The 15 Best Date Spots In Chicago


Whether you’re looking for the perfect place to take a first date, or trying to break the mundane routine you have with your current beau, these places are guaranteed to be awesome date spots. We can’t vouch for whoever you choose to spend your night with.

1. Nightwood

Farm to table food, and a menu that’s handwritten every day to keep up with the constant changes. Nightwood is the perfect place impress your date with a cozy atmosphere and amazing food. If you really want to switch up the normal routine, go for Sunday brunch. Make sure to order one of their Bacon Butterscotch Doughnuts.


Credit: Lula Cafe

2. Embeya

When you walk into Embeya, your date will immediately be impressed by this visually stunning restaurant. The woodwork in this restaurant is so unique and beautiful, but things doesn’t stop at decor. Embeya serves progressive Asian food, with options likes Veal Cheeks and Grilled Quail. They also have an extensive wine selection, so make sure to ask your server for a recommendation.


Credit: Embeya

3. Gene’s Sausage Shop & Delicatessen

A good test of a relationship is going grocery shopping together, right? Just kidding, don’t do that. What you should do is take your date to the rooftop beer and wine garden at Gene’s. Enjoy a beautiful day, one of Gene’s amazing sausages, and a tasty drink. It’ll definitely be an unforgettable date.

Gene's Sausage Shop

Credit: Gene’s Sausage Shop

4. Girl & the Goat

Stephanie Izard, Chicago native and winner of Top Chef Season 4, has created one of the best restaurants in the city, and the perfect place to take your date. It can be difficult to get a reservation, but walk ins are always welcome. Split the Pig Face with your date, and watch the sparks fly.

Girl and The Goat

Credit: Coroflot


5. Webster’s Wine Bar

There’s something sexy about wine, and that’s why you should definitely take your date to Webster Wine Bar. No longer located on Webster, the new location on Milwaukee is the perfect cozy location to split a bottle of wine with your date. In addition to their insane wine selection, Webster’s also has a great menu of small plates, with options like Coconut Curry Mussels and Spanish Octopus.

Webster's Wine and Bar

Credit: Webster’s Wine Bar

6. The Violet Hour

If you’re really looking to impress your date, take them to The Violet Hour in Wicker Park. This high end restaurant is known for amazing cocktails and a no bullshit attitude. Sit in the lounge, in one of the extra high back chairs for a private, romantic vibe. Order the Goat Cheese Crotini, and a cocktail with your favorite liquor. Bonus: no cell phones allowed in the lounge means the only thing your date can pay attention to is you.

The Violet Hour

Credit: The Violet Hour

7. Bang Bang Pie & Biscuits

For a fun and fast paced date, go to Bang Bang Pie & Biscuits. The shop itself is bright and cozy, and the staff welcomes you like family member who’s returned from a long journey. You really can’t go wrong with anything on the menu, but you should definitely try the Horchata Pie. If your date doesn’t like pie, then why the heck are you going on a date with them anyways?

Bang Bang Pie Shop

Credit: Bang Bang Pie & Biscuits


8. Sepia

As the name indicates, Sepia has a warm and comfortable atmosphere. Built in an 1890 print shop, and decorated with artifacts from Chicago’s history, this is definitely a unique and interesting date spot. Go for the Tea Smoked Duck Breast, and definitely don’t skip out on the Chocolate Bourbon Pudding with Banana Fritters and Candied Pecans. You’ll definitely get a second date.


Credit: Sepia

9. North Pond

For any sort of special date, North Pond is the perfect choice. Originally built in 1912 as a warming house for ice skaters, North Pond has a beautiful view of the Chicago skyline. Entrees like Bass and Rabbit will satisfy your taste buds and your date. After you eat, take a romantic walk around Lincoln Park.

North Pond

Credit: John Picken Photography

10. Hub 51

R.J. and Jerrod Melman wanted a restaurant that felt like a constant party, with a menu that appealed to them, so that’s what they created with Hub 51. Bring your date here for a night that’s both sophisticated and laid back. They serve different fish seasonally for dinner, and also have a killer brunch menu. Just don’t ask them to sing you happy birthday.

Hub 51

Credit: HUB 51 & SUB 51

11. Prasino

Prasino is focused on serving local, hormone free, sustainable, and in-season food. The design is warm, contemporary and welcoming. The Grilled Scallops are a must try, and you need to ask your server about the seasonal cocktails. Plus, Prasino has plenty of vegetarian options, so there won’t be any awkward moments if your date forgot to mention any dietary restrictions.


Credit: Prasino

12. Balena

Everyone loves carbs, so you really can’t go wrong with an amazing Italian restaurant like Balena. With pastas like Sardinian Style Gnocci, and pizzas that feature insane toppings like Klug Farm Peaches and Pistachio Pesto, your date is sure to be impressed by this choice.


Credit: Balena

13. Maude’s Liquor Bar

This is the kind of restaurant to get dressed up for, which makes it a perfect date spot. Whether you want to sit down for dinner, or just have a couple of cocktails, Maude’s Liquor Bar is where you need to go. You can go for the $165 Shellfish Tower, or one of the slightly more affordable options under the “French” and “Almost French” sections. Make sure to try one of their amazing cocktails while you’re there.

Maude's Liquor Bar

Credit: Maude’s Liquor Bar

14. Le Colonial

Vietnamese food and a 1920s vibe, Le Colonial will definitely impress your date. The two story row house has a very romantic atmosphere, and definitely has the colonial French feeling. Their Pho soup is amazing, but whatever you do, make sure to get the Banana Wonton for dessert.

Le Colonial

Credit: Le Colonial

15. Vivo

If you can snag a seat at table 70, you are sure to have a great date. This Italian restaurant offers a warm, personal atmosphere, with wooden floors and brick walls. You won’t be disappointed by the Spaghetti Frutti Di Mare. Make sure to ask your server for a wine selection to go with your entre.


Credit: Vivo

Featured Image Credit: She Knows