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Get into the holiday spirit at these must-visit Chicago restaurants

A photo of Red logo
by The OpenTable team
Updated 10 December 2021

The holidays are all about good food and good friends. So Stella Artois and OpenTable are bringing them together with an exclusive Holiday Guide featuring some of the best restaurants Chicago has to offer. Savor the season with Stella and the ones who matter most by booking your festive get-together today.

A photo of Elephant & Castle - Chicago Wabash Ave. restaurant
4.6
4.6 (668)
$30 and under
Unspecified
Lakeshore East

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
Get your Brit On at Elephant & Castle! Nothing feels as warm and inviting as sitting down at the pub and sampling a taste of Britain. The old Union Jack behind the bar may be faded, but the mood is vibrant. Located on the Corner of Wabash and Lake, just steps from the legendary Chicago Theatre and two blocks from the scenic Chicago Riverwalk in the heart of Chicago's theatre and shopping districts.
Top review
Jess
Dined 2 days ago
Amazing! I love coming here for delicious food and football!
A photo of Elephant & Castle - Chicago Adams St. restaurant
4.4
4.4 (340)
$30 and under
Unspecified
Downtown / Loop

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
Get your Brit On at Elephant & Castle! Nothing feels as warm and inviting as sitting down at the pub and sampling a taste of Britain. The old Union Jack behind the bar may be faded, but the mood is vibrant. Strategically situated in the heart of Chicago's central business district and attached to Club Quarters Central Loop hotel, E&C Adams is the best of both worlds whether you need convenience to tons of businesses and government buildings or want to see one of the many sights within walking distance such as the Symphony Center, Willis Tower, and the Art Institute of Chicago.
Top review
OpenTable Diner
Dined 3 days ago
great environment. great food. great service. would recommend
A photo of Bar Siena - West Loop restaurant
4.4
4.4 (3114)
$30 and under
Unspecified
West Loop

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
Perfectly Centralized In Chicago's West Loop 'Restaurant Row', The Two-Story, 8,000-Square-Foot Restaurant Is The Sibling Of DineAmic Hospitality'S River North Staple Eatery, Siena Tavern. Bar Siena Offers Diners The Perfect & Approachable Setting To Enjoy Lunch, Dinner, Late Night, And Weekend Brunch. The Menu Features An Expansive Italian Street Food And Pizza Bar Selection, All Served Within The Streets Of Fulton Market. Our Team Of Hospitality Professionals Are Thrilled And Dedicated To Host Your Next Dining Experience, Private Event Or Catering Function!
Top review
OpenTable Diner
Dined 2 days ago
Our server Jace was AMAZING. Honestly made the entire experience. Nico was awesome as well! Our service was everything.
A photo of Harry Caray's Tavern - Navy Pier restaurant
4.3
4.3 (894)
$30 and under
American
Gold Coast / Streeterville

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
Located near the main entrance to Navy Pier, Harry Caray’s waterfront location, outstanding smoked barbecue, great selection of local craft beer and a world-class collection of sports memorabilia combine to create the ultimate Chicago dining experience. Guests are treated to dry-rubbed meats that are smoked for hours over hickory for maximum flavor and tenderness. The menu also offers salads and burgers. The carefully curated craft beer list features hard to find local gems along with many fan favorites.

Harry’s patio offers the perfect place to enjoy the beauty of Lake Michigan and the excitement of Navy Pier. HDTVs throughout the restaurant and around the bar provide great viewing of all major sporting events. Harry’s boasts an impressive roster of celebrity partners including Patrick Kane, Ryne Sandberg, Richard Dent and many other of Chicago’s biggest athletes, Hollywood stars and radio personalities.

Top review
DeniseW
Dined on 16 Feb 2024
We had a blast outside in the igloo and curling! Fire pits and warming lamps outside, kept everything cozy! Great wait staff!!
A photo of Pizano's Pizza & Pasta - Madison restaurant
4.6
4.6 (231)
$30 and under
Italian
Downtown / Loop

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
Pizano’s Pizza & Pasta blends classic Italian recipes and fresh takes on traditional fare in one satisfying menu. The son of Pizzeria Uno founder and deep dish creator Rudy Malnati Sr., Pizano’s owner Rudy Malnati Jr. knows what makes an Italian dish truly delicious; high-quality ingredients, authentic recipes, and excellent service. Bowls of seafood marinara and chicken alfredo share menu space with bubbling deep dish pizza and Pizano’s award-winning thin crust pizza, a favorite of critics and visitors alike, including Oprah Winfrey, who featured the restaurant on her show. Located in the heart of Jeweler’s Row, the Madison Street location embodies historic Chicago dining, as timeless songs by Sinatra and Martin fill the air while diners gaze at numerous photos of famous athletes and entertainers line deep, rich wooden walls.
Top review
OpenTable Diner
Dined 2 days ago
Great Chicago deep dish experience! Highly recommend!
A photo of The Black Barrel Tavern restaurant
4.6
4.6 (125)
$30 and under
Contemporary American
West Loop

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
We are excited to be bringing our newest concept to a wonderful part of the city, the West Loop! Updated Americana and Brunch fare served in a sport-friendly meeting place with craft beers, signature cocktails, and a kitchen open until midnight. --- We are offering curb side pick up on our meals, family style meals available with the addition of beer, liquor and wine to go for a full at home Black Barrel Tavern experience.

Top review
OpenTable Diner
Dined on 3 Feb 2024
I went for brunch with my family during restaurant week. The food was good and lots of options! The customer service was really good and attentive. I had the cinnamon roll and black barrel skillet.. so good!
A photo of Harry Caray's Italian Steakhouse - Rosemont restaurant
4.4
4.4 (2501)
$31 to $50
Steak
Rosemont

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
Located just minutes from the O'Hare International Airport Harry Caray's in Rosemont brings the same friendly confines and award-winning Italian Steakhouse cuisine from the legendary downtown location to Chicago's northwest suburbs. The casual to fine dining restaurant specializes in the finest prime, aged steaks, chops and classic Italian cuisine. The friendly, energetic atmosphere embodies the amiable personality of the restaurant's namesake. The dark mahogany, mosaic floor, white-jacketed servers, white tablecloths and a veritable museum of baseball history combine to create a warm and casual elegance.
Top review
Arrowtinivip
Dined 6 days ago
The salads and pasta dishes are our favorites. We celebrate a lot of family occasions here - great location!
A photo of Paisans Pizza - Berwyn restaurant
4.1
4.1 (160)
$30 and under
Italian
Berwyn

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
Paisans is a modern Italian-Americano restaurant, offering home style entrees, burgers, sandwiches and desserts, weekly lunch and dinner specials in our 20,000 square foot industrial style building.
Top review
Katrina79
Dined on 19 Nov 2023
The spicy garlic Parmesan wings & the pizza was very good! Nice spot for food but do not go for drinks. We tried a lemon drop & it was horrible then tried strawberry margarita & it wasn’t good either but the food was worth going.
A photo of Remington's restaurant
4.7
4.7 (3013)
$30 and under
American
Downtown / Loop

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
Turn to Remington's to create a memorable experience for your upcoming event! Our venue can accommodate your group of 10 to 225 guests for breakfast, lunch, dinner, or a cocktail reception in a variety of private and semi-private dining spaces. Whether you're having an intimate gathering or a large corporate meeting, our sleek restaurant is the perfect spot to host your VIP guests in the heart of Chicago's Millennium Park area.
Top review
DougS
Dined 3 days ago
All good. Lots of big parties so could have affected the slower service. Over all very good. Server was great. Just didn’t check on as often.
A photo of Old Town Pour House restaurant
4.6
4.6 (213)
$31 to $50
American
Old Town

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
Vibrant bar and restaurant featuring 90 beers on tap (30+ dedicated to local breweries) and modern American food with chef-driven twists.
Top review
OpenTable Diner
Dined on 14 Feb 2024
Love Tuesday night trivia! Food is a little on the pricier side but really good and large servings
A photo of The Cubby Bear Chicago restaurant
3.2
3.2 (11)
$30 and under
American
Wrigleyville

At the moment, there's no online availability within 2.5 hours of your request. Do you have another time in mind?

About the restaurant
Established in 1953, The Cubby Bear overlooks Wrigley Field's famous Marquee. Since its opening, it established deep roots in Chicago’s Wrigleyville neighborhood. It has witnessed some of the most historic Cubs victories and live musical performances. Decades later it remains a top destination for year round live music and sports entertainment.

With over 30,000 square feet of space, you can can enjoy live music, watch your favorite sporting event, choose your favorite dish from our menu, or attend a party in one of the private rooms overlooking the Marquee. Grab a seat at one of our many bars or find a table outside on our new patio. We've got a spot for you!

Top review
EduardoH
Dined on 23 Jul 2022
Great place to enjoy the evening. The band was awesome to listen to, well being with friends.
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