No one knows how old Milwaukee Avenue is. The Indians used it for hundreds of years before the white man came. It was the principal route between the Chicago portage (from the Des Plaines to the Chicago River) and Green Bay and thus connected the Mississippi and the St. Lawrence. It probably saw the migrations of many different tribes for the Algonquin people were continually on the move.
Our road parallels the Des Plaines River and is seldom out of sight of that stream. It runs, for most of the way up to Gurnee, on the higher ground on the river's west side. It is possible that the early French explorers knew at least a part of this trail for LaSalle got far enough inland, from Lake Michigan, to make a fairly accurate drawing of the upper Des Plaines. That was when the Outagamies robbed his canoes near Kenosha and he had to chase them to recover his property.
Traders like Indian Clark probably traveled this trail at an early date and even Gurdon Hubbard, tho most of his activity was down state, did get up to Lake Geneva in 1826 to buy ponies from Big Foot's band.
The earliest representation of the trail on paper that we have today, is on an old map drawn by Lucius Lyon about 1830 to show the boundaries of the lands ceded to the Government by the Indians at Prairie du Chien in 1829. This shows many trails and traces, and a line meandering northward from Chicago is marked "Milwalky" trace.
The earliest Lake County settlers came this way from Chicago and nearly all of them settled along it from Half Day to Gurnee even before the area was officially open for settlement. After the Indian title was extinguished in 1836, following the Treaty of Chicago (1833), the State decreed that all of the land northward to the state line should be a part of Cook County and the Commissioners of that county ordered that a road be opened thru it. Three "Viewers" were appointed to plot its course. These decided there could be no better route than the old trail. It was mighty crooked, but it ran on the highest ground in most places and nearly all of the settlers then in the area, had built their cabins along it.
Of course, the Commissioners "improved" it. They cut down a few trees here and there to make it wide enough for a wagon.
The route of this road as described by Mr. Haines, in his early History was: Northwest from Kinzie Street in Chicago to "Wentworth's Ridge;" this is the present intersection of Lawrence and Milwaukee Avenues. Thence to "Planck's Point, the present Touhy and Milwaukee corner. From there to "Hickory Grove," just south of the Villa Venice, where the trail crossed to the west side of the river.
It continued on that side to "Wissencraft's Point," just about the present county line. It followed the numerous bends of the river to "Spring Creek Timber" where it crossed Indian Creek. It did not even pause at Libertyville. There was not much here but a fine grove of oak trees and they called it "Independence Grove" then.
The next landmark was "Winecups" (Wynkoop's) Point, the present Bull Creek crossing and from there to "Rudd's Ford," now called Gurnee, where it crossed to the east side of the river again. You will note that the traveler had to ford the river twice and wade two creeks. This was our first road.
It seems that the old trail ran pretty close to the river thru that section for when Daniel Wright came, in 1834, he built his cabin on the east side of the trail and he was only 200 or 300 feet from the stream. Hiram Kennicott, also on the east side of the trail, was near the river and had his mill right on the bank. Job Tripp came a year later and located south of Wright and his cabin was also east of the trail and close to the river.
That part of the county is quite flat and the viewers could not get the road onto much higher ground by moving it but they could straighten it and they did. By shifting it a bit farther west, from the County line northward they made it almost a straight line to Indian Creek but in doing so they bypassed the Kennicott Mill settlement which was the original "Half Day" and probably caused some of the later comers to cluster about the Indian Creek crossing where they founded the present Half Day.
Tripp and Wright built frame houses on the west side of the new road but Kennicott decided the mosquitoes were pretty bad on the mill pond so he sold out and went to New Orleans.
Along in 1839 we became Lake County and the State sent three special commissioners to scout around and pick out the best spot for a County Seat. They took one look at Libertyville and said "This is it" but they did not like the name so they changed it to Burlington, which does not seem like much of an improvement, but they did like our Milwaukee Road for Mr. Haines says in his History, "It was supposed that the road from Chicago to Milwaukee, by way of Libertyville, could never be superseded but on the contrary must continue to increase in importance until it would become one of the greatest thoroughfares in the western country. It was therefore considered that the interest of the inhabitants of the county required the location of the Seat of Justice on this thoroughfare."
There were minor changes made in its course, as time went on, all aimed at "improving" it, but in the main, it stayed pretty much where the Indians left it.
Will Studer says it originally ran on the east side of the big elm tree which formerly stood on Francis Berry's lot instead of the west side, as it does now and it kept a bit to the east up to the present site of the Public Service Building. That was to avoid the worst part of the swamp at the present Maple Avenue corner, for William Whigam said, when he came to town to get married, there were cattails there higher than his head.
You have probably noticed, as you drive up Milwaukee Avenue from the south, that as you enter Libertyville Township you encounter east and west ridges about every half mile. Those ridges used to be higher than they are now and the hollows between them were deeper, so in wet weather the mud was pretty deep in these low places and the stage coach, which started to run on our road in 1836, and the farm wagons as well, often got stuck in them, so to "improve" the road the County Commissioners had the low places "corduroyed." That is, they laid logs across the road which kept the vehicles from sinking but it sure shook up the passengers.
There was one of those corduroyed stretches right here in town, in front of Central Park, and another near the Milwaukee railroad tracks.
Our part of Milwaukee Avenue was never "planked" tho that type improvement was quite popular in the 1850's. The Chicago end was planked for eight miles northward in 1849 and during the next two years the planks were extended for three miles beyond "Dutchman's Point," ( Niles). Early in the fifties Amos Snell lived at the intersection of Milwaukee Avenue and Rand Roads. He was a big real estate operator and promoter, in that time, and he secured control of both highways. He planked Rand Road to Des Plaines and graveled Milwaukee Avenue to the Lake County line. Gravel remained as our road surfacing for many years.
After the turn of the century an occasional automobile was seen on the old road and the dust, which was always bad in summer, began to be a real problem. The street thru the Village was sprinkled with a heavy oil which was some improvement but the tar-like oil was tracked, into the houses and ruined a lot of carpets.
Folks were real patient about that but after some twenty years they decided it had gone on long enough so they up and paved the road with concrete. The State helped out on the cost and the Village spread part of it back on the community as a whole, so the property owners on the street didn't get nicked too badly but they narrowed the roadway up some to keep the cost down and that left the horse blocks and hitching posts high and dry on the parkways but it was 1922 then and there were not many horses left anyway.
So now they have improved it again, taken those parkways back into the roadway so four lanes of traffic can sail thru town all at once and the whole thing lighted up by fluorescent lights. It will still be the old "Milwalky Trace" tho Daniel Wright and Indian Clark would probably not recognize it.
Postcard images provided by the Libertyville-Mundelein Historical Society.