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Valentine's Day the Chicago Way

We know that planning things to do for the perfect Valentine’s Day trip, dinner, or gift can be a daunting task for even the most romantic of city-goers. Whether you are courting your Valentine or teaming up with your "Galentine," read below for the most magnificent ways to celebrate the Day of Love in downtown Chicago. 

Scroll on to find the perfect spot for that weekend getaway, romantic meal, or gift with a week to spare before Cupid's arrow finds its mark. 


  • Texas De Brazil

    Extended Hours

    Romance is in the air- put a reservation on the books! Extended dinner hours of 4:00 – 10:00PM on Valentine’s Day, February 14th.

    *No offer on 2/14. Call your local store for additional details.

    Texas De Brazil
    210 E. Illinois Street Chicago 60611 | (312) 595-0913

  • Travelle at The Langham

    A Four-Course Love Story

    Celebrate your love story at Travelle at The Langham with Chef Jeff Vucko’s special prix-fixe menu, featuring Kampaci Crudo, Perrier Jouet Champagne Risotto and Pomegranate Glazed Lamb Loin.  Start the evening with a champagne toast followed by a decadent four-course meal, completed with Chocolate Cherry Tartufo crafted by Pastry Chef, Danielle Marelli. Travelle’s prix-fixe Valentine’s Day menu is available Thursday, February 14th from 5-10 p.m. for $95 per person. 
    Reservations can be made by clicking here or by calling (312) 923-7705.

    Travelle at The Langham
    330 N. Wabash Street Chicago 60611 | (312) 923-7705

  • Juniper Spirits & Oysters at The Claridge House

    Astrology, Mixology & Casanova's Dinner

    Throughout the month of February, Juniper welcomes locals and travelers to the Gold Coast spot to find out if the stars will align in love. The cozy bar and restaurant offers a menu of four cocktails inspired by the astrological element signs: Earth, Wind, Water, and Fire.  Juniper encourages guests to try their corresponding drink, or that of their partner, and discover if they’re “compatible.”  Complete your experience by enjoying the seafood fueled Casanova’s Dinner.  This four-course menu will run from February 11 to 17 for $54/person, plus $26/person with wine pairings.
    Reservations can be made via Reserve or by calling 312.416.5811.

    Juniper Spirits & Oysters at The Claridge House
    124 N. Dearborn Parkway Chicago 60610 | (312)787-4980

  • The Signature Room

    A Voracious Valentine’s Day

    Spend the holiday at one of Chicago’s most romantic restaurants with some of the best views of the city, where Executive Chef Cardel Reid offers a four-course prix fixe menu from 5-10 p.m. The Valentine’s Day menu is available on Thursday, February 14 for $125 per person, excluding tax and gratuity. Reservations are required and can be made by calling 312.787.9596.  

    The Signature Room also offers the Ultimate Romance Dinner Package throughout the entire month of February. It provides an exclusive, private dining experience for couples, complemented by Dom Perignon Champagne and live musical entertainment—not to mention floor to ceiling windows and sparkling views of the city of Chicago. The cost is $2,000, excluding tax and gratuity. For more information, call 312.280.0465.

    The Signature Room
    875 N. Michigan Avenue Chicago 60611 | (312) 787-9596

  • LH Rooftop at London House Chicago

    Fall in Love Fireside

    The cozy indoor restaurant and bar at LH Rooftop’s 21st floor beckons locals and visitors to celebrate the most romantic day of the year with an intimate, fireside dinner of reimagined American cuisine. Executive Chef Jacob Verstegen prepares a three-course, prix-fixe menu, also including an amuse bouche, bread service, intermezzo, and mignardise.  The Valentine’s Day dinner menu will run from February 13-17 for $65/person, and reservations can be made via OpenTable or by calling 312.253.2317.

    LH Rooftop at London House Chicago
    85 E Wacker Drive Chicago 60601 | (312) 357-1200

  • Lawry's The Prime Rib

    Feel the Love at Lawry's

    From February 13-16, Lawry’s celebrates a weekend of love with a prix fixe dinner for two beginning with a glass of Justin Vineyard Sauvignon Blanc or Cabernet Sauvignon. Guests can also upgrade to a glass of Taittinger Champagne for $15. The menu continues with a Shrimp Cocktail to share, Lawry’sFamous Original Spinning Bowl Salad, and then a choice of either entrées of California Cut Roasted Prime Ribs of Beef or Salmon, along with a choice of Creamed Corn or Creamed Spinach. As a sweet treat, guests can nibble on Chocolate Covered Strawberries or Flourless Chocolate Cake for dessert. Valentine’s Day dinner is $150 per couple. Reservations can be made by calling 312.787.5000 or visiting their website

    Lawry's The Prime Rib
    100 E. Ontario Street Chicago 60611 | (312) 787-5000

  • I|O Godfrey at The Godfrey Hotel Chicago

    Love & Bubbles at Champagne Fest

    This Valentine’s Day, The Godfrey invites Chicagoans to get bubbly at the all-seasons rooftop’s first Champagne Fest. At the fest, guests can enjoy four hours of Champagne and sparkling wine tastings, passed hors d’oeuvres, such as heart-shaped sushi, oysters, and veggie tartare, and a sweets table with cake pops, strawberry crème brulee, and chocolate-covered strawberries.  Champagne Fest will take place at I|O Godfrey on Thursday, February 14 from 7-11 p.m. Tickets start at $49/person and can be purchase at ChicagoChampagneFest.com

    I|O Godfrey at The Godfrey Hotel
    127 W Huron Street Chicago 60654 | (312) 374-1830

  • Fleming's Prime Steakhouse & Wine Bar

    Wine, Dine & Sparkle

    Treat the one you love to our three-course Valentine’s Day dinner for two, premium champagne, and a special gift from a luxury Fifth Avenue jeweler*!  With multiple gift options and price points available, your romantic celebration is tailored to you.  Starting at $350. Visit Fleming’s website for more information.

    Fleming's Steakhouse & Wine Bar
    25 E Ohio Street Chicago 60611 | (312) 329-9463

  • Rebar

    Sushi with Your Sweetheart at Rebar

    Tell your Valentine you love them “soy” much over a decadent Japanese feast! On Thursday, February 14, Rebar presents a four-course, prix-fixe menu featuring dumplings, beef negimaki, vegetable tempura, a sushi platter. And for the ultimate experience? Select from a roving Dom Pérignon Champagne cart showcasing pours by the glass as well as exquisite bottle selections. Reservations are highly recommended and can be made over the phone at (312) 588-8104 or online

    401 North Wabash Avenue Chicago 6011 | (312) 588-8034

  • Terrace 16

    Love is in the Air at Terrace 16

    Treat yourself and your date to romantic, sky-high views and an exclusive Valentine’s Day only, three-course, prix fixe menu at Terrace 16. Couples will begin with seared scallops and celery root with a lemongrass ginger beurre blanc, followed by poblano pepper soup topped with cream and black caviar. They will then indulge in surf and turf featuring Maine lobster and beef tenderloin with bordelaise sauce and glazed root vegetables. Toast to the evening with an optional Champagne pairing over an indulgent Guanaja chocolate mousse with raspberry-passion center and puffed rice for dessert.  For reservations, please call (312) 588-8030 or click here

    Terrace 16
    401 North Wabash Avenue Chicago 60611 | (312) 588-8030

  • Benny's Chop House

    Love is in the Air

    Love is in the air this Valentine’s Day at Benny’s Chop House! The independently-owned River North steakhouse offers diners the ultimate way to indulge with an array of decadent menu offerings, including the infamous Chocolate Soufflé. Benny’s is just the place to turn up the romance this holiday. For more information and for reservations, visit their website

    Benny's Chop House
    444 N Wabash Avenue Chicago 60611 | (312) 626-2444

  • Michael Jordan's Steak House

    Love Served for Two

    Located inside the InterContinental Chicago Magnificent Mile, the lavish steak house will be offering a celebratory prix fixe menu for two for $233. The tasting menu is perfect to share with a loved one and will be available Thursday, 2.14 through Sunday, 2.17. Chef Couper has curated a menu of restaurant favorites including: Garlic Bread, Maple Glazed Bacon and a Broiled Filet Mignon with Sugar Cane Skewered Shrimp, Scallops and Lobster. The iconic chocolate cake will also be available for dessert. Reservations are available online or by calling (312) 321-8823. 

    Michael Jordan's Steak House
    505 N Michigan Avenue Chicago 60611 | (312) 321-8823

  • State and Lake Chicago Tavern

    Dine With Your Valentine

    Savor classics like the grass-fed striploin or Faroe Islands salmon. Make sure you save room for award-winning Chef Toni Robert's sweetheart cake for two. Dinner menu starts at 4pm.

     "Life is short, eat the dessert first!"

    State and Lake Chicago Tavern
    201 N. State Street Chicago 60601 | (312) 239-9400

  • ROOF on theWit

    Dessert & Drinks & Dates

    Celebrate Valentine's 27 stories above it all. ROOF will be featuring drink & dessert pairings and champagne is always flowing.  On February 14, the Champagne All Stars will be performing LIVE from 6:30-9:30pm, playing classics with a champagne twist.

    ROOF at theWit
    201 N. State Street Chicago 60601 | (312)293-9501

  • Beacon Tavern

    Valentine's Day Specials

    Celebrate this Valentine's Day with your special someone surrounded by the rustic, upscale ambiance of Beacon Tavern.  You can make your reservation here

    Beacon Tavern
    405 N Wabash Avenue Chicago 60611 | (312)955-4226

  • Gene and Georgetti

    Treat Someone Special This Valentine's Day

    This Thursday - Saturday, Gene & Georgetti has created a special 4-course dinner menu and cocktails for Galentine’s, Valentine’s and even non-observers to enjoy! See the full menu and make your reservation today at www.GeneandGeorgetti.com.

    Gene and Georgetti
    500 N. Franklin Street Chicago 60654 | (312)527-3718


  • Entertainment Cruises

    Cruising into Valentine's Day

    Your most memorable Valentine’s Day yet is waiting on the water, when you and your sweetheart join us aboard the Odyssey Chicago River for dinner or brunch. Stunning skyline views, inspired cuisine and an experience unlike any other all make for the perfect celebration of love.  Click here to reserve your cruise

    Entertainment Cruises
    455 N Cityfront Plaza Drive Chicago 60611 | (312) 321-241


  • LondonHouse Chicago

    Veuve Clicquot Rose Suite

    Champagne- and rosé-lovers can now book the suite of their dreams at LondonHouse Chicago, as the hotel partners with Veuve Clicquot to launch a month-long Rosé Suite, just in time for Valentine’s Day. The hotel’s spacious Presidential Suite is transformed not only with a bottle of Veuve Clicquot for its lucky guests, but with luxe, rosé-toned linens, throws, pillows, décor, and more to make rosé fantasies come to life. The Veuve Clicquot Rosé Suite is available for stays throughout the month of February for rates starting at $1,550, and can be booked by calling 312.357.1200 or by booking a stay here

    LondonHouse Chicago
    85 E. Wacker Drive Chicago 60611 | (312) 357-1200

  • The Blackstone Hotel

    Fall in Love with Sweeping Lakefront Views

    Sweeping lakefront views set the tone for romance at the historic Blackstone, and the hotel’s Stay In Love at The Blackstone package provides all necessities for a special getaway in Chicago, including an upgraded room with views of Lake Michigan; a bottle of bubbly and The Blackstone’s take on chocolate covered strawberries; and sangria and Barcelona Bites from Mercat a la Planxa, the Catalan-inspired restaurant adjacent to the hotel. The package is available for booking on The Blackstone’s website

    The Blackstone Hotel
    636 South Michigan Avenue Chicago 60605 | (312) 447-0955

  • The Godfrey Hotel Chicago

    Love From Above

    For those looking o truly elevate their Valentine's Day celebrations, The Godfrey offers love birds a chance to fall in love while flying high. Partnering with Chicago Helicopter Experience, The hotel offers locals and visitors a package that includes accommodations for two, a helicopter tour of Chicago for two, a Champagne toast before the ride and a welcome amenity at the hotel including an artisanal cheese plate and prosecco. The adventurous and romantic package starts at $349/night and is available for stays between February 7 and 17. Those looking to book this package can visit our website

    The Godfrey Hotel Chicago
    127 W Huron Street Chicago 60654 | (312) 649-2000

  • Ambassador Chicago

    J'adore Ambassador

    The luxury boutique hotel, Ambassador Chicago, is spreading the love this month with two romantic overnight stay packages. Indulge in romance this Valentine’s Day with the J’Adore Ambassador package, available Thursday, February 14 through Saturday, February 16.  Share a Deluxe King room, bottle of prosecco and dinner at Booth One with a prix fixe menu.  Rates start at $209 with an upgrade to a suite for an additional $50. With the J'adore Ambassador Extra package, throughout the entire month of February, guests can enjoy a Deluxe King room for two, bottle of prosecco and a $100 gift card to Booth One. Rates start at $209 with additional upgrades available. Both packages are sure to wow loved ones and are available for booking now via ambassadorchicago.com

    Ambassador Chicago
    1301 N State Parkway Chicago 60610 | (312) 787-3700

  • The Claridge House

    Valentine's Day Package

    Enjoy an overnight stay that includes a romantic Casanova Dinner for two (Four course meal) and late checkout at 2pm. This package is available from February 14-16, 2019.

    The Claridge House
    124 N Dearborn Parkway Chicago 60610 | (312) 787-4980

  • Trump International Hotel & Tower

    Celebrate the Season of Love

    Set the mood this Valentine's Day with one of Trump Chicago's exclusive packages.  Choose the Rendezvous package for a night in a Deluxe King Guestroom with Champagne, chocolate covered strawberries and an Eternity Rose from Venus et Fleur or choose the Romance and Relaxation package and enjoy an evening in a Spa King Guestroom after enjoying a deep soaking bath amenity. Planning to pop the big question?  Take love to new heights with a Sky-High Proposal Package. Set the scene to your dream engagement as you fly into the sky aboard an extravagant private helicopter tour by Chicago Helicopter Experience with a customized 20’ x 16’ “Will You Marry Me?” wedding banner set atop Trump Chicago, and many other amenities. For further information and to book, please call (312) 588-8000 or click here

    Trump International Hotel & Tower
    401 North Wabash Avenue Chicago 60611 | (312) 588-8000

  • Dana Hotel and Spa

    Be My Valentine

    River North’s boutique hotel, dana hotel and spa celebrates the passion and romance this Valentine’s Day with a relaxing package fit for all couples. Inviting couples to “come as they are", the hotel provides a unique experience with its “be my valentine” package for two. Guests will enjoy an intimate and delicious four-course prix-fixe meal at Portsmith, located on the hotel’s first floor. Afterwards, they’ll head upstairs to retreat to one of the comfortable and luxurious rooms where they can enjoy private wine reserves, spa-inspired showers and more. Rates start at $189 and to book, visit their website

    Looking for something a little more luxurious? dana hotel and spa is offering an over-the-top package featuring a stay in the hotel's Nirvana suite and a private shopping spree at Chicago-based jewelry store Lester Lampert

    dana hotel and spa
    660 N State Street Chicago 60654 | (312) 202-6000

  • The St. Clair Hotel

    Extending the Love Through February

    The St. Clair Hotel – Magnificent Mile in Chicago is extending the love of Valentine’s Day for the whole month of February. The hotel is offering 25% off on stays through February 28th for new or current RediCard members.  As a RediCard member, use VP#625740 to receive the special discount. For booking and more information visit The St. Clair Hotel online

    The St. Clair Hotel
    162 East Ontario Street Chicago 60611 | (312) 787-3580

  • Four Seasons Hotel Chicago

    Moonstruck on Michigan

    This February, celebrate romance with a Michigan Avenue getaway that includes a bottle of champagne, a dining credit and sweet treats for two. Relax in a Lake-View or City-View Room with the best of the city just steps away.  For more information click here.

    Four Seasons Hotel Chicago
    120 E. Delaware Place Chicago 60611 | (312) 280-8800

  • theWit

    Getaway With Your Valentine

    Pamper yourself and your loved one with an overnight stay in the heart of the theater and shopping district. Book a package that includes sparking wine upon arrival, breakfast for two or late checkout. 

    theWit Hotel 
    201 N. State Street Chicago 60601 | (312)467-0200


  • David Yurman

    With Love, David

    Celebrate your Valentine with a gift from David Yurman that your partner will treasure for years to come.  The perfect reflection of how much they mean to you is captured with any of the David Yurman Valentine’s Day pieces.  Just a few of these sweet little treasures include: the exquisite stackable 18K gold rings, the new Silver Ice initial charms or the timeless gift of a David Yurman watch, all of which are certain to make any Valentine shine. 

    David Yurman
    919 North Michigan Avenue Chicago 60611 | (312) 787-7779

  • Vince

    Valentine's Day by Vince

    This Valentine’s Day give the gift of Vince.  Surprise your special someone with a gift they will wear again and again.  With options like the Men’s Pullover Hoodie, cut from springy French terry with a comfortable fit perfect for lounging, to the Women’s Soft Bomber with its stunning plush quilted shell exterior and many more, Vince will have the perfect option to fit your Valentine’s needs and wants!

    106 E. Oak St. Chicago, 60611 | (312)280-6890


Even More

  • The Spa at Trump

    Pamper Your Valentine

    Celebrate the season of love immersed in a package of luxury and relaxation at The Spa at Trump and The Fitness Club.  Indulge in a day filled with romance with one of the exclusive packages available, such as the Exclusive Couples Retreat, The Chardonnay indulgence for Two package, the Soul to Soul Massage package or a Valentine's Day-themed Heart-Opening Partner Yoga workshop.  All of which are certain to perfect this Day of Love, whether you celebrate with your Valentine, "Galentine" or solo!  For more information and to book your experience, please call (312) 588-8020. 

    The Spa at Trump
    401 North Wabash Avenue Chicago 60611 | (312) 588-8020

  • Spa at Dana

    Love in Luxury

    Located inside the romantic dana hotel and spa, spa at dana offers an array of luxurious spa treatments for couples and singles alike. Guests can indulge in traditionally-solo treatments with their special someone to make it a couples’ treatment.  Highlights include: the Royal Manicure and Pedicure and the Couple Massage.  More information on treatments and bookings can be made on the website or by calling (312) 202-6040. 

    spa at dana
    660 N State Street Chicago 60654 | (312) 202-6040

  • The Langham

    The Langham Celebrates Love with Ultimate Wedding Package

    This Five-Star hotel offers an extravagant package inclusive of Club Lounge buyout, after party, rooms for all guests, Presidential Suite and all other details from dress to gifts to night-of entertainment and much more. The Langham, Chicago is here to help you write your love story with a one-of-a-kind, exclusive package designed for the couple looking for an experience unlike any other.  Boasting a price tag of $500,000, this package is designed to take the stress out of planning with one complete venue experience, featuring must-have essentials to over-the-top elements for the ultimate celebration in one of the city’s most lavish hotels.  To learn more about this incredible package, interested guests are invited to contact Davina Arceneaux, Senior Catering Manager at davina.arceneaux@langhamhotels.com.

    The Langham
    330 North Wabash Avenue Chicago 60611 | (312) 923-9988

  • Chuan Spa at The Langham Chicago

    Nourish Your Love

    This Valentine's Day break away from the hustle of life and treat you and your special someone to a romantic spa day.  Indulge in the Chuan Spa Signature Couples Massage and drift away side by side with fully customizable signature massages in their couples spa suite. 

    Chuan Spa at The Langham Chicago
    330 N. Wabash Avenue Chicago 60611 | (312) 923-7650

  • Spa@theWit

    Blissfully in Love

    Express your love with intimate bonding time at the Spa.  Enjoy a relaxing Couples Massage or Couples Footsie Pedicure with your Valentine, or take some "me-time" and indulge in the Just for You Massage and Pedicure package. Make your appointment here

    201 N. State Street Chicago 60601 | (312)467-0200

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