Chicago

Places in this collection

1. The Strip Club

   activity

   1702 N Damen Ave, Chicago, IL 60647

   A photobooth studio offering $7 photo strips with instant digital and vintage photo booths. It's credit card only.

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2. Garfield Park Conservatory

   attraction

   300 N Central Park Ave, Chicago, IL 60624

   One of the largest and most stunning plant conservatories in the US. It's free and quiet, it feels like you stepped into an entirely different world without leaving the city.

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3. Starbucks Reserve Roastery

   cafe

   646 Michigan Ave, Chicago, IL 60611

   The world's largest Starbucks Reserve.

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4. Cloud Gate

   attraction

   201 E Randolph St, Chicago, IL 60602, United States

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5. Barnes & Noble

   shop

   1601 N Milwaukee Ave, Chicago, IL 60647

   A bookstore located in a restored 1920s bank with beautiful stained glass ceilings and books displayed inside the original vault.

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6. United Center

   attraction

   1901 W Madison St, Chicago, IL 60612, United States

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7. Rolling Stones

   shop

   7300 W Irving Park Rd, Norridge, IL 60706

   A record store with a vast collection of CDs and vinyl, featuring band memorabilia and merchandise. Located just outside Chicago.

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8. Chicago River

   activity

   465 N McClurg Ct, Chicago, IL 60611

   Recommended for the 7:30 PM sunset cruise to see daytime, sunset, and city lights. Tickets can be purchased at a discount through the TikTok GO link.

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9. Chicago Riverwalk

   attraction

   Chicago, IL 60601, USA

   Enjoy dinner and the skyline.

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10. Hotel Chocolat

    shop

    830 N Michigan Ave, Chicago, IL 60611

    Get hot chocolate from this shop as part of a Chicago winter bucket list.

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11. Millennium Park

    attraction

    Chicago, IL, United States

    Iconic park with The Bean for photos.

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12. Osaka Garden

    attraction

    6300 S Cornell Ave, Chicago, IL 60637, United States

    Peaceful Japanese garden originally built for the 1893 World's Fair. One of the most underrated spots in Chicago.

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13. Magnificent Mile

    attraction

    Chicago, United States

    A famous street to walk, with the world's largest Starbucks Reserve.

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14. Lincoln Park Conservatory

    attraction

    2391 N Stockton Dr, Chicago, IL 60614, United States

    Free conservatory, spring flowers show

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15. Freehand Chicago

    accommodation

    1200 W Randolph St, Chicago, IL 60607, United States

    A vintage photo booth located in the lobby of the Freehand Chicago hotel, accessible even if you're not staying there.

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16. JuJu's Vintage

    shop

    7214 N Harlem Ave, Chicago, IL 60631

    Vintage jewelry, bags, clothes, shoes, and trinkets

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17. The Cookie Bar by Summer House

    cafe

    161 E Huron St, Chicago, IL 60611

    Offers $5 warm cookie dough sundaes every Monday, Wednesday, and Friday from 4-6 PM. Also features a $3 daily cookie special during happy hour.

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18. Target

    shop

    1346 E 53rd St, Chicago, IL 60615, United States

    A Target store with gothic architecture.

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19. Groundswell

    cafe

    Chicago, United States

    New coffee shop on the first floor of the historic Fine Arts Building, with a hidden open-air courtyard on the fourth floor accessible by a manual elevator.

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20. Givanne Shoppe

    shop

    2104 N Clark St, Chicago, IL 60614

    A unique gift shop organized by personality types, offering thoughtful and unique gifts.

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