In December 1959 the State Highway Commission approved a northern bypass of about five miles in an arc from near the Eastgate shopping center on the Durham Road to Highway 54 west of Carrboro, passing just south of Horace Williams Airport. On December 11, 1961 the Chapel Hill aldermen gave final adoption to a long-range thoroughfare plan, first drawn nearly ten years earlier, listing 32 projects for the next 20 to 30 years, among them a north-side bypass. In June 1962 they added a longer northern loop west to N.C. 54, a north-south artery along Pritchard Avenue to Airport Road and an extension of West Franklin Street through Carrboro to Jones Ferry Road. The News of Orange reported that the aldermen ratified a plan of 34 projects in September 1962, that Carrboro and Chapel Hill approved a revised version that November, and that it still awaited the State Highway Commission's approval at the end of January 1963. The plan adopted in 1965 for the town and its environs laid out a road along Bolin Creek, an outer loop, a northern bypass and one-way pairs for Franklin and Rosemary streets. On September 27, 1965 the aldermen voted to press the State Highway Department to return to the plan's route for a northwest bypass from Carrboro to Estes Drive at Airport Road, since the state's new route would take 20 acres of University land.
In September 1973, answering a petition from 440 residents who objected to proposed roads through Battle Park, along Bolin Creek and through the Colony Woods area, the Planning Board let citizens work with the town staff on revising the state thoroughfare plan for Chapel Hill and Carrboro. At the first of its four forums, in January 1974, most of a capacity crowd backed urban development director Kurt Jenne's call to drop seven proposed street extensions, and UNC vice chancellor Claiborne Jones opposed extending Ridge Road past Boshamer Stadium and Boundary Street through Battle Park. At the second, in February, more than 150 people opposed an outer loop roughly parallel to the U.S. 15-501 Bypass that would have divided three housing developments and cut across one end of the North Carolina Botanical Garden. In August 1975 town officials said the state Department of Transportation's revision would carry a Rosemary Street extension through the Horace Williams House; a state engineer replied that the road would pass close to the house but not touch it. At a joint forum of the Chapel Hill and Carrboro aldermen on February 20, 1978, about 30 speakers opposed the state's plan, estimated at $25 million, which would also push Pittsboro Street through Little Fraternity Court to Airport Road and build an outer loop called Burlington Boulevard, and Vice Chancellor John Temple said it should be redone with current data. On February 21, 1979 the Chapel Hill aldermen voted 6 to 2 to ask the state for a southern bypass around Chapel Hill and Carrboro, over a petition from about 330 southern Orange County residents who said it would bring unwanted growth and pollute streams feeding University Lake. In March state Transportation Secretary Thomas W. Bradshaw Jr. told about 375 people that the bypass was worth studying further. On March 24, 1980, reversing its 1979 stand, the Town Council voted 6 to 3 to strike the southern bypass, which residents of southern Orange and Chatham counties had opposed, from its road requests to the state Department of Transportation; former mayor James Wallace, Bill Thorpe and Bev Kawalec voted no, and the University, which wanted the bypass, said the change complicated its plans.
In the first week of September 1985 town crews began work on the streets around the Carolina Inn under the thoroughfare plan, with the N.C. Department of Transportation paying at least $75,000, to make Pittsboro Street one way south and South Columbia Street one way north between Manning Drive and Cameron Avenue and to widen corners and add traffic lights; planning director Stephen Sizemore said the work would ease congestion between Cameron Avenue and Raleigh Street. In this first part of the plan to be carried out, Pittsboro Street became one way southbound on October 16, and from October 20 southbound South Columbia Street traffic turned onto Pittsboro at Cameron Avenue, leaving South Columbia one way northbound; Chapel Hill Transit had to move three major stops, including its southbound stop at the Carolina Inn. At a public hearing on November 30, 1987 the state outlined an $18.2 million plan, to start in 1989, to widen the U.S. 15-501 and N.C. 54 bypass to four lanes with a 24-foot planted median and shoulders for bicycles; the Chapel Hill Greenways Commission asked for pedestrian crossings and overpasses, and three families faced relocation. On January 25, 1988, after 17 residents spoke, mostly against a wide median, the Town Council endorsed the design, asking for narrower medians where possible, buffers for neighbors, a say in the final plans and a guarantee that the road would never be widened past four lanes.
On December 8, 1988 state planners took public comment on four proposals to widen the two-lane South Columbia Street to four or five lanes for about half a mile from its Pittsboro Street intersection to U.S. 15-501 near Manning Drive, a $5.1 million project in the state's 1988–1996 Transportation Improvement Program; residents raised the future of Merritt's Store, the stone walls along the street and the homes and land that would be taken. By February 6, 1989 the N.C. Board of Transportation had put off the widening until the 1994 fiscal year, at an estimated $5.5 million, to give the state time to buy land at the intersections. On October 13 the board awarded Nello Teer Co. of Durham, the low bidder, $5.8 million to add two lanes on the east side of the bypass for 3.5 miles, from south of Chapel Hill to the Franklin Street interchange, and resurface the old lanes, the first of three contracts to widen the bypass to Old Fayetteville Road in Carrboro; work was to start November 1 and end in November 1991.
On January 23, 1990 the Town Council voted unanimously to put off for a year its decision on widening the two-lane stretch of South Columbia Street between Manning Drive and Purefoy Road, to study alternatives and find money for bike lanes and sidewalks; James Wallace's motion to accept the state Department of Transportation's $3 million plan failed 6 to 3. On February 6 the Carrboro aldermen voted 5 to 2 to delete from the Durham-Chapel Hill-Carrboro Thoroughfare Plan both proposed routes for a road connecting Old N.C. 86 and Homestead Church Road, though planning director Roy Williford and the state favored one of them; Alderman Tom Gurganus said demand did not justify the road. On March 26 the Chapel Hill council put frontage roads along U.S. 15-501 between Franklin Street and the Interstate 40 interchange first on its list of federally funded road priorities, moving the widening of 15-501 toward the Chatham County line down the list for fear it would draw more Chatham traffic; Art Werner and Wallace voted against the list. On February 19, 1991 the Orange County commissioners told state transportation planners they opposed the state's $48 million plan to widen 20 miles of N.C. 54 from Burlington to the N.C. 54 Bypass in Carrboro, which the state's own study said would displace 96 homes and eight businesses and could affect the Cane Creek and University Lake watersheds; Commissioner Alice Gordon asked that it be dropped, and the Carrboro aldermen and the county planning board had already passed resolutions against it.
On March 16, 1992 the Chapel Hill council unanimously sent the state its Transportation Improvement Program, asking for more projects than before because a new federal law opened extra funds, among them widening N.C. 86 from Homestead Road to Interstate 40, two bikeways and new bike lanes. On May 26 the council voted unanimously to widen N.C. 86 (Airport Road) between Homestead Road and Interstate 40 to four lanes with a 24-foot landscaped median, bike lanes and sidewalks, rejecting a five-lane design, after neighbors asked for the median for safety on a road carrying more than 23,000 vehicles a day. On July 13 the Durham-Chapel Hill-Carrboro Transportation Advisory Committee unanimously approved a compromise with the state Department of Transportation, which had threatened to withhold $56 million because the committee had left the widening of U.S. 15-501 south toward Pittsboro off its project list; the compromise added a feasibility study of Jack Bennett Road in Chatham County and a planning study of the widening, leaving the committee another chance to decide. The state offered to pay only for a five-lane N.C. 86, and on August 31 the council looked for ways to cover the $738,850 difference.
On August 30, 1993 the Chapel Hill Town Council and the Durham City Council met together to hear a study of traffic on U.S. 15-501 and Old Durham-Chapel Hill Road that projected up to 115,000 vehicles a day by 2010 if the corridor were fully developed; the engineers urged transit, park-and-ride lots and limits on development, and Mayor Ken Broun asked whether more highway would only draw more traffic. On October 19, 1994 residents divided at a hearing on the first phase of the consultants' corridor study over widening the road to six lanes, which council member Joyce Brown said would displace 28 businesses, and at a forum that day on a state offer to study South Columbia Street between Purefoy Road and Mason Farm Road most speakers, the Orange County Greens among them, opposed four or five lanes and asked for sidewalks and bike lanes. On November 14 the council approved, with Durham and the state, a second study of the corridor weighing six lanes, which council member Joe Capowski put at $80 million to $120 million, against a light rail line at about $360 million, and asked the state for a feasibility study of turn and bike lanes on South Columbia Street. On November 28 the council voted 6 to 3 to endorse the state's plan to widen N.C. 86 to four lanes from Homestead Road to Interstate 40, with a raised median, turn lanes, bike lanes and sidewalks.