People Cycling Rides

Crossing Illinois on Route 66.

This is a Approved Ride
Ride Info
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Ride Recap
Ride Leader
Rick Gallo
Tour Dates
Start Location
Chicago, IL
End Location
St. Louis, MO
Cost (est.)
$850 (USD + $50.00 ride fee)
$400 (USD
Payment Due
Avg. Distance
55 mi / 89 km
Avg. Elevation
800 ft / 244 m
Ride Description

Come with us and enjoy an early fall tour diagonally crossing of the State of Illinois along Route 66. We start with a loop day in Chicago (our hotel is located on the Lake Front so we can pedal along Chicago’s 15 mile long Lakefront Trail). Our first day loop ride can include the downtown museums, Union Station, the Willis Tower (still called the Sears Tower by the locals), the Chicago River Walk & Trail, the Biograph Theatre, Wrigley Field and several other sites.


After our loop ride in Chicago, our pedaling days average 55 miles, with under 1,000 feet of climbing to get to St. Louis. Our longest day is 61 miles (about 800’ of climbing over the course of this day) and our toughest climbing day is 900’ (spread out over 54 miles). The vehicle will be mostly used for luggage transfer and social hour supply shopping, however we never turn down someone who has an emergency medical issue for a day or two. When we leave the City of Chicago and again when we enter the City of St. Louis it will be on bicycle paths. However, there is always traffic and the suburbs can have faster vehicle speeds then inner cities. In the towns/smaller cities (smaller when compared to Chicago and St. Louis) we ride in there is the normal city traffic, although we try to keep to side roads as much as possible. In various rural areas the roads are just two lanes but the traffic is minimal. We will have a loop day ride in St. Louis to Forest Park. Consi… (Join People Cycling to read more)

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People Cycling's Ride Rating

People Cycling has four categories for our rides – Easy, Moderate, Difficult, and Challenging. It should be somewhat obvious what these categories mean, but please become familiar with the elevations and distances that define them:

Easy rides are under 30mi/48km in average distance and 1600ft/500m in average elevation
Moderate rides are over the Easy rating but under 50mi/80km and 2460ft/750m
Difficult rides are as over the Moderate rating but under 75mi/120km and 3280/1000m
Anything over the Difficult rating

NOTE: This is not a strict guideline. There could be rides that have a day or two where the average elevation or distance exceeds the values given above. These anomalies should be outlined in the ride description. It is recommended that you read it carefully.

About People Cycling

People Cycling is a recently launched cycling club, which you can join for free, and is led by volunteer ride leaders. We will be offering tours in the United States and overseas. Our tours are made up of a small group of participants (typically 20-30 or so) who want to ride 30 to 55 miles a day over a one or two week period in interesting regions of the world.

Our ride leaders are volunteers and do not financially profit on tours they lead. They are also given broad discretion on how to lead their tours, and we consider them our greatest asset.

People Cycling tours are operated at cost or at lower cost (as negotiated by our ride leaders) than individuals can obtain on commercial tours. Within the cost of a tour, there is a nominal fee to support club operations and provide tools to ride leaders to manage their rides.

A lifetime membership in People Cycling is absolutely FREE, so please join us and become one of us – we the people, cycling together.