Visit the "Windy City" with a Chicago vacation package from Southwest Vacations. Include flight, hotel, and rental car as well as tickets to Chicago activities and attractions. Chicago is located on beautiful Lake Michigan. Book your Chicago vacation package today and save up to $120†
roundtrip per person because Bags Fly Free®
with Southwest Vacations.
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. Add one of these great hotels to your Chicago vacation package from Southwest Vacations.
CHICAGO ACTIVITIES, ATTRACTIONS, & TOURSNavy 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. With host an unparalleled array of family-oriented events and entertainment, Navy Pier is the perfect attraction for the whole family. Visit Navy Pier as a part of your customized Chicago Family Vacation Package
with Southwest 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 one of the tallest buildings in America and the world. On a clear day, guests can see across Lake Michigan to Indiana, Michigan, and Wisconsin. Visit this architectural masterpiece with a with a Southwest Vacations package to Chicago.Sports in Chicago:
Cheer for your favorite sports teams with a Chicago Sports Vacation Package
. See your favorite Chicago sports teams live including the Chicago White Sox, Cubs, Bears, Bulls, and Blackhawks. Join the excitement with live action from your favorite professional sports teams.