Summertime Chi Guide

Chicago is notorious for its cold, long winters full of snow and ice. The little-known secret is that in summer, this place EXPLODES! I like to think it’s because we get so few warm days that we know we have to live each one like it’s the last before the snow comes.

If you are heading in town to get a piece of the action, or if you’re a local trying to make the most of your summer, here is your official Summertime Chi Guide!


I strongly suggest playing this as you read because it’s the origin of #SummertimeChi


Cafes with Patios


Maison Marcel

3114 N. Broadway

French bakery + cafe

I order: an almond croissant, an iced golden latte and multiple macaroons



455 E Illinois St.

All-day European cafe

I order: the brioche french toast and an iced Nutella latte


Colectivo Coffee

2261 N. Milwaukee Ave.

Naturally sourced cafe

I order: a southwestern burrito and an iced chai tea latte

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Our patio at Logan Square ? #colectivocafes

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519 N. Clark St.

A good spot for breakfast, brunch or a meeting

I order: the avocado benedict, an iced chai tea latte and a chocolate chip cookie


Rooftop Bars



12 S. Michigan Ave.

American bar and restaurant overlooking Millennium Park

I order: buratta and a Femme Fatale


The J.Parker

1816 N. Clark St.

Trendy bar on top the Hotel Lincoln overlooking Lincoln Park

I order: the Maya Bay


Joy District

112 Hubbard St.

Rooftop bar in River North that turns into a nightclub

I order: the Manzanita


London House

85 E. Wacker Dr.

Upscale rooftop overlooking the Chicago River

I order: a LH Moscow Mule


Raised Bar

1 W. Upper Wacker Dr.

A rooftop bar on the Chicago River

I order: a Raised Sangria

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Leave your Thursday on the ground floor.

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Beatnik on the River

180 N. Wacker Dr.

Brand-new second location on the Chicago River

I order: charcuterie and a Second Fiddle



180 N. Morgan St.

Mexican food + the infamous tequila shot throwing place

I order: a chicken quesadilla and a Cadillac margarita


Shore Club Chicago

1603 N. Lake Shore Dr.

Beachside dining and seafood

I order: shrimp & mahi mahi ceviche and a Shore Club sangria


Hampton Social

353 W. Hubbard St.

Hamptons-inspired seafood restaurant

I order: the lobster roll and a frose


Happy Camper

1209 N. Wells St.

Real pizza (not deep dish) with good cocktails

I order: a Tony and an Umbrella


Patio Happy Hours



18 E. Bellevue

$5 drinks and apps during happy hour

I order: truffle fries and rose



1925 N. Lincoln Ave.

Known for Bachelor Monday happy hour

I order: a heart-shaped pizza and sangria


City Winery

1200 W. Randolph St.

A winery inside Chicago

I order: a cheese tour and rose




Oak Street Beach

1001 N. Lake Shore Dr.

The closest beach to downtown and borders Gold Coast

I order: a Corona with lime


North Avenue Beach

1603 N. Lake Shore Dr.

The “party beach” with Castaways Beach Club

I order: a Bacardi Pina Colada


Live it up because it will snow sooner than you know it!



  1. Francesca wrote:

    Our next event that my team is hosting is in Chicago in the fall and I’m SO stoked to show ’em this so we can pick some fun places so the weekend isn’t all work and no play, hehehe. I’ve heard such good things about Federales! 🙂

    Posted 7.28.18
    • Caitlin wrote:

      Ah yay! You will love it here in fall! Still warm through October but not as humid 😉 Federales is BOMB. You can take a tequila shot and then throw the ice cube glass at a target!

      Posted 7.29.18

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