Chicago date nights live in River North hotel bars and West Loop speakeasies.
Part of our 20 Best Date Night Bars in the World listThis article is one chapter in our larger global guide. See the full pillar with every featured city.
Read the world list
The 10 best date night bars in Chicago
01 · Chicago
Wicker Park
$$$
Speakeasy · Iconic
James Beard-winning Wicker Park speakeasy behind an unmarked mural.
Order: A bartender's-choice signature
02 · Chicago
Humboldt Park
$$
Iconic · Plush
Plush Humboldt Park cocktail bar from The Violet Hour team.
Order: A Manhattan, made carefully
03 · Chicago
River North
$$$
Tiki · Hidden
Hidden River North tiki bar in an alley.
Order: A Three Dots and a Dash
04 · Chicago
Logan Square
$$
Iconic · Plush
Plush Logan Square cocktail bar focused on classics.
Order: A precise Sazerac
05 · Chicago
West Loop
$$$$
Iconic · Modernist
Grant Achatz's modernist West Loop cocktail bar.
Order: Whatever the kitchen-bar pairs you with
Weekly editorial
The bars worth going to, weekly.
One email per week. The bars our editors are recommending right now, across 60 cities worldwide.
Free. Unsubscribe anytime.
06 · Chicago
West Loop
$$$$
Speakeasy · Hidden
Hidden speakeasy beneath The Aviary.
Order: A bartender's-choice signature
07 · Chicago
Chicago Athletic Association
$$$$
Iconic · Tiny · Vintage
Iconic 8-seat Chicago Athletic Association vintage-spirits bar.
Order: A vintage cocktail with rare spirits
08 · Chicago
West Loop
$$
Wine cellar · Modern
Modern West Loop underground wine and cocktail bar.
Order: A natural-wine glass
09 · Chicago
Streeterville
$$
Hidden · Whisky
Hidden Streeterville Midwest whisky-led cocktail bar.
Order: A high-rye Manhattan
10 · Chicago
Lincoln Park
$$
Iconic · Plush
Iconic plush Lincoln Park cocktail bar.
Order: A precise classic
More Chicago date nightThe full Chicago date-night index by neighbourhood.
See the full list
How to choose a date night bar in Chicago
The 10 above are where the room helps the night go right in Chicago.
