🍁Cruising Through Color: The Best Fall Foliage Drives Near Chicago🍂

🍁Cruising Through Color: The Best Fall Foliage Drives Near Chicago🍂

June 11, 20253 min read

Hey there, leaf peepers and weekend wanderers! If you’re dreaming of crunchy leaves, crisp air, and endless shades of red, orange, and gold… Chicago’s got you covered. While the Windy City itself has plenty of charm, just a short drive outside the hustle and bustle are some seriously swoon-worthy fall foliage routes that feel straight out of a movie.

Ready to roll down the windows, blast your autumn playlist, and soak in the colors? Let’s hit the road! 🚗💨

🍃1. Lake Shore Drive — City Views with a Pop of Color

Okay, okay — we’re starting right here in the city. But trust me, Lake Shore Drive in fall is a chef’s kiss. This scenic drive hugs Lake Michigan and offers jaw-dropping views of both the skyline and the foliage lining the parkways.

Hot Tip: Drive during golden hour for double the glow — the lake + the leaves = fall perfection. Don’t miss a stroll through Lincoln Park or a pit stop at Montrose Beach for a photo op!

🍂2. Morton Arboretum — A Color-Filled Escape

Just 25 miles west of downtown, this place is an absolute fall fantasy. The Morton Arboretum boasts over 1,700 acres of trees from around the world — all showing off in their finest autumn coats.

Why it’s a must:

  • The 16-mile scenic driving loop is straight-up stunning

  • Family-friendly activities and seasonal events like the Fall Color Festival

  • 🍁 Photo ops on every. single. turn.

Pro Tip: Grab a pumpkin latte from nearby Maple Avenue Coffee House in downtown Lisle for the full cozy experience.

🌾3. Kettle Moraine Scenic Drive — Wisconsin’s Hidden Gem

Willing to go the distance? Trust me, this one’s worth it. Kettle Moraine Scenic Drive winds through glacial hills, forest preserves, and open fields that explode with color in mid-to-late October.

🚘 The Route Highlights:

  • 115 miles of winding roads through state forests

  • Picture-perfect pit stops at Ottawa Lake and Parnell Tower

  • Quaint towns like Delafield and Elkhorn for lunch breaks and leaf peeping

Pro Move: Hit up Blue Bay Family Restaurant in Mukwonago for an old-school diner breakfast that’ll fuel your whole day.

🌳4. Starved Rock State Park — Waterfalls + Fall Vibes

Nature lovers, this one’s calling your name! Located about 1.5 hours southwest of the city, Starved Rock is packed with canyons, waterfalls, and bluff-top views bursting with autumn colors.

Top Spots to Explore:

  • French Canyon Trail (super scenic and not too tough)

  • Lover’s Leap Overlook (yes, it’s as romantic as it sounds)

  • 🍂 Tons of Instagram-worthy viewpoints

And yes, there’s a Lodge with a fireplace if you’re feeling extra cozy.

🗺️5. Illinois River Road National Scenic Byway

Stretching alongside the Illinois River, this byway is a lesser-known but magical fall road trip. Expect rolling forests, riverside cliffs, and wildlife galore.

Why we love it:

  • Not too crowded (hello, peaceful drive)

  • Cute riverside towns like Princeton and Peoria

  • The fall foliage peaks a bit later, so you’ve got more time to plan!

🚙 Ready to Hit the Road?

Let’s be real — fall doesn’t last forever, and neither does that pumpkin spice season! Whether you’re planning a weekend getaway or just want a day of scenic cruising, you’ll want to make sure your ride is just as ready as your camera.

That’s where Chicago Adventure Rentals steps in.🍁

We’ve got the perfect set of wheels to match your autumn adventure — from fuel-efficient cruisers to SUVs that can handle any leaf-strewn road. Visit us at Chicago Adventure Rentals or give us a ring at +1 872-296-8008 to lock in your rental today.

🍂 Go chase those leaves. We’ll handle the ride.


















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Our Promise: We’re not just about renting cars; we’re here to help you make stories on the road. From hassle-free bookings to well-maintained, adventure-ready vehicles, our goal is to ensure you spend more time exploring and less time worrying about the details.

About Us: At Chicago Adventure Rentals, we know the journey is just as exciting as the destination. Whether you're adventuring downtown, exploring the Bluffs of Door County, or heading down to the Indiana Dunes, we’ve got the perfect vehicle to fuel your adventure. Our mission is simple: to get you where you need to go, with a dash of adventure.

If you're a visitor soaking in the sights, a local seeking a weekend getaway, or just in need of some extra wheels for a few days – we've got you covered.

Roads go ever ever on,

Over rock and under tree,

By caves where never sun has shone,

By streams that never find the sea;

Over snow by winter sown,

And through the merry flowers of June,

Over grass and over stone,

And under mountains in the moon.

– Bilbo Baggins

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