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Chicago Brunch Date Guide

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BitchBiz: Bitches Who Brunch and Three Day Rule are event and promotion partners. This article was written independently by Bitches Who Brunch.

Dates don’t have to be uncomfortable experiences—why not do something you love, like brunch? You can’t go wrong with less stress and bottomless Bloody Marys.

We’ve partnered with matchmaking service Three Day Rule to provide you with some options to take some of the stress out of dating. We’ve even included a few brunches with activities for those who might be a little competitive.

First Date Brunch

Looking to impress your new lady or dude? Go for an upscale experience. For a fancy pants brunch, here are a few of our favorites.

The Publican mixes upscale and rustic chic for a perfect first-date atmosphere. It also serves up upscale brunch dishes without any pretension. Brunch is served Saturday and Sunday from 10 a.m. to 2 p.m. The Publican, 837 W. Fulton Market, Chicago, IL. (312) 733-9555

The Publican
Photo via The Publican

Enjoy brunch classics at Seven Lions with an ambiance that could only be designed with the finesse of a sommelier. We recommend sharing the pastry tower. Brunch is served Saturday and Sunday 10 a.m. to 11 p.m. Seven Lions, 130 S. Michigan Ave., Chicago, IL. (312) 880-0130.

For the ultimate luxury brunch experience head to Sixteen on the 16th floor of the Trump Tower. In between bites, don’t forget to lean in close to admire the panoramic views of Lake Michigan, the Chicago River and the Wrigley Clock Tower. Brunch is served from 11 a.m. to 2:30 p.m. Sixteen, 401 N. Wabash Ave., 16th Floor, Chicago, IL. (312) 588-8030.

Photo via Sixteen

Photo via Sixteen

Romantic Brunch

North Pond is where summer romances start. Ask the host to seat you in the intimate room overlooking the Lincoln Park pond. The restaurant offers an innovative and eclectic three-course menu for $34 per person. North Pond, 2610 N. Cannon Dr., Chicago, IL. (773) 477-5845.

Photo via North Pond

Photo via North Pond

Let’s be honest, we only share our food with ones we care for. Avec serves small plates that are perfect for this exact purpose. Don’t worry if sharing isn’t your thing, they also offer large plates that you can have all to yourself. Brunch is served Sundays from 10 a.m. to 2 p.m. Avec, 615 W. Randolph St., Chicago, IL. (312) 377-2002.

Take a trip via an Italian-inspired brunch at Nico Osteria. You’ll feel like you’re at the coast of Italy with their clam, leek, and chili Tagonlini. End with a “strawberry Aperol spritz,” the perfect aperitif. Brunch is served Saturday and Sunday 9:00 a.m. to 3:00 p.m. Nico Osteria, 1015 N. Rush St., Chicago, IL. (312) 994-7100

Photo via Nico Osteria
Photo via Nico Osteria

Bottomless Brunch

Need a little social lubrication to make the brunch all the sweeter? Stop by Broadway Cellars for five different Eggs Benedict options coupled with bottomless booze. May we suggest “The Ned Beatty” to spice things up with chipotle BBQ pulled pork and poached eggs over jalapeño cornbread? To top it off, the bottomless mimosas is a mere $10. Brunch is served 10 3 p.m. Broadway Cellars, 5900 N. Broadway, Chicago, IL. (773) 944-1208.


He loves Bloody Marys, you’re a champagne girl. You don’t need to chose between mimosas or Bloody Marys. Southport & Irving (SIP) offers bottomless mimosas or Bloody Marys for $13 or mix and match both for $15. Brunch is served 10a.m. to p.m. Southport & Irving (SIP), 4000 N. Southport Ave., Chicago, IL. (773) 857-2890.

Brunch at the Tippling Hall provides a little help to get the conversation started with its bottomless mimosas. The casual vibe and comfort food  menu are sure to make you feel at home. Add a pasty and entree for $27. Yes, the mimosas are included. Brunch is served Saturdays and Sunday from 11 a.m to 3 p.m. Check out our review hereTippling Hall, 646 N. Franklin St., #200, Chicago, IL.

Tippling Hall
Photo via Tippling Hall

Brunch with Activities

Brunch at Kaiser Tiger provides all the energy you need for bocce with jalepeño chicken sausage hash and bacon waffles. Brunch is served Saturdays and Sundays from 11 a.m. to 3 p.m. Kaiser Tiger, 1415 W. Randolph St., Chicago, IL. (312) 243-3100.


Pinstripes has upped its game by adding bocce and a Sunday brunch buffet to their existing repertoire. Whether you decide to try your hand at bocce or bowling, get your strength from their made to order omelettes, fresh seafood and  bottomless mimosas. The buffet is $28 per person. Brunch is served Sundays 10 a.m. to 3 p.m. Pinstripes, 435 E. Illinois St., Chicago IL. (312) 527-3010.

Brunch, built-in bocce, billiard and shuffleboard tables are all under one roof at the Chicago Athletic Association. First stop, the Cherry Circle Room. Try the crispy soft-shell crab sandwich. The farro risotto is perfect for those looking to skip the meat. Saunter down to The Gameroom a post-brunch drink and games. Brunch is served daily from 7 a.m. to 2:30 p.m. Chicago Athletic Association, 12 S. Michigan Ave., Chicago, IL. (312) 940-3552.

Photo via Cherry Room Circle
Photo via Cherry Room Circle

Brunch Outdoors

Chicago summers are not to be wasted! So take every opportunity to brunch outside with someone special.

Head to River Roast to enjoy the “Brews & Blues Brunch” on the riverfront patio. Who doesn’t like being serenaded while munching on mascarpone French toast? Brunch served Saturday and Sunday from 11 a.m. to 3 p.m. with live blues bands performances from 12 p.m. to 3 p.m. River Roast, 315 N. LaSalle St., Chicago, IL. (312) 822-0100.

Photo via River Roast
Photo via River Roast

It’s the summer, so why not brunch on the beach at the Oak Street Beach Food + Drink? The menu is inspired by tropical destinations with the Hawaiian burger and island punch. If you aren’t afraid to get sand between your toes or get a tan, this is the place for you. Brunch is served starting at 10 a.m. Oak Street Beach Food + Drink, 1001 N. Lakeshore Dr., Chicago, IL. (312) 988-4650.

Swing by Pastoral Artisan Cheese, Bread & Wine for the “grand picnic,” which includes artisan cheese, traditionally crafted charcuterie, and local confections. Millennium Park is less than a five minute walk away. Just remember to bring a blanket. Pastoral Artisan Cheese, Bread & Wine, 53 E. Lake St., Chicago, IL. (312) 658-1250.

Pastoral midwest-picnic
Photo via Pastoral Artisan Cheese, Bread & Wine


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