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Off-the-Beaten-Path Chicago: Local Gems in 2 Days

Off-the-Beaten-Path Chicago: Local Gems in 2 Days Itinerary

Last updated: 2024 Jun 14

Local Flavors and Artistic Vibes

Morning
Start your day with a delightful breakfast at Lula Cafe, known for its cozy atmosphere and locally-sourced ingredients. Afterward, take a leisurely walk through the vibrant neighborhood of Logan Square, appreciating the street art and unique boutiques.
Afternoon
For lunch, savor the innovative dishes at Little Goat Diner, a favorite among locals. Post-lunch, immerse yourself in the local art scene with a visit to the The 606 (Bloomingdale Trail), a former railway line turned into an elevated park with art installations and green spaces.
Evening
As the sun sets, head to the Pilsen neighborhood for a one-of-a-kind dining experience at Xoco, renowned for its Mexican street food-inspired menu. After dinner, explore the colorful murals and galleries in Pilsen, showcasing the area's rich cultural heritage.
Bedtime
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Nature Retreat and Culinary Delights

Morning
Escape the city's hustle and bustle with a morning visit to the Garfield Park Conservatory, a hidden gem of botanical wonders. Afterward, enjoy a relaxed brunch at Longman & Eagle, known for its farm-to-table cuisine and extensive whiskey selection.
Afternoon
Spend the afternoon exploring the historic neighborhood of Bridgeport, starting with a visit to the Zhou B Art Center, a hub for contemporary art. For a late lunch, indulge in the famous Chicago-style hot dogs at Portillo's Hot Dogs, a local favorite.
Evening
Conclude your off-the-beaten-path Chicago experience with a dinner at The Publican, a rustic-chic eatery serving seasonal fare and a stellar beer selection. After dinner, take a leisurely stroll along the 31st Street Harbor, enjoying the views of the city skyline reflected in the calm waters of Lake Michigan.
Bedtime
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