Evanston to Chicago City Trips with a Private Chauffeur

A Chicago night out is easier when the ride is handled end-to-end. BLK OPS offers private city trips from Evanston to Chicago in a blacked-out 2022 Cadillac Escalade, reserved 24/7 for up to 6 passengers. Start your evening with a clean pickup near Downtown Evanston, then head into the city with a plan built around your timing. The Loop is 13 miles (~25 min) from Evanston—close enough for spontaneous dinners and shows, but far enough that you’ll appreciate a quiet cabin and a professional chauffeur who stays focused on the details. For visitors in town for conferences and alumni events, we also coordinate pickups near Northwestern University and drop-offs back in Evanston after the last reservation of the night. Whether your group is dressed up or keeping it casual, the experience stays consistent: private, punctual, and discreet from curb to curb.