Best Seasonal Restaurants in Lakeshore East

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodFrenchMexican

Regions

ChicagoNear West

Neighborhoods

AndersonvilleAvondaleBronzevilleBucktown / Wicker ParkChina TownCicero

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Award-winning

MICHELIN

Accessibility

Wheelchair access

72 restaurants available nearby

How are Featured results ranked

1. Terrace 16

4.6

Exceptional(2346)

$$$$Price: Expensive

• Contemporary American • Near North

Booked 57 times today

Terrace 16 captures the spirit of Chicago’s glorious summer months year-round with genuine hospitality, warm design, a convivial bar, unmatched vistas and an ever-changing menu whose ingredients shine bright. Located on the 16th floor of Trump International Hotel & Tower Chicago, the American rooftop restaurant in Chicago includes a bustling indoor bar and dining room, as well as expansive outdoor seating on its idyllic rooftop patio – all punctuated by breathtaking views of the city’s most iconic landmarks. A vibrant menu features new American flavors, allowing ingredients to speak simply and powerfully for themselves. An extensive craft cocktail program and thoughtful wine list enhance the experience of the downtown Chicago restaurant with a view. Terrace 16 offers fresh options for a variety of tastes and preferences and our expert culinary team can accommodate any dietary needs.

A photo of Upstairs at The Gwen restaurant

2. Upstairs at The Gwen

4.2

Awesome(318)

$$$$Price: Expensive

• American • River North (Chicago)

Booked 54 times today

Experience the premier terrace in River North, located on the 5th floor of The Gwen, a one MICHELIN Key hotel, nestled along the iconic Magnificent Mile! Savor creative cocktails and indulge in delicious small and large plates crafted by Executive Chef Matt Jergens, all while enjoying the warm ambiance of our firepits and the stunning backdrop of towering skyscrapers. Our candlelit indoor lounge and bar offer the perfect setting to unwind, relax, and embrace the good life!Join us on the weekends for Chicago's liveliest, most unique tea service, Tipsy Tea! Featuring scrumptious savory and sweet bites, bottomless beverages, a DJ spinning, and a special themed menu every month, this is one pinkies-down tea service you will never forget!

3. STK – Chicago

4.2

Awesome(6721)

$$$$Price: Expensive

• Steakhouse • River North (Chicago)

Booked 122 times today

STK Steakhouse is “not your daddy’s steakhouse,” offering a high-energy dining experience that artfully combines the superior quality of a traditional steakhouse with a Vibe Dining atmosphere unlike any other. Delectable cuisine, upscale cocktails and an elevated Happy Hour, along with an in-house DJ and chic décor, all come together to offer a memorable fine dining experience that keeps guests enjoying their evening from drinks to dinner to late night. STK’s menu features reimagined classic American cuisine for lunch, brunch and dinner with unique local flair infused into each location’s menu. The brand’s beef program focuses on the highest quality, delicious and craveable steaks while emphasizing transparency and traceable sourcing practices.

A photo of Sugar Factory - Chicago River North restaurant

4. Sugar Factory - Chicago River North

3.6

Very Good(4825)

$$$$Price: Moderate

• American • River North (Chicago)

Booked 45 times today

Sugar Factory American Brasserie is bringing something SWEET to Chicago’s famed River North area, just off the mag mile. Created by a team of world-class chefs, the menu selections include everything from pancakes and sweet and savory crepes to salads, burgers, steaks and shakes, all available throughout the day. This celebrity favorite is sure to satisfy any sweet-tooth craving. Signature treats include famous Couture Pops, Smoking Goblet Cocktails, Candy-Infused Martinis, and the one-and-only King Kong Sundae. Please dine with us and let Sugar Factory deliver an unforgettable guest experience. A 20% Service Fee will be added to every check. This goes to the service staff, and no extra tip is expected. Also please beware that we have limited booth seating, there is no guarantee that you will be sat at a booth.

A photo of Emerald Loop Bar and Grill restaurant

5. Emerald Loop Bar and Grill

4.6

Exceptional(1072)

$$$$Price: Moderate

• American • Downtown / Loop

Booked 14 times today

Located in the Loop in the historic 35 East Wacker Drive Building. The fare is traditional Irish and American favorites. Serving Lunch & Dinner - indoor & outdoor seating available (max 6 guests per table)

A photo of Costera Cocina Tulum restaurant

6. Costera Cocina Tulum

4.5

Awesome(1126)

$$$$Price: Moderate

• Mexican • West Loop

Booked 58 times today

Costera Cocina Tulum brings the vibrant flavors of Tulum's coastal and Mayan cuisine to life, blending land-and-sea principles with traditional Mexican dishes. Step into a lively yet serene atmosphere that captures the essence of Tulum's unique intersection of jungle, beach, and bohemian nightlife. Experience our day-to-night philosophy, where "the jungle has two attitudes," and enjoy a dining experience that transports you to this enchanting Mexican getaway.

7. Sepia

4.9

Exceptional(5494)

$$$$Price: Very Expensive

• Contemporary American • West Loop

Booked 27 times today

Seamlessly melding refined and rustic, vintage and contemporary, Sepia has the feel of an instant classic. The stylish space is warm and inviting, comfortable yet lively. The easy elegance of the room serves as the perfect backdrop for the inventive American cuisine. Chef Andrew Zimmerman's product-driven, seasonal menu showcases the purity and quality of the ingredients, letting both the ingredients and his passion for what he does shine through. Sepia celebrates tradition – with a modern twist.To book reservations of 7 or larger, please email info@sepiachicago.com!

8. avec West Loop

4.8

Exceptional(1007)

$$$$Price: Expensive

• Mediterranean • West Loop

Booked 101 times today

avec, a wine-focused restaurant in Chicago, features Midwestern takes on Mediterranean classics. Inspired by the sun-drenched wine regions of the Mediterranean, avec West Loop has been a Chicago favorite for over 20 years. Originally conceived as a wine bar, avec is the second concept from celebrated one-off hospitality, with communal and bar seating—it is a high-energy, intimate, and interactive experience.For parties of 6 or more, please call us at 312-377-2002.

9. Tavern on Rush

4.6

Exceptional(3746)

$$$$Price: Expensive

• Steak • Gold Coast / Streeterville

Booked 64 times today

Tavern On Rush is the premier dining destination for steaks & seafood in Chicago. The upscale, contemporary steakhouse features multi-level seating, private dining, a bustling bar, and Chicago's favorite outdoor patio.

10. Offshore Rooftop

4.3

Awesome(2834)

$$$$Price: Moderate

• Contemporary American • Gold Coast / Streeterville

Booked 51 times today

Offshore is a bright and airy rooftop bar open year-round on the third floor at the East end of Navy Pier. With collapsable floor to ceiling windows you get sweeping views of Lake Michigan and Chicago’s city skyline. Our globally inspired menu features items from coast to coast that include light to substantial fares. Outdoor seating is not guaranteed! It is on a first come first served basis.21 years of age and older after 9pm daily.The last reservation is one hour before closing.

See what locals rave about

From verified diners like you

A
Artavia
Chicago / Illinois •1 review
5.0
Dined 2 days ago
My daughter really enjoyed her day yesterday. Our waitress was the bomb dot com. Great customer service. We will be back
More info
STK – ChicagoPrice: Expensive• Steakhouse• River North (Chicago)
•
4.2
K
KarenVIP
Hampshire •8 reviews
4.0
Dined 4 days ago
Food was good but small menu for brunch. Service prompt and friendly. We orignally sat out on the terrace which wasn't as impressive as I'd hoped but moved inside when the weather changed, overall a good experience but no particularly special.
More info
Upstairs at The GwenPrice: Expensive• American• River North (Chicago)
•
4.2
H
HanaVIP
Chicago / Illinois •8 reviews
5.0
Dined on Jun 24, 2025
One of the best view of Chicago, outstanding service, food and experience.
More info
Terrace 16Price: Expensive• Contemporary American• Near North
•
4.6
K
KRISTAL
Cleveland / Akron / Canton •1 review
4.0
Dined on Jun 23, 2025
Vincent was our server. He was lovely. Very helpful. Very friendly.
More info
Sugar Factory - Chicago River NorthPrice: Moderate• American• River North (Chicago)
•
3.6
C
Cristi
Chicago / Illinois •1 review
5.0
Dined on Jun 20, 2025
The Ambiance was cute, the food was very well priced, and so delicious! We got the fish and chips, a burger, and a pretzel to start and all were delicious. Very unassuming food, but delicious taste! The service was fast and attentive, and we had no issues making our show time! Definitely would recommend for a casual dinner out
More info
Emerald Loop Bar and GrillPrice: Moderate• American• Downtown / Loop
•
4.6

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