The Signature Lounge at the 96th
Walk the Lakefront Trail
Beautiful coasts are often romantic, evoking memories and ideas of travel and excitement. Luckily for Chicagoans, Lake Michigan is so vast, the city feels like it’s on the shores of an ocean. What better way to step away from the hubbub of the city than with a romantic stroll on the Lakefront Trail or a picnic on one of the city’s famous beaches?
Ready to wow your date with your moves? The Chicago SummerDance program includes both lessons and free dancing in Grant Park. Between June 23 and September 10, 2017, are parties with live music and DJs. For those looking to polish up their footwork, dance lessons take place at selected times throughout the weekend.
DIY architecture tour
It’s not hard to put together a tour of Chicago’s best architecture. Whether you like the city’s original giants, Art Deco masterpieces, the Second Chicago School, or the latest modern skyscrapers, there’s plenty to choose from. Choose a theme, and you have a great cheap date ahead.
Public art tour
In 2017, the Chicago Library held an exhibition highlighting the worst public art the city had seen over the years, but those failures are few and far between. Today, amazing art can be found all over the city for free. From murals of blues legend Muddy Waters to giant flamingo sculptures, there’s something for everyone.
Get on your bike
Any one of the almost 6,000 Divvy bikes in Chicago can be rented for $15 a day, providing a great value way to string together a number of sights for a great date. Enjoy the 606 urban park trail as the sun sets, watch the city lights from miles away on the Lakefront Trail, or zip around the Loop to grab some late-night eats.
A taste of Mexico in Pilsen
One of the largest collections of Mexican art in the country is available for free at the National Museum of Mexican Art in Pilsen. Not only that, but there are also amazing murals dotted around the neighborhood to make for an awesome and free art-filled date. Pilsen is also full of authentic Mexican food at great prices.
Get your skates on
Grab a theater bargain
Chicago has some great options when it comes to theater, from independent productions to Broadway shows, and while tickets can be pricey, there are still bargains to be found. Head to Hot Tix for half-price tickets in advance for the current week and future dates as well as day-of discounts, or try TodayTix for discount tickets up to 30 days in advance.