Gale Street Inn Chicago
Supper club vibes at this old school Rib, Steak and seafood restaurant. Beautiful bar with live music on the weekends
Attention Parents: Summer may have you managing the kiddos full time. Don't worry, we have officially solved the 4–6pm chaos window!
Kids meals are 50% OFF every Monday, Wednesday & Thursday from 4–6pm with the purchase of an adult entrée. It's a happy hour for tiny humans — and honestly, you deserve it too.
Let us handle dinner so you can handle… whatever this age is you're in the middle of. 😅
05/25/2026
We are closed today as we take time to honor and remember the brave men and women who made the ultimate sacrifice for our country. 🇺🇸
We’re grateful for their service, courage, and dedication.
Wishing everyone a safe and meaningful Memorial Day with family and friends. We’ll see when we open our doors again Wednesday, May 27th.
🎶 Live Music All Weekend at Gale Street Inn 🎶
Good food. Great cocktails. Incredible music.
This weekend’s lineup at Gale Street Inn brings four nights of jazz, swing, and smooth sounds to the neighborhood.
This Weekend’s Lineup:
🎤 Thursday: Petra van Nuis Duo
🎹 Friday: Frank Kurtz Trio
🎶 Saturday: Michael Whalen Trio
🎷 Sunday: Tom Vaitsas Trio
Whether you’re planning date night, dinner with friends, or just looking for the perfect place to unwind, the soundtrack is covered.
🍽️ Dinner. Drinks. Live Music.
🎵 Your weekend plans start here.
🎶 Live Music All Weekend at Gale Street Inn 🎶
The food’s hot, the cocktails are cold, and the music lineup is stacked this weekend at Gale Street Inn.
This Weekend’s Lineup:
🎹 Thursday: Michael Whalen Trio
🎸 Friday: Andy Brown Trio
💃 Saturday: Swing 33
🎷 Sunday: Kevin Fort Trio
From smooth jazz and classic guitar to the dance-worthy energy of Swing 33 on Saturday night, every evening brings its own vibe. Come for dinner, stay for the music, and make a weekend of it.
🍽️ Dinner. Drinks. Live Music.
🎶 The perfect soundtrack to your weekend starts at Gale Street Inn.
Reservations recommended: GaleStreetInn.com
Early crowd 🤝 Night owls
No matter when you clock out (or head out), Gale Street Inn has a Happy Hour with your name on it. Twice the time. Same great deal. Beer, wine, and bites $10 or less.
Because one Happy Hour just didn’t feel like enough.
Nobody agrees on what to eat? Perfect. Gale Street Inn delivery = no negotiations, just wins.
Dinner solved in one order. You’re welcome.
Order now: https://buff.ly/5KJWnaQ
Click here to claim your Sponsored Listing.
Category
Website
Address
4914 North Milwaukee Avenue
Chicago, IL
60630
Opening Hours
| Monday | 4pm - 11pm |
| Wednesday | 4pm - 11pm |
| Thursday | 4pm - 11pm |
| Friday | 3pm - 12am |
| Saturday | 3pm - 12am |
| Sunday | 3pm - 10pm |