Conduct a search online for gay-friendly activities in Chicago. Type keywords such as "Gay-friendly Chicago." Use other keywords such as "Chicago gay travel" or "Chicago LGBT."
Do not limit your search to Chicago. Search for gay-friendly activities in areas around Chicago such as Aurora, DuPage County, Elgin Area, Geneva, Greater Woodfield and Heritage Corridor.
Check out the links that appear on the results page. There will be several Web sites that may offer tips and suggestions for gay-friendly activities in and around Chicago.
Search for gay-friendly activities such as cruises, sports, dining, bars and dance parties happening around the city. Visit Web sites mentioned in the Resources section for more information.
Visit some gay-specific travel guides and information on Web sites mentioned in the Resources section.
Pick up local newspapers and magazines if you are already a Chicago resident or if you have access to these materials. There are usually sections focusing on the LGBT community.
Visit personal Web sites and blogs of local Chicago residents. Locals provide valuable insight into the culture and have genuine suggestions and tips that actually work. Ask them if they can recommend any gay-friendly clubs, bars, restaurants and neighborhoods.
Once in Chicago, ask the hotel concierge to provide suggestions of gay-friendly activities in the area. Locals, especially hotel concierges, are well-informed and often have useful tips and warnings that can make your stay enjoyable as well as safe.