Just two people enjoying our free time together, learning new things and visiting new places.


Route 66: Wheels on the Mother Road

Trip Details

Progress Tracker

DateStopRoute 66 Mile MarkerMiles to Santa MonicaStatus
Pre-TripCatawba, NC
June 14Chicago, IL02,448
June 14Cicero, IL~8~2,440
June 15Edwardsville, IL~270~2,178
June 16Springfield, MO~380~2,068
June 17 & 18Vinita, OK~628~1,820
June 19Stroud, OK~728~1,720
June 20Elk City, OK~840~1,608
Mileage is approximate following historic Route 66 alignments.

Daily Updates

Newest entries at the top, updated daily from home.

Day 7 — June 20, 2026 | Elk City, OK

Miles Today: ~112 (Stroud → Elk City via historic Route 66 through OKC) Running Total (Route 66): ~840 miles Miles Remaining to Santa Monica: ~1,608

[Getting close to Texas now!]

Day 6 — June 19, 2026 | Stroud, OK

Miles Today: ~100 (Vinita → Stroud, through Tulsa and past Oklahoma City) Running Total (Route 66): ~728 miles Miles Remaining to Santa Monica: ~1,720

[Stroud is a classic Route 66 town, home to the Rock Café which appeared in the Pixar movie Cars.]

Day 5 — June 18, 2026 | Vinita, OK (Rest Day)

Miles Today: 0 — Rest day 🛑 Running Total (Route 66): ~628 miles Miles Remaining to Santa Monica: ~1,820

[Vinita is home to the world’s largest McDonald’s (it spans the highway on an overpass) and it’s a charming little town in the Green Country region of Oklahoma.]

Day 4 — June 17, 2026 | Vinita, OK

Miles Today: ~428 (Springfield, IL → Vinita, OK — a long one! Through Missouri and into Oklahoma) Running Total (Route 66): ~628 miles Miles Remaining to Santa Monica: ~1,820

[This was a big mileage day, crossing from Illinois through Missouri and into Oklahoma. The Kansas section of Route 66 is only about 13 miles.]

Day 3 — June 16, 2026 | Springfield, MO

Miles Today: ~110 (Edwardsville, IL → Springfield, MO — crossing into Missouri) Running Total (Route 66): ~380 miles Miles Remaining to Santa Monica: ~2,068

[Springfield MO is a solid Route 66 town. Crossing the Mississippi from Illinois into Missouri is a milestone moment.]

Day 2 — June 15, 2026 | Edwardsville, IL

Miles Today: ~262 (Cicero → Edwardsville — heading south through Illinois on Route 66) Running Total (Route 66): ~270 miles Miles Remaining to Santa Monica: ~2,178

[The Illinois stretch of Route 66 runs south from Chicago. Pontiac, Bloomington, Funk’s Grove Maple Sirup (yes, sirup — it’s historic), Litchfield.]

Day 1 — June 14, 2026 | Chicago, IL → Cicero, IL

Miles Today: ~750 (Catawba, NC → Chicago, IL — pre-Route 66 riding day) + ~8 miles on Route 66 to Cicero Route 66 Miles: ~8 Miles Remaining to Santa Monica: ~2,440

[The big departure day from Catawba. The ride up to Chicago. Finding the Route 66 start sign on Adams Street at Michigan Avenue. First overnight in Cicero.]