Illinois is where the Mother Road begins! Connecting Chicago to St. Louis, 301 miles of Route 66 stretch between these two cities. You'll encounter charming towns filled with vintage diners and many beautifully restored filling stations. It's a state of giants, unusual roadside photo-ops, and museums that bring the past to life. In Illinois, you'll experience a nostalgic yesteryear with classic Midwest Americana as you drive past expansive prairies and iconic neon. There's a wealth of history and much to explore here as you set out for adventure on your All-American road trip down the Mother Road.
​
Illinois Route 66 has been awarded an All-American Road designation, the highest National Scenic Byway designation.

​​This article will guide you through the BEST gems of Illinois Route 66, so you'll be prepared for an unforgettable, fun-filled journey of historical treasures and memories.

Constructed almost 100 years ago, at the beginning of America's love affair with the automobile and reinvented as a pedestrian and bicycle bridge, the Old Chain of Rocks Bridge is a MUST-VISIT  attraction for every Historic Route 66 pilgrimage.

It is an easy two-mile round trip hike or bike across this historic old bridge that soars high above the Mississippi River between Madison, Illinois, and St Louis, Missouri, at one of the river's most scenic locations near its confluence with the Missouri River. Even if you can't go the complete distance, you can drive down the road to the left just before entering the parking lot, where you can admire the Old Chain of Rocks Bridge from the base of the Mississippi River.

During my Missouri Route 66 planning, I made a note to visit Red Oak II since I wanted to see the cottage-style Phillips 66 service station that had been relocated there and restored from the ghost town of Red Oak, Missouri. That was the extent of my research on this location, and while I knew there were a few other restored buildings on-site, nothing I read prepared me for the magnitude of this Route 66 treasure.

Get your kicks on New Mexico's Route 66 National Scenic Byway! 

New Mexico has one of the most varied landscapes in the United States, and Route 66 crosses all its land regions. Enter New Mexico in the Great Plains at the ghost town of Glenrio, where the landscape is flat and grassy. As you reach Tucumcari, the land begins transitioning to the high desert with broad valleys, deep canyons, sharp cliffs, and flat-topped mesas. It is both harsh and majestic. Nearing the middle of the state, you’ll wind through the mountain pass of Tijeras Canyon as you work your way to Albuquerque in the valley below. Nine Mile Hill brings you up from the valley toward El Malpais, the stark lava landscape near Grants.  Approaching the Continental Divide, the lava gives way to breathtaking red-hued cliffs.  Those beautiful red cliffs keep getting better and better as you pass through Gallup shortly before exiting the state.

I recently spent a weekend in Texas photographing Historic Route 66. As luck would have it, we had a wind storm the first day I was there. But, after making the long drive, I wasn't about to spend my weekend hunkered down in a motel room like a sane person. So, I was out shooting in it. The 50+ mile an hour wind gusts stirred up the dirt in the more rural areas and made for interesting atmospheric conditions. Even so, we ended up having so much fun, much more than I ever expected.