35 Best Chicago Date Ideas for an Unbelievably Fun Date Story

By Alli Sewell


35 Best Chicago Date Ideas for an Unbelievably Fun Date Story

Whether you live in the Windy City or are visiting with your partner, these 35...

Date idea 1

Explore the Chicago History Museum

If you and your date want to learn more about Chicago, then a trip to...

Date idea 2

Visit Garfield Park Conservatory

A visit to Garfield Park Conservatory is an awesome free date idea in Chicago. This...

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Date idea 3

Be amazed at the Chicago Magic Lounge

If looking for unique date ideas in Chicago, then a trip to the Chicago Magic...

Date idea 4

Relax at AIRE Ancient Baths

What better date idea than relaxing with your partner in an urban spa, like AIRE...

Date idea 5

Watch the fireworks at Navy Pier

You'll discover many things to do at Navy Pier, from checking out the restaurants to...

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Date idea 6

Spend the day at the Lincoln Park Zoo

Having a day date with your partner and some cute animals is always a good...

Date idea 7

Bond over a cooking class

Going on a dinner date is a failsafe idea, but learning to cook incredible dishes...

Date idea 8

See Chicago from above on a helicopter tour

Why stay on the ground for your Chicago date?! Taking a helicopter tour over the...

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Date idea 9

Check out the best happy hours in the city

Instead of settling on one bar, try a happy hour bar crawl. This fun date...

Date idea 10

Meet furry friends at a cat cafe

Is your date an animal lover? Then visiting one of Chicago’s cat cafes is a...

Date idea 11

Enjoy drinks at Adler Planetarium After Dark

A trip to the Planetarium isn’t just for kids! Visiting this astronomical location is a...

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Date idea 12

Tackle a rock climb

If looking for fun date ideas in Chicago and you enjoy adventure activities, then be...

Date idea 13

Challenge your date to a bowling game

Get competitive by challenging your date to a bowling game. Chicago has a range of...

Date idea 14

Explore the Lincoln Park Conservatory

The Lincoln Park Conservatory is another beautiful indoor botanical garden in Chicago. You’ll discover a...

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Date idea 15

Go on a brewery tour

Going on a brewery tour is one of many super fun things for couples to...

Date idea 16

Go Kayaking on the Chicago River

If you and your date love outdoor activities, then kayaking on the Chicago River is...

Date idea 17

Watch Chicago’s sports teams in action

Chicago is one of the few cities to have a team in all four major...

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Date idea 18

Play arcade games at Headquarters Beercade

Located in Chicago’s River North neighborhood, HQ Beercade is a super cool date spot. The...

Date idea 19

Dare to go on the Gangsters and Ghosts tour

Chicago has a rich but criminal history. Due to this, historical and ghost tours are...

Date idea 20

Discover marine life at Shedd Aquarium

Taking your date to Shedd Aquarium is a fun and laid-back idea. Exciting creatures to...

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Date idea 21

Work together to tackle an escape game

A great way to bond is by working together to solve an escape game. The...

Date idea 22

Luxuriate on a Lake Michigan dinner cruise

If you and your partner want to treat yourselves, going on a luxury dinner cruise...

Date idea 23

Taste the best dishes in Chicago on a food tour

One of the fun things to do in Chicago for couples that like trying new...

Date idea 24

See artworks at the Art Institute of Chicago

One of Chicago’s best cultural attractions is the Art Institute of Chicago. The museum is...

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Date idea 25

Listen to classical music at the Chicago Symphony Orchestra

Another of the great cultural activities to enjoy with your date is going to see...

Date idea 26

Get crafty at a graffiti art workshop

One of the most fun Chicago date ideas is going to a graffiti art workshop...

Date idea 27

Hang out and watch a movie at Millennium Park

Millennium Park is an ideal place to hang out with your date and take a...

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Date idea 28

Try delicious sweet treats on a donut tour

For couples who love desserts, a Chicago donut tour can’t be missed! This tasty tour...

Date idea 29

Sip drinks and enjoy the views at a rooftop bar

One of the most fun ways for you and your date to take in the...

Date idea 30

Share a romantic dinner at Alinea

If you and your partner are looking to splurge on a night out, dining at...

Date idea 31

Find some unique pieces at Chicago’s thrift shops

A great daytime date idea is going thrift shopping. Chicago has a host of thrift...

Date idea 32

Learn something new at the Field Museum of Natural History

Chicago’s Field Museum of Natural History is one of the largest natural history museums in...

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Date idea 33

Have brunch together

Another of the most romantic things to do in Chicago for couples is going to...

Date idea 34

Try the best deep dish pizza in the city

The Windy City is known for its deep-dish pizza. If you’re looking for the best...

Date idea 35

Visit the Chicago Museum of Contemporary Art

Another of the best date spots in Chicago for art lovers is the Chicago Museum...

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In Summary

Chicago is a fantastic city, featuring a range of incredible date spots. No matter what...

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