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Chicago Athletic Association

Hotel

The Loop, Chicago

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9.3^/10

533

ratings

Ranked #5 for a rooftop in Chicago
The folks at Bon Appetit Magazine and Redeye Chicago like this place. Would you agree?
"great rooftop bar"(4 Tips)
"kinda slow on service but the game room and Cherry Circle Room"(2 Tips)
"... bars, including “The Game Room” (classics) and “Milk Room” (whiskey)."(9 Tips)
"Comfortable rooms, awesome service"(2 Tips)

54 Tips and reviews

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cherry circle room
millenium park
comfortable rooms
shuffleboard
drawing room
foosball
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fireplaces
books
bocce
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Holger LüdorfFebruary 18, 2016
Great hotel. Historical interior, cool game room/bar with excellent whiskey selection, shuffle board, pool, and foosball tables. Cozy rooms! My new favorite.
saigeOctober 31, 2018
The CAA is a solid choice of hotel. Personal favourites were the tiling in the bathrooms, gorgeous view of the park, and restaurant/lounge on the reception floor (perfect for people-watching).
Upvoted 4 days ago
Josh FeinbergFebruary 6, 2016
Really nice hotel! We stayed in the Millennium Suite for the weekend and it was great. The hotel's game room was a highlight for us, as was the lobby. I will be staying there again.
Ben K.September 6, 2016
Beautiful space, head to the lobby on the second floor and hang for a drink in the game room.
Dustin HaleyApril 5, 2016
The second floor game room is perfect for groups of friends. Plenty of offerings, moderately priced drinks, and a chill vibe.
ElenaMay 23, 2016
After some pool, shuffleboard or bocce, no matter what the season is you can always go and enjoy a drink on the rooftop at Cindys.
ElenaMay 23, 2016
Awesome place to sit by the fireplace during the cold season. The game room is always crowded and a fun place to spend time.
StefanieNovember 26, 2015
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.
Redeye ChicagoJune 25, 2015
The Drawing Room on the second floor is essentially the lobby. It's great for a working breakfast with your laptop, a first date, or wine & oysters before dinner elsewhere. Read more
DETAILS MagazineNovember 10, 2015
Once a members-only club, the Chicago Athletic Association is now a smart—and unapologetically masculine—boutique hotel just steps away from Lake Michigan. Read more
Kirstjen LorenzApril 22, 2016
Been here 5+ times
I love the library. Great place to have a drink and read a book on a cold winter day when you just cannot stand staying home.
PUNCHSeptember 25, 2015
A boutique hotel housed in a dramatic 1890s building, The Chicago Athletic Association serves top-notch cocktails from multiple bars, including “The Game Room” (classics) and “Milk Room” (whiskey). Read more
Vanessa MiguezMarch 17, 2016
Nice options for drinks, nothing to overwhelming. Staff is super nice and welcoming. Chill relaxed environment.
Staff PicksDecember 7, 2016
Chicago Athletic Association was one of the more wished for places throughout 2015’s I Want Somewhere holiday campaign. Where’s your somewhere? Enter to win a bucket list experience. Read more
Shanelle PorterApril 26, 2017
Only went here for a great photo over Millennium Park and a view of the city at Cindy's Rooftop Bar. But there is a Bar inside here as well with some comfy atmosphere.
Kindall HNovember 9, 2016
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.
Vivian RamirezNovember 13, 2016
Food or cocktails here pretty standard, nothing fancy or special. The winner here is the awesome space, friendly staff, and perfect location to regroup at some point over cocktails.
Laurea de OcampoOctober 19, 2015
Get a King suite on an upper floor, do brunch at Cindy's to take in the dramatic view of Lake Michigan & Millenium Park!
Cass GrimmOctober 16, 2016
absolutely stunning interior, a lot of work was put into the renovations. Check out Cindy's rooftop bar for an awe-inspiring view.
DevontaDecember 13, 2015
Beautiful masculine rooms with a sporty man cave aesthetic. Amazing customer services. Thank you Nike!
Lukas CarvajalApril 10, 2017
Cindy's is the best part. If you have to wait on line, it's usually worth it. The game room is so cool for young people too!
Mike NolteJune 7, 2015
A newly opened and reimagined Chicago institution. Comfortable rooms, fun bars/restaurants and lots of history to soak up.
Patrick BaskinOctober 12, 2015
Great view from rooftop but cocktails aren't that special or great
Shawn CallahanJune 13, 2019
Been here 5+ times
Everyday at 2pm there is a tour of the building. See the gym, the ballrooms, what was the swimming pool and the speakeasy bar.
Cameron GidariAugust 9, 2017
The coolest interior of any hotel I've ever been in. All of the games in the game room are free, including a full-size bocce court.
Tana BabcockOctober 20, 2015
Been here 5+ times
Glorious details and elegance abound! The lobby bar is kinda slow on service but the game room and Cherry Circle Room are amazing! Food was phenom!
Amy GraffJanuary 20, 2017
The second floor bar and game room is expansive and gorgeous - feels like stepping into a speakeasy in the Loop. Cocktails are good but food and service are only so-so.
James HollandJune 3, 2018
The cherry circle bar is fantastic. Great cocktails, and tons of games in the next room too.
Ricky SherrillNovember 30, 2015
This place renewed my outlook on what a nice hotel should be. A great staff & service made my recent stay enjoyable.
Jes NijjerOctober 5, 2015
Drinks at the drawing room are excellent, go for the Frozen or Collins. Great spot for a first date.
Andrew SNovember 12, 2018
Old school charm, incredible gym and a shake shack. What more do you need?
matt pacygaAugust 1, 2018
Amazing place to stay even if you have the kiddos with you ;)
Jonathan ZuckerbrodApril 10, 2016
Great hotel. Super fun bar scene
Angie OsmanskiJanuary 16, 2016
Love the bars here!! Sports bar on the 2nd floor and a great rooftop bar
Betty VictoriaJuly 26, 2015
Awesome hotel! You eill love the view and staff is really great!
Julian MillerAugust 11, 2015
The best hotel in Chicago. A true gem in the city.
Chris PhennerJune 13, 2017
Commanding Rooftop View of Millenium Park & Lake
Alberto J S Moreau DMarch 15, 2018
Good hotel to stay, excellent location
Matthew BreuerAugust 31, 2019
Been here 5+ times
beautiful venue and phenomenal space
Ilia FishbeinSeptember 28, 2015
Great hotel! Comfortable rooms, awesome service
Shannon JeropkeNovember 15, 2021
The rooftop views from here are stunning!
R NJanuary 13, 2016
Great place to get formal or informal drinks...
Cam GoldadeNovember 20, 2015
Best rooftop! Line to get up moves fast!
OrianaOctober 25, 2015
Great drinks. Good atmosphere.
Tunde AOctober 19, 2015
great place to workout. treadmills are dope.
heathr goldJanuary 13, 2017
Mixed place. Just Gorgeous. Not the best for biz travel. Reg rooms have no bath, tricky doors. A few things didn't work.
CécileNovember 10, 2018
Gorgeous place.
Kristen RSeptember 19, 2015
Great place to eat, drink, and play!
TylerSeptember 13, 2018
Fit for a very classy evening.
Amy RobertsonAugust 29, 2015
Simply a gorgeous place

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