Toll plazas

The parkway was originally a toll road, as were all Kentucky parkways. State law requires that toll collection ceases when enough tolls are collected to pay off the parkway's construction bonds; that occurred in 1987.^[7] It is constructed similar to the Interstate Highway System, though sections do not currently meet all interstate design requirements.^[8]

Prior to toll removal, staffed toll plazas were located at mile 10 (now mile 78 of I-69) just west of Princeton, mile 24 (now I-69 exit 92) in Dawson Springs, mile 58 in Central City, and mile 107 in Leitchfield. An additional unmanned toll facility was located at Exit 94 near Caneyville, with tolls paid only by traffic exiting eastbound and entering westbound.^[9]

Interstate 69

Parkway co-signed with I-69 near Dawson Springs, before section was signed only as I-69

On May 15, 2006, the section between the Breathitt (Pennyrile) Parkway at Madisonville and Interstate 24 became part of future Interstate 69; crews installed "Future I-69 Corridor" signs along this segment during the last week of May 2006.

From the Pennyrile Parkway in Madisonville to Interstate 24, the Western Kentucky Parkway officially became part of I-69 with the signing of federal highway legislation (see below) on June 6, 2008. By using an existing expressway for I-69, Kentucky officials avoided years of federal environmental studies since the upgrades are concurrent with the existing highway. The decision to use it ended talk of a new route for I-69 through Union, Crittenden and Livingston counties along the Ohio River.

On May 2, 2008, the U.S. House of Representatives passed HR 1195 (SAFETEA-LU Technical Corrections Act of 2008) which designates the Pennyrile Parkway from Henderson to Madisonville, and the Western Kentucky Parkway from Madisonville to I-24 at Eddyville as I-69. It further designates the Audubon Parkway as a future spur (I-X69; possibly I-369) of I-69 once necessary upgrades are completed. President George W. Bush signed the bill on June 6, 2008.^{[10][11][12][13]}

In September 2011, Governor Steve Beshear, a native of Dawson Springs, announced an agreement with the Federal Highway Administration (FHWA), officially designating this section as I-69, effective September 30, 2011. The Kentucky Transportation Cabinet unveiled I-69 signs along the route on October 25, 2011.^[14]

Signage and mile markers were replaced on the 38-mile (61 km) westernmost stretch of the Western Kentucky Parkway in mid-December 2012.^[15] The mileposts on the rest of the parkway remained unchanged with the original exit numbers.

In a project that began in 2014 and ended in late 2015, the interchange between the parkway and the Pennyrile Parkway was extensively modified to create a curve in the northwest quadrant (for eastbound-to-northbound and southbound-to-westbound traffic on I-69) to meet federal design requirements. Previously, I-69 thru traffic had to exit through tight ramps in a substandard cloverleaf.

Interstate 569

On April 3, 2019, Representative James Comer and Senator Mitch McConnell introduced a bill that would designate 38.446 miles (61.873 km) of the Western Kentucky Parkway as an interstate spur of I-69 from the I-69/I-169 (Pennyrile Parkway) interchange near Nortonville to the I-165 (Natcher Parkway) interchange near Beaver Dam. It was originally numbered I-369,^[16] but was changed to I-569 in December 2019 as the 369 designation is proposed for the Audubon Parkway.^[17] Signage indicating that the highway would become part of the I-569 corridor were unveiled on December 21, 2022, after FHWA approved the new signage on the highway. This section would require spot improvements to upgrade the parkway to interstate standards before I-569 could be signed.^[18] This spur has been designated as High Priority Corridor 91 by the FHWA.^[19]