Extend the Fun: Explore Illinois after IPW 2025!

Once IPW wraps up, there's so much more waiting for you in Illinois! Our travel and tourism community invites you to stay a little longer and experience one of these seven amazing FAM journeys. Each one will take you to the heart of a true American adventure — from the iconic start of Route 66 to the historic Great River Road towns, to the lasting impact of Frank Lloyd Wright’s architecture.

Discover the stories and places that define Illinois. Walk in Lincoln’s footsteps, explore scenic gardens, shop local treasures, and take in quirky roadside attractions. From small-town surprises to classic Americana charm, every journey reveals something new—just a short drive from your Chicago IPW stay.

So, why not extend your trip beyond IPW 2025 and explore the beautiful roads, rivers, and towns in Illinois for a true taste of America? Register now to join us on one of these unforgettable FAM journeys — we can’t wait to share it with you.

Classic Americana: Route 66 Turns 100 in 2026 (Start in Chicago or St. Louis)

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2 tours, one starting from Chicago to St. Louis and one starting from St. Louis to Chicago
4 Days – Starts in Chicago: Featuring Joliet, Wilmington, Pontiac, Atlanta, Springfield and Collinsville   
4 Days – ​Starts in St. Louis: Featuring Madison, Collinsville, Carlinville, Edwardsville, Springfield, Atlanta, Pontiac, Wilmington and Joliet

No road trip is more iconic than Route 66, and this four-day itinerary will take you through some of the best stops on the Illinois stretch of this legendary highway. With 301 miles filled with timeless Americana, Illinois Route 66 is where nostalgia meets adventure.

From the classic neon signs of Springfield and Granite City to unique roadside attractions like the Gemini Giant and Pink Elephant Antique Mall, along with iconic diners like Cozy Dog Drive-In, each mile has its own charm. History comes to life at every turn, providing a glimpse into the golden age of the American road trip.

The journey isn’t just about experiencing the iconic stops on a historic highway – it’s also about building excitement for the 2026 Centennial. Two groups of travelers will start at opposite ends of Illinois Route 66 – one in Chicago and one in Southwest Illinois – and meet in the state capital at Motorheads for an unforgettable Centennial celebration. Afterward, your journey continues, leading through more historic towns and roadside wonders before reaching the final destination.

Whether exploring iconic attractions, roadside giants or celebrating a century of memories, this is the ultimate way to experience the Mother Road.

To secure your spot, a $150 non-refundable fee is required to finalize your reservation
Departure Airport: ORD, June 23, 2025 | Departure Airport: STL, June 23, 2025

From the Mother Road to the River Road: A Thrilling Motorcycle Adventure Through Illinois

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4 Days – Featuring Joliet, Wilmington, Pontiac, Atlanta, Springfield, Granite City, Madison, Alton and Grafton

This motorcycle trip takes you to a one-of-a-kind destination, where two iconic American scenic byways meet: the neon-lit nostalgia of Route 66 and the winding beauty of the Great River Road.

Each scenic byway offers unforgettable experiences, with every mile telling a new story. Route 66 transports you back in time, past classic roadside attractions like the Gemini Giant, iconic diners such as The Ariston Cafe, and small towns that capture the spirit of America’s legendary highway. Meanwhile, the Great River Road winds through towering limestone bluffs that drop straight into the river, passing through towns like Grafton, where riders are greeted with cold drinks and warm smiles.

These bucket list road trips are the perfect way to build momentum and excitement for Route 66’s Centennial in 2026. Hit the road now, and you’ll have memories and stories to last a lifetime.

**International visitors needs a valid passport, driver's license, and motorcycle registration
To secure your spot, a $150 non-refundable fee is required to finalize your reservation
Departure Airport: STL, June 23, 2025 

Great River Road Getaway: A Scenic Journey of Culture, Nature, and History

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4 Days – Featuring Galena, Moline, Quincy, Alton and Grafton 

This unforgettable four-day adventure takes you along Illinois’ western border, where serene mornings by the mighty Mississippi River lead to thrilling outdoor activities and lively evenings in charming towns.

Kick things off in historic Galena, a postcard-perfect town filled with cobblestone streets and endless charm. Find treasures in unique boutiques, sip wine or bourbon at a local tasting room, or take in the beautiful landscapes while kayaking the river or riding on an electric bike.

Next, let the Mississippi River be your guide. In Moline, hop aboard a classic paddle-wheeler to cruise the majestic river, and tour beautiful mansions and lush gardens steeped in history.

The excitement continues as you head south where thrilling adventures await. Race down an alpine coaster in Grafton, take to the skies on a breathtaking sky tour or hunt for hidden treasures in antique-filled buildings that predate the Civil War in Alton. Expect a walk-friendly tour filled with discovery.

To secure your spot, a $150 non-refundable fee is required to finalize your reservation
Departure Airport: STL, June 23, 2025

Where Nature Meets Innovation: Illinois' Best Architecture and Gardens

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4 Days – Featuring Oak Park, Brookfield, Rockford, DeKalb, Aurora, Rosemont, Glencoe, Highland Park and Evanston

In just four days, you'll gain a new perspective on American architecture and garden design, uncovering how Illinois helped redefine both. From Frank Lloyd Wright's revolutionary Prairie homes to serene gardens, this itinerary is a showcase of how visionary designers reimagined buildings and landscapes in bold new ways. 

Discover Wright’s masterpieces, including his Home and Studio and the Laurent House, where every detail reflects his innovative approach to organic architecture. Explore Ludwig Mies van der Rohe’s Farnsworth House, a modernist marvel, and visit some of the country’s most awe-inspiring religious buildings, like the Bahá'í House of Worship. 

Between these architectural wonders, you’ll wander through some of America’s finest gardens. Stroll through Aurora’s century-old sunken garden, with its tiered fountain and statues representing the seasons. Experience the serene beauty of Anderson Japanese Gardens, a tranquil space featuring koi-filled ponds and crystal-clear streams. Explore the Chicago Botanic Garden, home to 27 spectacular gardens. Cap off the experience with a magical evening at Ravinia Festival, the country's longest-running outdoor music festival, where world-class performances take place under the stars in a breathtaking open-air setting. Expect a walk-friendly tour filled with discovery.

To secure your spot, a $150 non-refundable fee is required to finalize your reservation
Departure Airport: ORD, June 23, 2025

Writers, Wildlife, and Wonders: An Illinois Tour

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4 Days - Featuring Oak Park, Brookfield, Peoria, Champaign, Casey and Rosemont 

Illinois brings stories to life, both literary and wild. In Chicago, the American Writers Museum celebrates iconic American authors, while Oak Park offers insights into Ernest Hemingway’s early years and honors Tarzan creator Edgar Rice Burroughs. 

Beyond the books, Illinois is home to incredible wildlife. The Brookfield Zoo, with over 3,000 animals, brings visitors face-to-face with creatures from around the world. Peoria’s 1,800-acre wildlife park offers opportunities to watch wolves, feed giraffes, and hike among bison. The Aikman Wildlife Adventure offers a unique drive-thru safari with over 100 free-roaming animals, providing an immersive wildlife experience. 

You will wonder at the town of Casey where you'll find Guinness World Record attractions like the world’s largest rocking chair and wind chime. Casey also features intricate miniatures that showcase exceptional craftsmanship. 

The adventure finishes with shopping at Fashion Outlets of Chicago, where visitors can enjoy discounts on top brands. Finally, head to Parkway Bank Park for live music, comedy, and craft beer, wrapping up the perfect day of shopping and entertainment. 

To secure your spot, a $150 non-refundable fee is required to finalize your reservation
Departure Airport: ORD, June 23, 2025

Mississippi River Country: Exploring Minnesota, Wisconsin & Illinois

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4 Days – Featuring Minnesota, Wisconsin and Illinois  

Discover the beauty, history, and charm of Mississippi River Country on this multi-state journey through Minnesota, Wisconsin, and Illinois.  

Begin in Minnesota, home of the Mississippi River’s headwaters, and explore the Twin Cities—Minneapolis and St. Paul—before visiting the Mall of America, the largest shopping and entertainment complex in the U.S. Follow the Great River Road, stopping in charming river towns to stroll quaint downtowns, admire scenic bluffs, and watch river barges and sailboats navigate the mighty Mississippi.  

Cross into Wisconsin for a stunning drive through Driftless Wisconsin, a region of rolling hills, river valleys, and Amish farms. Stop at Taliesin, Frank Lloyd Wright’s UNESCO-recognized estate, before continuing to Madison, a lively capital city known for its lakeside beauty, farm-to-table dining, and rich culture.  

Discover the charm of Illinois with a stroll through the historic streets of Galena, followed by a scenic Mississippi River cruise in Moline.  We head to Dekalb for a unique tasting experience at Whiskey Acres, then cap off the night at the lively Rosemont Entertainment District. 

This journey offers the perfect blend of culture, history, adventure, and stunning landscapes along the mighty Mississippi River.  

To secure your spot, a $150 non-refundable fee is required to finalize your reservation 
Departure Airport: ORD, June 23, 2025 

Great Lakes Getaway: Iconic Landmarks, Lakeside Charm & Urban Adventures

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 4 Days – Featuring Illinois, Wisconsin and Michigan  

Join us for a captivating 4-day journey through the western Great Lakes, where urban vibrancy meets small-town charm and breathtaking lakefront landscapes. 

Begin in Illinois, cruising down the iconic Route 66 to visit the Old Joliet Prison, a historic landmark with a rich and intriguing past. From there, head to Rosemont, where you can indulge in a lunch and shopping spree at the Fashion Outlets of Chicago. Afterward, explore the serene beauty of Chicago’s North Shore, home to cultural gems like the Chicago Botanic Garden and the Ravinia Festival. Ravinia, the country’s longest-running outdoor music festival, offers a perfect blend of music, nature, and history.

In Wisconsin, marvel at Frank Lloyd Wright’s SC Johnson World Headquarters in Racine, indulge at Milwaukee Public Market, and rev up your excitement at the Harley-Davidson Museum. Experience the legendary Lambeau Field in Green Bay before crossing Lake Michigan aboard the historic SS Badger ferry. 

Arriving in Michigan, discover the Dutch heritage of Holland, explore its vibrant downtown, and visit Grand Rapids, known for its craft beer and thriving arts scene. End your adventure with an e-bike tour to Holland State Park, where a stunning Lake Michigan sunset awaits. 

This FAM tour blends history, culture, and scenic beauty for an unforgettable Great Lakes experience.  

To secure your spot, a $150 non-refundable fee is required to finalize your reservation
Departure Airport: ORD, June 23, 2025