Chicagoland is the Chicago metropolitan area.
Chicagoland may also refer to:
- Chicagoland Speedway, a motorsports venue in Joliet, Illinois
- Chicagoland Sports Hall of Fame in Des Plaines, Illinois
- Chicagoland Chamber of Commerce
- Chicagoland (TV series), a 2014 CNN television series
- Chicagoland Vampires, a series of urban fantasy vampire novels