Need ideas to plan your next date? Look no further! These activities are fun, unique, and perfect to do with your partner. From boating in the river to a mini golf bar, these dates can be done year-round!
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Dinner & Drinks
Outdoorsy Date
Perfect Cold Weather Dates
Dinner & Drinks
Best weekend happy hour in River North & great atmosphere for a girls night or date night!
Arbella
Love the dealers choice option for a cocktail
The Berkshire Room
The best date night activity on the riverwalk
Chicago Electric Boat Company
Incredible tasting menu experience - perfect for a special occasion date night!
Indienne
So cute for a late night dessert date :)
Margies Candies-Home
A fun spot for date night with all kinds of food vendors, grocery selection & fun treats!
Gangnam Market
A great spot for date night where you can try all kinds of cuisine and vendors! Make it fun by getting small bites from different places and trying each one together
Time Out Market Chicago
Outdoorsy Date
Luxury picnics are such a fun and romantic date - Love this for a daytime lunch by the river or even a dinner with the city lights in the background
Book a Luxury Picnic in Chicago
The best Chicago boat pontoon rental in the river!
Chicago Boat Rentals: Affordable Boat Rentals Chicago, Enjoy your Trip
Bucketlist item with incredible views of the Chicago skyline
Fly Heli in Chicago
A beautiful place to enjoy nature, flowers, and plants
Garfield Park Conservatory
The zoo is free and it's a must do in the city!
Lincoln Park Zoo
This is the perfect activity to do with out of town guests! They give so much great info about the buildings and you get to cruise along the river
90 Minute Chicago River Architecture Tour - Wendella Tours & Cruises
Perfect Cold Weather Dates
Such a fun date night activity - relaxing and gives you something to take home!
Sip and Paint Chicago
Indoor mini golf with a bar is the perfect wintertime date night
Puttery
Super fun date with Shot of Art - such a unique and fun time!
Shot of Art Chicago
This date night will bring out the kid in you - It's the perfect light hearted, fun activity
WhirlyBall Chicago
Maggie Daley Park is the perfect place in the winter - Skating by the bean is definitely a bucketlist item!
Skating Rink in Chicago, IL – The Rink
Experiencing Chicago during Christmas is magical - The market in downtown is so much fun with friends and family. Try some unique food and get a hot chocolate in a fun mug!
Christkindlmarket Chicago
Fun activity with friends, family, or kids. Great museum to spend some time during winter
WNDR Museum
Beautiful art institute and great spot to start your day!
The Art Institute of Chicago
Soak in the stunning views from the Adler & then explore the museum and go to the very top to see the stars from their telescope!
