Regal Webster Place is one of The 15 Best Comfortable Places in Chicago.

1. Regal Webster Place

7.8
1471 W. Webster Avenue, Chicago, IL
Movie Theater · North Side · 82 tips and reviews

Chelle L.Chelle Lesko: Great theater with comfy seats!

Laura M.Laura McSlizz: Amazing comfortable reclining chairs, sells beer and wine

Josh W.Josh W: Solid theater...I've been going here for a while and I didn't realize they sold alcohol. Now you can enjoy the movie in your reclining chair with a brew!

AMC Loews 600 North Michigan 9 is one of The 15 Best Comfortable Places in Chicago.

2. AMC Loews 600 North Michigan 9

7.7
600 N Michigan Ave (at Ohio St), Chicago, IL
Movie Theater · Streeterville · 100 tips and reviews

Larry C.Larry Chu: Amazingly comfortable electric recliner seats!! Note the entrance is at the corner of Rush and Ohio.

Andrew K.Andrew Kyker: I haven't been here since they upgraded the seating and was pleasantly surprised. The chairs are so comfy!

Angie O.Angie Osmanski: Love this location with huge comfy seats that recline

ShowPlace ICON at Roosevelt Collection is one of The 15 Best Comfortable Places in Chicago.

3. ShowPlace ICON at Roosevelt Collection

8.2
1011 S Delano Ct E (at W Roosevelt Rd), Chicago, IL
Movie Theater · South Loop · 244 tips and reviews

Jaime D.Jaime D: Check out the VIP room, you can bring your food and drink in and the seats are extra wide and comfortable.

Toya N.Toya Nicole: If u r an Extras card holder you get upgraded free to VIP theatre during the week. Nice plush seating and tables where u can bring in your food and adult beverages from the bar! Love this place:)

Liz B.Liz B: My favorite theater! Comfy seats and delicious snacks.

Logan Theatre is one of The 15 Best Comfortable Places in Chicago.

4. Logan Theatre

9.0
2646 N Milwaukee Ave, Chicago, IL
Indie Movie Theater · Logan Square · 71 tips and reviews

john f.john fleming: Great job rehabbing. Nice bar. Seats were squeaky and echoed throughout the theater, but they were comfy. Staff was great

Bruni S.Bruni Ser: Beautiful renovation, comfortable seating. Very nostalgic.

JenKuduJenKudu: Fantastic theatre! Beautifully maintained, comfy seats and even a full bar. Great date spot :)

Viceroy Chicago is one of The 15 Best Comfortable Places in Chicago.

5. Viceroy Chicago

9.2
1118 N State St, Chicago, IL
Hotel · Near North Side · 3 tips and reviews

Travis T.Travis Tindell: Nicest hotel I’ve ever stayed in. We got in at nice winter discount. Otherwise, we couldn’t afford it. Truly the definition of luxury. Artful designs at very corner, modern influences, super comfy.

Kyle F.Kyle Fowler: Great, comfy rooms. Very expensive parking, at least they have in and out privileges.

Noufa Kh🤍💕Noufa Kh🤍💕: One from the best hotel in Chicago, I enjoyed every moment. Very friendly staff, great location, and comfy place. It is highly recommended to stay 🤍💕

AMC Dine-in Theatres Block 37 is one of The 15 Best Comfortable Places in Chicago.

6. AMC Dine-in Theatres Block 37

7.6
108 N State St (btwn W Randolph St & W Washington St), Chicago, IL
Movie Theater · The Loop · 31 tips and reviews

Sean A.Sean Armani: The most comfortable seats, great food, nice atmosphere!

Cindy O.Cindy OConnor: Good food and drinks. The most comfortable recliner sets in any movie theater!

Jane R.Jane Rivers: Comfortable, good service, good food. Lettuce wraps were great. Remember though, it's theater so it's expensive.

Kinzie Hotel is one of The 15 Best Comfortable Places in Chicago.

7. Kinzie Hotel

8.3
20 W Kinzie St, Chicago, IL
Hotel · Near North Side · 42 tips and reviews

Megan V.Megan VV: the lobby kind of reminds me of an aquarium. rooms seem comfy. free wifi!

Juliana K.Juliana Kong: Great hotel. Clean. Comfortable. Great location. Continental breakfast on very floor with an awesome selection. Free wifi. Nice business center with free printing.

Lori D.Lori DePace: Great hotel! awesome location, comfy room, great continental breakfast on every floor, free drinks & apps from 530-7 every night. Loved it!!

Hyatt Place Chicago/River North is one of The 15 Best Comfortable Places in Chicago.

8. Hyatt Place Chicago/River North

8.2
66 W Illinois St (N Clark St), Chicago, IL
Hotel · Near North Side · 20 tips and reviews

Meghan B.Meghan Brindley: great hotel (clean, comfortable & updated), free wifi & a great complimentary breakfast. Only downside is that it's right by the fire dept so it's on the noisy side. Would stay here again!

Paul F.Paul Farrell: Don't let the dull and depressing lobby out you off. Great rooms, super comfortable bed

Felipe S.Felipe Sch: The staff is really friendly and helpful. Beds are very comfortable and the bedroom is big and cozy.

Hyatt Centric Chicago Magnificent Mile is one of The 15 Best Comfortable Places in Chicago.

9. Hyatt Centric Chicago Magnificent Mile

7.6
633 N St Clair St, Chicago, IL
Hotel · Streeterville · 36 tips and reviews

M A.M Aldoss ♏: Amazing Cozy Hotel .. very quiet and the bed is Very Comfortable... Perfect Location just across the Magnificent Mile.. Highly Recommended

Carolyn D.Carolyn Dacosta: Staff friendly and helpful. Rates competitive . Rooms clean and comfortable

Nelson V. G.Nelson V. Guevara: Very convenient location. Close to all happening places in Chi Town. Clean, comfortable. You can stay here, trust me.

Sofitel Chicago Magnificent Mile is one of The 15 Best Comfortable Places in Chicago.

10. Sofitel Chicago Magnificent Mile

8.8
20 E Chestnut St (at Wabash Ave), Chicago, IL
Hotel · Near North Side · 60 tips and reviews

deestivdeestiv: Really great hotel. Nice, clean, comfortable rooms and helpful staff. Excellent location too, super close to the red line.

✨#IamRomdelacrème✨✨#IamRomdelacrème✨: Very modern hotel with nice comfortable rooms. Loved the location and close to great restaurants. Five star service from checking in to checking out.

Fernando C.Fernando Covas: Front desk service is extremely helpful, courteous, and welcoming. Rooms are very comfortable. Location is phenomenal. Take advantage of the patio at Café des architectes and Le Bar downstairs.

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

11. Chicago Athletic Association

9.2
12 S Michigan Ave (at E Madison St), Chicago, IL
Hotel · The Loop · 58 tips and reviews

Mike N.Mike Nolte: A newly opened and reimagined Chicago institution. Comfortable rooms, fun bars/restaurants and lots of history to soak up.

Ilia F.Ilia Fishbein: Great hotel! Comfortable rooms, awesome service

Kindall H.Kindall H: An old boys club feel to this place. Also has an old classical British feel to it. Rooms are athletic themed, simple, yet comfortable. Very special place.

Renaissance Chicago Downtown Hotel is one of The 15 Best Comfortable Places in Chicago.

12. Renaissance Chicago Downtown Hotel

8.8
1 West Upper Wacker Drive (at N State St), Chicago, IL
Hotel · The Loop · 63 tips and reviews

Anna Marie M.Anna Marie Muñoz: Nice hotel...comfy beds & great location!

Carm P.Carm P: Stayed on club level. Loved the beds, so comfortable I didn't want to get out! Great view through my two large windows and quiet enough so I slept peacefully. Would reccomend to everyone I know.

Fran S.Fran Su: Great location, very comfortable.

Gene Siskel Film Center is one of The 15 Best Comfortable Places in Chicago.

13. Gene Siskel Film Center

9.0
164 N State St (btwn Lake & Randolph), Chicago, IL
Indie Movie Theater · The Loop · 32 tips and reviews

Diego R.Diego Rufo: It’s really a great juxtaposition of big cinema comfort – stadium seating, comfy seats, and nice screens – with interesting, hard to find cinema. Read more.

Lisa Z.Lisa Zimmer: Check in on a Monday or Tuesday for the special: 2-for-1 tickets, free soda, free popcorn. It's like $18 worth of free stuff. Good for a cheap date night: intimate theater, comfy seats.

Brianne W.Brianne W: Pros: The films are great, as are the prices (if you're a member or a student), and they sell beer. Cons: The seats aren't very comfy and the entrance smells like pee.

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

14. Hyatt Regency Chicago

8.3
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!

Joe A.Joe Atkins: Great room, comfy bed, great ppl & service. Bad tv not many channels and wifi is horrible.

Norman E.Norman Ellis: Great hotel in excellent location! Staff is eager to please. Rooms are chic, comfy and clean. Ask for a room on a high floor with a skyline view or you'll end up looking at an apartment building.

Scofflaw is one of The 15 Best Comfortable Places in Chicago.

15. Scofflaw

9.3
3201 W Armitage Ave (at Kedzie Ave), Chicago, IL
Cocktail Bar · Logan Square · 149 tips and reviews

Suri R.Suri R: Fireplaces, comfy chairs, epically good cocktails (you can order off menu!), and the nicest staff.

Dustin H.Dustin Haley: House crafted cocktails and comfy couches. Perfect place to have a drink and relax with a couple of friends.

Avery A.Avery Alchek: Scofflaw has an expertly crafted drink menu that has delicious options for any season and a comfy and spacious layout with larges couches and chairs as well as a fireplace.