Page 3 - Best Activities in Central Chicago

Local Recommendations from our My Guide Chicago team

Book Top Experiences and Tours in Chicago:

If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!

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Chicago: Private Helicopter Tour of Chicago Skyline

11 Reviews

Chicago: Private Helicopter Tour of Chicago Skyline

Join this daytime helicopter tour over Chicago and enjoy views of the city's famed architecture. Choose between 10 and 20-minute flight options and gaze at sights like Willis Tower and Wrigley Field.

$187.50

From

Chicago: Luxury Private Flying Dress Photoshoot 2 Locations

1 Reviews

Chicago: Luxury Private Flying Dress Photoshoot 2 Locations

Make your time in Chicago into a piece of art with this private photoshoot that includes the rental of a stunning flying dress. Share your glamorous moment with ease with 25 digital photos.

$315.00

~~From $350.00~~

Chicago: Field Museum of Natural History Ticket or VIP Tour

403 Reviews

Chicago: Field Museum of Natural History Ticket or VIP Tour

Explore the world of dinosaurs, ancient Egypt, glittering gemstones, and prehistoric North America at the Field Museum of Natural History.

$27.00

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Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

6 Reviews

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

Travel back in time to the 1920s, when Chicago was a Prohibition Era hub for lively speakeasies. Your guide, a young, local historian, will lead you through secret entrances to speakeasies once frequented by bank robbers and Chicago gangsters.

$950.00

From

Loop Architecture tour in Chicago

1 Reviews

Loop Architecture tour in Chicago

Join us on this unforgettable journey through Chicago’s architectural gems in the heart of the Loop.

$622.19

From

Love is in the Windy City – Chicago Walking Tour

"Explore Chicago’s heart from Millennium Park’s Crown Fountain to Navy Pier, including iconic Cloud Gate and the innovative DuSable Bridge, in a journey through the city’s landmarks."

$614.27

From

Chicago: Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

168 Reviews

Chicago: Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

Dine aboard the Odyssey, a boat designed for the ultimate viewing of Chicago's sights, on this city cruise. Savor a delicious gourmet 3-course lunch or dinner at your private table.

$71.66

From

Best Seller

Chicago: Mob and Crime Bus Tour

619 Reviews

Chicago: Mob and Crime Bus Tour

Experience the dark side of the Windy City on a Crime and Mob Bus Tour that introduces you to Chicago’s history of crime. Escape into the city's underworld and learn about characters like Al Capone and John Dillinger.

$49.00

From

From Boston: 4-Day US East Coast Tour with Accomodation

Embark on a 4-day tour from Boston to Niagara Falls, Philadelphia, NYC, and Washington DC. See highlights of the East Coast including the Statue of Liberty, US Congress, and the famous Niagara Falls.

$698.00

From

Chicago's Architecture: A Self-Guided Audio Walking Tour

Be blown away by the design stories that lie beneath the Windy City‘s surface. Experience the magic of GPS-playback on this immersive stroll through Chicago.

$19.99

From

USA : Chicago eSim with 4G/5G Data (7-30 Days, Up to 20GB)

Stay connected with friends and family as you explore the USA with an eSim. Enjoy 4G/5G data at local rates throughout your journey with a plan that suits your needs.

$2.55

~~From $3.00~~

Chicago’s artsy cultural landmarks – walking tour

Dive into "Chicago's Artsy Cultural Landmarks – Walking Tour," a vibrant exploration of the city's iconic artistic and architectural gems.

$614.27

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