Route 66 stops in Illinois

The official eastern terminus sign where travelers begin Route 66.

Historic lakefront pier with attractions, views and entertainment.

One of the largest aggregate quarries in the U.S.

Historic treatment center known for pioneering addiction methods.

Historic-looking structure and local favorite stop.

Historic Chicago German-American restaurant operating since 1898.

24-hour classic diner with hearty meals and Route 66 vibes.

Local hot dog joint serving Chicago-style dogs and casual bites.

A classic Route 66 diner serving breakfast since 1923.

Classic drive-in burger and hot dog joint operating since the 1950s.

Iconic skyscraper and major Chicago landmark.

World-renowned art museum with an extensive collection including "American Gothic" and more.

A playful, immersive museum centered on ice cream and childhood nostalgia.

Iconic public park home to Cloud Gate, outdoor art, and performances.

A serene 2.5-acre garden in the heart of Millennium Park celebrating Chicago's transformation from marshland to modern city.

Welcome sign marking entry into McCook’s Route 66 corridor.

The western terminus marker for Route 66 in downtown Chicago.

Interactive video sculpture in Millennium Park featuring faces of Chicagoans and water features.

Grand fountain centerpiece of Chicago’s Grant Park.

Visitor hub with exhibits, guides, and gift shop.

One of the oldest Route 66 restaurants, serving American and Mediterranean fare.

Mini-park with benches, statues, and signs celebrating Route 66 history.

Historic site of one of the earliest Dairy Queens.

Gas station and food stop with Route 66 branding.

Historic section of original Route 66 pavement.

Historic Route 66 ice cream stop in Wilmington.

Tire shop with retro Sinclair Dino statue — quirky Route 66 photo-op.

Small-town garage with vintage vibes and service station throwback feel.

Local gift shop with Route 66 memorabilia, souvenirs, and charm.

Restored streetcar converted into a nostalgic diner on Route 66.

Memorial site honoring the historic Riviera Roadhouse.

Architecturally significant building from the late 1800s still serving customers today.

Restored early 1900s train station in Dwight.

Local diner serving family meals with Route 66 décor.

Historic pedestrian tunnel beneath Route 66.

Log cabin–style diner known for rustic charm and hearty meals.

Classic roadside motel along Route 66 offering simple accommodations.

Remnant of an early Route 66 bridge and popular photo spot.

Outdoor mural showcasing Route 66 themes.

Museum honoring individuals and locations tied to Route 66 history.

Historic pedestrian footbridge offering scenic views.

Government building in historic area, part of Route 66 heritage.

Historic Pontiac police station with Route 66 connections.

Classic old-style building with rooftop signage popular on Route 66.

Family-owned pizzeria serving locals and Route 66 travelers.

Classic Route 66 arrow-style directional sign.

Local store and Route 66 memorabilia stop.

A lively Route 66 bar and grill in Towanda, IL, with cold drinks, live music, and classic bar bites.

Walking trail on former Route 66 alignment with murals and signs.

Historic Route 66 stop with memorabilia and photo opportunities.

Famous snack company store with factory view.

Museum and visitor center blending Route 66 with Lincoln history.

Family maple sirup business on historic Route 66.

Nature center with educational programs and trails.

Historic maple grove and natural area on Route 66.

Local museum celebrating McLean’s history and culture.

Route 66 icon and historic roadside location.

Historic Route 66 location in McLean.

Route 66 diner serving comfort food.

Historic roadway segment in Atlanta, Illinois.