The Greatest Date Guide to Chicago

  • 01 of 08

    The Top Spots in Chicago to Romance a Significant Other

    The Signature Room at the 95th
    The Signature Room at the 95th

    You don't have to wait until Valentine's Day or Sweetest Day to woo a significant other. With an upswing of romance-oriented dining and drinking venues in ​Chicago, plus a few other ideas, your options are vast. We go beyond the surface with the greatest date guide to Chicago, featuring something for everyone, from craft beer enthusiasts to vegans and vegetarians.

    Continue to 2 of 8 below.
  • 02 of 08

    The Best Places to Share A Kiss in Chicago

    Everest Restaurant
    Lettuce Entertain You Entertainment

    As native Chicagoans, we typically take our beautiful city for granted because we see its memorable landmarks on the regular. Once we observe visitors appreciating them, it compels us to take a new look, rediscover their appeal, research those little-known facts, and yes, even shoot a "selfie" or two. So here, we've gathered a great list of local landmarks--and other points of interest--to share a romantic kiss. Some are obvious choices, while others are completely under-the-radar places destined to become favorites.

    Continue to 3 of 8 below.
  • 03 of 08

    Craft Beer Bars You'll Want to Experience Together

    Craft Beer Flight
    CK Golf Solutions

    Craft beer is sexy. Ten years ago I couldn't imagine myself uttering such words. And 10 years ago, you could count the number of date-oriented, beer-focused establishments on one hand. Thankfully, those stats have increased and these spots not only showcase fine craft beers but also complement them with sweet and savory dishes. Several of the top taverns in town highlight the best regional, national and even international craft beers, while others feature only their own. Here are some of our favorites.

    Continue to 4 of 8 below.
  • 04 of 08

    Seduce a Soulmate at a South American Eatery

    Tanta-interior2.jpg
    Tanta Chicago

    Latin-focused eateries have a way of making you feel like you're in good hands, and that all you must do to get the good vibes going is to just show up. Think about it. The moment you walk in the door, the seductive sounds put you at ease. And so, for your dining and drinking--and sometimes dancing--pleasure, we've gathered some of the most celebrated Latin American restaurants in the Windy City.

    Continue to 5 of 8 below.
  • 05 of 08

    Snuggle Up To Sounds of the Chi--And Beyond

    Buddy Guy's Legends

    Every live-music experience on date night doesn't require dimmed lighting, an intimate setting, and hushed tones. What it does is require fantastic music, and if you have the chance to catch an up-and-coming act, do it. From a punk-rock lounge to an iconic jazz club where Al Capone used to hang out, these venues add color to Chicago’s live-music scene.

    Continue to 6 of 8 below.
  • 06 of 08

    Pour on the Champagne and Cognac at French-Focused Bars

    Maude's Liquor Bar

    In Chicago, some of the best nightlife options go all out with an ooh la la theme: from impressively curated Champagne programs to guests who step it up with style and treat every occasion special. And since you can never go wrong with bubbly, we've rounded up our favorite French-focused lounges around town.

    Continue to 7 of 8 below.
  • 07 of 08

    Make Eyes Over Maki and Sake

    Jellyfish Sushi
    Jellyfish

    From quaint and understated neighborhood hangs to flashier spots in the heart of downtown, we gather some of the very best sushi restaurants that you’ll want to check out during your trip. Some choices are even BYO.

    Continue to 8 of 8 below.
  • 08 of 08

    Wind Down Over a Bottle Or Two Of Wine

    Rootstock Wine & Beer Bar
    Rootstock Wine & Beer Bar

    Some of our favorite wine-focused lounges have been around town for awhile and continue to garner new fans.They include a few that have perfected the vino-and-vittles-pairing game as well as the city's only wine distillery that doubles as a live-music venue. All are perfect for your situation, whether you're feting a first date or observing a long-time anniversary.