Lincoln’s Ghost Walk: Legends & Lore
3/4/14 - 11/15/14
A ninety minute ten block walking tour presented by Garret Moffett, that uses the Lincoln sites as the scene for the strange and bizarre history surrounding Lincoln’s life and death.
Wrigley Field's 100th Anniversary Celebration
4/4/14 - 9/28/14
Plan your 66 trip around a Cubs game! Chicago is celebrating 100 years of Wrigley Field history, and Cubs fans are invited to join the "Party of the Century," a season dedicated to the storied past of this great ballpark. The 2014 season will honor 10 decades of Wrigley Field history with 10 unique decade-themed, throwback homestands complete with special guests, events, food, promotions and more.
Chicago SummerDance
6/27/14 - 9/14/14
Join in this summer as the Spirit of Music Garden in Grant Park blossoms into an urban dance space. Dance to the sounds of 44 different live bands and get into step with dance lessons beforehand. Restored 4,900-square-foot, 100 percent recycled, open-air dance floor designed by Chicago artist Dan Peterman. Swing, waltz, Cha-Cha or just enjoy the music.
Mercury's Canine Cruise
7/6/14 - 9/28/14
Bring your pooch on a leash and enjoy quality time with your dog while cruising on Chicago's waterways. This tour highlights dog-friendly hotels, restaurants, dog parks and fire hydrants. Enjoy the cool breeze in your hair (and fur!) aboard the Skyline Queen which offers plenty of safe outdoor-seating. Dogs may choose to sit on your lap, in a seat or on the deck.
Open Cockpit Day at Prairie Aviation Museum
8/16/14 - 9/20/14
Visitors have the opportunity to see inside the cockpit of airplanes, visit with pilots who flew the planes and visit the aviation displays inside. In addition to many exhibits in the museum, there are seven airplanes and three helicopters on display in the Air Park. 10am-4pm Aug16 & Sept 20.
Magnificent Mile Shopping Festival
8/21/14 - 9/1/14
The Magnificent Mile Shopping Festival presented by MasterCard celebrates the world-class Magnificent Mile shopping experience. Attendees receive VIP treatment with exclusive in-store offers and events, celebrity appearances, fashion shows, culinary celebrations, outdoor concerts, fabulous hotel packages, special perks for MasterCard cardholders and much more.
Central States Thresherman's Reunion
8/28/14 - 9/1/14
This Labor Day Weekend, come out and experience activities that include rock crushing, threshing, sheep shearing, tractor pulls and a variety of country music shows.
Scheels Super Retriever Dog Jumping Competition
9/5/14 - 9/7/14
Don’t miss this Free family fun event! Fri 10am-4pm, Sat 9am-5pm, and Sun 9am-4:30pm. Local talent welcome - you can even bring your dog for the fun jump to give it a try. Competition categories include Pro, Elite, and Amateur Super Fly, Mini-Fly, and Junior Fly as well as Super V and Super V Elite.
Berwyn Route 66 Car Show
9/5/14 - 9/6/14
The Berwyn Route 66 Car Show is the area’s best and biggest car show. Held annually on the first weekend after Labor Day, the Car Show takes visitors on a stroll through 500+ vintage and custom cars, trucks and motorcycles along with live music, automobile flamethrowing and a cacklefest of dragsters that will thrill spectators! For more info call 708-788-8100.
Ride for the Relay
9/6/14 - 9/17/14
The 9th Annual "Ride for the Relay" will leave the Navy Pier in Chicago on September 6 and travel all of Old Route 66 to Santa Monica.  The motorcyclists arrive in Santa Monica on September 17 and hopefully will have raised over $25,000 for the American Cancer Society to help find a Cure for Cancer. After nine years of traveling the Mother Road, the group has been raising funds for this important cause. The ride leaves the first Saturday of September each year.
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Submitted By: John Roberts
Having moved from Missouri to Michigan in 1976, I'd driven Old 66/I55 many times over the years...