The city of Chicago has some odd rules for trucks, including non-commercial pickup trucks.
"It shall be unlawful to operate any vehicle upon any boulevard (a) when such vehicle is used for carrying freight or other goods and merchandise for commercial purposes, (b) when such vehicle is designed primarily for carrying freight or other goods and merchandise, and (c) when such vehicle is used for carrying freight or other goods and merchandise on the outside of the vehicle; provided, however, that vehicles carrying freight or other goods from or to any building or premises abutting any boulevard where it is impossible from the location of the building or the character of the freight or other goods to be received or delivered, to receive or deliver the freight or other goods and merchandise from an alley or a side street or a street other than the boulevard, shall be permitted to enter the boulevard at the cross street nearest the building or premises to receive or deliver the freight or other goods, but shall not proceed further on the boulevard than the nearest cross street. Operators of emergency vehicles and such vehicles excepted by permits issued by the executive director are exempt from provisions of this section. Notwithstanding the foregoing provisions, it shall not be unlawful to operate any of the vehicles described in clauses (a), (b) and (c) on those portions of Interstate Route 55, and the exit and entrance ramps thereto, which lie between the King Drive Interchange and the north and southbound lanes of Lake Shore Drive and the most easterly lane of northbound Lake Shore Drive and the most westerly lane of southbound Lake Shore Drive and the exit and entrance ramps of Lake Shore Drive which lie between Interstate Route 55 and 31st Street; provided that such vehicles are traveling to or from the McCormick Place complex and its support facilities."
Parking a pickup can also be a problem.
"(a) It shall be unlawful to park any truck, tractor, semi-trailer, trailer, recreational vehicle more than 22 feet in length, self contained motor home, bus, taxicab or livery vehicle on any residential street for a longer period than is necessary for the reasonably expeditious loading or unloading of such vehicle, except that a driver of bus may park the bus in a designated bus stand as authorized elsewhere in the traffic code; provided, however that in the 1st, 2nd, 3rd, 4th, 5th, 6th, 7th, 8th, 9th, 10th, 11th, 12th, 13th, 14th, 15th, 16th, 17th, 18th, 19th, 20th, 21st, 22nd, 23rd, 24th, 25th, 26th, 27th, 28th, 29th, 30th, 31st, 32nd, 33rd, 34th, 35th, 36th, 37th, 40th, 41st, 42nd, 43rd, 44th, 45th, 46th, 47th, 48th, 49th and 50th wards this prohibition shall not apply to the owner of a pickup truck or van weighing under 4,500 pounds who has no outstanding parking violations, when such vehicle is parked at the curb adjacent to the owners place of residence and the vehicle bears a valid and current city wheel tax license emblem and a special parking permit issued in accordance with this subsection. In the 7th, 15th, 10th, 23rd, 35th, 46th and 50th wards this prohibition also shall not apply to the owner of a taxicab who has no outstanding parking violations, when such vehicle is not in service, when the vehicle is parked at the curb adjacent to the owner’s place of residence and when the vehicle bears a valid and current city wheel tax license emblem and a special permit issued in accordance with this subsection. The owner shall apply for a permit for such parking from the alderman of the ward in which he or she resides. The Alderman shall evaluate the vehicle for compliance with relevant provisions of the municipal code and shall issue a special parking permit if the vehicle is believed to be compliant."
Good luck trying to make any sense out of that mess. I'm just glad that I don't live in the city anymore.
Joel