Remove Ads

Jeff's Route 66 Trip

Roadtrippers Iconic Spots - May 2020

  • 112
  • 46:06
  • 2,462 mi
  • $301
Take This Trip

Created by Jeff Hubbard - August 1st 2019

Route 66, and its 2,500 miles, is known affectionately as "The Mother Road." It's the quintessential cross-country road trip experience. From Chicago through the beating heart of America and down to Los Angeles, the route officially ends at the Santa Monica Pier. The road reached peak popularity in the late 40's and early 50's before being officially removed from the US Highway System in 1985. After a few years, travelers from America and beyond started feeling tinges of nostalgia, and by the end of the 1980's it was fast becoming one of the most popular road trip routes once more.

Photo of Route 66 Starts Here Sign
3.4

65 E Adams St, Chicago, IL, US

Route 66 Starts Here Sign

1
8mi 00h 22m

IL, US

Cicero

1
2
14mi 00h 25m

645 Joliet Rd, Willowbrook, IL, US

Dell Rhea's Chicken Basket

2

The Illinois stretch of Route 66 is home to some pretty good eats, especially if you like classic American cuisine. Before you hit the road, visit Dell Rhea's Chicken Basket, just outside Chicago, for some of the best fried chicken you'll ever have. They've been serving the home-cooked goodness since 1946.

3
19mi 00h 28m
Photo of Route 66 Park
3.3

920 N Broadway St, Joliet, IL, US

Route 66 Park

3
4
16mi 00h 25m
Photo of Midewin National Tallgrass Prairie
4.5

30239 Rte 53, Wilmington, IL, US

Midewin National Tallgrass Prairie

4
5
29mi 00h 34m
6
0mi 00h 02m
Photo of Ambler's Texaco Gas Station
4.5

W Waupansie St, Dwight, IL, US

Ambler's Texaco Gas Station

6
7
17mi 00h 20m

Old Route 66 & Aurora St, Pontiac, IL, US

Old Log Cabin Restaurant, Bar & Catering

7
8
1mi 00h 04m
Photo of Illinois Route 66 Hall of Fame and Museum
4.5

110 W Howard St, Pontiac, IL, US

Illinois Route 66 Hall of Fame and Museum

8
9
18mi 00h 25m

Lexington, IL, US

John Patton Log Cabin

9
10
6mi 00h 09m

Original Route 66 Roadbed, Towanda, Illinois, United States

10
11
4mi 00h 06m

Old Us South Route 66, Normal, Illinois

11
12
0mi 00h 01m

Old Us South Route 66, Normal, Illinois

12
13
2mi 00h 05m
Photo of Sprague's Super Service
4.5

305 East Pine St., Normal, IL, US

Sprague's Super Service

13
14
3mi 00h 08m

708 North Center Street, Bloomington, Illinois

14
15
11mi 00h 17m

5257 Old Rte 66, McLean, IL, US

Funks Grove Pure Maple Sirup

15

For those of you with a sweet tooth, Funks Grove Pure Maple Sirup in Shirley, IL produces over 1,800 gallons of maple syrup using old-fashioned techniques, and it's all bottled in beautiful, vintage-looking bottles.

16
9mi 00h 12m
Photo of Bunyon With a Hotdog
4.3

110 Southwest Arch Street, Atlanta, IL, US

Bunyon With a Hotdog

16
17
0mi 00h 02m

301 SW 2nd St, Atlanta, IL, US

J. H. Hawes Elevator

17
18
0mi 00h 02m

114 SW Arch St, Atlanta, IL, US

Route 66 Arcade Museum

18

The Illinois stretch of Route 66 is also home to loads of great roadside attractions, but none shout "retro-kitsch" louder than the massive muffler men statues! The Gemini Giant in Wilmington and Bunyon With a Hotdog in Atlanta, IL are two of the best for photo-ops of this iconic vestige of Americana. While you're in Atlanta, which is a ridiculously charming little town in Illinois, visit the Route 66 Arcade Museum: it's a fantastic hidden gem that features tons of vintage arcade machines you can play.

19
48mi 00h 47m

2935 S 6th St, Springfield, IL, US

Cozy Dog Drive In

19

Best time of year to travel along Route 66: The best time to road trip down Route 66 is between late April and early July, as well as late August through late October. The worst times to visit would be July and August, this is when the temperature is sweltering and all the kids are out of school, which means you'll come across some crowds along the route. In addition, July and August is considered high season, so you're going to be paying higher rates for lodging.

Jeff Hubbard

Wayfarer, Photographer, Quixotic Outdoorsman. Ed Abbey, Steinbeck, Kerouac, Dylan, dharma bum, the Blues, Baseball & traveling the West