CHICAGO HOTELS
Discover great accommodations available with a Chicago vacation package. Select from three, four and five-star Chicago hotels. Find accommodations throughout the Greater Chicago area including Michigan Avenue, the Theatre District and Downtown Chicago. Chicago hotels provide wonderful amenities including relaxing spas, fine dining, brilliant entertainment and fabulous shopping. Stay near popular Chicago activities and attractions. Add one of these great hotels to your Chicago vacation package from Southwest Airlines Vacations! See all Chicago Hotels.

CHICAGO ACTIVITIES & ATTRACTIONS

Navy Pier in Chicago: Experience a wonderful lakefront playground with a Chicago vacation package. Navy Pier offers more than 50 acres of parks, promenades, gardens, shops, restaurants and attractions. Navy Pier is host to an unparalleled array of family-oriented events and entertainment. Visit Navy Pier with a Chicago vacation package from Southwest Airlines Vacations!

Sears Tower in Chicago: See far beyond the city skyline with a Chicago vacation package. Standing at 1,450 feet and 110 stories high, the Sears Tower is the tallest building in North America and the third tallest building in the world. On a clear day, guests can see across Lake Michigan to Indiana, Michigan and Wisconsin. Visit this architectural masterpiece with a Chicago vacation package from Southwest Airlines Vacations!

Sports in Chicago: Cheer for your favorite sports teams with a Chicago vacation package! See your favorite Chicago sports teams live including the Chicago White Sox, Cubs, Bears, Bulls and Blackhawks. Join the excitement with a Chicago vacation package from Southwest Airlines Vacations!

See all Chicago Activities & Attractions.

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