The Ultimate Chicago to Akron Road Trip Itinerary

Cruise through the Midwest's hidden treasures on this heartland adventure, where urban charm meets rural splendor.

West Parker
By
West Parker
July 13, 2024

You're cruising down the highway, the Chicago skyline fading in your rearview mirror as you set out on an epic journey to Akron. The wind whips through your hair, carrying with it the promise of adventure and the faint scent of deep-dish pizza. As a seasoned road tripper and travel writer, I can tell you that the Chicago to Akron route is a hidden gem in the world of road trips.

This 366-mile odyssey takes you through three states – Illinois, Indiana, and Ohio – offering a smorgasbord of experiences that'll make your heart sing and your taste buds dance. From the urban jungle of Chicago to the rubber-meets-the-road spirit of Akron, you'll witness the Midwest's transformation from bustling metropolis to charming small towns and everything in between.

So buckle up, fellow road warriors! We're about to embark on a journey that'll take you from the shores of Lake Michigan to the rolling hills of Ohio. Along the way, we'll discover world-class museums, quirky roadside attractions, and enough local flavor to fill a dozen diners. This isn't just any road trip – it's a full-blown Midwest adventure that'll have you seeing America's heartland in a whole new light.

Stretch Your Legs at Indiana Dunes National Park

Hikers on sand dunes at Indiana Dunes National Park, Lake Michigan vista, Midwest natural beauty
Tackling the 3 Dune Challenge at Indiana Dunes. The view of Lake Michigan from the top is worth every sandy step!

Indiana Dunes National Park is your first chance to shake off the city vibes and immerse yourself in nature. Just an hour from Chicago, this park is a slice of paradise with 15,000 acres of dunes, wetlands, prairies, and forests. Climb the towering sand dunes for breathtaking views of Lake Michigan, or take a refreshing dip in its cool waters. The park's diverse ecosystems make it a haven for rare plants and birds, so keep your eyes peeled for unique sightings.

Key Information:

  • Location: 1215 N State Road 49, Porter, IN 46304
  • Best Time to Visit: Summer for beach activities, Fall for colorful foliage
  • Duration: 2-3 hours

Why Stop Here: Where else can you go from city skyscrapers to sandy beaches and lush forests in just an hour?

Road Tripper's Tip: Take the 3 Dune Challenge – a 1.5-mile trail over the park's three highest dunes. It's a workout, but the views are worth it!

Tour Notre Dame University

Notre Dame University's iconic golden dome, historic campus architecture, Midwest college tour stop
The Golden Dome never fails to impress, no matter how many times I visit. It's a beacon of knowledge and Fighting Irish pride.

Next up, we're rolling into South Bend, home to the legendary Notre Dame University. Even if you're not a football fan, the campus oozes history and charm. The Golden Dome of the Main Building gleams in the sun, a beacon of knowledge (and great photo ops). Take a stroll around the serene St. Mary's Lake, or step inside the breathtaking Basilica of the Sacred Heart. The campus tour guides are often students, offering a mix of historical facts and personal anecdotes that bring the university to life.

Key Information:

  • Location: Notre Dame, IN 46556
  • Best Time to Visit: Weekdays during semester for the full campus buzz
  • Duration: 1-2 hours

Why Stop Here: It's a chance to walk the hallowed grounds where legends were made, both in academics and athletics.

Road Tripper's Tip: If you're visiting during football season, try to catch a game. The atmosphere is electric!

Discover Shipshewana's Amish Country

Amish horse-drawn buggy in Shipshewana, Indiana countryside, traditional lifestyle glimpse
Stepping back in time in Shipshewana. The clip-clop of hooves on the road is a reminder of a simpler way of life.

As we cruise into Shipshewana, get ready to step back in time. This charming town is the heart of Indiana's Amish country, where horse-drawn buggies share the road with cars and simplicity is a way of life. The Shipshewana Flea Market (open Tuesdays and Wednesdays, May through September) is a treasure trove of handcrafted goods, fresh produce, and quirky finds. For a true taste of Amish life, book a buggy ride or visit a local farm.

Key Information:

  • Location: Shipshewana, IN 46565
  • Best Time to Visit: Tuesday or Wednesday during market season
  • Duration: 2-3 hours

Why Stop Here: It's a unique glimpse into a different way of life, right in the heart of modern America.

Road Tripper's Tip: Try the homemade pie at the Blue Gate Restaurant. Trust me, your taste buds will thank you!

Explore the Toledo Museum of Art

Glass artwork at Toledo Museum of Art, vibrant colors, contemporary exhibition space
The Glass Pavilion at Toledo Museum of Art is a feast for the eyes. Toledo's 'Glass City' nickname comes to life here.

As we cross into Ohio, the Toledo Museum of Art beckons art lovers and curious minds alike. This world-class museum houses over 30,000 works of art, from ancient Egyptian artifacts to contemporary masterpieces. The Glass Pavilion is a particular highlight, showcasing Toledo's history as the "Glass City." The best part? Admission is free, making it a budget-friendly stop on our journey.

Key Information:

  • Location: 2445 Monroe St, Toledo, OH 43620
  • Best Time to Visit: Weekday mornings for smaller crowds
  • Duration: 2-3 hours

Why Stop Here: It's a chance to see world-class art without the big-city prices or crowds.

Road Tripper's Tip: Check out the "Baby Wants a Bottle" sculpture outside – it's become an unofficial mascot of the museum!

Get Your Thrills at Cedar Point

Thrilling roller coaster at Cedar Point, Lake Erie vista, amusement park adventure in Sandusky, Ohio
Riding the Top Thrill Dragster at Cedar Point. My heart's still racing from that 420-foot drop!

Hold onto your hats, thrill-seekers! Our next stop is Cedar Point, the roller coaster capital of the world. With 17 world-class coasters and a beautiful location on a Lake Erie peninsula, it's a must-visit for adrenaline junkies and fun-lovers alike. From the record-breaking Top Thrill Dragster to the wooden classic Blue Streak, there's a ride for every level of courage.

Key Information:

  • Location: 1 Cedar Point Dr, Sandusky, OH 44870
  • Best Time to Visit: Weekdays in early summer or fall for shorter lines
  • Duration: Full day

Why Stop Here: Where else can you ride 17 of the world's best roller coasters in one day?

Road Tripper's Tip: Download the Cedar Point app for real-time wait times and to plan your route through the park.

Rock Out at the Rock & Roll Hall of Fame

Illuminated Rock & Roll Hall of Fame, Cleveland skyline, music history destination
The Rock & Roll Hall of Fame lit up at night. Inside, the history of rock music comes alive with every exhibit.

As we roll into Cleveland, it's time to turn up the volume at the Rock & Roll Hall of Fame. This iconic pyramid-shaped building on the shores of Lake Erie is a temple to music history. From Elvis's jumpsuit to Jimi Hendrix's guitar, the memorabilia here tells the story of rock and roll. Interactive exhibits let you explore different eras and genres, making it a hit with music lovers of all ages.

Key Information:

  • Location: 1100 Rock and Roll Boulevard, Cleveland, OH 44114
  • Best Time to Visit: Weekday afternoons for smaller crowds
  • Duration: 3-4 hours

Why Stop Here: It's the ultimate pilgrimage for music fans, celebrating the artists who've shaped our cultural landscape.

Road Tripper's Tip: Don't miss the "Voice Your Choice" booth where you can cast your vote for future inductees!

Take a Stroll Through Cleveland Metroparks Zoo

Elephants at Cleveland Metroparks Zoo, African Elephant Crossing exhibit, family-friendly attraction
The African Elephant Crossing at Cleveland Metroparks Zoo is as close as you can get to a safari without leaving Ohio!

Need a break from the road? The Cleveland Metroparks Zoo offers 183 acres of animal adventures. From the African Elephant Crossing to the Australian Adventure, you'll feel like you've traveled the world in just a few hours. The newly renovated Asian Highlands exhibit, home to snow leopards and red pandas, is a particular highlight.

Key Information:

  • Location: 3900 Wildlife Way, Cleveland, OH 44109
  • Best Time to Visit: Mornings, when animals are most active
  • Duration: 3-4 hours

Why Stop Here: It's a chance to see over 3,000 animals from around the world in naturalistic habitats.

Road Tripper's Tip: Take the tram tour for a guided overview of the zoo and to rest your feet!

Sample Suds at Great Lakes Brewing Company

Craft beer tasting at Great Lakes Brewing Company, Cleveland's first microbrewery, local flavors
Sampling the legendary Edmund Fitzgerald Porter at Great Lakes Brewing Company. Each sip tells a story of Cleveland's brewing heritage.

After a day of exploration, quench your thirst at Great Lakes Brewing Company, Ohio's first craft brewery. Located in Cleveland's vibrant Ohio City neighborhood, this brewery offers tours, tastings, and a full-service brewpub. From the crisp Dortmunder Gold to the robust Edmund Fitzgerald Porter, there's a brew for every palate.

Key Information:

  • Location: 2516 Market Ave, Cleveland, OH 44113
  • Best Time to Visit: Weekday evenings for a lively atmosphere
  • Duration: 1-2 hours

Why Stop Here: It's a chance to taste some of the Midwest's best craft beers in a historic setting.

Road Tripper's Tip: Try the beer-battered fish and chips – they use their own Edmund Fitzgerald Porter in the batter!

Hike Through Cuyahoga Valley National Park

Hiking trail in Cuyahoga Valley National Park, scenic forest boardwalk, outdoor adventure near Akron
The Ledges Trail in Cuyahoga Valley National Park. It's hard to believe this tranquil forest is tucked between two major cities.

As we near Akron, take a detour to Cuyahoga Valley National Park, a green oasis between Cleveland and Akron. This park offers a surprising mix of natural and historical attractions. Hike to the picturesque Brandywine Falls, cycle along the Ohio & Erie Canal Towpath Trail, or take a scenic ride on the Cuyahoga Valley Scenic Railroad. It's a perfect place to stretch your legs and breathe in some fresh air before the final leg of our journey.

Key Information:

  • Location: 6947 Riverview Rd, Peninsula, OH 44264
  • Best Time to Visit: Fall for stunning foliage, but beautiful year-round
  • Duration: 2-3 hours

Why Stop Here: It's a chance to experience the natural beauty of Ohio, right between two major cities.

Road Tripper's Tip: Don't miss the Ledges Overlook for a stunning panoramic view of the Cuyahoga Valley.

Step Back in Time at Stan Hywet Hall & Gardens

Stan Hywet Hall historic mansion, beautiful gardens, Akron's Gilded Age architecture
Stan Hywet Hall is a window into Akron's rubber baron past. The gardens are a riot of color in spring and summer.

As we roll into Akron, our first stop is the magnificent Stan Hywet Hall & Gardens. This Tudor Revival manor house, built by Goodyear Tire co-founder F.A. Seiberling, is a testament to Akron's industrial heritage. Tour the 65-room mansion, stroll through the meticulously manicured gardens, and imagine life in the Roaring Twenties. The Corbin Conservatory, a stunning greenhouse filled with exotic plants, is a particular highlight.

Key Information:

  • Location: 714 N Portage Path, Akron, OH 44303
  • Best Time to Visit: Spring for blooming gardens, December for holiday decorations
  • Duration: 2-3 hours

Why Stop Here: It's a glimpse into the opulent lifestyle of America's industrial barons, set in stunning grounds.

Road Tripper's Tip: Check their events calendar – they often host concerts and festivals on the grounds!

Get Hands-On at the Akron Art Museum

Akron Art Museum's striking architecture, contemporary art exhibit, cultural hotspot in downtown Akron
The Akron Art Museum's building is a work of art itself. Inside, the contemporary collection never fails to inspire and provoke thought.

For a dose of culture with a side of interactivity, head to the Akron Art Museum. Housed in a striking glass and steel building, this museum blends a historic 1899 building with a modern expansion. The collection focuses on contemporary and modern art, with works from icons like Andy Warhol alongside up-and-coming artists. Don't miss the Bud and Susie Rogers Garden, an outdoor space that hosts concerts and art installations.

Key Information:

  • Location: 1 S High St, Akron, OH 44308
  • Best Time to Visit: Thursday evenings for free admission and special programs
  • Duration: 1-2 hours

Why Stop Here: It's a chance to see cutting-edge art in a building that's a work of art itself.

Road Tripper's Tip: Check out the interactive studio spaces where you can create your own masterpiece!

Bounce into the Akron Zoo

Akron Zoo may be smaller than some big-city zoos, but what it lacks in size, it makes up for in charm and conservation efforts. Home to over 1,000 animals from around the world, the zoo's exhibits are designed to mimic natural habitats. The Pride of Africa exhibit, opened in 2019, is a particular highlight, featuring lions, Speke's gazelles, and white storks.

Key Information:

  • Location: 500 Edgewood Ave, Akron, OH 44307
  • Best Time to Visit: Mornings, especially for feeding times
  • Duration: 2-3 hours

Why Stop Here: It's a compact zoo that packs a big punch, with a strong focus on conservation and education.

Road Tripper's Tip: Don't miss the train ride around the zoo – it's a hit with kids and adults alike!

Explore the Inventor's Hall of Fame

Hands-on exhibit at National Inventors Hall of Fame Museum, STEM education, family-friendly Akron attraction
Watching kids light up with curiosity at the Inventor's Hall of Fame. Who knows, we might be seeing the next Thomas Edison in action!

Calling all curious minds! The National Inventors Hall of Fame Museum in Akron is a tribute to human ingenuity. Interactive exhibits let you explore inventions that have shaped our world, from the light bulb to the smartphone. Try your hand at the "Create" activity stations, where you can unleash your inner inventor. It's a perfect stop for families, budding scientists, or anyone who's ever wondered "how does that work?"

Key Information:

  • Location: 2 S High St, Akron, OH 44308
  • Best Time to Visit: Weekday afternoons for smaller crowds
  • Duration: 1-2 hours

Why Stop Here: It's an inspiring look at the power of innovation and creativity.

Road Tripper's Tip: Check out the "Games of Invention" section for some brain-teasing fun!

Take a Spin at the Akron Civic Theatre

Akron Civic Theatre's atmospheric interior, historic venue, cultural landmark in downtown Akron
The Akron Civic Theatre's starry ceiling never fails to amaze. It's like watching a show inside a fairytale castle.

End your Akron adventure with a show at the Akron Civic Theatre. This atmospheric theater, built in 1929, is one of only five remaining atmospheric theaters in the country. With a ceiling painted to look like a night sky (complete with twinkling stars) and side walls resembling a medieval castle, it's like watching a show in a Italian garden. Check their schedule – you might catch anything from a classic film to a contemporary concert.

Key Information:

  • Location: 182 S Main St, Akron, OH 44308
  • Best Time to Visit: Evening shows for the full atmospheric effect
  • Duration: 2-3 hours

Why Stop Here: It's a chance to experience a piece of theater history in a truly magical setting.

Road Tripper's Tip: Arrive early to fully appreciate the intricate architecture and decor.

Cruise Down the Towpath Trail

Biking on Ohio & Erie Canal Towpath Trail, scenic route, outdoor recreation in Akron
Cruising down the Towpath Trail, retracing the path of mule-drawn canal boats. It's a peaceful way to experience Akron's industrial history.

Before you leave Akron, take a leisurely bike ride or walk along the Ohio & Erie Canal Towpath Trail. This 87-mile trail follows the historic route of the Ohio & Erie Canal, offering a scenic journey through the heart of Ohio. In Akron, you can rent bikes at the Mustill Store and explore the urban section of the trail, passing through parks, wetlands, and historic neighborhoods.

Key Information:

  • Location: 57 W North St, Akron, OH 44304 (Mustill Store)
  • Best Time to Visit: Early morning or late afternoon for cooler temperatures
  • Duration: 1-2 hours

Why Stop Here: It's a chance to experience Akron's natural beauty and industrial history in one scenic ride.

Road Tripper's Tip: Keep an eye out for blue herons and other wildlife along the trail!

Your Day-by-Day Chicago to Akron Road Trip Adventure

Now that we've explored all the amazing stops along the way, let's put it all together into a perfectly paced road trip itinerary. Remember, this is just a suggestion – feel free to adjust based on your interests and energy levels!

Day 1: Chicago to South Bend

  • Morning: Depart Chicago early to beat the traffic
  • Midday: Explore Indiana Dunes National Park (1 hour from Chicago)
    • Take on the 3 Dune Challenge
    • Enjoy a picnic lunch on the beach
  • Afternoon: Drive to South Bend (1.5 hours)
    • Tour Notre Dame University campus
    • Visit the Basilica of the Sacred Heart
  • Evening: Dinner at Fiddler's Hearth, a cozy Irish pub in downtown South Bend
  • Overnight: Stay at the Morris Inn on Notre Dame's campus for the full Fighting Irish experience

Road Tripper's Tip: Fill up your gas tank before leaving Chicago to avoid higher prices near the Indiana Dunes.

Day 2: South Bend to Toledo

  • Morning: Early start to Shipshewana (1.5 hours)
    • Explore the Shipshewana Flea Market (if it's Tuesday or Wednesday)
    • Take an Amish buggy ride
  • Lunch: Enjoy homemade Amish cuisine at Blue Gate Restaurant
  • Afternoon: Drive to Toledo (2.5 hours)
    • Visit the Toledo Museum of Art
    • Explore the Glass Pavilion
  • Evening: Dinner at Registry Bistro for a taste of Toledo's fine dining
  • Overnight: Stay at the Renaissance Toledo Downtown Hotel for river views

Road Tripper's Tip: Buy some Amish-made snacks in Shipshewana for the road – you won't regret it!

Day 3: Toledo to Cleveland

  • Morning: Early departure to Cedar Point (1.5 hours)
    • Spend the day riding roller coasters and enjoying the park
  • Late Afternoon: Drive to Cleveland (1 hour)
  • Evening: Dinner at Great Lakes Brewing Company
    • Try their famous beer-battered fish and chips
  • Overnight: Stay at the Kimpton Schofield Hotel in downtown Cleveland

Road Tripper's Tip: Wear comfortable shoes for Cedar Point – you'll be doing a lot of walking!

Day 4: Cleveland Exploration

  • Morning: Visit the Rock & Roll Hall of Fame
    • Don't miss the "Voice Your Choice" booth
  • Lunch: Grab a bite at the West Side Market, Cleveland's oldest public market
  • Afternoon: Explore Cleveland Metroparks Zoo
    • Take the zoo tram for a guided tour
  • Evening: Catch a show at the House of Blues or Playhouse Square
  • Overnight: Same hotel in Cleveland

Road Tripper's Tip: Check the Rock Hall's website for any special exhibits or events during your visit.

Day 5: Cleveland to Akron

  • Morning: Start with a hike in Cuyahoga Valley National Park
    • Don't miss Brandywine Falls and the Ledges Overlook
  • Lunch: Picnic in the park or stop at Fisher's Cafe & Pub in Peninsula
  • Afternoon: Drive to Akron (30 minutes)
    • Tour Stan Hywet Hall & Gardens
  • Evening: Dinner at Luigi's Restaurant, an Akron institution since 1949
  • Overnight: Stay at the Courtyard by Marriott Akron Downtown

Road Tripper's Tip: If you're a cyclist, consider renting bikes to explore the Ohio & Erie Canal Towpath Trail in Cuyahoga Valley National Park.

Day 6: Akron Exploration

  • Morning: Visit the Akron Zoo
    • Check out the new Pride of Africa exhibit
  • Lunch: Grab a quick bite at Diamond Deli, known for their creative sandwiches
  • Afternoon: Explore the Akron Art Museum
    • Don't miss the interactive studio spaces
  • Evening: Catch a show at the Akron Civic Theatre
  • Overnight: Same hotel in Akron

Road Tripper's Tip: Many Akron attractions offer discounts if you show your ticket stub from another local attraction – ask at each stop!

Day 7: Final Day in Akron

  • Morning: Visit the National Inventors Hall of Fame Museum
    • Try your hand at the "Create" activity stations
  • Lunch: Enjoy a meal at Lock 15 Brewing Company, with views of the canal
  • Afternoon: Bike or walk part of the Ohio & Erie Canal Towpath Trail
  • Evening: Farewell dinner at Crave, one of Akron's top restaurants
  • Overnight: Same hotel in Akron

Road Tripper's Tip: Before you leave, pick up some locally made goods as souvenirs at Don Drumm Studios & Gallery.

Practical Tips for Your Chicago to Akron Road Trip

  1. Vehicle Check: Before setting out, make sure your car is in good condition. Check tire pressure, oil levels, and windshield wipers.
  2. Weather Preparedness: The Midwest can experience all four seasons in a day. Pack layers and check the forecast regularly.
  3. Navigation: While GPS is great, keep a physical map as backup. Cell service can be spotty in rural areas.
  4. Toll Roads: Both the Indiana Toll Road and Ohio Turnpike accept E-ZPass. If you don't have one, bring cash or a credit card for tolls.
  5. Roadside Assistance: Consider signing up for AAA or another roadside assistance program before your trip.
  6. Local Cuisine: Try local specialties in each state. Don't miss Chicago deep-dish pizza, Indiana pork tenderloin sandwiches, and Ohio's Cincinnati-style chili.
  7. Flexibility: Leave room in your schedule for unexpected discoveries. Some of the best road trip memories come from spontaneous stops.
  8. Music Playlist: Create a road trip playlist featuring artists from the Rock & Roll Hall of Fame to get you in the mood.
  9. Rest Stops: Plan your rest stops in advance. The Ohio Turnpike service plazas are well-maintained and spaced about 30-50 miles apart.
  10. Gas Stations: Use apps like GasBuddy to find the cheapest gas prices along your route.
  11. Local Events: Check local event calendars for each stop. You might stumble upon a fun festival or concert.
  12. Photography: Don't forget your camera! This route offers plenty of photo opportunities, from city skylines to rural landscapes.
  13. Snacks: Pack a cooler with drinks and snacks. It'll save you money and time on the road.
  14. Early Starts: Start your driving days early to make the most of daylight hours and avoid rush hour traffic in cities.
  15. Stay Connected: Bring a car charger for your phone and consider a portable battery pack for longer explorations.

Conclusion

From the towering skyscrapers of Chicago to the rubber-rich history of Akron, this road trip takes you on a journey through the heart of the Midwest. You've roller-coastered at Cedar Point, rocked out in Cleveland, hiked through national parks, and explored charming small towns. You've tasted local flavors, from deep-dish pizza to Amish pies, and experienced the warmth of Midwest hospitality.

Remember, the joy of a road trip lies not just in the destinations, but in the journey itself. So take your time, explore those tempting side roads, and create your own adventures along the way. The open road from Chicago to Akron is calling – what are you waiting for?

Safe travels, road trippers!

West Parker
West Parker
Article updated:
December 4, 2024 3:05 PM

West Parker, a Cornell University School of Hotel Administration graduate, has spent two decades as the secret weapon of the jet-set elite, crafting bespoke adventures that redefine luxury travel. Now a resident writer for Town & Tourist, this 45-year-old "Architect of Extraordinary Journeys" combines razor-sharp insights with unparalleled industry connections to deliver experiences that even the most discerning globetrotters can't help but rave about. West's expertise spans from exclusive real estate to fine dining, making him the go-to strategist for those who demand nothing but the extraordinary in their travels.

Recommended Reads