Ready to hit the road and soak in some of the Midwest’s most jaw-dropping views? The Lake Michigan Circle Tour is the ultimate road trip dream — a 1,100-mile scenic loop that winds around the stunning shores of Lake Michigan, crossing four states: Illinois, Indiana, Michigan, and Wisconsin. Whether you’re a weekend warrior or planning an epic getaway, this tour is packed with charming towns, big-city vibes, lighthouses, dunes, and some seriously delicious eats.
📍 Start Your Engines in Chicago
Let’s kick things off in the Windy City. Your adventure starts right here in Chicago — more specifically, at Chicago Adventure Rentals. This spot’s a prime jump-off point for your journey, sitting just a few blocks from Lake Shore Drive and right in the South Loop neighborhood.
🌆 While you're in town, make time for 🌭
Skydeck Chicago at Willis Tower – get a sky-high view of what’s to come
Portillo’s for a legit Chicago-style dog
The Art Institute of Chicago to feed your artsy side before hitting the road
🚦 Pro tip: If you haven't been lakeside yet, cruise down Lake Shore Drive — it's a sneak peek of the stunning lake views ahead.
🗺️ Tour Highlights Along the Route
Here’s the juicy part — the best places to stop, snap, snack, and stay along the Lake Michigan Circle Tour:
1. 🌿 Indiana Dunes National Park
Just under an hour from Chicago, this national park is a natural playground with over 15,000 acres of dunes, wetlands, and hiking trails. Climb to the top of Mount Baldy for a view that’ll make you forget you're still in the Midwest.
2. Saugatuck
This artsy harbor town is full of galleries, boutique shops, and riverside cafes. Take a paddleboat ride or just lounge on Oval Beach (one of the best in the country, no joke).
3. Traverse City
🍒 Famous for its cherry festival, wineries, and charming small-town vibes, Traverse City is a must. Drive the Old Mission Peninsula for coastal views and wine tastings that’ll make Napa jealous.
4. Mackinac Island
Park the car and ferry over to a Victorian dreamland — no cars allowed, just bikes and horses. It's quirky, chill, and unforgettable.
5. Door County
Think lighthouses, cherry orchards, fish boils (yeah, it’s a thing), and charming waterfront towns. Stop in Fish Creek or Egg Harbor — the vibes are unreal.
6. Milwaukee
End your loop with a bang. Breweries, music fests, and lakefront parks galore. It’s like Chicago’s little cousin who knows how to party.
🏕️ Circle Tour Must-Knows
Gas Up Early – Some scenic stretches are loooong with few stops.
Pack for Flexibility – Want to camp near the dunes? Book in advance, especially during summer.
Camera is a Must – The sunsets over the lake? Chef’s kiss.
Playlist Goals – This drive begs for a soundtrack. Think breezy, upbeat, and road-trip ready.
🧭 Back in Chicago: Full Circle, Full Heart
Once you’ve circled the lake and soaked in the sights, head back to where it all started. Whether you’re exhausted in the best way or already planning your next lap around the lake, one thing’s for sure — this tour will change the way you see the Midwest.
🚘 Ready to Roll? Let’s Get You a Ride!
If you're itching to hit the open road, Chicago Adventure Rentals has got your back. They’ll hook you up with a clean, comfy, and road-trip-ready ride so you can explore the Lake Michigan Circle Tour on your terms.
👉 Book your car now at this link or give us a shout at +1 872-296-8008 — and let the adventure begin!
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.
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
Telephone:
Address:
5153 W Argyle St, Chicago, IL 60630
Our business hours
Monday-Sunday: 7:00AM - 9:00PM