Recent social media posts
10/24/2026
Join us October 31st for The Great Gale Ghosts and Ghouls Family Dance Party! 🎃 Bring the kids to Gale Street Inn for an afternoon of food, music and Halloween fun.
Your ticket includes:
🍽️ A delicious buffet
🎤 Live performances by JJQ & the Q Brothers
🪩 Dancing
🎩 A magician
🎨 A kids’ tattoo station
12–3 p.m. · $29 per person
Costumes highly encouraged! Come celebrate before heading out for trick-or-treating.
Reserve through the link in bio.
📍 Gale Street Inn · Jefferson Park
4914 N. Milwaukee Ave., Chicago
10/22/2026
🏈 Alright, team! Here’s tonight’s game plan!
🎶 Music in the top left corner.
🍽️ Tables on the left.
🏈 Game on the right, sound ON!
The play is simple: Grab your crew, order some great food, enjoy the music, and catch the game with us at Gale Street Inn!
Kickoff is at 7:15 PM, so get here early, grab your favorite seat, and settle in!
📍 Gale Street Inn, Jefferson Park
🏈 Reserve your table, link in bio!
10/22/2026
Tonight’s game, sound ON! 🏈 Come watch with us at Gale Street Inn. Kickoff is at 7:15 p.m., so swing by, grab a bite, and settle in.
Reserve your table, link in our bio. 🐻⬇️
10/20/2026
This Halloween, we’re doing something special for the kids! 🎃
Join us for The Great Gale Ghosts & Ghouls Family Dance Party, featuring a live performance by the amazing JJQ & the Q Brothers! Bring the family for dancing, activities, and a delicious buffet so everyone can fuel up before trick-or-treating.
👻 Saturday, Oct. 31st
🕛 Noon–3 p.m.
🎟️ Admission includes buffet: $29.50
📍 Gale Street Inn, Jefferson Park
4914 N. Milwaukee.
Tickets are available through the link in our bio and at galestreetinn.com/halloween.
Share this with your neighbor, and let’s start a new Halloween tradition!
10/19/2026
Get into the Halloween spirit with ghostLIT, a spooky evening of storytelling and entertainment at Gale Street Inn Chicago , presented by The Gift Theatre Company! Gather at the inn for a night guaranteed to warm your bones and chill your blood.
Event Details
Date: Monday, October 26, 2026
Doors Open: 6:00 PM
Showtime: 7:00 PM
Location: Gale Street Inn, Jefferson Park
Presented by: The Gift Theatre
Additional Information
Dinner and drinks available for purchase
A festive evening of spooky entertainment
Join us for a hauntingly good time at one of Jefferson Park's favorite neighborhood restaurants!
10/16/2026
🎃 Family Halloween at Gale Street
Save the date.📅 Saturday October 31st.
Before trick-or-treating begins, bring the kids to Gale Street Inn for a special family Halloween afternoon.
Join us from 12 to 3 p.m. on Halloween Day for food, games and kid-friendly Halloween fun before heading out for the evening.
📍 Jefferson Park
Gale Street Inn
10/16/2026
A great spot to get away from the rain.
🎵
Thu Oct 15: Gustavo Cortiñas Trio, 6 PM - 9 PM
Fri Oct 16: Andy Brown Trio, 7 PM - 10 PM
Sat Oct 17: Los Perros Cubanos, 7 PM - 10 PM
Sun Oct 18: Abbigail Riccards Trio, 6 PM - 9 PM
Join us. 4914 N Milwaukee Ave.
10/11/2026
Chicago takes on Green Bay today! 🏈
Join us at Gale Street Inn for brunch and watch the game in our viewing room. Bring your crew, grab something delicious, and cheer on Chicago.
📺 Kickoff at noon. Game sound on!
📍 4914 N. Milwaukee Ave. · Jefferson Park
Reserve your table through the link in our bio.
10/09/2026
I know where we can take Dad this weekend.🥃
📍 Jefferson Park
4914 N. Milwaukee Ave., Chicago
10/06/2026
This week at Gale Street: four nights of live jazz. Grab dinner, settle in with a drink, and enjoy the music.
Thu 10/8 · Zachary Finnegan Trio · 6–9 PM
Fri 10/9 · Natalie Scharf Trio · 7–10 PM
Sat 10/10 · Derek Duleba Trio · 7–10 PM
Sun 10/11 · Derek Duleba Trio · 6–9 PM
Pull up to Gale Street Inn.
10/03/2026
Make the Gale your game-day headquarters. ⚾️🏈
Catch playoff baseball and all the football action with us at Gale Street Inn and enjoy game specials while you watch:
🍺 $6 Krombacher
🍺 $4 Outlaw Light B**r cans
🥂 $28 House Ch*****ne bottles
🍅 $9 Bloody Marys
🥂 $8 Mimosas
Bring your crew, grab some ribs, and settle in for the games.
Baseball. Football. Great food. Cold drinks.
See you at the Gale.
10/03/2026
That feeling when you get a text that says, “Let’s get brunch.” 🥂
If you haven’t joined us for brunch yet, come on over. We’ve got chicken and waffles, mimosas, and, of course, French toast. All that’s missing is you.
Send this to your brunch crew and make it a date.
📍 4914 N. Milwaukee Ave. · Jefferson Park
09/30/2026
🍻 Oktoberfest is happening tonight at Gale Street Inn!
Come celebrate with us, grab some great food, raise a glass, and enjoy Oktoberfest at Gale Street.
See you tonight! 🍺
09/30/2026
Catch the MLB Playoffs at Gale Street Inn while enjoying some ribs, a cold drink, and all your Gale Street favorites.
Come grab a seat, settle in, and watch the postseason with us. 🍻⚾️
📍 Gale Street Inn
09/28/2026
The game is on tonight! 🏈
Join us at Gale Street Inn and catch the game in our side room.
09/06/2026
SMOKED. WAYGU. BBQ. BEEF. RIBS!!! with elote-style riblettes. 🤤
09/05/2026
This weekend Chef Greg Manuel has prepared this exquisite duck confit orecchiette!!! The pasta Is served with charred shallots and leeks in a port w**e reduction with Parmesan and butter and topped with crispy crumbled duck skin. 😍🤤
Address
4914 North Milwaukee Avenue
Chicago, IL
60630
To reach N Milwaukee Avenue in Chicago, there are several options available for public transport and driving/parking.
Public Transport:
Take the Blue line train towards O'Hare and get off at Jefferson Park Station. From there, take the #56 Milwaukee bus towards Golf Mill Shopping Center and get off at Milwaukee Ave & Gale St stop. N Milwaukee Avenue is just a few steps away from the bus stop.
Driving/Parking:
If you are driving to N Milwaukee Avenue, there are several parking lots available in the area. One of the closest parking lots is at 5363 N Milwaukee Ave which charges hourly rates. Alternatively, you can try street parking which is free but limited to two hours.
Opening Hours
| Monday |
4pm - 10pm |
| Wednesday |
4pm - 11pm |
| Thursday |
11am - 11pm |
| Friday |
11am - 12am |
| Saturday |
10:30am - 12am |
| Sunday |
10:30am - 12am |
Alerts
Be the first to know and let us send you an email when Gale Street Inn Chicago posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.
What people say
American restaurants are known for their hearty portions, delicious flavors, and diverse menus. Gale Street Inn - Chicago is a prime example of an American restaurant that offers all of these qualities and more. Since 1963, this restaurant has been serving up some of the best fall-off-the-bone ribs, prime steaks, and market fresh seafood in the city.
Located conveniently across the street from the Jefferson Park transit terminal on N Milwaukee Avenue, Gale Street Inn is the perfect spot to unwind after work with friends or celebrate special occasions with family. The outstanding staff at Gale Street Inn will make sure that you have a memorable dining experience.
One of the standout dishes at Gale Street Inn is their famous ribs. These succulent ribs are cooked to perfection and are sure to satisfy any meat lover's cravings. In addition to their mouth-watering ribs, they also offer prime steaks and great seafood options that are equally delicious.
The ambiance at Gale Street Inn is warm and inviting, making it a great place to relax and enjoy a meal with loved ones. The restaurant has been locally renowned for years and has even been featured in the Tribune.
Overall, if you're looking for an American restaurant that offers exceptional food, friendly service, and a cozy atmosphere, look no further than Gale Street Inn - Chicago on N Milwaukee Avenue.
