Valentines Day 2021 Header

21 Date Night Ideas for 2021

Date night might be harder to get right in a pandemic, but it can still be just as magnificent. Whether you hang at home or head downtown, indulge a little!

Indoor dining is back in Chicago with enhanced health guidelines, though meal kits delivered to your home can also make for a fun night in.

Whatever you choose to do for Valentine's Day in 2021, peruse our recommendations below for inspiration. 


  • ACME Hotel

    The biggest date night of the year, Valentine’s Day, is almost upon us. And if you want to make it a seriously special holiday, you can take your love up about ten notches…and get married!

    The ACME Hotel in River North has a special promotion available for love birds ready to take that next big step. Save money, have a glamorous evening, and come into work on Thursday with a new husband or wife!

    Sounds like a pretty boss Wednesday night. 

    ACME Hotel
    15 E Ohio Street | (312) 894-0800

  • Blackstone Hotel

    Book an overnight stay in an upgraded lake view room and enjoy dinner for two at Mercat a la Planxa.

    Rates start at $189. 

    Blackstone Hotel
    636 South Michigan Avenue | (312) 447-0955

  • The Drake, a Hilton Hotel Chicago

    Roses, chocolate and something that sparkles is always a great starting point, however if you’re looking to add a touch of whimsy and statement of elegance for a romantic Valentine’s Day, consider an exquisite couples getaway to escape the monotony of the at-home winter blues:

    • Overnight accommodations
    • Self-Parking
    • Arrangement and rose petal bath delivery from Mangel Florist
    • Champagne, Macaroon and Canape pick-up from Lavazza for two
    • Coffee and breakfast sandwich pick from Lavazza for two
    • Bounce-Back offer: stay within 100 days of 2/14 for $100 per evening rate in celebration of our Centurion Anniversary*

    *subject to terms and conditions, room type, availability and 1 time redemption

    The Drake
    140 E Walton Place | (312) 787-2200

  • The Langham, Chicago

    Delight in a unique Valentine's Day staycation at The Langham and enjoy memorable culinary experiences with Executive Chef Damion Henry, exclusive access to The Langham Club, a private swim at Chuan Spa's indoor pool, breakfast in bed and so much more. 

    The Langham, Chicago
    330 N Wabash Avenue | (312) 923-9988

  • The Peninsula Chicago

    • Celebrate your love this Valentine’s Day with a package designed to make the most of your time together. The Sweet Home package includes the following:
    • Upgrade to the next room category
    • Peninsula Time: Flexible check-in and check-out times so you can spend more time together
    • Daily breakfast for two
    • Overnight parking for one vehicle for one night
    • US$ 50 hotel credit to apply toward dining or spa experiences

    Rates start at US$ 525 for a Grand King Deluxe, plus tax and gratuity. This package is offered daily, based on availability through March 31, 2021.

    The Peninsula
    108 E Superior St, Chicago, IL 60611

Date Night

Dine out, order in, head downtown or stay snuggled up on the couch. No matter what, focus on the connection and let us do the cooking!

*Indoor (or onboard!) dining available

  • Francesca’s on Chestnut

    Make your Valentine’s Day a little sweeter with Francesca’s “That’s Amore” dinner for two. Sink your teeth in a filet mignon paired with a choice of salad and a chocolate dessert.

    Package includes a bottle of sparkling, white, or red wine. 

    Francesca's on Chestnut
    200 E Chestnut Street | (312) 482-8800

  • Gene and Georgetti*

    Leave the cooking to Gene and Georgetti’s this Valentine’s Day. Place an order for takeout to satisfy both your sweet and savory side.

    Choose from heart-shaped ravioli or fresh lobster tail and add on something sweet. 

    Gene and Georgetti
    500 N Franklin Street | (312) 527-3718

  • Hornblower Cruises and Events*

    Grab your sweetheart or your group of Galentine’s and join Hornblower Cruises and Events on the water for a festive experience!

    A Valentine's brunch cruise in Chicago is sure to create an unforgettable afternoon. Experience a plated brunch cruise on the Chicago River. Dine the day away with friends and family and soak in Chicago's stunning architecture views.

    Includes delicious plated brunch with freshly prepared entrees, salads and desserts as well as creative cocktails, wine and beer from our well-stocked cash bar. 

    Hornblower Cruises and Events
    Navy Pier, 600 E Grand Avenue | (888) 957-2634

  • Osteria Via Stato*

    For the wine lovers, Osteria Via Stato is hosting a Virtual Valentine’s Dinner and Wine Tasting with Antinori Wines. This virtual experience includes Crusted Ciabatta Bread, Prime Beef Tenderloin, and much more.

    The wine tasting would not be complete without a bottle of Prunotto Roero Arneis DOCG Piedmont 2019.

    Place your order ahead of time to pick up your kit. 

    Osteria Via Stato
    620 N State Street | (312) 642-8450

  • Prime and Provisions*

    Prime and Provisions is bringing the Valentine’s Day celebration to you. The Chef’s Tasting Menu Includes a three course steak dinner plus dessert.

    Add a gorgeous bouquet from Christine Janda Design and Events to make the night even more special.

    Prime and Provisions
    222 N LaSalle Street | (312) 726-7777

  • RPM Steak*

    Savor this Valentine’s Day at home with RPM Steak. Treat your sweetheart to RPM’s Lobster Bisque, Chateaubriand, Millionaire Potatoes with truffles, and their famous 14K Chocolate Cake and much more.

    Sweeten the moment with a floral arrangement and a bottle of wine. 

    RPM Steak
    66 W Kinzie Street | (312) 284-4990


  • RPM Italian*

    Spread the love this valentine's day with a little taste of Italy. RPM Italian curated a five course dinner for two to enjoy from home. The package includes mouthwatering Prosciutto Involtini, Insalata Bianca, Creekstone Filet, and much more.

    Make your dinner more romantic with the addition of wine and a floral arrangement. 

    RPM Italian
    52 W Illinois Street | (312) 222-1888

  • RPM Seafood*

    RPM Seafood is bringing you an at-home cooking experience alongside their executive and pastry chefs. The menu includes Tuna Provencal, Roasted Lobster, a Molten Chocolate dessert and more.

    A how-to video will be included to show you how to prepare and plate your Valentine’s Day meal. Pick up available at RPM Seafood or ABT in Glenview. 

    RPM Seafood
    317 N Clark Street | (312) 900-9035

  • Shaw’s Crab House*

    Can’t be near the coast for Valentine’s Day? Shaw’s Crab House can fix that with a four course seafood menu for two.

    The spread includes a seafood tower, a soup or salad, family style entree, and a choice of the sweetest desserts. 

    Shaw's Crab House
    21 E Hubbard Street | (312) 527-2722

  • Steak 48

    Seeking a decadent dessert to end your Valentine's Day dinner? Look no further than the Triple Chocolate Bombe at Steak 48. Plunge your spoon into this dark chocolate shell and treat your taste buds to a world of milk chocolate mousse, toasted almonds, and white chocolate ganache with toasted marshmallow.

    Steak 48
    615 N Wabash Avenue | (312) 266-4848

  • STK Steakhouse*

    Feed your fantasy with STK Steakhouse’s Surf and Turf For Lovers Takeout Special for two. Fill up on filets and grilled prawns, chocolate lava marshmallow cake, and a bottle of red or white wine.

    Place your order for a romantic dinner from the land and sea. 

    STK Steakhouse
    9 W Kinzie Street | (312) 340-5636

  • Travelle

    Crush on special Valentine’s Day kits to-go from Travelle at The Langham. Satisfy your taste buds with savory specials or sweet treats. Choose from the Tomahawk Salt Crust Steak Kit, Quarantined Love Kit, and many more. 

    330 N Wabash Avenue | (312) 923-7705

  • Wildfire*

    Share your love with Wildfire's Valentine’s Day for Two: two appetizers, two main course options, and two desserts are included.

    Whether you have a taste for seafood or steak, this spread is perfect for sharing with your significant other.

    159 W Erie Street | (312) 787-9000

  • The Driehaus Museum

    Spend part of your Valentine’s Day weekend learning about some “sweet” history on Saturday, February 13.

    Chicago’s legacy as a “candy capital” has its roots in the late 19th century. In 1884, the first annual meeting of the National Confectioners Association was held at the Palmer House and in 1893 Juicy Fruit Gum and Cracker Jacks were introduced at the World’s Columbian Exposition. The fortunes of Chicago’s Gilded Age were boosted by this candy boom and, in fact, the Wrigleys were among those who contributed to the preservation effort to save the Nickerson Mansion for the first time in 1919. 

    Leslie Goddard, Ph. D. will tell us about the history of these tasty treats and explore what made Chicago such an ideal location for candy makers. Find out how immigrants played a critical role in confectionery history and discover how Baby Ruth and Milk Duds got their names. It’s delicious fun!

    Driehaus Museum
    40 E. Erie Street | (312) 482-8933

The Perfect Gift

Check out our top picks and click through for a full list of stores now open on The Magnificent Mile.

*By appointment only

  • MCM

    Give the gift of love with @mcmworldwide. Shop the limited edition Valentine’s collection now at MCM Chicago.

    540 N. Michigan Avenue | (312) 756-8656

  • Cartier*

    Let love lead the way to the perfect presents. Schedule a virtual or private appointment to shop gifts at Cartier on The Magnificent Mile.

    #HowFarWouldYouGoForLove #CartierPartner

    630 N. Michigan Avenue | (312) 266-7440

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