Great Lakes Road Trip: The Ultimate Chicago to Cleveland Itinerary

Embark on a 600-mile road trip from Chicago to Cleveland, tracing the shores of Lake Michigan and Lake Erie.

This stretch of I-94, I-96, and I-90 is a playground for travelers who want to swim at sandy beaches, hike windswept dunes, cast for salmon or walleye, then wind down in cities alive with music, history, and lakefront views.

To make the most of the journey, our local staff (some of them fishing enthusiasts) mapped out their road trip highlights with practical tips and Sonesta hotel recommendations for a cozy and effortless stay.

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Preparing for the Road Trip

Before you hit the road, a little planning goes a long way.

This Chicago-to-Cleveland journey is about 600 miles and will carry you through big cities, quiet lakeside towns, and stretches of scenic highway.

You’ll mostly follow I-90, as well as I-94 and I-96, which hug the Great Lakes and connect you to must-stop destinations such as Indiana Dunes, Detroit, and Toledo.

While some travelers worry about long hours behind the wheel, the route naturally breaks up into comfortable segments of one to three hours each, a pace that leaves time for swims, hikes, or a tasty meal by the lake.

When to Go

The best season is late spring through early fall.

In May and June, mornings are cooler with blooming greenery. July and August bring the warmest waters for swimming along with peak fishing for salmon, perch, and walleye. September and early October are quieter, with golden foliage and fewer crowds.

Midwest weather can shift quickly, but with flexible packing and a glance at local forecasts, you’ll be ready for anything from a bright beach day to a summer thunderstorm.

What to Pack

Layered clothing will keep you comfortable in changing lake breezes.

Bring swimwear, water shoes, sunscreen, and a light rain jacket in case of sudden showers.

If fishing is on your list, pack rods and tackle, or plan to rent gear locally.

A small cooler is useful for snacks or storing your catch if you take a charter.

For families traveling with kids, there’s no need to pack bulky hiking gear. Lightweight sneakers are comfortable enough for sandy dunes, museum strolls, and lakeside boardwalks.

Budget Snapshot

For this itinerary, gas can run between $150 and $200, depending on your car.

If you’re planning to fish along the route, expect to pay between $11 and $26 for a state license in Michigan or Ohio. They’re available for purchase online, so there’s no need to hunt down a local office.

Boat and kayak rentals typically range between $40 and $200 per day, depending on the type. Park entry fees are usually between $10 and $20 per vehicle, and many walking and hiking trails and beaches are free.

Travelers sometimes worry about unexpected costs, but most lake activities such as picnicking, hiking, beach days don’t require much more than time.

Smart Tips for the Road

• Think of this route as equal parts highway and hidden gems.
• Download Google Maps for offline use before you set out, cell service fades in some rural stretches along Lake Michigan. Keep GasBuddy handy for the cheapest fill-ups and use Fishbrain to scout fishing hotspots like a local.
• Traffic is easiest to handle if you skip rush hours in Chicago, Detroit, and Cleveland. Hit the road mid-morning, and the drive feels more like a lakeside cruise than a commuter crawl.
• Summer weekends mean busy marinas and full cabins, so reserve fishing charters, boat rentals, and lakefront restaurants early if those are on your must-do list.

The drive itself unfolds in short, manageable legs, with plenty of room for adventure in between.

Families will find the miles fly by, one moment you’re climbing dunes, the next you’re wandering a museum hall or strapping in for a roller coaster ride.

Chicago Harbor, Chicago, IL

Day 1: Chicago, Illinois (Lake Michigan)

Your Great Lakes adventure begins in Chicago, with 28 miles of shoreline stretching along Lake Michigan.

• Start your day on the Lakefront Trail, a path that winds past parks, beaches, and skyline views that feel pulled from a postcard.
• Head to Ohio Street Beach for a quick swim, a pocket of sand tucked near downtown with lifeguards on duty during summer months.
• Don’t forget to make a stop at the Adler Planetarium. The picturesque lakefront view is one of the most popular spots for photos in the city.

From here, the shoreline draws you naturally towards Navy Pier, the vibrant center of Chicago’s Lake culture. Here, you can hop on sightseeing cruises or fishing charters right from the docks. Families love the Ferris wheel, while couples frequently opt for evening sails when the city lights shimmer across Lake Michigan.

Did You Know?

Chicago’s shoreline is one of the longest continuous urban waterfronts in the U.S. Nearly every mile is public, with easy access to bike paths, beaches, and picnic spots.

Where to Stay in Chicago, IL

For visitors exploring Chicago, staying close to downtown and lakefront makes all the difference. Sonesta hotels in Chicago put you near iconic landmarks, busy neighborhoods, and easy transit connections, so every must-see sight is within reach.

The views of Lake Michigan and the sand dunes are popular beach and hiking attractions, Indiana Dunes National Park, Indiana, USA.

Day 2: Indiana Dunes National Park (Indiana)

After leaving Chicago behind, the city skyline fades into rolling sandhills and a wide-open horizon.

Indiana Dunes National Park, just an hour east from Chicago, is where Lake Michigan shows off its wilder side. Shaped by wind and time, some dunes climb past 200 feet and continue to shift, giving the lakeshore a new look season after season.

The park’s 15 miles of shoreline stretches out in soft curves, some framed by towering dunes that climb more than 200 feet above the water.

Spend a few hours at West Beach, one of the most popular spots in the park. In summer, lifeguards watch over designated swimming areas, giving parents peace of mind while little ones play in the lake.

Adventurers can head inland to tackle the Dune Succession Trail, a short but fascinating hike that reveals how shifting sands transform into forested ridges.

For something a little calmer, rent a kayak at Portage Lakefront and paddle along the shore with dunes rising behind you.

Some tips to keep in mind:

• Entry to the park is $15-25 and covers a day of exploration.
• Indiana requires a state fishing license for casting from shore, easy to purchase online before you arrive.
• Pack water shoes or sturdy sandals; the beaches here are beautiful but can be pebbly underfoot.

Lake Michigan, Indiana

Day 2: Michigan City, Indiana (Lake Michigan)

Just twenty minutes east of Indiana Dunes, you’ll find yourself in Michigan City, a lakefront town with sandy beaches and a dash of history.

With its wide beach and long fishing pier, Washington Park Beach is the hub for lakefront fun in Michigan City. Swim, fish, or launch a paddleboard, there’s always a new way to enjoy the water here.

Step inland a block or two and you’ll spot the Old Lighthouse Museum, housed in a beacon that first lit the waters back in 1858.

If you’re itching to get back on the water, head to the marina, where kayak and paddleboard rentals run between $20 to $40 per hour. It’s a peaceful way to take in the shoreline views and spot the lighthouse from a different angle.

Bring an Indiana fishing license if you plan to drop a line and always check the beach’s safety flags before swimming.

Grand River shoreline, Grand Rapids, MI

Day 2-3: Grand Rapids, Michigan

After a short two-hour drive from Michigan City, you’ll roll into Grand Rapids, a city about 30 miles inland from Lake Michigan. While it may not sit directly on the shoreline, Grand Rapids thrives on water.

The Grand River flows through downtown, where anglers gather at Sixth Street Dam to reel in steelhead and salmon. For a more leisurely pace, rent a kayak or join a guided paddle with GR Paddling, with local outfitters who handle the gear and logistics so you can simply enjoy the ride.

On hot summer days, Millennium Park Lake feels like Grand Rapids’ backyard escape.

The lifeguarded beach is perfect for a swim, while shady picnic spots invite you to linger in the sun the whole day.

Families will appreciate the splash zones that will keep kids busy for hours, and anglers can slip away to the quieter coves in search of bass and bluegill.

If you’re in the mood for a cultural detour, spend a few hours at Frederik Meijer Gardens & Sculpture Park, part botanical wonderland, part open-air museum, with winding paths that lead you past glassy ponds, meadows, and sculptures peeking out from the greenery.

To make the most of this visit, note that:

• A Michigan fishing license is about $26 for state residents and $76 for nonresidents. It can be purchased online at https://www.mdnr-elicense.com/
• Guided fishing trips range from $150 to $300 and are worth booking if you want to chase salmon or steelhead with local expertise.
• Summer is best for swimming at Millennium Park Lake, while mornings are ideal for exploring the gardens in peace.
• Arrive early at Frederik Meijer Gardens & Sculpture Park for fewer crowds and gentler morning light for photos.

Did You Know?

Grand Rapids proudly wears the nickname “Beer City USA”, with more than 40 craft breweries pouring everything from hoppy IPAs to Belgian-style ales. A pint at a local taproom is practically a rite of passage here.

Where to Stay in Grand Rapids, MI

Grand Rapids is an easy and comfortable overnight stop, with a Sonesta hotel close to the airport and just minutes from downtown.

It’s a practical place to pause, stretch out, and enjoy a good night’s rest before continuing east toward Detroit.

Belle Isle Island, Detroit, MI

Day 4: Detroit, Michigan

Leaving Grand Rapids behind, it’s a two-and-a-half-hour drive east to Detroit. Set between Lake St. Clair and Lake Erie, it’s a must-stop on your Great Lakes journey.

Start with a walk along the Detroit RiverWalk, a five-mile stretch dotted with parks, cafes, and fishing piers.

It’s clean, safe, and easy to navigate, even for families with strollers.

Anglers can try for walleye or bass right from the shore, while others may prefer a simple riverside stroll with skyline views. Parking near the RiverWalk typically runs $10–$20, so keep small bills handy.

Next, head to Belle Isle Park, a 982-acre island oasis designed by Frederick Law Olmsted, the same visionary behind New York’s Central Park. Here you’ll find lifeguarded beaches in summer, trails shaded by towering trees, and kayak rentals that let you paddle with the downtown skyline in view.

No visit to Detroit is complete without a stop at the Motown Museum, that brings you face-to-face with the music that shaped a generation. Tours last about an hour, so it’s easy to fit into a day that also includes time on the water.

To prepare for this stop, consider:

• A Michigan fishing license is required for both the RiverWalk and Belle Isle.
• Fishing charters on the Detroit River or Lake Erie run between $200 and $400, book in advance if you’re aiming for a day on the water.
• Summer is best for swimming, during off-season focus more on walking, biking, and kayaking.

Where to Stay in Detroit, MI

After a day of strolling the RiverWalk, kayaking around Belle Isle, or soaking up the sounds of Motown, you’ll want a comfortable place to unwind.

Sonesta hotels in Detroit feature several cozy options close to both downtown energy and lakeside escapes.

Downtown Toledo, Ohio

Day 5: Toledo, Ohio

About an hour south of Detroit, you’ll reach Toledo, a city where the Maumee River flows into Lake Erie. Toledo is nicknamed the “Glass City” for its role in America’s glassmaking industry, a legacy still celebrated through the museum’s exhibits and local architecture.

It’s a destination with fresh air and a dash of culture, keeping the road trip at pace but never dull.

For anglers, the river is famous for its spring walleye run, but year-round you can cast for catfish or perch along the shoreline at Side Cut Metropark. Families will appreciate the park’s easy trails, picnic areas, and riverside views.

Balance your outdoor time with a visit to the Toledo Museum of Art, a world-class museum known for its extraordinary glass collection. Admission is free, and Thursday evenings are often reserved for art programs and special events.

Good to keep in mind:

• An Ohio fishing license runs for about $25 and can be purchased easily online at ohiodnr.gov
• Arrive early at Side Cut Metropark for the quietest trails.
• Pack light layers; evenings near the river can cool quickly even in summer.

Where to Stay in Toledo, OH

Toledo is a great for a relaxing overnight stop. It’s an easy pause point before heading on to Sandusky and the final stretch of your Great Lakes adventure. Sonesta stay near the junctions of I-80 and I-90 keep you close to both downtown highlights and the quiet river trails.

Day 5-6: Sandusky, Ohio

Just an hour’s drive from Toledo, Sandusky welcomes you with two very different faces of Lake Erie: high-octane thrills and serene shoreline escapes.

The big draw is Cedar Point, the legendary amusement park known as the “Roller Coaster Capital of the World.” With 17 coasters, lakefront rides, and boat tours, it’s a must-visit for adrenaline-seekers. Lines can be long in summer, so buy tickets in advance and arrive early if you want to squeeze in the biggest rides.

 

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For something calmer, steer toward Marblehead Lighthouse, one of the oldest on the Great Lakes. It’s a perfect picture stop for sunrise and locals swear it’s the best time to catch the lake in soft, golden light.

If you’d like to end the day on the water, head to Battery Park Marina for kayak rentals, costing between $20 and $40 or fishing charters that head straight onto Lake Erie.

To prepare for this stop:

• Don’t forget an Ohio fishing license if you plan to cast a line.
• For Cedar Point, sunscreen and comfortable shoes are a must, you’ll walk miles without realizing it. Tickets generally range from $50 to $80, depending on the day and package you choose.
• Book kayak rentals or charters early, especially in peak summer.

Day 6: Cleveland, Ohio

After an hour’s drive from Sandusky, your Great Lakes adventure reaches its finale in Cleveland. Set on the southern shore of Lake Erie, the city is famous for its waterfront and cultural landmarks that can leave you breathless. This is the shallowest of the Great Lakes, which means it warms up fastest in summer, ideal for both swimmers and anglers.

Cleveland’s lakefront begins at Edgewater Park, where sandy stretches welcome swimmers, anglers, and picnickers looking to make the most of a summer day. Lifeguards watch the main beach in summer, and the piers are popular with locals fishing for walleye and perch.

From there, walk or bike east along the lakefront toward the Rock & Roll Hall of Fame. Exhibits highlight everyone from The Beatles to Beyoncé, and you’ll want at least an hour or two to explore.

As evening sets in, wander down to Voinovich Bicentennial Park, a quiet patch of lakefront green with sweeping views of both the city skyline and Lake Erie. It’s a favorite spot for sunset photos.

End your road trip on a hearty note at Sokolowski’s University Inn, a Cleveland institution known for lake-inspired Polish comfort food like pierogis and walleye.

Keep in mind:

• An Ohio fishing license is required for both the piers and charter boats.
• Fishing charters on Lake Erie run from $150 to $300, worth booking ahead if you’re after a full day on the water.
• The Hall of Fame is busiest midday; mornings are your best bet for shorter waits.

Where to Stay in Cleveland, OH

After a day of exploring Cleveland, it helps to have a Sonesta stay that’s both convenient and comfortable. Sonesta’s budget-friendly options in Cleveland feature stays near the airport and west side suburbs that keep you close to downtown highlights.

Optional Detours and Side Trips

If you have a little extra time, a couple of detours can add even more color to your Great Lakes journey.

About 30 miles west of Grand Rapids, Holland, Michigan brings a touch of Dutch charm to the lakeshore, with sandy beaches, piers for fishing, and a downtown lined with tulip blooms each spring.

On the Ohio side, just 20 miles from Sandusky, head to Port Clinton and hop aboard the Jet Express ferry to Put-in-Bay. The ride itself is part of the adventure, and once on the island, you’ll find a lively boating culture, casual restaurants, and more opportunities to cast a line.

Wrapping Up the Journey

For travelers seeking a mix of urban energy, outdoor adventure, and lakeside relaxation, this itinerary has it all.

One morning it’s the hush of a trail through Indiana Dunes, by afternoon you’re paddling the Grand River, and the next day you’re screaming on roller coasters in Sandusky or standing in the house where Motown began.

With Sonesta hotels placed perfectly along the route, you’ll always have a welcoming place to pause, rest, and reflect on the day’s adventures.

Pack your bags and let the Great Lakes guide the rhythm of your next road trip.

Book & Stay Smarter with Sonesta Travel Pass

With Sonesta hotels at key stops along the route, the Sonesta Travel Pass loyalty program adds extra value to your stay.

Members earn points toward free nights and enjoy exclusive rates, room upgrades, and other tier-based perks like late checkout and bonus point multipliers. It’s free to join and worth considering if you’re planning more than just one trip.

For the best rates, book your stays in advance! Find a Sonesta hotel at each stop of your Great Lakes road trip: