North Avenue Beach is one of The 15 Best Places for People Watching in Chicago.

1. North Avenue Beach

9.0
1600 N Lake Shore Dr (btwn Fullerton Pkwy & North Ave), Chicago, IL
Beach · Lincoln Park · 81 tips and reviews

@MisterHirsch@MisterHirsch: Great spot for relaxing on the beach... Great people watching - locals & tourists.

Amelia C.Amelia Carpenter: Great people watching, here.

Allison K.Allison Kaminski: Great people watching. Go further north past the volleyball courts if you want a calm beach spot

Chicago Riverwalk is one of The 15 Best Places for People Watching in Chicago.

2. Chicago Riverwalk

9.5
Chicago River, Chicago, IL
Waterfront · The Loop · 140 tips and reviews

Lupe G.Lupe Guerra: First walked it on a date in h.s. & found it super romantic & beautiful. Now its great people watching & a serene sit to take in our city

Christian T.Christian Tafoya: Great people watching on a sunny day.

Kerry W.Kerry Weltman: Outdoor places to drink and people watch

Tavern on Rush is one of The 15 Best Places for People Watching in Chicago.

3. Tavern on Rush

7.8
1031 N Rush St (at Bellevue Pl), Chicago, IL
American Restaurant · Gold Coast · 106 tips and reviews

ShopTRACY B.ShopTRACY BURTON: excellent food, service & people watching!

Martina S.Martina Smith: The people watching is the best in the city...in addition to the great food!

Shannon B.Shannon B.: One of the best Steakhouses in the city! Great food, good people watching, awesome location! Do the Filet Oscar and a Dirty Martini. #conciergetip

Mariano Park is one of The 15 Best Places for People Watching in Chicago.

4. Mariano Park

7.2
1031 N State St (at Rush St), Chicago, IL
Park · Gold Coast · 21 tips and reviews

Bear D.Bear Dohring: If you're here to people watch go to the Cedar Hotel and grab a table. Also the saki bombs at Ra' Sushi are very moderately priced!

Courtney K.Courtney Krupa: My favorite spot to people watch!

Christopher M.Christopher Mariano: Great place to sit and people watch.

Grant Park is one of The 15 Best Places for People Watching in Chicago.

5. Grant Park

9.5
337 E Randolph Dr (at Michigan Ave), Chicago, IL
Park · Grant Park · 133 tips and reviews

Regan A.Regan Azizi: Grab some lunch and sit atop the hill on a summer afternoon for people watching or bring a sled during snowy winter days.

Alice GraphixAlice Graphix: People watching by the Bean or fountain is always great for sparking new ideas

Kirstjen L.Kirstjen Lorenz: Get a picnic from one of the casual spots across the street, sit with your sweetie & read a book. Great people watching, too.

Crown Fountain is one of The 15 Best Places for People Watching in Chicago.

6. Crown Fountain

8.8
Michigan Ave (btwn S Michigan Ave and Boeing Gallery S), Chicago, IL
Fountain · Grant Park · 63 tips and reviews

Faithe M.Faithe Mason: I love to come here during my lunch break and enjoy the sounds of the fountain and people watch.

Allison K.Allison Kaminski: Good tourist people watching

Duncan P.Duncan PJ: Nice place to cool off on a hot day. Come early for some photos before the crowds

Cloud Gate by Anish Kapoor (2004) is one of The 15 Best Places for People Watching in Chicago.

7. Cloud Gate by Anish Kapoor (2004)

9.1
N Michigan Ave (btwn Randolph St & Monroe Dr), Chicago, IL
Outdoor Sculpture · Grant Park · 304 tips and reviews

Ty P.Ty Poole: Nice place to people watch

AmeliaAmelia: Free wifi! Hang out at the picnic tables and people watch

Justin O.Justin Ordoveza: A wonderful art installation, interesting angles and optical illusions. Great place to people watch.

Museum Campus is one of The 15 Best Places for People Watching in Chicago.

8. Museum Campus

9.2
Burnham Park (btwn Roosevelt Rd & 18th Dr), Chicago, IL
Other Great Outdoors · 28 tips and reviews

jennifer S.jennifer SHANLEY: Wonderful place to relax and/or people watch. Very pretty and plenty of places to sit and enjoy the scenery.

UpShift DigitalUpShift Digital: This is a great place to visit museums or just walk around and people watch. So much to do in a small area.

Catriona H.Catriona Hunter: Area containing the Field museum, the aquarium and the planetarium. Some good views of the city, especially from just outside the planetarium.

Bloomingdale Trail — The 606 is one of The 15 Best Places for People Watching in Chicago.

9. Bloomingdale Trail — The 606

9.2
Bloomingdale Ave, Chicago, IL
Hiking Trail · Bucktown · 26 tips and reviews

Andy S.Andy Swindler: One of the best outdoor spaces in Chicago. Excellent for walking, biking or running. Wonderful parks and people watching. Be sure to drop to street on the west end to check out the murals.

Rick T.Rick Torres: Side lanes are padded which my knees love. Trees are still young so shade is rare. Bring sunglasses or even a hat. Still is a work in progress. Can't wait to see the finished park.

Stellaa D.Stellaa Duhart: In the summer it gets pretty busy with runners, bikers and skaters.

Oak Street Beach is one of The 15 Best Places for People Watching in Chicago.

10. Oak Street Beach

9.1
1000 N Lake Shore Dr (at Oak St), Chicago, IL
Beach · Gold Coast · 57 tips and reviews

Showtime NetworkShowtime Network: Oak Street beach in the summer is a great place to sun bathe, dip in Lake Michigan and people watch. You can even run, bike or walk along the entire lake front path for miles. - Nikki

Jonathan F.Jonathan Ferrera: This is less crowded than North Avenue Beach. It is fantastic for people watching and sometimes even boat watching.

Brian P.Brian Powers: Perfect spot for a run during the mornings in the summer!

The Agora is one of The 15 Best Places for People Watching in Chicago.

11. The Agora

8.6
Grant Park (at Michigan Ave & Roosevelt Rd), Chicago, IL
Sculpture Garden · Grant Park · 10 tips and reviews

Aaron C.Aaron Cruz: Headless sculptures that sit within Grant Park along Michigan Avenue. Great place to people watch. All 106 of them are hand carved and you will take a liking to them the more you hang around.

Jon S.Jon Suminski: An interesting display of art. Kids loved it for hide and seek. Great place to take unique pictures. Walking distance from downtown and near the museum district.

Kirstjen L.Kirstjen Lorenz: A gift from Poland to the City of Chicago by Magdalena Abakanowicz - 106 cast iron figures, each 9 ft tall.

LuxBar is one of The 15 Best Places for People Watching in Chicago.

12. LuxBar

8.4
18 E Bellevue Pl (at Rush St), Chicago, IL
American Restaurant · Gold Coast · 83 tips and reviews

Leyla A.Leyla Arsan: The high boys in the corner just when you walk in gives you the best people watching

Kathleen W.Kathleen Wesley: Great people watching o.n a Sunday! The burgers are great!

CarolCarol: Great food & service. I come here often and it's always a good time. Sit outside and people watch! It's very entertaining

Millennium Park is one of The 15 Best Places for People Watching in Chicago.

13. Millennium Park

9.6
201 E Randolph St (btwn Columbus Dr & Michigan Ave), Chicago, IL
Park · Grant Park · 619 tips and reviews

Kat C.Kat Childress: Great to walk around and people watch. I want my wedding here. Lol

Chrissy N.Chrissy Nickel: Yoga in the park, the Bean is always fun for people watching (and getting that typical reflection pic )

Justin O.Justin Ordoveza: Filled with tourists. It's a great opportunity to take pictures and people watch. The park provides a spectacular view of the city.

Wicker Park is one of The 15 Best Places for People Watching in Chicago.

14. Wicker Park

8.9
1425 N Damen Ave (btwn Wicker Park Ave & Schiller St), Chicago, IL
Park · Wicker Park · 36 tips and reviews

Coleen K.Coleen Kent: Sunbathing and people watching

L K.L K: Fun place to hang out outside. Busy and happening, always good people watching. Also some quiet areas to sit and read.

Josh S.Josh Scianna: Beautiful for picnics and walks. Right next to an assortment of shops, restaurants, and bars.

Daley Plaza is one of The 15 Best Places for People Watching in Chicago.

15. Daley Plaza

8.0
50 W Washington St (btwn Clark St & Dearborn St), Chicago, IL
Plaza · The Loop · 50 tips and reviews

Chris H.Chris Holinger: Grab a sandwich at Hannah's Bretzel and walk down here to enjoy the people watching when the weather's good. (via Scoville) Read more.

Faithe M.Faithe Mason: Great place to people watch and enjoy the scenery.

Jamie I.Jamie Iacobucci: Love the Picasso sculpture!