Chicago Food and Jazz Excursion date idea illustration

Chicago Food and Jazz Excursion

Duration: 6 hours
Budget: $200

This indoor date combines the best of Chicago's vibrant food scene and its unmatched jazz tradition. You will venture out to taste delicious local cuisine and soak up the rhythms of some of the country's best jazz performers in Chicago's historic jazz clubs.

Add to favorites
  • The date starts with a comfortable stroll in the lively neighborhoods, making your way to a recommended local diner known for its Chicago-style deep dish pizzas. After satiating your appetite with the city’s signature dish and other delicacies, you embark on a jazz journey, gaining insights into the city's rich jazz history and present-day scene. The final destination of your date is a renowned jazz club in the city. The club's within a laid-back, dimly lit setting, providing an immersive experience. You find a corner table, order your drinks of choice, and lose yourself in the soulful melodies of live jazz.
  • The enriching sounds of jazz create a perfect backdrop for meaningful conversations, as you reminisce about your shared journeys and discuss plans for the future. The evening concludes with an impromptu slow dance, illuminating the corners of the room with the magic of your love.
  • On your way back home, you stroll through the quiet city streets, hand in hand, enveloped in the warm afterglow of the wonderful evening you just spent. It's not just about music or food - it's about a shared experience that makes your bond stronger and leaves you with lovely memories to cherish.

Preparation steps:

  • Start by researching jazz clubs and local diners that are renowned for their authenticity and excellent service. Make a reservation for two at the jazz club. Dress smart-casual and ensure to carry a light jacket or sweater as the evening may get chilly due to the October breeze.
  • Make sure you are both comfortable with the idea of trying new food and take into consideration any food allergies or dietary restrictions either of you may have. Ensure to check the menu of the chosen diner in advance so you are aware of what's available.
  • As you will walk through the city, wear comfortable shoes. A little touch up like a classy watch or a nice piece of jewelry can add a lot of value to your overall appearance. After all, it's a special date!

You may need

Some tips:

  • The weather is predicted to be comfortable during the day with a chance of slight precipitation. It won't affect your dining or jazz club experience but keep this in mind while planning your commute.
  • Consider hiring a cab for the day to eliminate parking hassles and help keep the energy focused on the date. This will also provide an element of relaxation as neither of you has to worry about traffic or directions, allowing you to enjoy each other's company even more.
  • Jazz clubs can sometimes get loud, making it difficult to have deep, meaningful conversations. But the energy and the enthusiasm around can more than make up for it. Try to find a table which is a bit away from the stage to balance the audibility. At the end of the day, it's all about the overall experience, not just one element.

Was the idea helpful?

Let us know if you liked the idea. This helps us to improve our recommendations.

❀️ πŸ‘ 😐 πŸ‘Ž

What do you think about the generation?

Spicy avatar

Want higher quality generations? ✨

Get a monthly subscription for as low as $7.99/mo. and enjoy limitless romantic inspiration.


Rated by 150+ verified users

Subscribe now

Cancel Anytime

  • Big thanks to My Spicy Vanilla for turning our anniversary into an adventure we'll never forget!

    Mia K.

    Atlanta, GA


  • I was genuinely surprised by the depth and creativity of the roleplays generated with premium membership. It's not just the usual stuff; We can basically explore every fantasy we have.

    John M.

    Detroit, MI


  • Can't thank you enough for the romantic picnic under the stars idea. It was magical and exactly what we needed. You guys made our date night perfect!

    Hannah L.

    Richmond, VA


More ideas in Chicago

Surprise Beach Party Date in Chicago

Rekindle the spark with this unique, low-budget surprise date idea. You and your partner can enjoy an evening on one of the several picturesque beaches of Chicago with your very own beach party. It's all about the good vibes, the sound of the beach waves, and the beautiful city skyline in the backdrop. Pack some snacks, light up a portable bonfire, and get ready to dance under the stars.

Hidden Jazz Club Experience

A perfect surprise for your partner would be a visit to a hidden jazz club in Chicago, Illinois. These hidden gems prove to be some of the most intimate venues in the city, with captivating live jazz music in a secluded yet romantic setting. This offbeat date provides an opportunity to experience another level of the city's culture that many do not know about. It combines music, romance, and a sense of uncovering a hidden wonder.

Pizza-Making Date at Home

Why go out for pizza when you can make your own? This date idea allows you to test your culinary skills and bond over something fun. You and your partner can make a night out of it by making your pizza from scratch, including the dough and sauce. Set up a pizza bar with all your favourite toppings, open a bottle of wine and get creative in the kitchen.

Chicago Jazz on the Beach

Spend an unforgettable evening with your loved one on Chicago's sandy shores, enveloped by the sweet melodies of live jazz. With a delicious picnic hamper and a stunning view of the city's twinkling skyline as your backdrop, the stage is set for a perfect romantic getaway!