THE BEST WAYS TO CELEBRATE VALENTINE'S DAY THIS YEAR IN CHICAGO

JAN 2023
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THE BEST WAYS TO CELEBRATE VALENTINE'S DAY THIS YEAR IN CHICAGO

Updated for Valentine’s Day 2025.


Looking for the best things to do on Valentine’s Day in Chicago?

Wondering how to sweep your Valentine off their feet this year?

Searching for the best events and activities to take your special someone to, on perhaps the most important Friday this February?


We got you!

Celebrating Valentine’s Day 2025 in Chicago

With its rich culture, great food, and diverse entertainment options, The Windy City is a great place to celebrate the patron saint of love - St. Valentine.

Whether you're looking for a thrilling adventure (such as an escape room?), a relaxing activity (like a spa day), or even an offbeat experience (like a spot of urban exploration)...

We've got some great options for you to celebrate Valentine's Day with your significant other in Chicago.

Attend a candlelight concert

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The image is taken from their global website (https://candlelightexperience.com/#info-experience)


Want a quintessentially romantic experience for Valentine's Day in Chicago?

Attend a candlelight concert!


Part of a global event, Candlelight Concerts in Chicago is a series of unique musical events that take place amidst hundreds of flickering candles.

This year, they’re planning a range of concerts around Valentine’s Day, drawing from different music genres.

Think DIVISI Amp’d String Quartet bringing Coldplay and Imagine Dragons to life, while the Metropolis String Quartet honors Queen with a powerful tribute.


A truly moving tribute to the sacrifice of Saint Valentine.


Date & Time: Different programs are on different dates. However, as of January 30th, they don’t have any programs falling exactly on February 14th.


PSA: Swifties, take note - There’s a tribute to Taylor Swift on Thursday, February 6th!


Website: Visit their Chicago website


Location: For Valentine’s Day 2025, the Coldplay & Imagine Dragons event will be at Salvage One. Stan Mansion will host the Queens tribute. And Swifties will have to head for the Music Box Theatre. Check the website before planning.

Team up for an escape room adventure at Fox in a Box

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Discussing their next move…


Looking for a thrilling Valentine’s Day adventure in Chicago that’ll have your special someone saying “WOW!”?

Head for the Dearborn Station, where you'll find Chicago's best escape room - us.


As you enter our facility, you and your significant other will be briefed on your mission.

Next, you'll be led into a specially set-up room where the adventure takes place.

As the clock starts ticking, look for clues on how to proceed. Work as a team to solve puzzles, break codes, find secret panels, and open special locks to find clues.

Can you get to the final clue and accomplish your mission before you're out of time?

You have four exciting escape room missions, based on diverse themes, to choose from.


Ready to test your Sherlock skills this February 14th?

Nearby places for a post-experience dinner


      Website: Visit the home page


      Location: Check address/Plan route on Google Maps


      Email: info@foxinaboxchicago.com


      Phone: (312) 878-7899

      Go skating

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      Suit up, and go for a glide on the ice!


      Ready for a Valentine’s Day activity that’ll prove a good workout while giving you two plenty of opportunities to have memorable moments outdoors?

      Head to a rink, suit up, and go ice skating!


      Breathe in the crisp February air as you try to conquer the course.

      Watch for the twists and turns, and keep up with your partner.

      Whether you’re barely managing to stay up straight, or you’re gracefully gliding across the rink, skating can be an awesome activity to share with your Valentine in Chicago!


      Tip: Most venues offer skate rentals, so there’s no need to carry your own.

      Where to go ice skating on Valentine’s Day in Chicago

        • First up is the Maggie Daley Park Skating Ribbon, lined with Alpine trees and rock climbing walls.

          • Check out Valentine’s DJ Skate Night on Feb 14th.

        • Then there’s the McCormick Tribune Ice Rink, where you can skate with the iconic Bean as your backdrop.

          • They might not be good for Valentine’s Day this year, as they’ve announced February 2nd as the end of skating season.

        • Plus, you’ll find plenty of neighborhood and community rinks all over Chicago.

        Enjoy a romantic dinner

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        Will you actually hold hands?


        Want to make February 14th in Chicago an occasion you’ll really…relish? Enjoy a romantic dinner with your partner!


        And you certainly have a lot of options to choose from!

        Sitting in Chicago, we HAVE to mention enjoying deep-dish pizzas at one of the numerous pizza joints dotting the city.

        If you're looking for a more upscale culinary experience, head for one of the renowned steakhouses.

        Prefer to have a spectacular city view as the backdrop? Several rooftop restaurants fit the bill.


        Whatever your desired cuisine - American, Continental, Mediterranean, or Asian - and other preferences, you're sure to find a Chicago restaurant that's right for you!

        A few Chicago restaurants that you can look at for Valentine’s Day dinner

            Dine, dance & dazzle at Get in the Kitchen

            Looking to add a punch to the classic romantic dinner? 


            At Get in the Kitchen!, you and your Valentine will cook tapas-inspired dishes, sip on cocktails, and spice things up with a salsa lesson. 

            You’ll be guided by expert chefs and dance instructors, making it easy to whip up delicious flavors and pick up some smooth moves. 

            Turn up the romance as you whip up albondigas and dumplings, sway to Latin rhythms, and explore their wine & beer collection.


            Date & Time: 7 PM onwards on Friday, February 14th and 1 to 4 PM on Sunday, February 16th.


            Website: Visit the event page


            Location: Check address/Plan route on Google Maps.

            Take in breathtaking views of the city

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            Gazing at the Chicago skyline with your significant other, especially at nighttime, is a perfect way to take in the beauty of our city while enjoying time as a couple.

            The sheer diversity of architecture across Chicago, lit up by thousands upon thousands of sparkling lights, is the perfect backdrop for an intimate, romantic moment.

            The best ways to behold Chicago’s skyline with your Valentine

                • Skydeck in the Sears (a.k.a. Willis) Tower offers sweeping views of the city and beyond from inside clear glass observation boxes. 

                • 360 Chicago in the former John Hancock Tower affords you dazzling views of the city looming over the gleaming waters of Lake Michigan.

                • The Centennial Wheel at the Navy Pier is another way to take in the Chicago panorama.

                • Finally, you can book a couple's helicopter ride over Chicago.

                Have a spa day at AIRE Ancient Baths

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                The image is taken from their website (https://beaire.com/en/aire-ancient-baths-chicago/experiencias/541/escape-together-60)


                Want to mark Valentine’s Day by sharing a relaxing and rejuvenating experience with your significant other?

                Book a spa day at AIRE Ancient Baths!


                Spend quality time in each other's company as you share refreshing massages and exfoliating facials.

                Soak in the goodness in a sauna or a thermal pool, inspired by ancient traditions from Rome and Greece.

                Indulge in their Valentine’s Day experience, featuring thermal baths, massages with argan oil, and a private red wine soak for two.


                Celebrate your love with a luxurious spa day at AIRE Ancient Baths!


                Website: Visit the website


                Location: Check address/Plan route on Google Maps


                Inquiry form: Visit their contact page


                Phone: (312) 312-9610


                Cuddle the bunnies at Cuddle Bunny

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                They make everything better, don’t they?


                Want a uniquely adorable experience on February 14th?

                Head to Cuddle Bunny with your special person.


                Bond with one another over a shared love of cute and fluffy creatures.

                Pet the lovable rabbits, get a picture taken with them, and even get to feed them.


                And remember the candlelight concerts? Well, here you can do Bunnies by Candlelight—snuggling with bunnies and your significant other, amidst candles, soft music, chocolates and roses.


                If you want to keep Valentine's Day low-key, a visit to Cuddle Bunnies is just what you're looking for!


                Website: Visit the website


                Location: Check address/Plan route on Google Maps


                Inquiry form: Scroll down their home page


                Phone: (773) 687-9253

                Have a cozy dinner inside a rooftop igloo at The Godfrey

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                The image is taken from their website (https://iogodfrey.com/winter-wonderland/).


                Looking for a Valentine’s Day dinner where you can get a little cozier than at a typical restaurant/cafe?

                Book a rooftop igloo at The Godfrey!


                Imagine yourself snuggling up against your special someone, even as you watch the snow fall all around you.

                Nope, this isn’t a scene from a Cupid’s day movie or rom-com - it’s the rooftop igloo dining experience you can expect at the Godfrey Hotel!

                Sip on a relaxing cocktail and bite into gourmet creations while soaking in each other’s company.


                Rooftop dining is a great way to celebrate the festival of love in Chicago!


                Pro tip: Even their small igloos can accommodate 8-10 people, so if you’re looking to spend Valentine's Day with your couple friends, book a spot at The Godfrey!


                Website: Visit the website


                Location: Check address/Plan route on Google Maps


                Inquiry form: Visit the contact page


                Email: info@iogodfrey.com


                Phone: (312) 374-1830

                Attend a class