Overview

Located in the heart of downtown Montgomery at 31 S Court St, Oliver's brings an authentic taste of Chicago right to Alabama. This unassuming spot channels the spirit of the Windy City through its standout menu, centered around iconic Chicago-style hot dogs and Italian beef sandwiches. For those who crave genuine flavors served with sincerity, Oliver's delivers a culinary experience that feels both familiar and fresh.

Oliver's main draw is undoubtedly its Chicago dogs—an offering locals and visitors alike rave about. Made with fresh ingredients and served with the classic Chicago snap, these hot dogs capture the essence of a city renowned for its street food. Alongside the dogs, the Italian beef sandwiches are a substantial favorite, praised for their hearty portions and well-balanced flavors. Notably, the menu accommodates vegetarians with thoughtful options such as eggplant sandwiches and crisp salads, expanding its appeal beyond traditional meat lovers.

The atmosphere at Oliver's is warm and inviting, enhanced by Chicago-themed memorabilia that creates a genuine neighborhood vibe. The owner Mike’s passion for his Chicago roots shines through—not only in the quality of the food but also in his personal touch, often engaging guests and sharing the story behind the restaurant. This connection adds depth to the dining experience, fostering a welcoming space where customers feel like more than just patrons.

Perfect for anyone wanting a quick yet memorable meal in downtown Montgomery, Oliver's suits a diverse audience—from families and students to food enthusiasts and Chicago expats. The swift, friendly service complements the quality menu, making it an ideal stop for those in search of comfort food with character. Whether you're a local looking for a new favorite or a Midwesterner longing for a taste of home, Oliver's stands as a must-visit destination that brings a slice of Chicago’s culinary tradition to Alabama’s capital.


Amenities & Services

Popular for
Lunch
Solo dining
Offerings
Comfort food
Quick bite
Atmosphere
Casual
Cosy
Trendy

What Customers Say

Kimberly Holley
Dec 9,2025
5/5
The only place in Montgomery where you can call dibs on a parking spot! If you are a Midwesterner or just love Chicago and haven't tried Oliver's...what are you waiting for?! Some of the best Italian beef and hot dogs around! AND ...they have pies and floats! The owner is the coolest! The food was fresh and reasonably priced! If you are in the downtown area, you have to check them out! Some of the best snap you will find on any hotdog in Montgomery! Ohhhh and did i mention...for us vegetarians...they have options too! Eggplant sandwich and salads! I definitely recommend it!
Larry Jay
Dec 9,2025
5/5
We loved the Chicago dogs! Definitely up there with dogs from the Windy City! The fries were hot and crispy! Next time we’re trying their Italian beef sandwich. Although our dogs were delicious, we saw a guy eating the Italian beef and it was a huge sandwich. Definitely returning during our next trip to Montgomery! Highly recommend!
Aubrey Sanders
Dec 9,2025
5/5
Genuinely the best hotdog I have ever had! I visited Oliver's with my family for a quick snack, and we ended up ordering 6 Chicago dogs and a Chili dog because they were incredible. The owner, Mike, even sat down with us while we ate, describing his Chicago roots and his passion behind creating the restaurant. The atmosphere is great. The service was quick and friendly. I could not recommend Oliver's more. I will be back tomorrow to fill out the rest of my hotdog card! Thank you Mike!
Jen Thurman
Dec 9,2025
5/5
Fantastic new spot in MGM! Took a group of military students for lunch, and we all had a great experience. According to an expert, the Chicago dogs are spot on, and according to me, the chili cheese dog is not to be missed. Great service, great little neighborhood vibe.
Julie Oliver
Dec 9,2025
5/5
Was in town visiting my brother (Mike Oliver the owner), and during my visit had the Chicago dog, beef sandwich, and eggplant sandwich. All were delicious! Just like at home in Chicago. Great Chicago related memorabilia on the walls. A wall to sign if you’re from Chicago, a board to add a picture of your dog, and a place for your kids to add their coloring art. Get over to Oliver's soon and support a Montgomery small business!
jose mandujano
Dec 9,2025
5/5
I went in to try the Windy City Classic Combo and I am glad I went in hungry! Chili cheese fries were hot and crunchy, the hotdog had such a great flavor where no one ingredient overpowered the other they all just worked perfect together, and fried apple pie was so soft and flaky. Definitely will be back and bringing my appetite! Service was very friendly and parking was easy to find.
Steven
Dec 9,2025
5/5
Stopped by Oliver’s for a quick bite and was blown away! The chili cheese hot dog was loaded with flavor; rich, hearty chili and just the right amount of cheese. The sauerkraut dog was tangy, savory, and perfectly balanced. The lady at the counter was incredibly helpful and inviting, answering all my questions with a smile. Great food and even better service. I’ll definitely be back!
Artoni Gashi
Dec 9,2025
5/5
I came to Oliver’s Chicago Deli in Montgomery with a few friends who had never experienced authentic Chicago-style food, and it was an absolute treat. I ordered an Italian beef with sweet peppers, mozzarella, and giardiniera (wet), along with a combo, three pizza puffs, and three Chicago dogs. Every bite was flavorful, hearty, and incredibly satisfying. The beef was juicy, tender, perfectly seasoned, and dripping with bold flavor, while the Chicago dog had that classic, snappy bite that makes it unmistakably Chicago. The pizza puffs were crispy, golden, cheesy, and absolutely delicious—my friends couldn’t stop raving about them. The atmosphere was warm, nostalgic, and packed with Chicago charm, with all the memorabilia making you feel like you stepped right into the Windy City. The only drawback was the pricing. At $8 for a dog, $12 for beef, and $6 for a pizza puff, it’s definitely pricier than what you’d pay back in Chicago, where they’re usually $3–$4. That said, I get that bringing this kind of authentic, high-quality Chicago comfort food to Alabama likely drives the cost up. Overall, the experience was fantastic, memorable, and full of bold Midwestern flavor. The food was spot-on and nostalgic, and it instantly reminded me of home. I’m so glad Montgomery has a place like this, and I’ll absolutely be coming back every time I’m in the area!

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Location

Opening Hours

Monday 11:00 AM - 06:00 PM
Tuesday 11:00 AM - 06:00 PM
Wednesday 11:00 AM - 06:00 PM
Thursday 11:00 AM - 06:00 PM
Friday 11:00 AM - 09:00 PM
Saturday 11:00 AM - 09:00 PM
Sunday Closed
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