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Repeat after us. Date nights do not always need to be dinner and a movie. There are so many other unique options to make your next date night more interesting and, well, fun!


Whether you are a Chicago local looking for different date option or a tourist enjoying a romantic vacation, Chicago has what you are looking for. A city with rich culture, historic architecture, and unique experiences is the perfect place to charm that special person in your life. Each season brings out intriguing places to visit in Chicago, too.

With an abundance of sights to see, diverse cuisine to sample, cozy settings, and thrilling activities, your date night will turn into a romantic and captivating moment. Treat your date to a full day of fun or a traditional evening of dinner and drinks in Chicagoland. Here are 11 Chicago date ideas to make your time together extra special.

19 cheap date night ideas in chicago

The tradition of toting food to scenic spots can be dressed up with a luxurious selection of wine and gourmet appetizers tucked into a basket. The historic Humboldt Park, for instance, is home to dates, boathouses, an cheap beach, and more. What started as a prairie settlement and turned into a base for recreational activities is now a quaint spot chicago laying out your picnic blanket.

Order caviar and other delicacies from the nearby Heritage Restaurant and Caviar Bar to sample while enjoying conversation with your sweetheart. This human-constructed peninsula was the beginning of architect Daniel H. Either of these locations is romantic for a romantic day out, but to make the picnic-in-the-park experience even more memorable, surprise your loved one with a gorgeous array of wildflowers.

When it opened inthe theatre was seen as a smaller version of the booming movie palaces of Chicago.

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Now, this theatre attracts large crowds due to its uncommon movies. Stop by Tango Sur beforehand to taste the best Argentinian steak. You and your ificant other can select your food directly from your seat. You are no longer limited to buttery popcorn — your choice of cuisine, like sushi, flatbread, and more, is brought right to you, so you can take in the big screen with extra comfort.

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Navy Pier, a quintessential Chicago landmark, is a bustling source of entertainment and diverse culinary choices. Pier games and rides help you let loose with your date, and the long list of attractions provide an unending itinerary. Enjoy the rides or engage your competitive sides with remote control boats. End your night on the pier by drawing your loved one close on the famous Centennial Wheel — the twinkling city lights from the top of the Ferris wheel set the perfect ambiance.

The spontaneous and smooth sounds of jazz create a captivating date setting.

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Grab a classic cocktail with your date and enjoy relaxing, casual conversation with the music as your backdrop. Seating cannot be reserved, so pay attention to the performance calendar for more popular bands — be sure you get there early to get a seat. The establishment adopted jazz in the mids.

Laughter is the best medicine and one of the best ways to start a date night.

11 romantic date night ideas in chicago

Attend a comedy club to automatically begin your date on a playfully romantic note — Chicago has several ideal places to get your laugh on. Second City is a renowned comedy center, as well as a training center for comedians. There are improvisational shows, sketches, and songs for your viewing pleasure.

Up Comedy Club is an offshoot from Second City that offers stand-up comedy shows.

Enjoy comfort food and your partner while the comedians set a humorous backdrop for your night out. Zanies brings in national headliners every night for constant quips and laughter-inducing bits. This comedy club has been thriving for 40 years, and it also offers comedy classes if you want to learn how to deliver jokes like a pro, too.

The Garfield Park Conservatory displays lush indoor gardens enclosed in the glass structure, and there are also outdoor gardens that close for the colder months. No matter what season it is, you can take your date to this leafy haven to refresh. The Garfield Park Conservatory is a massive botanical sanctuary of eight indoor sectors.

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Check out the water lily pond and the palm and fern rooms. Horticulture Hall is a public seating area and venue space for even closer viewing of the plant life. Send your date some beautiful flowers or a small plant before the date to give a hint about your destination.

32 legendary date night ideas in chicago

If you and your date enjoy wildlife, head to the Lincoln Park Zoo. This facility has been around for yearsmaking it the fourth oldest zoo in the United States. The Lincoln Park Zoo is open year-round, and it remains free to the public primarily through its shops and fundraising.

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Chicago is a particularly rich setting for art collections, so you have your choice in locations. The architecture of this museum also features ground-breaking art from Josef Paul Kleihues. His north staircase creates an optical masterpiece that you and your date can marvel at as you walk through.

Chicago's coolest and most romantic date ideas

For history lovers, the Art Institute of Chicago covers many cultures and time periods as well as various mediums of art. Paintings, sculptures, textiles, and photography are a few of the forms of art you can take in together.

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The art galleries of Chicago feature up-and-coming artists, and the museums remember the artists of the past, but you and your date can appreciate either, depending on your mood and interests. Ask your date questions about their tastes as you move through the exhibits and learn a little more about art culture and your loved one. Take your partner to the classiest bars and breweries Chicago has to offer. Sample different wines or hit themed bars with fun environments.

12 cheap date ideas in chicago

Chicago has several historic bars that entertain you with speakeasy vibes and great music. The Violet Hour is located in Wicker Park, and it bases its style and drinks on the period just before when Prohibition cracked down on alcohol. Inside, candlelight, blue leather high-backed chairs, crystal chandeliers, and more combine together for an elegant setting. The California Clipper is another historic bar that features a range of music from country to jazz. This bar merges its s dates with modern choices in music, and it retains a jukebox with new hits.

The red-tinged interior is alluring for any date. The ature Lounge is located in a modern high structure with a direct and cheap view of the sunset. Sip an Old Fashioned with your date and watch chicago light turn romantic. Looking across the skyscrapers and cityscape at dusk is as dreamlike as a Chicago date can get.

Take a pottery class with your special someone and see one another in a new and intimate way.

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This hands-on activity will bring out your creative side. Penguin Foot Pottery is a pottery studio that caters to beginners and more advanced clay students. Located in Logan Square, this center offers wheel throwing for beginners and separate levels of hand building. While you and your partner could purchase a package of classes, drop-in sessions are available for a few hours at a time. Simply stop by during their sectioned off drop-in hours — Penguin Foot does not take appointments for shorter one-time classes.

Park West Ceramics is another option for getting creative.

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This studio is in Lincoln Park, and its beginner classes take the form of workshops. These workshops have a small teacher-to-student ratio, and students will produce one work of art by the end of their session. Formerly known as the Sears Tower, Willis Tower is a memorable sight, reaching stories high.

The view from the top allows you to scan four states — Illinois, Indiana, Wisconsin, and Michigan. Visit a local coffee shop before climbing the tower to give you and your date a boost of energy to make it to the top — although the elevator is one of the fastest operating elevators in the world.

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Mojo Coffee is located nearby, and this New Zealand coffee roaster can supply you with a smooth dark roast before you embark to the tower. Floriole is another cafe, and it also includes a bakery that prides itself on its organic ingredients. The Skydeck, or the observation deck, is the area near the top of the building where visitors can step out and take in an iconic Chicago view. From there, you can get a breathtaking view of the Chicago skyline — right beneath your feet!

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ature gift box delivery adds an elegant note to your flower choice. Offering your date flowers when you pick them up or sending a bouquet of roses to their workplace will set the mood for your evening. Another way to complement your date plans is to add some rose petals for a romantic touch to your intimate settings.

These rose petals come in pink, red, or white, and you can sprinkle them across tables, the floor, and more to create an enchanting effect. Purchase your flower arrangement today for same-day delivery in Chicago.

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Save my name,and website in this browser for the next time I comment. Spread out a Picnic in the Park The tradition of toting food to scenic spots can be dressed up with a luxurious selection of wine and gourmet appetizers tucked into a basket.

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Take a Stroll on the Pier Navy Pier, a quintessential Chicago landmark, is a bustling source of entertainment and diverse culinary choices.

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When it comes to romantic things to do in Chicago, there is no shortage of special experiences to share with your loved one.


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An awesome date takes planning and preparation but not necessarily big bucks.


Do you go for plans that are tried and true or try to impress with something more adventurous?