Things to do in River North

Saturday, Oct 10

Chicago Spritz Fest - Bubbly Cocktail Tasting

IO Godfrey Rooftop Lounge

Enjoy four hours of bubbly cocktails at this unique tasting event. Ideal for cocktail lovers and social drinkers in Chicago.

Monday, Oct 12

Emily Popli

Redhead Piano Bar

Enjoy a captivating performance by Emily Popli at The Redhead Piano Bar in Chicago. A delightful evening for music lovers.

Tuesday, Oct 13

1st Set With Henry Johnson %26 Charles %26#8216;Rick’ Heath

Andy's Jazz Club & Restaurant

Experience live jazz with Henry Johnson and Charles 'Rick' Heath at Andy's Jazz Club & Restaurant.

Wednesday, Oct 14

Jen Porter

Redhead Piano Bar

Experience captivating performances by Jen Porter in a lively atmosphere. Perfect for a late-night outing with friends.

Friday, Oct 16

Vintage on the Avenue

The Shops at North Bridge

Discover high-end vintage clothing and accessories at Vintage on the Avenue in Chicago.

Saturday, Oct 17

Jill Goldberg

Redhead Piano Bar

Enjoy an evening of live music with Jill Goldberg at the Redhead Piano Bar. A great night for music lovers and friends.

Saturday, Oct 17

Vintage on the Avenue

The Shops at North Bridge

Explore a curated collection of high-end vintage clothing and accessories at this unique shopping event.

Sunday, Oct 18

Vintage on the Avenue

The Shops at North Bridge

Explore high-end vintage clothing and accessories at The Shops at North Bridge. A unique shopping experience for vintage lovers.

Monday, Oct 19

Sips x Z Bar - October 19

Z Bar

Join Sips at Z Bar for a curated cocktail evening. Ideal for cocktail enthusiasts and social gatherings.

Monday, Oct 26

Lauren Hall

Redhead Piano Bar

Enjoy an evening of live music with Lauren Hall at The Redhead Piano Bar in Chicago. Perfect for jazz and soul music lovers.

Friday, Oct 30

Jen Porter

Redhead Piano Bar

Enjoy a late-night performance by Jen Porter at The Redhead Piano Bar in Chicago.

Friday, Oct 30

Halloween Party at Howl at the Moon

Howl at the Moon Chicago

Join the Halloween weekend party at Howl at the Moon with live music and a costume contest. A lively night for partygoers.

Sunday, Nov 1

I|O Godfrey Halloween 2026

IO Godfrey Rooftop Lounge

Join the Halloween celebration at IO Godfrey Rooftop Lounge in Chicago. A must for fans of themed nightlife and music.

Saturday, Nov 14

Godfrey Wine Fest - Wine Tasting at I|O Godfrey Rooftop in Chicago

IO Godfrey Rooftop Lounge

Sample a variety of wines at the Godfrey Wine Fest in Chicago. A unique experience for wine lovers at a rooftop venue.

Monday, Nov 16

Lauren Hall

Redhead Piano Bar

Experience an evening of captivating music with Lauren Hall at The Redhead Piano Bar. Ideal for music lovers.

Saturday, Nov 21

River North Pole - A family fun indoor event with Santa and Mrs. Claus!

Trump International Hotel & Tower® Chicago

Join us for a family fun day with Santa and Mrs. Claus at the River North Pole event.

Thursday, Nov 26

Thanksgiving

Mother Hubbard's Sports Pub

Celebrate Thanksgiving with a feast at Mother Hubbard's Sports Pub with friends and family.

Thursday, Nov 26

Thanksgiving Dinner Buffet in the Grand Ballroom

Trump International Hotel & Tower® Chicago

Experience a memorable Thanksgiving dinner buffet at Trump International Hotel & Tower in Chicago.

Saturday, Nov 28

Lauren Hill

Redhead Piano Bar

Enjoy an evening with Lauren Hill at The Redhead Piano Bar. Perfect for a night of captivating music.

Tuesday, Dec 1

2nd Set With Bob Lark’s Alumni Big Band

Andy's Jazz Club & Restaurant

Join the 2nd set of Bob Lark’s Alumni Big Band for a night of jazz at Andy's Jazz Club. Ideal for music enthusiasts.

Tuesday, Dec 1

1st Set With Bob Lark’s Alumni Big Band

Andy's Jazz Club & Restaurant

Enjoy a fantastic evening of jazz with Bob Lark’s Alumni Big Band at Andy's Jazz Club. Great for jazz lovers and music fans.