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.
10pin Bowling Lounge
10pin Bowling Lounge

(312) 644-0300

330 N State St
Chicago, IL 60654   Directions Website

Choose 10pin Bowling Lounge for the ultimate bowling experience in Chicago. This luxury bowling alley features 24 cutting-edge lanes and the most enormous HD video wall in all of Chicago. Whether you're looking to host a large group or have a night out with friends, the upscale lounges and dedicated team of servers and bartenders guarantee a truly unique and memorable bowling experience.

They offer so much more than just luxury lanes. You can enjoy a selection of delicious food options, including house-made Chips and guacamole, Fajita Quesadilla, and Chicken Caesar Salad, all paired with your choice of wines, beers, and crafted cocktails. And when you want to take a break from bowling, they've got you covered with pool, shuffleboard, and ping pong tables.

AIRE Ancient Baths Chicago
AIRE Ancient Baths Chicago

(312) 312-9610

800 W Superior St
Chicago, IL 60642   Directions Website

AIRE Ancient Baths Chicago provides a unique spa experience where you can see the building's exposed brick walls, wooden beams, and industrial columns. Inside the AIRE walls, you can immerse yourself in a journey through a traditional and exclusive bathhouse inspired by the ancient Roman, Greek, and Ottoman cultures.

This journey will take you through a range of sensations in a  serene space that promotes the peace of your mind and body, where time seems to stand still. You can treat yourself to the thermal baths, steam rooms, jet baths, and Flotarium, all set at different temperatures. You can enjoy a full-day spa experience or a relaxing couples massage. So, come to AIRE and immerse yourself in relaxation.

Antique Coach & Carriage Co.
Antique Coach & Carriage Co.

(312) 787-1349

806 N Michigan Ave
Chicago, IL 60611   Directions Website

If you want to experience something unique and romantic in Chicago, Chicago Horse & Carriage Co. is the perfect choice. With over 40 years of experience, they offer horse-drawn carriage rides through various neighborhoods, such as Gold Coast, Lake, Michigan Avenue, Navy Pier, and Millennium Park. These captivating carriage rides are perfect for special events, including parades, quinces, proms, and more.

Are you getting married? Make your wedding memorable with the event and wedding carriage services. Imagine the romantic experience of a horse and carriage gliding slowly on the road, accompanied by the rhythm of the horse's hooves. It will surely leave a unique impression on your guests. They also provide respectful funeral transportation services to honor your loved ones. The antique funeral carriage, built in 1898, adds an elegant touch to the funeral procession, making it a memorable experience for everyone.

Bad Axe Throwing
Bad Axe Throwing

(844) 818-0999

165 N Loomis St
Chicago, IL 60607   Directions Website

Bad Axe Chicago, the world's largest urban axe-throwing club, aims to bring the traditional Canadian backyard pastime to urban communities. The club's expert axe-throwing coaches have helped hundreds of thousands of people share their passion for throwing axes, and they take pride in delivering exceptional customer service to all clients, whether for walk-ins, leagues, private parties, or team-building events.

At Bad Axe Throwing, you can channel your inner logger and throw axes under the guidance of expert coaches. They will teach you the proper technique before letting you hit the bullseye. Whether for a birthday party, a date night, or a corporate event, the urban axe-throwing club provides the perfect setting for an unforgettable experience. Make sure to book in advance and get ready for a fun workout.

Emporium Arcade Bar
Emporium Arcade Bar

(773) 697-7922

839 W Fulton Market
Chicago, IL 60607   Directions Website

Emporium Arcade Bar is the original arcade bar and live events venue in Chicago that offers a variety of entertainment options. There's something for everyone, from classic arcade games to different pinball machines. The venue boasts a professional stage with sound and lights, where they regularly host live shows, DJs, game tournaments, and other events.

Inside the venue, you'll find a thoughtfully curated bar with a selection of craft beers, an innovative cocktail program, and an extensive whiskey list. Whether you're planning a birthday celebration with a few friends or a company party, they offer flexible party solutions that can accommodate groups of all sizes. Emporium Arcade Bar is the perfect destination for anyone looking for an innovative entertainment experience. Join them for a night of fun and games, and discover why they are Chicago's best arcade bar and live events venue.

Hawthorne Race Course
Hawthorne Race Course

(708) 780-3700

3501 S Laramie Ave
Cicero, IL 60804   Directions Website

Hawthorne Race Course is a venue that offers both live racing and simulcasting. It is a thoroughbred horse racetrack with a one-mile dirt oval and a seven-furlong turf oval. The homestretch on the main track is 1,320 feet long, making it one of the longest in the country.

Founded in 1891, Hawthorne Race Course is the oldest sporting venue in Illinois for horse racing, considered America's original sport. The business is family-owned and operated, now in its 4th generation, and has been hosting racing events on the City's border for over a century. The track is famously known as "Chicago's hometown track." Hawthorne is also the only race course in the nation that hosts both Thoroughbred and Standardbred racing. Additionally, they have the largest network of off-track betting bars in Illinois and offer two PointsBet Sportsbooks and a sportsbook at the track.

ROOF on the Wit
ROOF on the Wit

(312) 239-9502

201 N State St Fl 27th
Chicago, IL 60601   Directions Website

If you're looking for a romantic date spot in Chicago, consider ROOF on theWit. This lounge within the Wit Hotel offers a breathtaking city view from its outdoor patio and hangover space. Whether you're in the mood for steak or pizza, their dinner menu offers a wide range of delicious entrees.

ROOF is a luxurious retreat that can be found on the 27th floor, offering unique hand-crafted cocktails, delectable cuisine, stunning views of the skyline, and vibrant design and entertainment. It has been crowned Hotel Bar of the Year by the Nightclub & Bar Awards and recognized by Travel+Leisure as one of the top 3 rooftop bars in the world. Guests can indulge in the finest acoustic music series, world-class DJs, and live runway shows.

The Laugh Factory
The Laugh Factory

(773) 327-3175

3175 N Broadway
Chicago, IL 60657   Directions Website

Chicago's Best Standup Comedy is back and better than ever before. The comedy club has assembled an outstanding lineup of comedians you won't find anywhere else in the city. From the biggest names in the business to local talent, there's something for everyone's taste and style of comedy.

Since 1979, the world-renowned Laugh Factory has entertained audiences and is recognized as the "#1 comedy club in the country" by USA Today. The Laugh Factory has brought laughter to millions of people around the world. It's a place where locals and tourists can go for an evening of guaranteed smiles and where comedy's most prominent stars visit to feel like they're part of comedy history. With features like a comedy magazine and a historic stage, the Laugh Factory has helped launch the careers of countless comedians and continues to nurture up-and-coming talent.

The Magic Parlour
The Magic Parlour

(312) 443-3800

50 W Randolph
Chicago, IL 60601   Directions Website

If you're searching for a fascinating magic show, be sure to check out the performances of Dennis Watkins. Dennis is a third-generation magician and an award-winning entertainer who grew up surrounded by magic. His grandfather owned a small magic shop in Dallas for nearly 30 years and was a close-up magician. When Dennis was only seven years old, his grandfather explained that the purpose of magic wasn't to deceive people but to stimulate their imagination and bring back the feeling of being a kid.

Dennis has carried forward his grandfather's legacy by creating a show entertaining three generations of audiences. His debut show was based on the life of Harry Houdini, which turned out to be a huge success. The show was sold out for eight consecutive performances. Dennis played the lead role of Harry Houdini and even performed Houdini's famous Water Torture Cell escape in each show. In 2012, he was honored with a Joseph Jefferson Award for his work on the show, "Death and Harry Houdini."

Trickery Chicago
Trickery Chicago

(312) 566-8061

3453 N Halsted
Chicago, IL 60657   Directions Website

Are you looking for a fantastic night filled with entertainment and magic? Look no further than Trickery in Chicago. Witness a hilarious and outrageous performance in an intimate setting that can accommodate several people, making it a unique and unforgettable experience. To secure the best seats, arrive a few minutes before the show starts and enjoy a drink while you wait. Cups and bottle openers are also available for your convenience.

Come and witness the mesmerizing magic performance of Aaron Rabkin, a renowned magician known for his wit and charm. His comical mix of parlor tricks and mind-reading mentalism will leave you spellbound. Accompanying him will be his trusty sidekick, Hoppy the Psychic Wonder Bunny. Trickery is considered the most entertaining magic show in Chicago, featuring always fun, intimate, and sometimes outrageous performances. Many have even labeled it "the best magic show they've ever seen." So, what are you waiting for? Book your tickets now and experience the magic for yourself.

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