6 Great And 6 Not So Great Parts Of Visiting Illinois

Illinois offers travelers a fascinating mix of bustling city life, quiet countryside, and rich history. From the towering skyscrapers of Chicago to the rolling hills of the southern region, this Midwest state has something for everyone. But like any destination, Illinois has both highlights and challenges for visitors. Here’s an honest look at what makes the Land of Lincoln both wonderful and occasionally frustrating for travelers.

1. Chicago’s Magnificent Mile Dazzles

Chicago's Magnificent Mile Dazzles
© The Gwen

The Magnificent Mile stands as Chicago’s premier shopping district, stretching along Michigan Avenue with its glittering storefronts and iconic architecture. Luxury brands neighbor historic buildings, creating a unique blend of commerce and culture that captivates visitors year-round.

Beyond shopping, this famous boulevard offers exceptional dining experiences ranging from deep-dish pizza joints to fine dining establishments. The people-watching opportunities are endless as locals and tourists alike stream past.

Seasonal displays transform the area throughout the year, from summer flower arrangements to the magical holiday lights that turn winter evenings into a wonderland. Many visitors make this their first stop in Illinois – and for good reason!

2. Starved Rock State Park’s Natural Wonders

Starved Rock State Park's Natural Wonders
© Heritage Harbor Ottawa

Nestled along the Illinois River, Starved Rock State Park surprises first-time visitors with its dramatic sandstone canyons and waterfalls. This geological wonderland seems almost out of place in the otherwise flat Illinois landscape, offering hikers 13 miles of well-maintained trails through breathtaking scenery.

Spring brings cascading waterfalls as snow melts, while autumn transforms the park into a canvas of red and gold foliage. Winter creates magical ice falls when the waterfalls freeze solid.

The visitor center provides fascinating insights into the area’s natural history and Native American heritage. For many Illinois visitors, discovering this hidden gem becomes the unexpected highlight of their trip, proving the Prairie State offers much more than cornfields and cities.

3. Route 66 Nostalgia Highway

Route 66 Nostalgia Highway
© Enjoy Illinois

Illinois proudly claims the starting point of America’s most famous highway. Route 66 begins in Chicago and winds through the state’s heartland, offering a journey through Americana that transports travelers back in time. Vintage gas stations, quirky roadside attractions, and classic diners dot the route.

Towns like Pontiac and Atlanta embrace their Route 66 heritage with museums, murals, and preserved landmarks. The giant muffler men statues and restored vintage signage create perfect photo opportunities for road trip enthusiasts.

Funky stops like the Launching Pad Drive-In with its towering “Gemini Giant” spaceman statue showcase the route’s unique character. For history buffs and nostalgia seekers, this iconic stretch of highway provides an authentic glimpse into mid-century American travel culture that can’t be replicated anywhere else.

4. World-Class Museums For Every Interest

World-Class Museums For Every Interest
© Choose Chicago

Illinois boasts an impressive collection of museums that rivals destinations twice its size. Chicago’s Museum Campus alone contains three world-renowned institutions: the Field Museum with SUE, the largest T-Rex ever discovered; Shedd Aquarium with its Caribbean Reef; and Adler Planetarium, America’s first planetarium.

Art enthusiasts flock to the Art Institute of Chicago, home to iconic works like American Gothic and Nighthawks. The Museum of Science and Industry dazzles with its full-size coal mine and massive model railroad.

Beyond Chicago, smaller gems await discovery. Springfield’s Abraham Lincoln Presidential Library and Museum brings the 16th president to life through immersive exhibits. The Illinois State Museum showcases natural history spanning millions of years. With such diversity, visitors of all ages and interests find themselves educated and entertained throughout their Illinois journey.

5. Small Town Charm Off The Beaten Path

Small Town Charm Off The Beaten Path
© Galena, IL

Galena captivates visitors with its perfectly preserved 19th-century downtown, where red brick buildings house artisan shops and cozy cafes. Once home to Ulysses S. Grant, this northwestern Illinois gem offers a glimpse into a bygone era that feels worlds away from Chicago’s hustle.

In central Illinois, towns like Bishop Hill maintain their Swedish heritage through architecture, festivals, and traditional crafts. The historic colony buildings transport visitors to another time and culture without leaving the state.

Southern Illinois surprises with Makanda, an artistic haven nestled in the Shawnee Hills. Its boardwalk features local craftspeople selling handmade goods in a setting that feels more Appalachian than Midwestern. These small towns provide authentic experiences where visitors can slow down, chat with locals, and discover the heart of Illinois beyond its famous attractions.

6. Foodie Paradise Beyond Deep Dish

Foodie Paradise Beyond Deep Dish
© Feast Magazine

While Chicago’s famous deep-dish pizza rightfully earns its reputation, Illinois offers a culinary landscape that extends far beyond this iconic dish. The state’s agricultural heritage translates to farm-to-table dining experiences where sweet corn, tomatoes, and other locally-grown produce shine in seasonal menus.

Chicago’s diverse neighborhoods serve up authentic international cuisine from Polish pierogi in Avondale to vibrant Mexican dishes in Pilsen. The city’s fine dining scene boasts multiple Michelin-starred restaurants where innovative chefs push culinary boundaries.

Throughout the state, regional specialties like the horseshoe sandwich in Springfield (an open-faced creation topped with fries and cheese sauce) and the unique Quad Cities-style pizza (with malt in the crust) provide delicious detours for food-focused travelers. Even small-town diners often surprise visitors with homemade pies and hearty breakfasts that showcase Midwestern hospitality on a plate.

7. Winter Weather Woes

Winter Weather Woes
© Secret Chicago

Illinois winters can transform the state into a challenging landscape for unprepared visitors. The bone-chilling winds that earn Chicago its “Windy City” nickname cut through layers of clothing, with temperatures frequently dropping below freezing from December through March. Snow and ice storms can disrupt travel plans without warning.

Chicago’s proximity to Lake Michigan creates the notorious “lake effect” snow, which can dump significant accumulation in short periods. Sidewalks become treacherous obstacle courses, and famous attractions lose their appeal when experienced through watery eyes and numbed extremities.

Even indoor activities require planning around the weather, as getting from point A to point B often involves braving the elements. Visitors hoping to enjoy Illinois’ outdoor attractions should avoid winter months entirely or come prepared with serious cold-weather gear. Many first-time winter visitors underestimate just how fierce a Midwestern winter can be.

8. Traffic Gridlock And Endless Tolls

Traffic Gridlock And Endless Tolls
© WGN-TV

Navigating Chicago’s complex web of highways can quickly turn from inconvenience to nightmare during rush hours. Traffic jams stretch for miles, transforming what should be a 30-minute drive into a two-hour ordeal. Out-of-town drivers often find themselves confused by the city’s labyrinthine road system.

Adding insult to injury, Illinois’ toll system feels inescapable for travelers. The I-PASS electronic toll collection system benefits locals but catches tourists off guard with unexpected charges. Missing a toll payment can result in hefty fines that arrive by mail weeks after your visit.

Even during off-peak hours, construction projects seem perpetual, creating bottlenecks throughout the Chicago metropolitan area. Visitors relying on GPS navigation often find themselves redirected through unfamiliar neighborhoods due to sudden road closures. For many travelers, these transportation headaches rank among their most frustrating Illinois experiences.

9. Unpredictable Weather Patterns

Unpredictable Weather Patterns
© Investigate Midwest

The old saying “if you don’t like the weather in Illinois, wait 15 minutes” holds startling truth for visitors. Temperature swings of 30 degrees within a single day aren’t uncommon, making packing for a trip particularly challenging. Spring visitors might experience snow, thunderstorms, and summer-like warmth all within a 48-hour period.

Summer humidity creates a thick blanket of moisture that can make outdoor sightseeing uncomfortable, especially in July and August. Thunderstorms develop rapidly, sending tourists scrambling for cover from downpours that appear without warning.

Fall offers spectacular foliage but comes with its own weather roulette – beautiful sunny days can quickly give way to cold, driving rain. This unpredictability complicates vacation planning and outdoor activities throughout the state. Experienced Illinois travelers learn to layer clothing and always carry both sunscreen and rain gear, regardless of the forecast.

10. Limited Public Transportation Outside Chicago

Limited Public Transportation Outside Chicago
© Illinois Policy

While Chicago boasts an extensive public transportation network, venturing beyond city limits reveals a stark contrast in mobility options. Rural and suburban areas offer minimal bus service with infrequent schedules that rarely accommodate tourist needs. Many smaller towns have no public transportation whatsoever.

Visitors hoping to explore attractions like Starved Rock State Park, Cahokia Mounds, or charming small towns face a harsh reality: without a rental car, these destinations remain effectively inaccessible. Train service through Amtrak connects some larger cities but operates on limited schedules with just one or two departures daily.

Even mid-sized cities like Springfield and Champaign have transportation systems designed primarily for residents rather than tourists. This transportation gap forces many visitors to either limit their experience to Chicago or commit to renting a vehicle, adding significant cost to their trip and creating challenges for international travelers uncomfortable with driving in the United States.

11. Sky-High Parking Costs In Chicago

Sky-High Parking Costs In Chicago
© Chicago Sun-Times

Visiting Chicago with a vehicle quickly becomes an exercise in financial pain management. Downtown parking garages charge upwards of $30-50 for just a few hours, with overnight parking at hotels sometimes exceeding $70 per day. These unexpected costs can devastate carefully planned travel budgets.

Street parking presents its own challenges with complex regulations, permit requirements in residential areas, and aggressive enforcement. The city’s parking meter system, privatized years ago, charges premium rates that increase the closer you get to popular attractions.

Visitors often find themselves circling blocks repeatedly in search of affordable options, wasting precious vacation time in the process. Some tourists resort to parking far from their destinations and using public transportation for the final leg, adding complexity to their day. For families or groups traveling together, these parking expenses can actually exceed the cost of admission to the attractions they’ve come to enjoy.

12. Mosquito Madness In Natural Areas

Mosquito Madness In Natural Areas
© WCIA.com

Illinois’ abundant waterways and humid summers create perfect breeding conditions for mosquitoes that can turn a peaceful nature hike into an itchy ordeal. State parks and forest preserves become particularly challenging from June through September, when these persistent insects emerge in staggering numbers.

The mosquito situation intensifies near the state’s rivers, lakes, and wetlands – unfortunately, the same areas that offer Illinois’ most beautiful natural scenery. Visitors to Shawnee National Forest or Cache River State Natural Area often find themselves constantly swatting and applying repellent rather than fully enjoying the landscape.

Beyond the annoyance factor, Illinois mosquitoes may occasionally carry viruses, adding a health concern to the equation. Evening activities like camping or outdoor concerts can become uncomfortable as mosquito activity peaks at dusk. Unprepared nature enthusiasts sometimes cut their explorations short, missing out on Illinois’ natural beauty simply because they underestimated the mosquito population.

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