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Discover the Charm of Old Town Chicago

Experience the enchanting blend of history and modern life in Old Town, Chicago, a vibrant neighborhood filled with shops, restaurants, and cultural treasures.

Old Town in Chicago is a delightful neighborhood that perfectly encapsulates the essence of the city's historic charm and contemporary vibrancy. With its cobblestone streets lined with Victorian-era architecture, Old Town offers visitors a unique glimpse into Chicago's past while providing an array of modern attractions. The neighborhood is renowned for its eclectic mix of boutiques, galleries, and restaurants, making it an ideal destination for those looking to shop, dine, and explore. Strolling through the streets, you’ll encounter a variety of local shops showcasing handmade crafts, vintage clothing, and artisan goods that reflect the creative spirit of the area. One of the highlights of Old Town is the iconic Second City comedy club, where you can catch a live performance and experience the birthplace of many famous comedians. Food lovers will also find a plethora of dining options, from cozy cafes to upscale restaurants, serving everything from classic Chicago-style deep-dish pizza to innovative international cuisine. Don’t miss a visit to the Old Town Triangle Historic District, where you can admire beautifully preserved homes and vibrant gardens. The neighborhood is also home to annual events and festivals, which celebrate its rich culture and community spirit, providing visitors with an authentic taste of local life. Whether you're looking to soak in the history, indulge in culinary delights, or simply enjoy a leisurely day of exploration, Old Town Chicago is a must-visit destination that promises a memorable experience.

Local tips

  • Visit during the weekend for the Old Town Art Fair, showcasing local artists and crafters.
  • Explore the charming streets on foot to truly appreciate the historic architecture.
  • Try the local eateries for a taste of Chicago's culinary diversity, especially the deep-dish pizza.
  • Check out the calendar for live performances at The Second City for a night of laughs.
  • Don't forget to take a leisurely stroll through the Old Town Triangle Historic District.
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A brief summary to Old Town

  • Chicago, Old Town, Illinois, US

Getting There

  • Public Transport - Bus

    From Bolingbrook, head to the nearest bus stop that services Pace Bus routes. Take the Pace Bus Route 836 towards the Romeoville Metra Station. After about 30 minutes, you will reach the station. From there, transfer to the Metra Rock Island Line towards Chicago. After approximately 40 minutes, you will arrive at the LaSalle Street Station in downtown Chicago. From LaSalle Street Station, you can take the CTA Brown Line from the State/Lake station towards Kimball. Get off at the Sedgwick station, and you will be in Old Town. Walk a few blocks to explore the area.

  • Public Transport - Train and Walk

    Begin your journey at the Bolingbrook Metra Station. Board the Metra train on the Heritage Corridor Line towards Union Station. This will take about 50 minutes. Once you arrive at Union Station, exit the train and walk to the Clark/Lake CTA station. From there, take the CTA Brown Line towards Kimball. Get off at Sedgwick Station. Upon exiting the station, walk towards Old Town, which is just a short 5-minute walk away.

  • Taxi or Rideshare

    For a more direct route, you can use a taxi or rideshare service like Uber or Lyft. Simply request a ride from your location in Bolingbrook to Old Town, Chicago. The trip will take approximately 45 minutes to an hour depending on traffic. Make sure to specify 'Old Town, Chicago' as your destination for the best results.

  • Bicycle

    If you're feeling adventurous and the weather permits, consider biking. You can rent a bike through local bike-sharing programs. Start by cycling towards the DuPage River Trail, which connects to various routes leading north. Follow the trails towards the city, making your way to the Chicago River. Once you reach downtown, navigate towards Old Town. This option will take around 2-3 hours depending on your speed and route taken.

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