Το Σικάγο προσφέρει ατελείωτες δυνατότητες: 45+ εκατ. επισκέπτες 2007. Lake Michigan exploration ή art/culture.
The Magnificent Mile (Michigan Ave): 100+ shops (Louis Vuitton, Ralph Lauren, American Girl Place). Spas/restaurants: Cafe Spiaggia (Italian, homemade gnocchi). Courtyard Marriott: Magnificent Mile package (2 accommodations, breakfast Viand, $50 gift card North Bridge). Whitehall Hotel: Water Tower Place package (accommodations, signature gift, $50 gift card, premier discounts).
Top museums: Art Institute (300K+ works, 15 themes: Renaissance, European Sculptures, Thorne Miniature Rooms). Field Museum (largest T-Rex), Shedd Aquarium (thousands fishes/reptiles, largest US shark exhibits). Chicago Museum Adventure Package: historic Congress hotel + tickets 5 attractions (Hancock Observatory, Shedd, Field, Science & Industry, Adler Planetarium).
Navy Pier (Lake Michigan): 150ft ferris wheel year-round. Musical carousel, wave swing, mini golf, IMAX 3-D. Themed dining: Bubba Gump Shrimp Co. (Forrest Gump memorabilia). LEGOLAND Discovery Center: LEGO Harry Potter, race car, DUPLO. Go Chicago Card: unlimited Navy Pier, LEGOLAND, Children's Museum + Affinia Chicago Hotel rooms.
Broadway musicals: Les Mis, Beauty & Beast, Peter Pan. Wit Doubletree Hotel: discounted accommodations theater patrons, spa deals. Broadway in Chicago spa: 15% off ή express mani/pedi + martini $70. Francesca's Chestnut: rustic Italian, theater dinner menus.