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RideGuru City Spotlight of the Week:


"She is novelty; for she is never the Chicago you saw when you passed through the last time." - Mark Twain

Chicago is the land of food, architecture, and as locals are proud to announce “summering” (yes, Chicagoans love their summer’s so much they have turned “summer” into a verb to live by). Chicago is a vibrant city full of an array of both fast paced and leisure activities. Enjoy a day viewing public art displays, wandering the many parks, shopping, dining, listening to Chicago’s famous live blues and jazz musicians, or simply taking in the astounding architecture of the city. Its picturesque skyline sits directly on the waters of Lake Michigan, offering beach lovers an ideal retreat. Foodies will find comfort in Chicago’s deep dish pizzas, piled high hot dogs, or Italian beef sandwiches and history buffs will find their fix at Chicago's many fabulous museums. As the third largest US city, sprawling 234 square miles, Chicago is one of those cities that always has something new to offer even to the most veteran of travelers!

Hear from a Chicago Rideshare Driver!

Top Places to Eat in Chicago: Easy! My favorites are definitely Italian Beef at Serellis! Or Chicago Style Hot Dog at Jimmy’s Red Hot!

Chicago's Hidden Gem: Margies Candies for ice cream sundaes! They will change your world!

Best Professional Chicago Sport Team to Watch Live: Chicago Cubs. Especially this season!

Eliza is an Uber driver in the city of Chicago. In her off hours she can be found helping the youth of chi-town.

RideGuru's Top Spot 

While any city guide can easily name hundreds of locations and activities that you must visit while in Chicago, we do not want to overwhelm you. Instead we thought long and hard and picked our number 1 must do while in Chicago and the honor goes to Millennium Park!




Millennium Park is full of fantastic art (check out "the bean" above!), gardens, free concerts, fountains, and so much more. This park is truly a marvel. Tourists and natives alike have been known to spend whole days simply exploring the grounds and enjoying the abundance of free entertainment. Millennium park is equally exciting for kids as well. Equipped with brand new jungle gyms that even adults love to play on, climbing walls, and mini golf, any kid would be in heaven spending a day at Millennium Park. If you find yourself in Chicago in the summer, end your day playing in the Crown Fountain, a fountain that displays the faces of various Chicagoans in a fun and unique way. If you are visiting in the winter, check out the McCormick Tribune Plaza's free ice rink! For dinner check out Park Grill or for something less formal head over to one of the many food carts stationed throughout and around the park. 

Did You Know?

Chicago River is the only river in the world that flows backward.

At 23.5 miles, Chicago’s Western Avenue is the world's longest continous street!

The Ferris Wheel was invented in Chicago in 1893. While in Chicago check out the iconic Centennial Wheel on Navy Pier!

The Original Playboy Mansion was in Chicago.

The longest MLB game to ever be played was at Comiskey Park in Chicago in 1984. The game went on for 25 innings!

Four states are visible from the top of the Willis/Sears Tower (Indiana, Illinois, Michigan, and Wisconsin).