Discover the Charm of Old Town, Chicago
Experience the vibrant history and unique charm of Old Town, Chicago, a captivating neighborhood filled with culture, art, and culinary delights.
Old Town, a historic neighborhood in Chicago, offers a delightful blend of charming architecture, vibrant culture, and an array of dining and shopping experiences, making it a must-visit for tourists seeking an authentic Chicago experience.
A brief summary to Old Town
- Chicago, Old Town, Illinois, US
Local tips
- Take a guided walking tour to learn about the rich history and architecture of Old Town.
- Visit the Old Town Art Fair, held annually in June, for a taste of local art and community spirit.
- Make dinner reservations at popular restaurants to avoid long wait times, especially on weekends.
- Explore the local shops for unique souvenirs and handmade gifts that capture the essence of Chicago.
Getting There
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Public Transit - Train
From any location in Naperville, make your way to the Naperville Metra Train Station located at 105 E 4th Ave. Board the BNSF Railway Line train heading towards Chicago Union Station. The train ride takes approximately 35 minutes. Once you arrive at Chicago Union Station, exit the train station and head towards the Canal Street exit.
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Public Transit - Bus
If you prefer to take the bus, locate the nearest bus stop for the Pace Bus service. Take the Pace Route 714 towards the Downers Grove Park-n-Ride. From there, transfer to the Pace Route 855 towards Chicago. Get off at the stop at North Avenue & Wells Street. Walk north on Wells Street for about 10 minutes until you reach Old Town.
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Walking
If you are already in downtown Naperville, you can also take a leisurely walk to the train station if it’s within a reasonable distance. Simply head towards the riverwalk and follow the path to the train station, which is about a 20-minute walk. Once you reach Chicago Union Station, follow the Canal Street exit to get to Old Town.
Discover more about Old Town
Iconic landmarks you can’t miss
Henry Gerber House
0.5 km
Explore the historical significance of the Henry Gerber House in Chicago, a revered landmark celebrating LGBTQ+ activism and heritage.
Old Town sign Chicago
0.5 km
Explore the historical heart of Chicago in Old Town, a charming neighborhood rich in Victorian architecture, culture, and culinary delights.
Old Town Triangle District
0.6 km
Immerse yourself in the historic charm of Chicago's Old Town Triangle District, where Victorian architecture meets vibrant culture and delectable dining.
Couch Tomb
0.8 km
Explore the Couch Tomb, a historic monument in Lincoln Park, Chicago, offering a serene escape and a glimpse into the city's rich past.
Hidden Truths Historical Marker
0.8 km
Discover the Hidden Truths Historical Marker in Lincoln Park, Chicago, where history comes alive through captivating stories and beautiful surroundings.
Abraham Lincoln: The Man
0.9 km
Explore the Abraham Lincoln: The Man monument in Lincoln Park, Chicago, a profound tribute to American history and a serene spot for reflection.
Bridge over South Pond
1.0 km
Discover tranquility at the Bridge over South Pond, a picturesque spot in Lincoln Park, Chicago, perfect for nature lovers and urban explorers alike.
Ulysses S. Grant Monument
1.1 km
Explore the Ulysses S. Grant Monument in Lincoln Park, a historical landmark celebrating the legacy of the Civil War president amidst stunning natural beauty.
Windy City Ghosts
1.2 km
Uncover Chicago's haunted secrets with Windy City Ghosts, where chilling tales and historical intrigue come to life in every tour.
Charnley-Persky House Museum
1.2 km
Explore the Charnley-Persky House Museum, an architectural gem in Chicago, showcasing stunning design and rich historical significance.
Washington Square Park
1.6 km
Discover the tranquility of Washington Square Park, a lush urban escape in Chicago's Near North Side, perfect for relaxation and exploration.
McCormick Row House District
1.7 km
Discover the McCormick Row House District, a historical gem in Chicago showcasing beautiful 19th-century architecture and rich cultural heritage.
Arlington Deming Historic District
1.8 km
Explore the Arlington Deming Historic District, a historic landmark in Chicago showcasing stunning architecture from the late 19th and early 20th centuries.
Theurer-Wrigley House
1.8 km
Discover the beauty of the Theurer-Wrigley House, a historical landmark in Chicago's Park West, showcasing exquisite architectural design and rich heritage.
360 CHICAGO
2.0 km
Discover breathtaking views of Chicago from 360 CHICAGO, an iconic observation deck offering an exhilarating perspective of the Windy City and Lake Michigan.
Unmissable attractions to see
Chicago History Museum
0.8 km
Explore Chicago's captivating history at the Chicago History Museum, where the past comes alive through engaging exhibits and rich storytelling.
iFLY Indoor Skydiving - Chicago Lincoln Park
0.9 km
Unleash your inner adventurer at iFLY Indoor Skydiving Chicago Lincoln Park - where the sky is not the limit!
Lincoln (Abraham) Park
0.9 km
Experience the beauty and tranquility of Lincoln Park, Chicago's urban escape, offering nature, recreation, and cultural attractions.
South Pond
1.0 km
Explore the serene beauty of South Pond in Lincoln Park, Chicago - a perfect escape for nature lovers and urban explorers alike.
Nature Boardwalk at Lincoln Park Zoo
1.1 km
Explore the Nature Boardwalk at Lincoln Park Zoo, where lush gardens and wildlife create a serene escape in the heart of Chicago.
Oz Park
1.2 km
Discover Oz Park in Lincoln Park, Chicago - a whimsical retreat with lush landscapes, playful sculptures, and family-friendly fun amidst urban tranquility.
International Museum of Surgical Science
1.2 km
Explore the intriguing world of surgery at the International Museum of Surgical Science in Chicago - a unique blend of history, education, and innovation.
Zebra Lounge
1.2 km
Experience the elegance of Zebra Lounge, a chic cocktail and piano bar in Chicago's vibrant Near North Side, perfect for an unforgettable night out.
Lincoln Park Zoo
1.3 km
Explore Lincoln Park Zoo, a free admission oasis in Chicago, teeming with wildlife and beautiful landscapes, perfect for families and nature lovers.
North Avenue Beach
1.3 km
Discover the beauty of North Avenue Beach, where sun, sand, and stunning skyline views come together for an unforgettable Chicago experience.
Gold Coast
1.4 km
Explore the luxurious Gold Coast of Chicago, where historic elegance meets modern sophistication in a vibrant urban landscape.
Essential places to dine
Alinea
0.6 km
Experience unparalleled fine dining at Alinea in Chicago, where innovative New American cuisine meets artistic culinary presentations.
Boka
0.6 km
Experience innovative American cuisine at Boka, one of Chicago's finest dining establishments located in the heart of Old Town.
Geja's Cafe
0.9 km
Experience romantic fondue dining at Geja's Cafe in Chicago - where every bite is a delight for the senses.
Summer House Santa Monica
1.0 km
Experience the vibrant flavors of California at Summer House Santa Monica in Chicago's Lincoln Park – where American cuisine meets coastal charm.
3rd Coast Cafe
1.1 km
Experience the best of American cuisine at 3rd Coast Cafe in Chicago's Gold Coast – where brunch meets vibrant bar culture.
Mario's Table
1.1 km
Savor authentic Italian flavors at Mario's Table in Chicago’s Near North Side - where every meal is a celebration of Italy.
The Ambassador Room
1.2 km
Experience culinary excellence at The Ambassador Room, where modern American cuisine meets elegant dining in the heart of Chicago.
Blue Door Kitchen & Garden
1.2 km
Experience the essence of American soul food at Blue Door Kitchen & Garden in Chicago's vibrant Gold Coast.
La Storia, Italian Restaurant
1.2 km
Experience authentic Italian cuisine at La Storia in Chicago's Near North Side—where every dish tells a story.
Somerset
1.4 km
Discover the essence of New American cuisine at Somerset, where seasonal ingredients meet modern elegance in the heart of Chicago.
LUXBAR
1.5 km
Discover the vibrant flavors of LUXBAR in Chicago's Near North Side—an American restaurant known for gourmet burgers and an inviting atmosphere.
Tavern On Rush
1.6 km
Discover the exquisite flavors of Tavern On Rush in Chicago’s Gold Coast—where upscale dining meets vibrant nightlife.
FIG & OLIVE
1.7 km
Experience Mediterranean elegance at FIG & OLIVE in Chicago – where every dish is infused with fresh flavors and olive oil delights.
Obélix
1.8 km
Discover the essence of French cuisine at Obélix in Chicago - where classic flavors meet modern dining experiences.
Doc B's Restaurant (Gold Coast)
1.8 km
Experience modern American dining at Doc B's Restaurant in Chicago’s Gold Coast – where delicious food meets vibrant ambiance.
Markets, malls and hidden boutiques
Judy Maxwell Home
0.7 km
Explore Judy Maxwell Home in Chicago for unique gifts and local artisan treasures that capture the spirit of the city.
art effect
1.2 km
Explore Art Effect, Chicago's delightful gift shop offering unique treasures, fashion, and jewelry that reflect local artistry and creativity.
Kay's Boutique
1.4 km
Explore Kay's Boutique in Chicago's Near North Side for a unique blend of style, elegance, and local fashion treasures.
Stone Island Chicago
1.6 km
Discover unique fashion at Stone Island Chicago, where style meets functionality in the heart of the Near North Side.
900 North Michigan Shops
1.8 km
Explore 900 North Michigan Shops, Chicago's ultimate shopping destination for luxury retail, diverse dining, and unique services in a stunning urban setting.
Gucci
1.9 km
Discover luxury fashion at Gucci in Chicago, where style meets sophistication in a stunning boutique setting.
M.M.LaFleur Chicago Store
1.9 km
Discover M.M.LaFleur Chicago Store, where style meets sophistication in a boutique designed for the modern woman.
Mary Walter Boutique
2.0 km
Explore the elegance of women's fashion at Mary Walter Boutique, where style meets personalized service in the heart of Chicago.
Mary Mary Gifts
2.0 km
Explore Mary Mary Gifts for a unique shopping experience in Chicago, featuring handcrafted items and local artisan treasures perfect for souvenirs.
ikram
2.1 km
Discover unique women's clothing in Chicago at Ikram, where fashion meets elegance in a chic boutique setting.
Saks Fifth Avenue
2.2 km
Explore the epitome of luxury shopping at Saks Fifth Avenue in Chicago, offering high-end fashion, accessories, and exceptional service in a stunning setting.
MCA Store
2.3 km
Discover the MCA Store in Chicago, featuring a unique collection of art-inspired gifts, home decor, and exclusive coffee table books.
P.O.S.H.
2.3 km
Explore P.O.S.H., Chicago's unique gift shop, offering eclectic home goods and memorable souvenirs that capture the spirit of the Windy City.
Gift in Lincoln Park
2.4 km
Explore Gift in Lincoln Park for unique, locally crafted gifts that capture the essence of Chicago's vibrant culture and creativity.
Marshalls
2.4 km
Explore the vibrant shopping experience at Marshalls in Chicago, where style meets savings in a wide range of clothing and accessories.
Essential bars & hidden hideouts
Boutique
1.1 km
Experience the vibrant nightlife of Chicago at this chic lounge, offering expertly crafted cocktails and a stylish atmosphere for relaxation.
The Original Mother's
1.2 km
Experience the vibrant nightlife at The Original Mother's, a beloved bar and night club in Chicago's Near North Side, perfect for dancing, drinks, and fun.
Butch McGuire's
1.2 km
Discover Butch McGuire's, Chicago's beloved Irish pub, where hearty meals and a vibrant atmosphere await every visitor.
She-nannigans
1.2 km
Experience the vibrant nightlife of Chicago at She-nannigans, where karaoke, dancing, and sports come together for an unforgettable evening.
The Lodge Tavern
1.3 km
Experience the vibrant nightlife at The Lodge Tavern, Chicago's favorite bar for craft drinks and delicious pub food in the heart of the Near North Side.
Hopsmith Chicago
1.3 km
Experience the vibrant ambiance of Hopsmith Chicago, where sports, tacos, and great drinks blend for an unforgettable night out.
Gold Coast Social
1.3 km
Experience the vibrant nightlife at Gold Coast Social, a chic bar in Chicago's Near North Side, offering crafted cocktails and a welcoming atmosphere.
Sparrow
1.3 km
Experience the vibrant nightlife of Chicago at Sparrow Cocktail Bar, where expert mixologists craft memorable cocktails in a chic atmosphere.
King of Cups
1.3 km
Experience the vibrant cocktail culture at King of Cups, a must-visit bar in Lincoln Park, Chicago, known for its creative drinks and inviting atmosphere.
The Green Door Tavern
1.9 km
Discover Chicago's vibrant dining scene at The Green Door Tavern, where history meets a lively atmosphere and delicious American cuisine.
The Drifter
1.9 km
Experience the charm of prohibition-era Chicago at The Drifter, a premier lounge offering innovative cocktails and live entertainment in the heart of the city.
Martini Bar
2.0 km
Experience the elegance of Chicago's Martini Bar, where expertly crafted cocktails meet a chic ambiance in the vibrant Streeterville neighborhood.
CloudBar at 360 CHICAGO
2.0 km
Elevate your Chicago experience at CloudBar, where stunning skyline views and delicious cocktails await on the 94th floor.
Pippin’s Tavern
2.0 km
Experience the vibrant flavors of American and Irish cuisine at Pippin's Tavern, a charming gastropub in the heart of Chicago's Near North Side.
Matchbox Bar
2.1 km
Uncover the charm of Matchbox Bar, a chic cocktail bar in River West, Chicago, offering expertly crafted drinks and a vibrant atmosphere.
