A10 Chef Matthias Merges offers a four-course prix fixe; reservations recommended. $85, $135 with wine pairings. 1462 E. 53rd, 773-288-1010, a10hydepark.com.

Read about four of Chicago’s most outstanding couples, as chosen by our readers.

Cicchetti Five-course menu from chef Michael Sheerin with the theme “Lucchetti dell’Amore” (“locks of love”); a craft cocktail and house-made blood orange “‘cello” are included. A vegetarian option is available. $150 per couple. 671 N. Saint Clair, 312-642-1800, cicchettirestaurant.com.

Homestead on the Roof A three-course prix fixe menu is $75, a five-course $125; both include wine pairings. 1924 W. Chicago, 773-645-4949, homesteadontheroof.com.

Tesori Chef Andrew Deuel’s four-course menu offers multiple choices, including pairings—wine, cocktail, or beer/cider. Reservations requested. $45, $70 with pairings. 65 E. Adams, 312-786-9911, tesorichicago.com.

Cupid’s Undie Run Runners wear their bedroom best for this charity race around Wrigley Field. Sat 2/15, noon-4 PM, John Barleycorn, 3524 N. Clark, 773-549-6000, cupidsundierun.com, $50.

Love Sux Anti-Valentine’s games, dueling pianos, themed drinks (including the X-Boyfriend and F-Bombs), and cash prizes. Fri 2/14, 5 PM-2 AM, Howl at the Moon, 26 W. Hubbard, 312-863-7427, howlatthemoon.com, free.