Jacki Hitchings
Shailesh Ingale
Things to Do in Chicago
Labor Day is the perfect time of year to visit Chicago and we want you to enjoy your down-time in a world class city. Here are some of our favorite things for you to do while we're preparing for our big day.
Chicago Architecture River Cruise
Hands down our favorite way to see Chicago-- 2 hours on the Chicago River learning about its amazing history via its architecture. Book tickets ahead of time.
Wrigley Field Tours
There's no question which side the Hitchings family supports in this cross-town rivalry. Book ahead of time to visit a baseball stadium over 100 years old and learn all about its history in defining the Lakeview neighborhood.
Bike the Drive
SUNDAY SEP 6 MORNING ONLY
Once a year the city of Chicago shuts down Lake Shore Drive and lets anyone ride their bike. The morning starts early but its a really unique way to see Chicago if you're willing to get up pretty early. Pre-registration is required, and of course, you'll need a bike.
Oz Park
Re-enact Jacki and Shailesh's first date with a walk, some tennis or a baseball game in a park located conveniently in the Lincoln Park neighborhood.
The park is themed after the Wizard of Oz with statues of different characters throughout the park.
https://www.chicagoparkdistrict.com/parks-facilities/oz-park
Lakefront Trail
An amazing place to go for a run or just an easy stroll.
Portillos
Chicago Street food.
Order one of many Chicago classics (Chicago hot dogs, italian beef, chocolate cake, yum).
Navy Pier Fireworks
A fun treat you can enjoy without leaving The Wade. At 10pm on Saturday night, you'll see a brilliant fireworks show over Navy Pier.
The Second City
Right in Jacki and Shailesh's backyard, Second City is the Mecca of Improv Comedy. Many names you've heard of have come through here -- Steve Carrell, Tina Fey, Steven Colbert, Bill Murray, Amy Poehler and Catherine O'Hara.
Buy your tickets ahead of time and catch a show.
Chicago History Museum
Another landmark in Jacki and Shailesh's backyard. Come learn about the history of Chicago, all the way from the founding of Fort Dearborn in 1803 to present day.
Chicago White Sox
Although the Cubs aren't in town, there's professional baseball on the South Side and the Minnesota Twins will be in town.
Northwestern Football
A truly unique college football experience. If you're willing to take a train up to Evanston, you can watch Northwestern play in their temporary football stadium right next to Lake Michigan.
Museum of Science and Industry
Located on the South Side, this is a fun way to unleash your inner nerd.
Navy Pier
Just steps away from The Wade, Navy Pier has a unique history as a World War II training center, a university, and now a tourism hub. There are numerous restaurants and activities - we recommend you walk to the end of the pier for a great view of the skyline.
Millennium Park
Built at the turn of the 21st century, Millennium Park features the Cloud Gate sculpture ("The Bean"), a performance stage, activities for young and old, and restaurants.
For Labor Day weekend, the Chicago Jazz Festival will be in town.
https://www.chicago.gov/city/en/depts/dca/supp_info/millennium_park.html
https://www.choosechicago.com/articles/festivals-special-events/chicago-jazz-festival/
Chicago Riverwalk
Inspired by San Antonio, Chicago has its own riverwalk with restaurants, bars and places to dock your boat.
https://www.chicago.gov/city/en/sites/chicagoriverwalk/home.html.html
Lincoln Park Zoo
Loccated in the heart of Lincoln Park and completely free.
Magnificent Mile
Located in the River North and Gold Coast areas, the Magnificent Mile is Chicago premier shopping area.
Art Institute
One of the premier art museums in the US. This place is massive.
Willis Tower / Skydeck
You've probably heard this building referred to as the Sears Tower. Back when retail ruled the world, Sears built this building and occupied the bottom 30 floors. For 25 years, it stood as the world's tallest building.
Today's you can still go to the top, and enjoy a 360-degree view of Chicagoland, Indiana, Wisconsin, Michigan and Lake Michigan. You can finish your visit by stepping out on the glass ledge and looking at the sidewalk below.
Shedd Aquarium
Chicago very own aquarium, the park outside also has incredible views of the skyline.
