Deals in Chicago

Chicago Guide

The nickname "The Second City" was intended as a slight by writer and proud New Yorker A.J. Liebling, but taken another way, it inadvertently captures one of the town's greatest legacies: its ability to rebuild and reinvent itself. The same century that witnessed the burning of Fort Dearborn and the mass destruction of the Great Chicago Fire also saw the completion of the Illinois-Michigan Canal, the arrival of the World's Columbian Exposition, and the building of the nation's first skyscraper. Today, that resilient spirit can be felt throughout the city's diverse neighborhoods, but especially in its bustling downtown.

The pulse of industry and progress beats through The Loop, Chicago's historic commercial center and the country’s second-largest business district. Skyscrapers loom large here, including the Willis Tower (formerly the Sears Tower) and the Chicago Board of Trade. This part of town is also home to award-winning waterfront parks and a glitzy theater district, along with a spectacular array of public art, including outdoor sculptures from Picasso and Joan Miro.

A recent cultural renaissance has seen Chicago's South Loop turn into one of the city's most vibrant residential and industrial centers. Here you'll find some of the buildings that made Chicago one of the world's leaders in architecture in the 1880s and '90s—a title it's held ever since. To the east lies Lake Michigan and the Museum Campus, a 57-acre lakefront park that's home to the city's trio of natural-sciences museums: the Field Museum, the Shedd Aquarium, and the Adler Planetarium.

Just north of the Loop, the Gold Coast neighborhood hugs the shore of Lake Michigan, occupying some of the city's most desirable real estate. The area's reputation as an upscale residential spot dates back to 1882, right after the Great Chicago Fire, when wealthy businessmen began building castle-like mansions along the waterfront––some of which still stand today. The Gold Coast's ritzy legacy is also alive and well at the many clothing stores lining North Michigan Avenue—the so-called Magnificent Mile––and on Oak Street, home to luxury boutiques from designers such as Chanel, Prada, and Hermès.

Simply riding down Lake Shore Drive is an architecture tour in itself, thanks to the superstar skyscrapers lined up along the lakefront. At 18-miles long, the adjoining Lakefront Trail provides an eco-friendly way for runners and cyclists to take in the view. The route also conveniently passes by famous Chicago sights such as Grant Park, Navy Pier, and North Avenue Beach, where crowds gather during the summer to people-watch, play volleyball, and listen to live music at beachfront bars.

The Museum of Surgical Science is one of the hidden gems of Chicago, and it's something that many residents have never seen.
 

50% Off Arts and Antiques Expo

Navy Pier

$20 $10

Visitors to the expo can browse everything from leather-bound books to diamond jewelry and 19th-century antiques

Barry Gibb: Mythology The Tour Live – Up to 49% Off

United Center

$66.50 $35

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On his "Mythology" tour, the legendary singer-songwriter salutes his brothers in a set spanning the entire Bee Gees catalog

Illinois Philharmonic Orchestra – Up to 73% Off

Harris Theater for Music and Dance

$44 $12

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The national premiere of a symphony suppressed by the Nazis, a Vaughan Williams piece, and a collaboration with the lauded Avalon Quartet

The Fray – Up to 47% Off

FirstMerit Bank Pavilion at Northerly Island

$37.95 $20

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Grammy-nominated rockers behind "How to Save a Life" treat audiences to piano-driven hits and songs from their newest album

Up to 51% Off an After-Work Cruise

Chicago

$25 $13

Cruises aboard a yacht with dance floors and bars provide brilliant evening views of the Chicago skyline

Chicago Craft Beer Festival – 49% Off a Tasting Package

Sheffield Garden Walk & Music Festival

$87.90 $45

Use a souvenir glass to taste some samples out of the over 100 beers from the Midwest and beyond that converge at the 3rd annual festival

Up to 60% Off the Great Food Tour of Chicago

Chicago

$50 $25

Tours make six stops along Michigan Avenue, visiting the originator of deep-dish pizza and an eatery serving up Chicago-style hot dogs

Discover the Kinetic Art of Chicago's Moving Bridges

Chicago

$15 $15

Walk the streets of the Loop with civil engineer Jim Phillips and watch the Chicago River's movable bridges in action

Up to 44% Off Loop Interior Architecture Tour for Two

The Loop

$52 $29

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Featured in the Chicago Reader, guides lead groups through architecturally striking interiors and share photos and videos via iPads

50% Off "Fifty Shades of Grey" Parody

The Apartment

$86 $43

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Performers romp through the funny side of the hit erotic novel to the tune of Madonna, Lady Gaga, and Carly Rae Jepsen

Up to 50% Off an Inside Chicago Grand Tour

The Loop

$45 $25

A bus ferries visitors to the North and South Sides, showing them major parks, the Museum Campus, and the sights along Lake Shore Drive