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New Yorkers 1st Choice
Top picks in Streeterville

Brunch date spots

Weekend brunch plans that feel like a genuine date rather than a rushed transition into the rest of your day.

Based on 592 Opinions
+589
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Updated April 2026
01
The Evie image 1
The Evie image 2
The Evie image 3
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American restaurant

Restaurant occupies an elegant second-floor space with amazing views of Michigan Avenue. Atmosphere feels funky and cool yet allows easy conversation without yelling. Offers masterfully made exotic cocktails and a lively bar with sports TVs.

Phenomenal brunch and dinner menu offers a relaxing experience. Reservations are common for brunch, which suits celebrations and casual visits alike.

An incredible meal with Lake Superior fish stands out for couples. Staff help pick dishes that make the experience memorable.

People are saying

"The American Food here, especially the steak frites and lobster roll, is top notch."

"The sushi here is outstanding, better than most high-end places."

"The brunch food here is delicious and amazing."

Good to know

1

Happy hour runs from 4-7pm on weekdays with half-price appetizers.

2

Reservations are recommended, especially for larger groups.

3

The restaurant has a dress code; business casual is preferred.

02
Chapel Street Cafรฉ and Restaurant image 1

Open, light-filled space blends stylish decor with Aussie sunshine vibe and welcoming neighborhood feel. Bar area features a massive TV and offers knowledgeable cocktail service with unique drinks. Indoor and outdoor seating create a relaxed atmosphere suited for casual meals and socializing.

Offers a unique take on brunch with consistently good quality food. Serves breakfast and lunch options that make it a top spot downtown for brunch.

People are saying

"I loved the Aussie-style brunch and excellent coffee."

"The breakfast service was wonderful and so friendly."

"The food at these Date Spots is outstanding and thoughtfully done."

Good to know

1

Happy hour runs from 4-6pm with great deals on drinks and appetizers.

2

Trivia night is every Monday at 7pm with a $5 entry fee.

3

Expect a wait time of about 40 minutes during peak hours.

03
Hotel EMC2, Autograph Collection image 1

Hotel combines modern technology with a classic gentlemanโ€™s lounge vibe, creating a dark, sultry atmosphere that feels both cozy and sophisticated. Robots deliver room service and amenities, enhancing a unique, artistic experience. Despite central location, the space remains quiet and intimate.

Brunch offers a good deal with generous portions and solid quality. Sous chef Maribel Arias helps create a personal menu for a tailored experience.

Staying overnight creates a perfect anniversary vibe with a comfortable atmosphere. The hotel offers a great experience for couples.

People are saying

"The hotel staff made me feel so special and valued."

"Our brunch server was amazing and made us feel like stars."

"They made us feel like stars on our special day."

Good to know

1

The hotel offers a brunch for $29.99, including a main course, dessert, and a drink.

2

The hotel is located in the heart of downtown Chicago, close to top attractions.

3

The hotel is dog-friendly, but the attached restaurant with patio isnโ€™t.

04
the Albert image 1
American restaurant

Space combines vintage scholarly decor with modern touches and thousands of old books. Atmosphere feels vibrant and lively with live music from guitar duos or three-piece bands enhancing the mood. Guests enjoy outdoor seating and a full bar offering standout cocktails like the Smokey Old Fashioned.

Italian-style Brunchissimo offers a refreshing coastal vibe with a pleasant atmosphere. The menu features a variety of options and includes specials like unlimited mimosas for two hours at $26.

Celebrations include complimentary prosecco and olive oil cake, adding a special touch. The prime beef meatball with roasted garlic and chili stands out as a favorite dish for couples.

People are saying

"The dinner spots here are seriously so good and delicious."

"The cocktails here are cleverly done and fun, especially the Vesuvius."

"It's like eating with family in Sicily for a perfect date spot."

Good to know

1

Wednesdays feature live music, enhancing the dining experience.

2

Unlimited mimosas for two hours at $26 are available during brunch.

3

Happy hour offers three daily bar specials, perfect for budget-friendly drinks.

05
CURRENT image 1
New American restaurant

Lakefront views shape a relaxed atmosphere with friendly bartenders and a diverse menu including vegan options. The space feels chill and casual, though some furnishings show wear. Music volume varies, sometimes hindering conversation.

Brunch features avocado toast and burgers that taste very good. Mimosas come with waterfront views for a nice setting.

Custom sandwiches get made to order, showing flexibility for dietary needs. Sharing dishes like the half chicken works well, and options like salmon with cauliflower rice offer lighter choices.

People are saying

"I thought the food here was amazing and well served."

"The half chicken and lamb were the best."

"The Brunch service was quick, friendly, and attentive."

Good to know

1

The restaurant is not wheelchair accessible, with five or six steps leading down.

2

Expect food to arrive in about 10 minutes, even when short-staffed.

3

Vegan options are available on the menu.

06
Odyssey Cruise River North image 1

Boat cruise offers amazing river views with dimmed lighting and occasional snowfall enhancing the atmosphere. Interior is loud with high noise levels, featuring a DJ playing 80's style music that affects conversation. Guests often spend time outside to enjoy the nighttime scenery and calmer ambiance.

Brunch combines a three-course meal with bottomless mimosas on a boat ride. Snow falling around adds a magical atmosphere to the experience.

Great for first dates and anniversaries, the setting offers a memorable experience. The menu features excellent dishes like cioppino on squid ink linguine and gnocchi.

People are saying

"The city views from the river were magnificent."

"The dinner spots here have tasty food and plenty of dessert options."

"The Date Spots here cook steak and salmon to perfection."

Good to know

1

Arrive early to secure your preferred table on the cruise.

2

The A/C is strong, so consider bringing a cardigan.

3

Cocktail attire is suggested, but casual wear is common.

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Streeterville, Chicago

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