5 Things to do in Chicago this Month for Date Night

Chicago Gourmet – Grand Cru

It’s fall in Chicago, so what better way to celebrate than by taking advantage of some of the best things to do in Chicago during the fall? From festivals to museums, there’s plenty to see and do in the city. Read on to discover more about our top 5 must-do things to do in Chicago for date night this September.

Catch a performance of The Notebook: A New Musical at Chicago Shakespeare Theater from September 6th – October 16th.

I can’t think of a more romantic thing than watching a love story at the Shakespeare Theater. If you’re a fan of the movie “The Notebook”, you should definitely check out their performance of this new musical world premiere based on the Nicholas Sparks novel. You can catch a performance of “The Notebook: A New Musical” at Chicago Shakespeare Theater starting September 6th through October 16th. Directed by Michael Greif (RENT) & Schele Williams – Music/lyrics by singer-songwriter Ingrid Michaelson – Playwright by Bekah Brunstetter (writer & producer of “This is Us”) and choreography by Katie Spelman.

Find more info or tickets here.

Get ready to stir it up at Chicago Gourmet, a truly elevated food festival.

Chicago Gourmet has made it pretty clear that they intend to create a stir this month with their schedule of events for this year’s Chicago Gourmet! Chicago Gourmet is a high end food festival that features intimate dinners, tastings, and demos with the country’s best chefs. We attended Grand Cru for the first time last year and it was an incredible date experience for us. It’s a bit of a splurge but we say it’s worth it! See below for a full schedule of Chicago Gourmet events this year (including a new addition) and make sure you pace yourselves for a weekend of indulgence.

Thursday, September 22nd – Tacos & Tequila 

Friday, September 23rd – Hamburger Hop

Saturday, September 24th – Grand Cru

Sunday, September 25th – Prost! In the Park

For more info and tickets visit their website here.

Take advantage of the free museum days offered in Chicago throughout the month of September

I don’t know about you, but a classic date at the museum is at the top of our list of dates in the city.  And when it’s free it’s even better. There are so many museums in Chicago that offer free admission during certain times of the year. We did some digging for you and found some of our favorites that are offering free museum days in September! We suggest taking advantage of a free day, if you can, and pairing it with a nice dinner or drinks after!

Field Museum  – Sept. 6, 7, 13, 14, 20, 21, 27, 28

Museum of Science & Industry – Sept. 6 – 7, 12 – 15, 19 – 20, 26 – 27

Shedd Aquarium – Sept. 6, 7, 12, 13, 14, 19, 20, 21, 26, 27, 28

Peggy Notebaert Nature Museum – Sept. 1, 8. 15, 22, 29

Enjoy a Drive in Movie at Chitown Movies

Don’t ask me why, but I think drive-in movie dates are the cutest. You can enjoy blockbusters and classic movies under the stars at this drive-in movie theater and you can even order some incredible food and have it delivered right to your car. So, if you’re craving popcorn, wings, pizza, or even something for the little ones, they’ve got you covered. You only need one ticket per vehicle (priced at $33) and Chitown Movies is dog friendly! They have an awesome list of movies scheduled for the month of September but I’ve got my eyes set on Hocus Pocus, September 30th at 7:00pm. 

See the full schedule of movies here.

See a Dinner & Show like no other, Cabaret ZaZou presents: Luminaire

Remembering the time we saw Teatro ZinZanni

We shared about the unforgettable time we had at Teatro Zinzanni a while back! Well the same producers have put together another groundbreaking immersive variety dinner show set to debut in the gorgeous Spiegeltent. So make your way to the 14th floor of the Cambria Hotel this fall for a performance full of cirque acts, amazing vocalists, interactive comedy, and a live band, accompanied by a multi-course meal.  Sounds like a date you’ll remember. Luminaire is directed by Dreya Weber, and stars critically acclaimed performers Frank Ferrante and Liv Warfield. 

Find more info or tickets here.

Pin it!

We hope you found something to add to your list of date nights in September. You might also enjoy our West Loop Chicago – Foodie Date Night Staycation.

We’re always looking for new and exciting date ideas so stay up to date with us by following along on instagram @jacquieandryan!

XO Jacquie & Ryan

Recommended Articles

Leave a Reply