1. RPM Italian
9.0
52 W Illinois St (at N Dearborn St), Chicago, IL
Italian Restaurant · Near North Side · 238 tips and reviews
Carolyn Baumgarten: The tartufo for dessert is absolutely phenomenal. Great food, trendy atmosphere, servers are very knowledgeable!
Makeda: The meatballs are a big draw at this trendy spot. The marinara sauce is light but flavorful. Ditch the truffle garlic bread, tastes nothing like truffles.
Rachel Poon: Make reservations early at this popular and trendy restaurant!
3. Intelligentsia Coffee
9.1
53 E Randolph St (btwn Wabash Ave & Garland Ct), Chicago, IL
Coffee Shop · The Loop · 316 tips and reviews
Amy Graff: Modern and stylish space conveniently located by Randolph/Wabash L. Amazing coffee that will convert non-coffee drinkers and light, refined pastries.
Dan Hill: Achingly hip, but also very good. Will do a flat white if you ask for it.
David Greenberger: The Pour Over prepared on the chemex is the ultimate hip move, says local source. It fired me up.
4. Maple & Ash
8.8
8 W Maple St (at State St), Chicago, IL
Steakhouse · Near North Side · 60 tips and reviews
Irini Boeder: Amazing atmosphere, super trendy, delicious food and awesome service!
Eric C: Beautiful interior, romantic and hip decor. Food was very very good. If you're up for a splurge get the "I don't give a f..." Chef's 5 course meal.
Dana Danielle: Such a lively and trendy atmosphere! A complimentary drink provided when you sit. Ask for the champagne gun and order the filet!
5. Duck Duck Goat
9.0
857 W Fulton Market (at Peoria St), Chicago, IL
Chinese Restaurant · Fulton Market · 88 tips and reviews
Eater: Duck Duck Goat adds a trendy twist to the traditional Chinatown flare with a menu of unique items like egg waffles, goat dumplings and shrimp toast dim sum. Read more.
Patrick Buggy: If you want trendy vibes and Chinese food for foodies, come here. If you just want authentic Chinese food, go to Chinatown.
Michelle Poler: Coconut cloud, one of the best desserts I’ve tried
6. Heritage Bicycles
9.2
2959 N Lincoln Avenue (Wellington), Chicago, IL
Coffee Shop · Lakeview · 66 tips and reviews
AFAR Media: A coffee shop, a general store, and a place to buy a few key items for your hip closet. Most importantly though, it's a place to grab a cup of joe and watch art being created that you can ride home. Read more.
C Rey: Boutique bicycles are great, don't get me wrong. But this is a place for excellent coffee and an equally pleasant environment. Great outdoor patio with hip old van. And yes you can buy a bike, too.
Sandrine Andro: Great chocolate Very pleasant people Have a stop here it really worth it
7. The Violet Hour
8.9
1520 N Damen Ave (at Pierce Ave), Chicago, IL
Speakeasy · Wicker Park · 255 tips and reviews
Jessica: Very trendy drink spot. Upscale and classy!
Eric Krull: Simply a must! Sophisticated, chic, and everything you want for a one of a kind night out. The most hidden of all the gems but the biggest reward if you find it!
L K: The intimate atmosphere let's you focus on your private party and forget there are even other patrons. Cozy, trendy, and amazing cocktails.
8. Au Cheval
9.1
800 W Randolph St (at S Halsted St), Chicago, IL
Burger Joint · Fulton Market · 482 tips and reviews
PureWow: This trendy Chicago diner actually slips a third patty onto the double cheeseburger to achieve optimum cheese-to-meat ratios. Thanks, guys. Read more.
Avery Alchek: Au Cheval has a decent burger, but it's not Chicago's best. Personally, I didn't think the burger was one of their better dishes. Vibe is fun and trendy, making it a great date spot if you can wait.
Rodrиго Ривера: A very hip restaurant with allegedly the best burger in town. I can say it is a very solid burger and the root bear float is very tasty. It gets very crowded and there are long waits to get a table.
11. The Promontory
8.7
5311 S Lake Park West (at 53rd St), Chicago, IL
Gastropub · Hyde Park · 56 tips and reviews
Emmanuel Bell: Go for cocktails, skip the food. Hyde Park's version of north side trendy. Hostess spins vinyl, too! Big plus :-)
Duane Golston: The food is good I loved the seared tuna especially the drinks are in a class of their own and it's a cozy spot for dining and concert love this place.
Laini Madhubuti: Great lamb burger. For cocktails, pick from the menu. Bartenders need more training in off menu classics.
12. Kanela Breakfast Club
9.0
1408 N Milwaukee Ave (at N Wolcott Ave), Chicago, IL
Breakfast Spot · Wicker Park · 33 tips and reviews
V: Their pancakes w Nutella are so amazing!!! Super delicious breakfast/lunch spot. Chic and classic interior, I'm in love!!
T Callahan: Excellent service and even better food. Veggie options a plenty too. Get a waffle for the table : )
Mary Ann Kowalczyk: Red Velvet French Toast is amazing. The Pear Splash is good but sometimes too much ginger. Great friendly service :) Chocolate milk was good too! Mmmm
14. Lula Café
9.3
2537 N Kedzie Blvd (btwn Linden & Logan Sq.), Chicago, IL
Café · Logan Square · 256 tips and reviews
Abby Meixner: Come for breakfast, lunch, or dinner and you will never be disappointed. Hip atmosphere, excellent cocktails, extensive beer selection. The best reason to go to Logan Square!
Chicagoist: Lula has been dedicated the the localvore, farm-to-table mindset longer than it’s been trendy, offering up things like Brown Sugar Griddle Cakes and house-made pastries, as well as lunch staples. Read more.
J H: Start off with the beet bruschetta. Love this place to bits!!