South Loop Vacations

Whether you’re a thrill-seeker or a shopper, you can find something of interest in this charming suburb of Chicago in Lake County, Illinois.

Experience the charming atmosphere of this western Chicago village, which has historic architecture, green spaces, boutique shops and cultural festivals.

Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history.

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Explore a massive collection of works celebrating different cultures and historical times, from ancient Egypt to modern installations.

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

A Ferris wheel,shopping, restaurants and more can be found in this waterfront entertainmentdistrict.

A landmark gatheringplace for locals and visitors who come to admire the unique art, architectureand landscape.

This large, interactive museum contains a coal mine and World War II submarine among its many attractions.

Visit an African savannah, the Australian Outback and the depths of the ocean — all in a single afternoon.

Dinosaur bones, rare gems and real Egyptian mummies are among the displays at this family favorite.

This small zoo in the center of Chicago is perfect for small children and parents looking for a quiet, leisurely stroll — and some impressive animals!

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

This expansive public park along Lake Michigan offers museums, beaches, nature reserves and sporting facilities.

Tour the former home of a legendary American architect for a fascinating look into his life and work.

This was Frank Lloyd Wright’s first major public building and is still considered one of his greatest achievements. 

This glass structure filled with exotic plants is the perfect place to spend a quiet afternoon.

Visit the Skydeck and gaze down over the Chicago cityscape from a dazzling 1,353 feet above the sidewalk.

Peak into the early life of one America’s best-loved writers. 

While away the afternoon in this huge conservatory housing tropical and rare plants, waterfalls and art.

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

A dynamic village and suburb of Chicago with shopping centers, comedy clubs and a restaurant where you can watch medieval jousts. 

Enjoy upscale shopping, varied dining experiences and waterfront walks at this affluent suburb set on the shores of Lake Michigan.

Visit this Illinois village to enjoy entertainment attractions, attend concerts, shop at an outlet mall and watch live sports events.

Spend a day exploring the department store, luxury fashion outlets and food court at this mall on the glitzy Magnificent Mile shopping district.

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

Life in the more than 40 cities west of Chicago offers parks, lakes and local infrastructure and attractions, with easy access to Chicago itself.

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Relax at the parks and golf courses of this Chicago suburb or do some shopping, see live theater and visit historic sites.

Away from the tall skyscrapers, high-end shopping, elevated trains and large lakeside parks of Chicago are multiple friendly cities with unique attractions.

Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

Chicago’s front yardis a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

How do you find the best local restaurants when traveling? Experiencing Chicago's food scene, one bite at a time.

Experiencing 2014 solstice celebrations in the windy city

Get your activity and event tickets and local transportation passes ahead of time for your visit to Chicago.

Enjoy the convenience of parking your own vehicle near the Chicago airport before your trip out of town.

Plan for fun things to do during your upcoming getaway to Chicago by searching the list of available activities in Expedia.

Discover the world of tourist attractions available and waiting for your to explore in Chicago.

Take one of the many tours available and see all of the sights there are to see while you are in Chicago.

Get tickets to the Willis Tower Skydeck, marvel at sights reaching 4 states, Chicago's iconic skyline, and step onto The Ledge—a glass balcony.

Spend the day lingering over one of the finest collections of art in the world, showcasing more than 260,000 inspired works of art—spanning 5,000 years in history.

This flexible hop-on hop-off bus tour frees you up to discover every sight and neighborhood that strikes your fancy—all according to your own schedule.

Explore 5 of Chicago’s premier attractions at a discounted price, and enjoy special privileges with either VIP access or Fast Pass admission for most attractions.

Investigating the best spots to explore with kids in ChicagoHere are my picks for where to play, stay, and eat with kids in the Windy City.

Chicago's Magnificent Mile is a shopper's paradiseWith more than 60 hotels, 275 restaurants, and 460 shops, the 13-block of N Michigan Ave. is a shopper’s paradise

Exploring the best museums in and around ChicagoEvery major city has museums to educate tourists and locals. Some cities, however, have better museums than others.

Experiencing Chicago's food scene, one bite at a timeToday, Chi-Town has become one of the most exciting, innovative, and adventuresome food cities in the nation.