- Chicago Attractions/Sights: Buckingham Fountain, Chicago River, Chicago Theater, Chinatown, Cloud Gate sculpture (known locally as The Bean), Crown Fountain, The Drake Hotel, Grant Park, Lake Michigan, Millennium Park, Navy Pier, North Michigan Ave. (The Magnificent Mile), Northwestern University, Pritzker Pavilion, United Center, University of Chicago, Wrigley Field.
- Chicago Dining/Restaurants: Dining establishments and restaurants from throughout the city ranging from Chicago-style hot dogs, Italian beef and pizza to high-end fine dining. Al's #1 Italian Beef, Billy Goat Tavern, Blackbird, Chicago Diner, Clark St. Dog, Everest, Frontera Grill, Gaztro-Wagon, Gibson's Steakhouse, Gino's East Pizzeria, Giordano's Pizzeria, Handlebar, Hot Doug's, Joy Yee's Noodle Shop, Kuma's Corner, Lockwood, Lou Malnati's Pizzeria, Lula Cafe, More Mobile Cupcakes, Pasticceria Natalina, Pizano's, Pizzeria Uno, Sweet Cakes. Exteriors and interiors.
- Chicago Festivals/Special Events: Chicago Air and Water Show, Chicago Blues Festival, Fourth of July Celebrations, Magnificent Mile Lights Festival, Race to Mackinac, St. Patrick's Day (Chicago River dyed green), Taste of Chicago Festival.
- Chicago Museums: Art Institute of Chicago, Chicago Children's Museum, Chicago History Museum, DuSable Museum of African-American History, Field Museum of Natural History, Lincoln Park Zoo, Museum of Science and Industry, Shedd Aquarium, Swedish American Museum Center, Willie Dixon's Blues Heaven. Exteriors and interiors.
- Chicago Neighborhoods: Andersonville, Boystown, Bucktown, Chinatown, Devon Ave., Hyde Park, Gold Coast, Lakeview, Lincoln Park, The Loop, Old Town, Prairie Ave. Historic District, River North, Streeterville, South Loop, Ukrainian Village, Uptown, West Loop, West Town, Wicker Park, Wrigleyville.
- Chicago Nightlife/Bars/Clubs: Establishments ranging from local neighborhood bars and breweries to music clubs (blues clubs, jazz clubs, rock clubs) to theaters. Billy Goat Tavern, Buddy Guy's Legends Blues Club, Danny's Bar, Double Door, Empty Bottle, Goose Island Brewery, Green Mill Cocktail Lounge, The Hideout, Hop Leaf, Kuma's Corner, Matchbox, Olde Town Ale House, Schuba's, Second City Comedy Club, Steppenwolf Theater Company, Violet Hour, Yak-Zies. Exteriors and interiors.
- Chicago Shopping: Establishments including bookstores, Chicago-related stores, clothing stores, Farmer's Markets, music stores, and spa. 57th Street Books, Boring Store, Chicago Architecture Foundation Shop, City of Chicago Farmer's Market, Green City Market, Jazz Record Mart, Myopic Books, Quimby's, Reckless Records, Spa Space, Strange Cargo, Wolfbait and B-Girls. Exteriors and interiors.
- Chicago skyline/cityscapes: Classic Chicago architecture along Chicago River, Aon Center, John Hancock Center, Lyric Opera Building, Marina City/Towers, Tribune Tower, Trump Tower, Wrigley Building, Willis Tower (formerly Sears Tower), numerous other buildings.
