When people generally think of Chicago's Lakeview neighborhood, two images come immediately to mind: the Chicago Cubs' Wrigley Field, and the fantastically flamboyant gay area known as Boystown.   As the first officially recognized gay village in the United States, Boystown offers something for everyone, from the oldest establishment, Little Jim’s Tavern, which has anchored the community for 40 years to Sidetracks voted one of the best gay video bar in the world, and Steamworks one of the best bath house/gym in the country. With the installation of the rainbow pillars along Halsted Street and the opening of Center on Halsted in 2007, Boystown became officially the “gayborhood” and  the core of the LGBT community in Chicago. 
But, there's so much more to Lakeview, particularly a vibrant little section called the Southport Corridor, one of a trendiest shopping districts, offering a mix of popular chains as well as independently owned specialty shops and boutiques. As Boystown became too expensive (even though the majority of gay bars remain there) gays are moving further north toward Uptown, Andersonville, and Edgewater.  Named after it’s historic theater, the Uptown neighborhood once was the center of Chicago’s nightlife in the 40’s and 50’s. This is where you can find Al Capon’s headquarters,  a landmark that was just recently renovated into an office building. Located near the Uptown Theater, and next to the  favorite gay sports bar and grill Crew, the Green Mill is one of the oldest and most remarkable jazz clubs still going strong in the city of Chicago. Once a sleepy little village made up primarily of Swedish immigrants, Andersonville is now one of Chicago's trendiest “village within the city.” With significant mix of international businesses, a new influx of families with children, and large LGBT population all make this a very diverse community. Andersonville is also known for its unique commercial district, made up almost entirely of a variety of independent, locally owned specialty shops, restaurants, and service providers. However, it has a growing number of nationally known chains including a Starbucks Coffee, McDonald's, and a recently Potbelly among others. According to a report from CNN Money and a survey by Trulia, Uptown, Andersonville and Edgewater are the most popular neighborhoods among gay Chicagoans.  
Just steps away from these gayborhoods you can soak in the sun at Osterman Beach, or Hollywood Beach (after the street) the only “gay” beach in Chicago located in Rogers Park nestled between the lake and the North Shore communities. Known for its vintage apartments and Victorian houses, and being home to Loyola University, Rogers Park has an indominatable independent spirit fueled by its many gay newcomers,  new independent shops and boutiques, and fancy restaurants.  With the renovation of its quaint and cozy theater the Morse, this neighborhood quickly becoming the center of the northside, With the The Glenwood bar, Sidecar Bar and Morse L restaurant just steps away.   Just south of Morse where Devon and Clark Streets meet you can find the established gay bar Jackhammer and Touché, as well as the future home of the Gerber/Hart LGBT Library and Leather Archives Museum.