Military Highway

Military Highway effectively begins in Suffolk outside the Hampton Roads Executive Airport, picking up the designations of U.S. 13, U.S. 460, and U.S. 58 from Portsmouth Boulevard. It continues generally northeastward as West Military Highway, crossing under and interchanging in Bowers Hill with I-664 (which shortly thereafter splits in its own Y-interchange with I-264 and I-64). It also intersects in this same area with Airline Boulevard, to which it loses US 58. After this complex set of interchanges and intersections, it becomes South Military Highway and turns southeastward, paralleling I-64 before crossing under it 2 miles later. It then continues east through Chesapeake, intersecting George Washington Highway (US 17) and crosses the Southern Branch Elizabeth River on the Gilmerton Bridge.

After crossing the river, the road loses U.S. 460 to Bainbridge Blvd (SR 166), and continues through its interchange with I-464, paralleling I-64 for the rest of its journey through Chesapeake and Virginia Beach. Military Highway then crosses under and interchanges with State Route 168 at Battlefield Boulevard on a cloverleaf interchange, and then expands to six lanes, which continues until it narrows back to four lanes after Greenbrier Parkway.

After Greenbrier Parkway, the highway continues on a north-northeasterly heading through Chesapeake until it enters the city of Virginia Beach (and subsequently re-expanding to six lanes) and intersects at Indian River Road (to SR 407), where it then expands to eight lanes and continues almost due north. It then crosses the Elizabeth River for the second time near the Broad Creek, enters the city of Norfolk, and interchanges with I-264 again in a cloverleaf interchange. Continuing as North Military Highway, it then expands to ten lanes, passing Military Circle Mall (formerly known as the Gallery at Military Circle) as it crosses with U.S. 58 at Virginia Beach Boulevard with a hybrid single-point urban interchange.

After the interchange, Military Highway reduces back to eight lanes and continues past several shopping centers, including JANAF Shopping Center, and a Wal-Mart Supercenter. After both shopping centers, the highway continues onto its intersection with SR 166 (Princess Anne Road) and Northampton Boulevard, to which it finally loses its U.S. 13 designation. It then, however picks up designation as SR 165. It reduces to an undivided four-lane roadway, crosses I-64 in a partial interchange, and curves northwestward, passing the runways at Norfolk International Airport. As it continues to wind its way through Norfolk, it remains four lanes undivided, and crosses its final two state routes of SR 192 (Azalea Garden Road) and SR 247 (Norview Avenue). The road then continues until it ends in a T-intersection with SR 170 at its eastern terminus on Little Creek Road.

• The eastern end of Military Highway in Norfolk was truncated and is now located at the intersection of Little Creek Road. Little Creek Road west of this point follows the former path of the original Military Highway.
• Military Highway outlasted its two major host localities, Princess Anne and Norfolk counties, both of which are now extinct. In modern times, following a wave of political consolidations and mergers in the second half of the 20th century, Military Highway is now entirely located in the independent cities of Suffolk, Chesapeake, Virginia Beach and Norfolk.
• Mercury Boulevard across the harbor of Hampton Roads on the Virginia Peninsula in the cities of Newport News and Hampton was named "Military Road" when it was built. However, that roadway was later renamed to honor the Project Mercury space program of NASA at Langley Air Force Base.