Date Ideas
in Chicago, IL

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Dinner and a movie are always great date night options. But after a while, date night can end up turning into a routine more than a fun outing. If you’re looking for date ideas, whether for a first date with a partner or a night away from the kids with your spouse, check out our options below.

We’ve found the best spots near you to give you the variety you have been craving for. Think outside the box and dare to try something different for your next date night! Turn a regular night into one to remember forever.
Chicago Dine-Around
Chicago Dine-Around

(312) 437-3463

70 W Madison St
Chicago, IL 60602   Directions

Website

Get ready to chow down on some of the best food in the city on the Chicago Dine-Around tour. It guarantees the best restaurant-hopping you'll ever do; stopping at the first restaurant for hors d'oeuvres, the second for the main course and the third for desert. Bring your appetite and bon appetit!

Chicago Horse & Carriage Ltd
Chicago Horse & Carriage Ltd

(312) 988-9090

806 N Michigan Ave
Chicago, IL 60611   Directions

Website

Ride around Chicago like old-time royalty in a horse-drawn carriage. Chicago Horse & Carriage Ltd offers romantic rides through the city's neighborhoods like Gold Coast, Lake, Michigan Avenue, Navy Pier, and Millennium Park.. Gentlemen, call ahead to reserve extras like roses by the dozen and a lap blanket.

Everest Restaurant
Everest Restaurant

(312) 663-8920

425 S Financial Pl
Chicago, IL 60605   Directions

Website

Paris is considered to be the most romantic city in the world. Since the City of Lights is an ocean away, dining on French cuisine at the Everest restaurant is second best to dining at the Eiffel Tower. The restaurant is located on the 40th floor of the Chicago Stock Exchange.

Greektown
Greektown

(312) 255-7280

306 S Halsted St
Chicago, IL 60661   Directions

Website

Spend some time hanging out in Chicago's Greektown. The neighborhood is home to nightlife spots, restaurants, gift shops and galleries that celebrate the culture of Greece. Nine Muses Bar & Grill, Spectrum Bar & Grill, Dugan's on Halsted, and Pegasus Restaurant & Taverna are just a few places to wine and dine in Greektown.

Margie's Candies
Margie's Candies

(773) 384-1035

1960 N Western Ave
Chicago, IL 60647   Directions

Website

Finish off the night with hot fudge sundaes at Margie’s Candies and start your love story with everything sweet and decadent or request the booth where the Fab Four had sat.

Pop's for Champagne
Pop's for Champagne

(312) 266-7677

601 N State St
Chicago, IL 60654   Directions

Website

Pop champagne on a romantic date at Pop's for Champagne, a premier champagne bar that serves up over 100 kinds of champagne and other drink at the full-service bar. Though champagne is tasty, we don't advise drinking on an empty stomach. Be sure to try something from the menu.

ROOF on theWit
ROOF on theWit

(312) 239-9502

201 N State St
Chicago, IL 60601   Directions

Website

Shout your love from the roof tops! Or just go on a romantic date out on the town at ROOF on theWit, the lounge at the Wit Hotel. Wine and dine while overlooking Chicago from the outdoor patio or the hangover space. The dinner menu offers a variety of entrees from steak to pizza and the drink list certainly doesn't disappoint.

Signature Room at the 95th
Signature Room at the 95th

(312) 787-9596

875 N Michigan Ave
Chicago, IL 60611   Directions

Website

Whether you are a tourist or a local you will enjoy fine dining at the Signature Room at the 95th. Providing a romantic intimate atmosphere and the best view for lunch, dinner, or brunch.

Tall Ship Windy
Tall Ship Windy

(312) 451-2700

600 E Grand Ave
Chicago, IL 60611   Directions

Website

Fall in love on Lake Michigan aboard the Tall Ship Windy. The topsail schooner sets sail from Navy Pier and the trip offers beautiful views of the city. Private charters are available if you want your romantic date to be even more special.

The Escape Game Chicago
The Escape Game Chicago

(312) 453-7753

42 East Ontario Street
Chicago, IL 60611   Directions

Website

The Escape Game Chicago is located at the center of Chicago’s fun and excitement in River North. You can find us less than two blocks west of The Magnificent Mile, surrounded by many great restaurants and hotels.

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