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The most romantic restaurants in Chicago in 2025

Valentine’s Day is just around the corner and if the best restaurants in Chicago offering dinner specials on the day of love are out of reservations, you can browse through the newly updated list of most romantic eateries instead.

Perhaps unsurprisingly given its title of most beautiful restaurant in Illinois, Tre Dita, Lettuce Entertain You’s gorgeous Tuscan steakhouse inside the St. Regis Chicago, tops our roundup. A unique pasta lab, shareable steaks and stunning skyline views make the venue an absolute must-visit.

North Pond, smack-dab in the middle of Lincoln Park, comes in second, courtesy of chef César Murillo’s creative concoctions made with as much locally grown organic food as he can find in town. Murillo will also be competing on the upcoming season of Top Chef.

The 20 most romantic restaurants in Chicago according to Time Out:

1. Tre Dita
2. North Pond
3. Bavette’s
4. Geja’s Café
5. Boka
6. BLVD Steakhouse
7. Virtue
8. Piccolo Sogno
9. Ciccio Mio
10. Gibsons Italia
11. Penumbra
12. 3 Arts Club Cafe
13. Aba
14. Alla Vita
15. Sepia
16. Adalina
17. Armitage Alehouse
18. Gilt Bar
19. The Loyalist
20. The Press Room