Gale Street Inn Chicago

Gale Street Inn Chicago

4914 N Milwaukee Ave, Chicago, IL 60630, United States

+1 773-725-1300

Restaurant, Bar, Live music venue, Seafood restaurant, Steak house
(1415)
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About This Place

Gale Street Inn Chicago is a standout destination where the charm of a classic steakhouse meets the vibrancy of a seafood restaurant and live music venue, all nestled in the heart of Jefferson Park. This multifaceted restaurant and bar offers a diverse and enticing menu that caters to every craving, from indulgent steaks to fresh seafood, accompanied by a carefully curated drink selection that perfectly complements the culinary offerings.

Step inside and you’re embraced by an inviting, upscale dining atmosphere that artfully balances warmth and sophistication. The interior exudes a slightly nostalgic yet refreshed vibe—with warm lighting and tasteful decor that transports guests back to a more glamorous era, reminiscent of a Great Gatsby soirée. Whether you’re planning a relaxed date night or a lively guys’ night out, Gale Street Inn's ambiance sets the perfect mood for an unforgettable evening.

The menu is a treasure trove of flavors. Start with appetizers like the Fried Calamari, delicately crisped with a lemon and pepper tempura, paired with a piquant giardiniera aioli that awakens the palate. The Potato Skins, topped with candied bacon and a luscious truffle gruyere fondue, offer a rich and comforting beginning to your meal. For seafood enthusiasts, the Oysters Rockefeller stand out as a decadent choice, while the Crab Cakes marry tender, sweet crab meat with perfectly balanced seasonings.

When it comes to mains, the 10 oz Hanger Steak Frites is a triumph—grilled to perfection and served atop a decadent red wine reduction, garnished with a fresh cilantro chimichurri that adds brightness and a touch of zest. Not to be missed are the ribs, generously slathered in the restaurant’s renowned tangy Gale Street sauce, making them a signature favorite often praised by returning patrons. For those craving surf and turf, the Blackened Salmon delivers robust, smoky flavors, perfectly complementing the tender Australian Lamb, while hearty dishes like Jambalaya bring a burst of bold spices and soulful depth.

Complement your meal with a well-crafted cocktail such as the Campari and Soda or the uniquely refreshing Cantaloupe Crush, highlighted by regulars for their balance and vibrancy. The bar’s impressive selection of beers and classic cocktails round out the experience, creating a harmonious blend of drink and plate.

Reviews consistently praise Gale Street Inn not only for its exceptional food and cocktails but also for its attentive, knowledgeable staff and seamless service. Guests like Gabriel Cisneros highlight the impeccable service and relaxed vibe, evoking nostalgia and warmth. Others, like Jim Ed Erimie, note the exceptional quality of the ribs and the recent inviting interior upgrades that elevate the dining experience. The restaurant’s convenient location near multiple transit options makes it an accessible yet special spot for both locals and visitors to gather and savor top-tier fare.

Whether you're stopping by for the famous Steak Frites, craving a full slab of ribs, or simply looking for a welcoming place to enjoy live music with your favorite seafood plate, Gale Street Inn Chicago masterfully combines rich tastes, lively ambiance, and warm hospitality to craft memorable dining experiences that keep guests coming back for more.

Service options
Delivery Takeaway Dine-in
Highlights
Fast service Great beer selection Great cocktails Great dessert Great wine list Live music Serves local specialty
Popular for
Dinner Solo dining
Accessibility
Wheelchair-accessible car park Wheelchair-accessible entrance Wheelchair-accessible seating Wheelchair-accessible toilet
Offerings
Alcohol Beer Cocktails Coffee Comfort food Happy-hour drinks Happy-hour food Private dining room Small plates Spirits Wine
Dining options
Dinner Catering Dessert Seating Table service
Amenities
Bar on site Toilet Wi-Fi Wi-Fi
Atmosphere
Casual Cosy Historic Trendy
Crowd
Family friendly Groups LGBTQ+ friendly Tourists
Planning
Dinner reservations recommended Accepts reservations
Payments
Credit cards Debit cards NFC mobile payments Credit cards
Children
Good for kids Changing table(s) High chairs Kids' menu
Parking
Free of charge street parking Free parking lot On-site parking Paid street parking Parking

Opening Hours

  • Monday
    04:00 PM - 11:00 PM
  • Tuesday
    Closed
  • Wednesday
    04:00 PM - 10:00 PM
  • Thursday
    04:00 PM - 11:00 PM
  • Friday
    03:00 PM - 12:00 AM
  • Saturday
    03:00 PM - 12:00 AM
  • Sunday
    03:00 PM - 10:00 PM

Map & Directions

Visitor Reviews

  • Jim Ed Erimie
    1 month ago

    First visit since the reopening..there are still some slight hiccups, but overall a wonderful dining experience. The staff was exceptional, and the food was good, the ribs are as good as ever..go for the full slab. Looks like an interior upgrade as well...everyone should be happy they're open again, they will only get better.

  • Gabriel Cisneros
    2 month ago

    Highly recommend this place! Medium well burger with candied bacon along with cantaloupe crush cocktail. Ambience is relaxed has nice takes you back to the great Gatsby vibes. Perfect for a date night or guys night out. Nataki our server was possibly the best server I’ve had at any establishment. Management was also wonderful to deal with.

  • Christopher Sanders
    2 month ago

    I went last night, on a Thursday evening, with a large group of 9 people. We had reservations and there was no wait. The service, food and atmosphere are all fantastic. I was a little earlier than the rest of my group. We were greeted by two top notch hosts who told us our table was all set and ready. The server (I think his name was Alex) promptly came by, greeted us and got us a drink while we waited. I really dig the atmosphere, it feels classic and modern at the same time. They had a live jazz trio playing a few times throughout the evening. The manager came over a few times to ask how everything was, so we could really tell they care about your dining experience. And of course, all the food was great! We had the bread rolls, calamari and stuffed mushrooms for apps and then I had the ribs, mac & cheese and fries for the main. The ribs are fall off the bone and likely do not need any additional sauce. Even the little cup of coleslaw was good. The menu is small, but I think it's smart of them to keep options limited and just do every dish really well. I don't think I had one bite of food that I didn't enjoy. I cannot recommend Gale Street enough for a date, large parties (with reservations) and just a nice dinner out. This is my first time coming here, and I will be back to try more!

  • Sara Marie Collins
    2 month ago

    Gale Street Inn is BACK and better than ever! Beautiful upscale dining on the NW side, also family & group friendly. Location: Conveniently located across the street from CTA buses / blue line, & Union Pacific Northwest metra stop! perfect place to pop by for a bite or drink while in Jefferson Park, or for any special occasion. The ambience: inside is lovely (great warm lighting, beautifully appointed decor, occasional live music) and heartwarming to see some familiar faces in the wait staff. Food & Bev: rest assured many of their food staples are still available (the ribs, tomatillo soup, bread with honey butter & au gratin potatoes are better than ever)…also excellent drink selections (cocktails, wine, beer) + some very welcome new additions to the menu, including but not limited to: - calamari - steak frites (fries are perfection) - beet & pistachio salad - kale cesar salad & more …

  • Randy Nieto
    2 month ago

    Recently visited the newly rebooted Gale Street Inn. I’ve been there twice and all I can say is wow. Talk about an upgrade. First time I went with my wife, I had the pork chop. Juicy, tender, on a bed of pureed sweet potatoes, which ended up serving as a nice sauce. It has a really nice char on the outside, making the fat on it nice and crispy. So good. My wife had the chicken. I didn’t get to try it but it looked good. Definitely a large portion. My next visit I had the burger. My rec would be to get the candied bacon on it. Definitely lifts it to another level. The fries too are on point. Crispy shoe string fries! My fave. Also don’t sleep on the parker rolls. I ended up getting them both times. Vibe is chill and relaxed, feels like old school Chicago. I could see it maybe getting a bit loud on a busy weekend with a drinking crowd, but I’ve only been on weekdays and that was not my experience. Great date spot. Wish I took photos. Next time. All in all 10/10.

  • Christina Cantore
    3 month ago

    UPDATE! NEW OWNER SAME GREAT QUALITY. So excited children could once again join the meal. The updates to the place are gorgeous very chic and still very cool supper club vibes. It was great to see Paulo brought back people who had been working their for years. The food was phenomenal service impeccable. Will be back soon!

  • Carlos Soria
    3 month ago

    Excellent filet mignon. Just had dinner and everything was delicious. We ordered the stuffed mushrooms and they brought out warm pretzel bread to go along. My wife had the house salad and I had the tomatillo soup. Absolutely delicious. For entrees I did the filet mignon with lobster tail and my wife ordered the chicken. An absolute must for steak. You will spend some money but well worth it. Thumbs up.

  • Ro Zee
    3 month ago

    We’re back baby! The reopened Gale Street Inn has the adored “big hitters” of the original restaurant, along with some exciting new options to try. My husband and I shared a full rack of ribs with a side of roasted broccolini and mac & cheese. All three were beyond delicious. The ribs are still fall off the bone my friends! It was amazing to see old faces, along with welcoming and charming new ones. Paolo, the new owner was so welcoming. It is the old wonderful ambiance, with an exciting new energy. Thank you so much for rebirthing this gem back into the JP :)

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