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Route 66 Tulsa to Chicago #3?

The ultimate guide to seeing the best of the Mother Road from Illinois to California in one week

  • 77
  • 74:05
  • 4,337 mi
  • $611
Take This Trip

Created by victor - August 20th 2024

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, the route officially ends at the Santa Monica Pier. The road reached peak popularity in the late 1940s and early '50s before being officially removed from the U.S. Highway System in 1985. After a few years, travelers from around the country and beyond started feeling tinges of nostalgia, and by the end of the 1980s it was once again becoming one of the most popular road trip routes.

Looking for more tips for your Route 66 trip? We've got you covered.

645 Joliet Rd, Willowbrook, IL, US

Dell Rhea's Chicken Basket

1
2029mi 31h 08m
Photo of Santa Monica Pier
4.0

200 Santa Monica Pier, Santa Monica, CA, US

Santa Monica Pier

1

Whether you call it the starting or ending point of the Mother Road, the Santa Monica Pier is the perfect spot to stretch your legs or snap photos of the ocean before embarking on a 2,000-mile trip east. Sure it’s touristy, but that shouldn’t stop you from taking a ride on the 1922 carousel or grabbing something sweet from the soda fountain. From the roller coaster and Ferris wheel to the arcade and the sign noting that it is the official end of Route 66, there's tons of fun to be had here.

2
0mi 00h 02m
Photo of Route 66 End of the Trail
5.0

330 Santa Monica Pier, Santa Monica, CA, US

Route 66 End of the Trail

2
3
1462mi 22h 43m
Photo of Honcho Rv Park
1.0

123 S Gilcrease Museum Rd, Tulsa, OK, US

Honcho Rv Park

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3
4
5mi 00h 08m

3770 Southwest Blvd, Tulsa, OK, US

Route 66 Historical Village

4
5
5mi 00h 11m

1124 S Lewis Ave, Tulsa, OK, US

Mother Road Market

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6
0mi 00h 03m
Photo of Meadow Gold Sign
4.0

1335 E. 11th St., Tulsa, OK, US

Meadow Gold Sign

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7
3mi 00h 08m
Photo of Golden Driller
4.0

4145 E 21st St, Tulsa, OK, US

Golden Driller

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8
14mi 00h 19m
Photo of Blue Whale of Catoosa
4.1

2680 N Highway 66, Catoosa, OK, US

Blue Whale of Catoosa

8

The Blue Whale of Catoosa was built by Hugh Davis in the early 1970s as a surprise anniversary gift for his wife Zelta, who loved whales and collected whale figurines. Take time to wander around the remnants of this famed roadside wonder, and have a snack at one of the picnic tables.

9
11mi 00h 19m

1720 W Will Rogers Blvd, Claremore, OK, US

Will Rogers Memorial Museum

9
10
15mi 00h 22m
Photo of Worlds Largest Concrete Totem Pole
3.7

21300 Hwy 28A, Foyil, OK, US

Worlds Largest Concrete Totem Pole

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11

via detour

15mi 00h 19m

319 E Illinois Ave, Vinita, OK, US

Clanton's Cafe

11

Clanton’s Cafe is an iconic Route 66 restaurant, best-known for its breakfast and local cuisine. Menu highlights include the world-famous chicken fried steak and calf fries (also known as Rocky Mountain oysters)—home-cooked comfort food at its best.

12
28mi 00h 30m

915 N Main St, Miami, OK, US

Waylan's Ku-Ku Burger

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13
3mi 00h 05m
Photo of Mickey Mantle Childhood Home
4.0

319 South Quincy Street, Commerce, OK, US

Mickey Mantle Childhood Home

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14
0mi 00h 01m
Photo of Hole in the Wall Conoco Station
3.3

101 South Main, Commerce, OK, US

Hole in the Wall Conoco Station

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15
0mi 00h 00m

100 N Main St, Commerce, OK, US

Dairy King

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16
12mi 00h 17m

940 military ave., Baxter Springs, KS, US

Baxter Springs Independent Oil and Gas Service Station

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17
0mi 00h 01m

740 East Ave, Baxter Springs, KS, US

Baxter Springs Heritage Center & Museum

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18
4mi 00h 07m
Photo of Old Riverton Store
4.2

7109 SE Oriole Lane, Riverton, KS, US

Old Riverton Store

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19
3mi 00h 07m

119 N Main St, Galena, KS, US

Cars on the Route

19

Your first stop in Galena should be Cars on the Route, a restored Kan-O-Tex service station formerly known as 4 Women on the Route. Along with snacks and sandwiches, here you can shop for antiques and Route 66 memorabilia made by local artists. Outside is a lineup of old trucks on display, including one that inspired the Tow Mater character in Disney’s Cars.