Logan Square is a lovely neighborhood on the Northwest side of Chicago. It is on the Blue Line train that runs from Downtown to the O'Hare Airport. O'Hare is the easiest airport to get to Logan Square from, however Midway is also a viable option. Midway would be around a 40 minute taxi ride.
William's brother and friends have lived here for years, and Thomas and William moved here as soon as they got to Chicago. There are many incredible restaurants and bars, as well as vintage and thrift stores towards the Northwest. And a Target.
Chicago is very cold in February.
The neighborhood is unfortunately not overflowing with hotels. AirBNB's or VRBO's may be a better option for your party.
We do not have a hotel block, but the closest hotels are the Hotel at Midtown, and the Robey Hotel. Neither are walking distance but both are short car rides from the venue.
If you prefer to stay downtown, where there are a ton of hotels, be aware it is a 20 minute train ride from the Loop (downtown). If you stay North of the River it could be closer to 40 minutes (you have to walk, take a bus, or a separate train to the Blue Line). Driving can take 20-45 minutes depending on traffic.