Plenty of VPNs offer access to US servers but few let you select one in a specific city, and even fewer have servers in Chicago itself. However, NordVPN, Surfshark, and IPVanish are all capable of getting you an IP address from Chicago.
In our opinion, these are three of the fastest, most secure providers on the market and all of them excel at beating regional restrictions. Best of all, they all offer a 30-day money-back guarantee so there’s harm in trying them out.