Cindy's is one of The 15 Best Places for Sunsets in Chicago.

1. Cindy's

8.9
12 S Michigan Ave (btwn E Madison & E Monroe St), Chicago, IL
New American Restaurant · The Loop · 146 tips and reviews

Keith W.Keith Wood: Very lively place for afterwork, which causes a bit of a back up for ordering at the bar. Great view from the patio with creative cocktails & pleasant staff. Recommend the Aegean sea cocktail!

AMP*AMP*: Pricey drinks, so good for 1 or 2. Amazing view from here and the firepits are a great touch on a chilly night!

Dustin H.Dustin Haley: Great views, I recommend afternoon or early evening for the best ones!

360 CHICAGO is one of The 15 Best Places for Sunsets in Chicago.

2. 360 CHICAGO

8.8
875 N Michigan Ave Fl 94 (btwn Delaware Pl & Chestnut St), Chicago, IL
Scenic Lookout · Streeterville · 166 tips and reviews

Brittany M.Brittany McMahan: Save $10 and go up to the 96th floor instead of going on the Observation deck on the 94th. You can have a drink and enjoy just as good a view!

Jim R.Jim Ruvalcaba: Visit 10 - 20 minutes before sunset. That way you get the best of the day and night views in one visit.

Julien M.Julien Meau: Worth getting in just before sunset to have both day and night lights

Skydeck Chicago is one of The 15 Best Places for Sunsets in Chicago.

3. Skydeck Chicago

8.3
233 S Wacker Dr (btwn Adams St & Jackson Blvd), Chicago, IL
Scenic Lookout · The Loop · 393 tips and reviews

Carina .Carina 💖: The view is incredible! We went to see the sunset and it was the most amazing one I have ever seen.

Amani A.Amani Ali: One of the amazing places I visit😍 I like the view really was stolen my heart ❤️❤️

EceEce: Must go in Chicago! Awesome city view and highly recommended around sunset time!

Navy Pier is one of The 15 Best Places for Sunsets in Chicago.

4. Navy Pier

8.6
600 E Grand Ave (at Streeter Dr), Chicago, IL
Pier · Streeterville · 373 tips and reviews

Olli K.Olli K: Amazing for walking. Love the view and so many things to do.

Magda B.Magda Borges: A lovely place to enjoy summer days. Good places to eat and great view

Greg W.Greg Wilcox: Beautiful views of Lake Michigan and the Chicago skyline. Fun shops to check out. A bit touristy, but worth a trip if you're visiting Chicago.

Lakefront Trail is one of The 15 Best Places for Sunsets in Chicago.

5. Lakefront Trail

9.5
Lake Michigan Lakefront (at N Lake Shore Dr), Chicago, IL
Hiking Trail · Grant Park · 133 tips and reviews

Pinch R.Pinch R: The best, hottest, and most grueling training runs while enjoying the scenic beauty of the lakefront in the summer.

Sharath S.Sharath Satish: The best view of the entire skyline is from a trail near the aquarium. Go at sunset to see the city in lights

Fodor's TravelFodor's Travel: One of the best ways to navigate the city’s scenic lakefront (and many neighborhoods) is on a bicycle along the lakefront trail. Read more.

Willis Tower is one of The 15 Best Places for Sunsets in Chicago.

6. Willis Tower

8.5
233 S Wacker Dr (btwn W Adams St & W Jackson Blvd), Chicago, IL
Structure · The Loop · 311 tips and reviews

LisaLisa: Totally worth the wait in line. Fantastic view! Free wifi in most places.

John K.John Kidde: Step out on the ledge, it's freaky but an awesome view! Not for the faint of heart!

Jon S.Jon Suminski: Willis tower is a Chicago must see. Breathtaking architecture and the sky deck is an amazing view of the city. Take time to read facts on walls while in line for the sky deck. Watch movie too.

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

7. Chicago Riverwalk

9.5
Chicago River, Chicago, IL
Waterfront · The Loop · 141 tips and reviews

Christopher F.Christopher Floss: The #ChicagoRiverwalk is the newest attraction in downtown #Chicago. Scenic views of the city and great #dining options are two things to enjoy along the way. A must see if you're visiting the city.

Nelson V. G.Nelson V. Guevara: Scenic views of the river, skyline, great view of the different bridges and boat activities. Plenty of restaurants to enjoy. Great place.

LuluLulu: Scenic views of the river, skyline, great view of the different bridges and boat activities. Plenty of restaurants to enjoy. Great place.

Adler Planetarium is one of The 15 Best Places for Sunsets in Chicago.

8. Adler Planetarium

8.5
1300 S Lake Shore Dr (at Solidarity Dr), Chicago, IL
Planetarium · Museum Campus · 173 tips and reviews

Craig B.Craig Ball: The best view of the Chicago skyline is from the cafe at the Adler. Truly awesome!

Andrea C.Andrea C: Best view of the city is from the steps. Get here early to beat the afternoon crowds. The aquarium and Field Museum are a short bus ride away.

Mark W.Mark Wong: The exhibits aren't anything special; however, the planetarium and the shows are amazing! Also, best view of the city skyline.

LH Rooftop is one of The 15 Best Places for Sunsets in Chicago.

9. LH Rooftop

8.6
85 E Wacker Dr, Chicago, IL
Hotel Bar · The Loop · 24 tips and reviews

Tyler Y.Tyler Young: Mixed drinks are perfect, best view in Chicago

Randal C.Randal Collins: Cocktails were very good and you can't beat the view! A little chilly the evening we were there but it was super cozy by Theo pen air fire place.

Randal C.Randal Collins: Cocktails are very good, and the view is excellent!

Hyatt Regency Chicago is one of The 15 Best Places for Sunsets in Chicago.

10. Hyatt Regency Chicago

8.5
151 E Wacker Dr, Chicago, IL
Hotel · The Loop · 209 tips and reviews

Sara F.Sara Frizzell: This place is incredible. Great views ... Great staff... Always a great time! Comfy beds and very clean. Go through hotwire.. Always a good deal!

GladysGladys: Beautiful hotel, wonderful view, spacious room & excellent service! In/Out valet-$50. Jason checked me in & he was awesome! I'll definitely come back :)

Laura R.Laura Robson: View from the 19th floor west tower! ! Mike checked us in and got us this beautiful view and the king need we wanted!

Promontory Point Park is one of The 15 Best Places for Sunsets in Chicago.

11. Promontory Point Park

9.3
5491 S Shore Dr, Chicago, IL
Park · East Hyde Park · 32 tips and reviews

Craig N.Craig Newman: Beautiful views of the lakefront and skyline.

CollegeFashionistaCollegeFashionista: I love running along the lake from 57th Street near the Promitory Point through the 31st Street exit and back. It's incredibly beautiful at sunset (and sunrise!).

Anamaria H.Anamaria Hernandez: Beautiful views of the city and the lake! Great running path!

LondonHouse Chicago, Curio Collection by Hilton is one of The 15 Best Places for Sunsets in Chicago.

12. LondonHouse Chicago, Curio Collection by Hilton

9.3
85 E Wacker Dr (At N Michigan Ave), Chicago, IL
Hotel · 19 tips and reviews

maite a.maite a: Amazing views of the river

Linds E.Linds Ellis: Perfect views of Marina City, Mies Van Der Rohe AMA, Wrigley Building , Chicago River, Wacker. To name a few. The rooms interior are really well done.

maria jose b.maria jose benitez irala: Perfect views of Marina City,Wrigley Building , Chicago River, Wacker. The view of Rooftop is amazing!

Centennial Wheel is one of The 15 Best Places for Sunsets in Chicago.

13. Centennial Wheel

9.0
600 E Grand Ave (Streeter), Chicago, IL
Attraction · Streeterville · 31 tips and reviews

Serhii L.Serhii Lutsko: Beautiful views on Chicago

Ben-Oni J.Ben-Oni Jean-Pierre: Beautiful view of the city or Chicago

Hana F.Hana Felemban: Amazing view for lakeside

Clarence Buckingham Memorial Fountain is one of The 15 Best Places for Sunsets in Chicago.

14. Clarence Buckingham Memorial Fountain

9.1
301 S Columbus Dr (btwn Jackson Dr & Balbo Dr), Chicago, IL
Fountain · Grant Park · 135 tips and reviews

John K.John Kidde: Great view of the city and lake!

Fodor's TravelFodor's Travel: The Navy Pier fireworks are synched with music, so if you want to get close enough to hear, watch from the pier. You can also catch great views of the sky by heading south to Buckingham Fountain.

Juliana C.Juliana Castelo: Beautiful view

Chicago Athletic Association is one of The 15 Best Places for Sunsets in Chicago.

15. Chicago Athletic Association

9.3
12 S Michigan Ave (at E Madison St), Chicago, IL
Hotel · The Loop · 58 tips and reviews

Betty V.Betty Victoria: Awesome hotel! You eill love the view and staff is really great!

Laurea d.Laurea de Ocampo: Get a King suite on an upper floor, do brunch at Cindy's to take in the dramatic view of Lake Michigan & Millenium Park!

StefanieStefanie: Cool spot on Millennium Park. Several spots within for food/drinks. Skip the more formal Cherry Circle Room & head to Cindy's for great shared plates (meatballs!) and a stunning view.