zoo.

There’s nothing better than being able to spend a sunny day among all the precious animals in the zoo. Whether it’s the Lincoln Park Zoo or the Brookfield Zoo, Chicago has options!


17. Bike Lake Shore Drive or the 606.

If exercise is your game or you simply just love riding your bike, you are in luck! Chicago has some tremendous opportunities for bike riding.  Whether it’s cruising along Lake Shore Drive or the newly opened 606, Chicago is a biker’s paradise.


18. Visit the Bean.

Sure it may be “touristy”, but a trip to see the Bean also means a trip to the Millennium Park area. Start your day off by checking out the Bean and then spend the rest of it hanging out in the park.  Sounds like a great late summer day to us.


19. Take a ride on the Navy Pier Centennial Wheel.

New for summer 2016 is the Centennial Wheel at Navy Pier! Navy Pier spent six months searching for the perfect wheel, so you know that this ride is going to be sweet.


20. Take a Segway tour of the city.

Take in the beauty of Chicago while putting in minimal effort. That sounds wonderful to us, and the Chicago Segway Tour certainly does not disappoint.  You’ll be surprised at how much you learn and see on these Segway tours!


21. Kayak the Chicago River.

Kayaking is tremendous exercise, but it is also an incredibly good time to share with your loved ones.  We can’t think of a better way to spend a sunny Chicago afternoon than kayaking down the Chicago River.  Check out Urban Kayaks for the chance to spend your day kayaking down the river.


22. Shop the Magnificent Mile.

You know Chicago, one of the best shopping towns in the world! There are endless amounts of stores along Chicago’s Magnificent Mile.  Everyone in your family is sure to find a store that they love on this magnificent stretch of shops.


23. Take a Chicago Pizza Tour.

Interested in enjoying some legendary Chicago but not sure which pizza place to choose? Don’t worry, Chicago Pizza Tours has you covered! With the tours offered, you’ll have the chance to check out four distinct pizzerias in four different neighborhoods. With this option, you’ll be a Chicago pizza expert in no time.


24. Do yoga in Millennium Park.

Yogis rejoice, yoga in Millennium Park is actually a thing!  Before the summer ends make sure you get to the park and get your sweat on.  Yoga isn’t all though – Tai Chi, Pilates, and Zumba are also offered throughout the summer. Click here for more information on the schedule.


25. Find a neighborhood pool.

Not every Chicagoan is lucky enough to have a rooftop pool, thankfully Chicago has us less fortunate covered. Head here to find the closest local pool so that you and your family can get your swim on.


26. Rent or charter a sailboat.

Craving a day on the boat but don’t have a boat? Us too. Thankfully for us, there are great companies out there like Chicago Sailboat Charters who allow us to live out those boating dreams.


27. Journey to Oak Park to see Frank Lloyd Wright’s home and studio.

Make a day trip out to Oak Park to check out the magnificent architectural style of the great Frank Lloyd Wright! Whether you prefer a guided interior tour or a full blown neighborhood tour, you definitely have options.  Head here to check out the tours available.


28. Visit the Chicago Botanic Garden.

Become one with nature when you spend the day at the Chicago Botanic Garden. Walk through the gardens or tour them by tram, the possibilities are endless at this Chicago staple.


29. Take in the Navy Pier fireworks.

Just because the 4th of July is long passed doesn’t mean the fireworks have to stop! Head to Navy Pier on Wednesday or Saturday to catch the fireworks while you ride the Centennial Wheel. Don’t sleep on this opportunity, the fireworks only go through Labor Day!


30. See the city from Skydeck Chicago.

Step outside the tallest building in the Western Hemisphere to get a better glimpse of this wonderful city. You’ll be 1,353 feet in the air, so you know the views are going to be absolutely spectacular. Head here for more information.

Written by @properties
@properties Christie’s International Real Estate is Chicagoland’s #1 brokerage. Through our affiliation with Christie’s International Real Estate, our network spans nearly 50 countries. No matter your real estate needs, we’ve got you covered.