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Drinks The Loop & Chicago River

Cindy's

A place for a drink in The Loop & Chicago River, pricey ($$$) and worth about 1.5 hours. Best time to go: Sunset.

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Why go

Rooftop bar atop the Chicago Athletic Association with views over Millennium Park and Lake Michigan.

It is one of 9 curated places we feature in The Loop & Chicago River, alongside 3 places to eat, 3 sights and 1 activity. 6 more of our picks sit within about half a mile in a straight line, so it pairs easily with McCormick Tribune Ice Rink and Millennium Park.

Type
Drinks · Nightlife
Neighborhood
The Loop
Price
$$$
Time needed
1.5 hr
Best time
Sunset

Nearby

Our closest curated picks, including 6 beyond The Loop & Chicago River. Distances are straight-line, not walking or driving.

  1. 1
    McCormick Tribune Ice Rink

    Free outdoor rink in Millennium Park next to Cloud Gate, open from mid-November into March; skate rental extra.

    Activity · Chicago · 0.1 mi straight-line
  2. 2
    Millennium Park

    Cloud Gate, Crown Fountain and free summer concerts at Pritzker Pavilion.

    Sight · Chicago · 0.1 mi straight-line
  3. 3
    The Walnut Room at Macy's

    Marshall Field's 1907 dining room on State Street, where a Great Tree rises through the room each Christmas.

    Food · Chicago · 0.2 mi straight-line
  4. 4
    Art Institute of Chicago

    Huge collection including Nighthawks, A Sunday on La Grande Jatte and the Thorne Miniature Rooms.

    Sight · Chicago · 0.2 mi straight-line
  5. 5
    The Berghoff

    German restaurant on West Adams Street since 1898, with schnitzel, sauerbraten and its own root beer and lager.

    Food · Chicago · 0.2 mi straight-line
  6. 6
    Christkindlmarket

    German-style Christmas market in Daley Plaza since 1996, with wooden stalls, ornaments, bratwurst and Glühwein.

    Shopping · Chicago · 0.3 mi straight-line

On these curated routes

Cindy's is a stop on our Chicago New Year's Eve route. Open it to see the full day-by-day plan.

More to do in The Loop & Chicago River

Cindy's is our only drinks pick in The Loop & Chicago River; here is what else we recommend there. See the full The Loop & Chicago River guide.

When to go: weather by month, based on Chicago

Our climate figures for The Loop & Chicago River come from nearby Chicago. Average daily highs in Chicago run from 32°F in January to 77°F in July; May is usually the wettest month. For Cindy's itself, we suggest: Sunset.

Modelled monthly averages for Chicago from NASA POWER, not a forecast. Chicago weather by month (covers The Loop & Chicago River).

Getting there

Map links open a live search for Cindy's, so hours and directions come straight from the map app.

Coordinates
41.88189, -87.62522
Destination
The Loop & Chicago River, Illinois

Cindy's: quick answers

How much time do you need at Cindy's?

Plan on about 1.5 hours at Cindy's. That is our curated estimate for a typical visit; groups that linger will want more.

When is the best time to visit Cindy's?

Our pick: Sunset. Insider tip: NYE is ticketed; on a normal night go just before sunset for the park and lake views.

Which TripsCircle routes include Cindy's?

Cindy's appears on Chicago New Year's Eve, a curated route you can open on TripsCircle and plan with your group.

Add Cindy's to your crew's plan

Save it to a shared TripsCircle itinerary, settle the timing with a quick poll, and split the costs with everyone going to The Loop & Chicago River.

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Lists & regions

Also in The Loop & Chicago River

Curated recommendation, not live listing data. Confirm hours, prices, bookings and access before you go.