I myself have been an enthusiastic Chicago bicyclist since 2005, and in fact use my bike for almost every inner-city trip I now make (weather permitting, of course). So in 2007, when Google introduced the ability to create sophisticated online maps within both their 2D Maps software and 3D Earth, I thought it would be fun to highlight some of the routes I use in the city on a regular basis, as well as taking photos and videos with my Palm Treo and pointing out historically important sites along the way. A master city map showing all the routes I've plotted out can be seen below, with text descriptions following; if the description contains a link, that means the map is now finished and online. Once over at the 2D map, then, you can click on the "KML" link in the upper-right corner, to download the 3D file for Google Earth (the option I highly recommend).
By the way, if you find any errors in these maps, do make sure to drop me a line at ilikejason [at] gmail.com; I'll make sure to correct it, as well as give you a public thank-you here at my site. All maps start in the Uptown/Buena Park neighborhood in which I live (hence the title of this series); enjoy!

Maps 1 through 5: Chicago Lakeshore Path. An uninterrupted 18-mile bike and runner path stretching nearly from the north edge to the south edge of the city, surrounded nearly at all times by public parkland, a holdover from Edwardian times when the "City Beautiful" movement managed to get the entire Chicago lakefront declared a "public resource."
1) Lakeshore path: Lincoln Park North. Upper half of the seven-mile Lincoln Park, one of the largest city parks in the entire United States. Riding the length of Lincoln Park is a lesson in American history and architecture, in that the park was designed in regular stages from 1860 to 1960; here in the north half are the sections created between 1910 and the '60s.
2) Lakeshore path: Lincoln Park South. The lower half of the park just described, the sections designed from 1860 to 1900, containing the vast majority of the historical destinations the park is most known for.
3) Lakeshore path: North Avenue to the Loop. Want a smart alternative the next time you come into the inner city for a holiday like the 4th of July? Why not park your car on the northside and bike the rest of the way in? Although not regularly used by a lot of people, there is a perfectly safe and in fact delightful section of the lakefront path that stretches from the end of Lincoln Park to the Loop, including easy stops at Navy Pier, River North, the Chicago River and Millennium Park. It's only six miles from Montrose to the Loop by bicycle; why not try it the next time you're down there on holiday, avoiding the snarl of vehicular traffic that always forms during such events?
4) Lakeshore path: Loop to 57th Street. For many years the Hyde Park area of the city's southside was built up along the lakefront, but nothing else between there and the Loop; that finally changed throughout the mid-20th century, especially once a series of corporations and civic groups came in and sponsored the landscaping of vast tracts of the land. Although not as historic as the northside's better-known path, this slice of Chicago's lakefront is a beautiful and uncluttered space, perfect for lazy weekend rides as well as weekday wind sprints for more serious riders.
5) Lakeshore path: South Campus. The extreme south tip of the city-sponsored 18-mile lakeshore bike/running path, encompassing several historic areas: Hyde Park, the University of Chicago campus, the Museum of Science and Industry, Jackson Park, and the South Shore Cultural Center, spanning roughly 57th to 79th Streets.
6) Northside to the Loop, via Southport/Lincoln Avenues. Hey, city-dweller creative-class fucks! You know how the mayor and your hippie neighbor keep crowing about how easy it actually is to bicycle from your place to your office in the Loop each day? Keep wondering if it's actually true? Here's one of what will hopefully be an always expanding series of maps, looking at various inner-city routes from residential neighborhoods to the Loop, all of them lying along streets with dedicated, legally-protected bike lanes. Featuring not only the routes themselves, but various practical tips about city bicycling embedded in my photos and videos.
7) Northside to the Loop, via Halsted/Milwaukee Avenues. Exactly the same as map 6, but this time using the city bike lane on Halsted, passing through such neighborhoods as Boys Town, Old Town, Goose Island, Fulton Market, River West and more.
8) Burnham's Boulevards and the West Side Parks (north half). As part of the "City Beautiful" movement's 1909 overhaul of the city, architect Daniel Burnham recommended building a "green ring" through the most congested neighborhoods at the time, allowing not only for rapid middle-class development but also a small slice of healthiness in the middle of the most packed places in the city. At the same time, then, a group of Gilded Age entrepreneurs started a series of grand, giant public parks on the west side of the city as well (where the vast majority of the city's immigrants lived at the time); these were linked to Burnham's green boulevard system, to form a legitimate grand green circle all the way around the city's downtown, a few miles out in distance from the Loop's center. My map, then, is just of the north half of this circle; it includes Diversey Boulevard at Lincoln Park (including the Goethe statue, Hamilton garden, Elks headquarters and more), Logan Square, Garfield Park and more.
9) Northside Neighborhood Parks. It's the giant civic parks of the Victorian Age that get all the press in Chicago; but did you know that the park district here actually maintains over 550 public spaces? The vast majority of them, in fact, were created and first maintained by private neighborhood organizations, before the Great Depression and Franklin Roosevelt's New Deal consolidated all the groups into one unified government administration. In this map, a winding and detailed route that will take a bicyclist to over 65 small neighborhood parks on the northside, ranging from a mile or two in size to sometimes the length of someone's backyard; the total route lasts 25 miles, with of course many opportunities to stop for food, shopping, coffee and more.
10) Northside to the Westside, via the "Industrial District." Here, a supplemental add-on to either map 6 (inner-city path on Lincoln) or 7 (inner-city path on Halsted) for getting over to such hipster westside neighborhoods as Wicker Park and Bucktown, specifically by riding through the last area of the northside left with working factories, smokestacks and more. A fascinating route to take at least once, especially for those who enjoy photographing urban industrial areas.
11) Near South Historic Neighborhoods. Did you know that there are half a dozen nationally important historic neighborhoods all butting against each other in Chicago's Near South Side? There are! Here, a map detailing them all, including the IIT campus, Bronzeville, Prairie Avenue, the Museum Campus, Chinatown, Printers Row and the South Loop.
12) Chicago's Downtown. All the photos and videos saved up from my various bike trips featuring the four neighborhoods making up Chicago's "downtown" -- the Loop, River North, River West and the South Loop.

