Date Ideas: 10 Things to Do Together in Chicago
Ten date ideas in Chicago, from live comedy and ping-pong to a distillery tour and a night under the planetarium dome.
A shared activity gives a date somewhere to go beyond the same dinner reservation or bar. These ten Chicago ideas range from sketch comedy and rooftop drinks to a lakefront walk, live jazz, and a garden trip north of the city.
The Second City

Laugh at the same sketches on a date at The Second City, a theater known for sketch and improv shows, with drinks to accompany the performance.
Current listings include 8pm shows on the Mainstage and e.t.c. stage. Buy tickets for the show that appeals to you both through the theater's website.
Tickets by showtime on the website
$$
SPiN Chicago

Play a few rounds together at SPiN Chicago, a ping-pong social club with bookable tables, cocktails, and a kitchen.
Table time has been listed at $29 an hour Monday through Thursday, or $10 on Friday and Saturday nights after 10pm. Confirm the address before heading over, since sources conflict on the current location.
Tables can be booked
$
Koval Distillery

Learn about spirits together at Koval Distillery, where a tour takes you past copper pot stills on the production floor before a guided tasting of three spirits.
Tours cost $12 per person and last 45 minutes. The Classic Tour runs Saturday at 1pm and Sunday at 2pm; the Whiskey Tour runs Saturday at 3pm. Book ahead for weekends, which can sell out, and note that tastings are for guests 21 and older.
Book online; advance booking recommended
$
Lincoln Park Zoo

Meet the animals on a free daytime date at Lincoln Park Zoo, which is open 365 days a year.
The grounds open at 8am and buildings at 10am. For an after-dark outing in December, ZooLights brings holiday lights to the grounds.
Chicago Botanic Garden

Take a short trip north of the city to wander Chicago Botanic Garden in Glencoe. Its 385 acres give you plenty of space for an outdoor outing together.
Nonmembers need tickets, with free admission days for Illinois residents each year. Parking fees still apply on free days, and tickets must be secured in advance.
Tickets required for nonmembers
$$$
Geja's Cafe

Share a fondue pot over dinner at Geja's Cafe in Lincoln Park. Start with Swiss Gruyere cheese fondue, then choose an entree fondue with shrimp, scallops, lobster, chicken, or beef. Belgian flaming chocolate fondue finishes the meal, accompanied by a classical or flamenco guitarist.
Small curtains shelter the booths, with little light beyond the fondue flames. An average meal costs $35 and up per person, and reservations require a credit card.
Accepted; credit card required; $25 per person no-show fee
Cindy's Rooftop

Have drinks with a view at Cindy's Rooftop, a restaurant and bar on the 13th floor of the Chicago Athletic Association hotel. A glass atrium covers the terrace overlooking Millennium Park and Lake Michigan.
Reservations are encouraged and open 14 days ahead, though walk-ins are welcome. Friday and Saturday hours extend until 12am.
Encouraged, available 14 days ahead; walk-ins welcome
$
Green Mill

Let live jazz provide the soundtrack to a date at Green Mill, a historic club with music every night. Nightly sets run, for example, from 8pm to midnight.
Late Friday and Saturday sets run from 1am to closing, with a $5 cover.
$$
Adler Planetarium

Spend a Wednesday evening at Adler Planetarium on Museum Campus, when hours run late and Illinois residents get free admission. Add a dome show if you want more to see together.
General admission starts at $25 for adults and $13 for children, with dome shows charged separately. Buy timed-entry tickets online.
Timed-entry tickets online
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