Wicker Park

creative hip · 60622

Wicker Park earned its reputation in the 1990s as the affordable bohemian outpost where writers, painters, and pre-Wilco bands could rent a storefront and call it a studio. That era is over. Six Corners is now a flagship retail intersection, Milwaukee Avenue runs on craft cocktails and small plates, and the rent reflects every bit of it. What survived is a genuinely walkable creative core with the 606 trail running through it, vintage shops next to natural-wine bars, and a date scene that skews mid-career, design-literate, and slightly weary of being told they sold out. Bring opinions about coffee.

Sub-zones

Drill into Wicker Park

1 sub-zones inside Wicker Park. Each has its own scorecards, venue grid, and on-the-ground read.

Bucktown
hip residential · 60622
Wicker Park's quieter sibling, separated by the Bloomingdale Trail and roughly a decade of mortgage payments. Damen Avenue threads it together: Map Room for trivia-night charm, Lottie's Pub for the unreconstructed neighborhood-tavern energy, Le Bouchon if the date warrants actual cloth napkins. The 606 doubles as a corridor and a soft-launch, easier to walk a stranger east at sunset than to commit to a sit-down. Three-flats outnumber high-rises, strollers outnumber scooters, and the dating pool skews settled-creative: design studios, ad agencies, the occasional architect who insists on explaining the Walgreens. Pleasant. Slightly self-aware. Not where you go to be surprised.

23,377

singles 22–50

48%

male

$77,030

median income

$2,010

median rent

The data

Wicker Park by the numbers

Wicker Park tilts female, about 52% women to 48% men.
● Verified · Census ACS 5-yr, 2019–2023
Median individual income in Wicker Park is about $77,000.
● Verified · Census ACS 5-yr, 2019–2023
The City of Chicago, where Wicker Park sits, voted about 77% for Harris over Trump in 2024 — the core is heavily Democratic.
● Verified · Cook County / Chicago BOE 2024 canvass
The median renter in Wicker Park pays about $2,010 a month.
● Verified · Census ACS 5-yr, 2019–2023
About 23,400 Wicker Park residents ages 22 to 50 are single.
● Verified · Census ACS 5-yr, 2019–2023

On the ground

Local date spots

30 spots · tap a point, label, or class to filter

Neighborhood

Class

Budget

Vibe

30 spots across Wicker Park

Wicker Park
Activity
Garfield Park Conservatory
Botanical garden★ 4.8 · 10,533
Wheelchair access
Find it
300 N Central Park Ave, Chicago, IL 60624
Get there
Transit Drive Walk
Crowd read
4.8★ from 10,533 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at Garfield Park Conservatory.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
TueClosed
Wed10 AM to 8 PM
Thu10 AM to 5 PM
Fri10 AM to 5 PM
Sat10 AM to 5 PM
Sun10 AM to 5 PM
Dining
Onsite services
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Contact
Call Site Maps
Wicker Park
Activity
The Salt Shed
Live music venue★ 4.7 · 3,629
Wheelchair access
Bucktown
Drinks
The Leavitt Street Inn & Tavern
Bar & grill★ 4.9 · 3,531
Outdoor seatingGood for groups
Find it
2345 N Leavitt St, Chicago, IL 60647
Get there
Transit Drive Walk
Crowd read
4.9★ from 3,531 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at The Leavitt Street Inn & Tavern.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon3 PM to 12 AM
Tue3 PM to 12 AM
Wed3 PM to 12 AM
Thu12 PM to 12 AM
Fri12 PM to 2 AM
Sat12 PM to 2 AM
Sun12 PM to 12 AM
Parking
Free street parking
Dining
Outdoor seating · Takeout · Dine-in
Access
Wheelchair accessible restroom · Wheelchair accessible seating
Crowd
Groups · Tourists
Pets
Dogs allowed outside
Contact
Call Site Maps
Bucktown
Cafés
Margie's Candies
Ice cream shop★ 4.5 · 2,862
Wheelchair access
Find it
1960 N Western Ave, Chicago, IL 60647
Get there
Transit Drive Walk
Crowd read
4.5★ from 2,862 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at Margie's Candies.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon10 AM to 12 AM
Tue10 AM to 12 AM
Wed10 AM to 12 AM
Thu10 AM to 12 AM
Fri10 AM to 1 AM
Sat10 AM to 1 AM
Sun10 AM to 12 AM
Parking
Free parking lot
Dining
Onsite services · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible seating
Contact
Call Site Maps
Wicker Park
Cafés
The Wormhole Coffee
Coffee shop$$$$★ 4.6 · 2,093
Outdoor seatingGood for groups
Find it
1462 N Milwaukee Ave, Chicago, IL 60622
Get there
Transit Drive Walk
Crowd read
4.6★ from 2,093 Google reviews
Split the bill
$ · budget-friendly is our editorial bracket, not a real bill. Plug in what you expect to actually spend at The Wormhole Coffee.
Estimate — adjust$
Your share$13
Their share$13
Even split — modern and uncomplicated.
Hours
Mon7 AM to 7 PM
Tue7 AM to 7 PM
Wed7 AM to 7 PM
Thu7 AM to 7 PM
Fri7 AM to 7 PM
Sat8 AM to 7 PM
Sun8 AM to 7 PM
Parking
Free street parking
Dining
Outdoor seating · Onsite services · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible restroom · Wheelchair accessible seating
Crowd
College students · Groups · Tourists
Contact
Call Site Maps
Wicker Park
Dining
Beatnik West Town
Restaurant$$$$★ 4.4 · 1,981
Wicker Park
Activity
The Empty Bottle
Live music venue★ 4.7 · 1,591
Wheelchair access
Find it
1035 N Western Ave, Chicago, IL 60622
Get there
Transit Drive Walk
Crowd read
4.7★ from 1,591 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at The Empty Bottle.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon5 PM to 1 AM
Tue5 PM to 1 AM
Wed5 PM to 1 AM
Thu5 PM to 1 AM
Fri4 PM to 2 AM
Sat5 PM to 2 AM
Sun5 PM to 1 AM
Parking
Free street parking
Dining
Onsite services
Access
Wheelchair accessible entrance · Wheelchair accessible restroom
Contact
Call Site Maps
Wicker Park
Dining
Elia Chicago
Turkish restaurant$$$$★ 4.7 · 1,351
Wicker Park
Dining
Club Lucky
Italian restaurant$$$$★ 4.5 · 1,219
Bucktown
Activity
Diversey River Bowl
Bowling alley★ 4.3 · 1,174
Wheelchair access
Find it
2211 W Diversey Pkwy, Chicago, IL 60647
Get there
Transit Drive Walk
Crowd read
4.3★ from 1,174 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at Diversey River Bowl.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon12 PM to 1 AM
Tue12 PM to 1 AM
Wed12 PM to 1 AM
Thu12 PM to 1 AM
Fri12 PM to 1 AM
Sat10 AM to 1 AM
Sun10 AM to 11 PM
Parking
Free parking lot
Dining
Onsite services
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot
Contact
Call Site Maps
Wicker Park
Dining
Le Bouchon
French restaurant$$$$★ 4.6 · 1,147
Wicker Park
Dining
Via Carducci La Sorella
Southern Italian restaurant$$$$★ 4.5 · 707
Bucktown
Drinks
Estelle's Cafe & Lounge
Bar$$$$★ 4.4 · 695
Good for groupsWheelchair access
Find it
2013 W North Ave, Chicago, IL 60647
Get there
Transit Drive Walk
Crowd read
4.4★ from 695 Google reviews
Split the bill
$ · budget-friendly is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Estelle's Cafe & Lounge.
Estimate — adjust$
Your share$13
Their share$13
Even split — modern and uncomplicated.
Hours
Mon4 PM to 4 AM
Tue4 PM to 4 AM
Wed4 PM to 4 AM
Thu4 PM to 4 AM
Fri4 PM to 4 AM
Sat4 PM to 5 AM
Sun4 PM to 4 AM
Parking
Free street parking
Dining
Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible restroom
Crowd
Groups
Contact
Call Site Maps
Wicker Park
Dining
Taxim
Greek restaurant$$$$★ 4.3 · 657
Bucktown
Drinks
Remedy
Bar$$$$★ 4.5 · 633
Good for groupsWheelchair access
Find it
1910 N Milwaukee Ave, Chicago, IL 60647
Get there
Transit Drive Walk
Crowd read
4.5★ from 633 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Remedy.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon4 PM to 4 AM
Tue4 PM to 4 AM
Wed4 PM to 4 AM
Thu4 PM to 4 AM
Fri4 PM to 4 AM
Sat4 PM to 5 AM
Sun4 PM to 4 AM
Parking
Free street parking
Dining
Onsite services · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible restroom
Crowd
Groups
Contact
Call Site Maps
Wicker Park
Drinks
Bordel
Cocktail bar$$$$★ 4 · 597
LGBTQ+ friendlyGood for groups
Find it
1721 W Division St, Chicago, IL 60622
Get there
Transit Drive Walk
Crowd read
4★ from 597 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Bordel.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
TueClosed
WedClosed
Thu6 PM to 2 AM
Fri6 PM to 2 AM
Sat6 PM to 3 AM
SunClosed
Parking
Paid parking lot
Dining
Dine-in
Crowd
Groups · LGBTQ+ friendly · Tourists
Contact
Call Site Maps
Bucktown
Dining
Penumbra
Steak house$$$$★ 4.8 · 590
LGBTQ+ friendlyGood for groups
Find it
3309 W Fullerton Ave, Chicago, IL 60647
Get there
Transit Drive Walk
Crowd read
4.8★ from 590 Google reviews
Split the bill
$$$ · a splurge is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Penumbra.
Estimate — adjust$
Your share$45
Their share$45
Even split — modern and uncomplicated.
Hours
MonClosed
TueClosed
Wed5 to 10 PM
Thu5 to 10 PM
Fri5 to 11 PM
Sat5 to 11 PM
Sun5 to 9 PM
Parking
Free street parking
Dining
Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible restroom · Wheelchair accessible seating
Crowd
Groups · LGBTQ+ friendly · Tourists
Contact
Call Site Maps
Wicker Park
Drinks
The Revel Room
Bar$$$$★ 4.4 · 581
Wicker Park
Activity
The Comedy Clubhouse
Comedy club★ 4.8 · 557
LGBTQ+ friendlyGood for groups
Find it
1462 N Ashland Ave, Chicago, IL 60622
Get there
Transit Drive Walk
Crowd read
4.8★ from 557 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at The Comedy Clubhouse.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
TueClosed
WedClosed
ThuClosed
Fri7:15 to 11:30 PM
Sat7:15 to 11:30 PM
SunClosed
Dining
Onsite services
Access
Wheelchair accessible entrance · Wheelchair accessible restroom · Wheelchair accessible seating
Crowd
Groups · LGBTQ+ friendly · Tourists
Contact
Call Site Maps
Wicker Park
Dining
Kennedy Rooftop
Restaurant$$$$★ 4.3 · 548
Outdoor seatingGood for groups
Find it
1551 W North Ave Ashland, Chicago, IL 60622
Get there
Transit Drive Walk
Crowd read
4.3★ from 548 Google reviews
Split the bill
$$$ · a splurge is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Kennedy Rooftop.
Estimate — adjust$
Your share$45
Their share$45
Even split — modern and uncomplicated.
Hours
Mon4 to 10 PM
Tue4 to 10 PM
Wed4 to 10 PM
Thu4 to 10 PM
Fri4 to 11 PM
Sat4 to 11 PM
Sun11 AM to 7 PM
Parking
Free parking lot
Dining
Outdoor seating · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Family-friendly · Groups · Tourists
Contact
Call Site Maps
Bucktown
Dining
Ada Street
Restaurant$$$$★ 4.7 · 545
Outdoor seatingGood for groups
Find it
1664 N Ada St, Chicago, IL 60642
Get there
Transit Drive Walk
Crowd read
4.7★ from 545 Google reviews
Split the bill
$$$ · a splurge is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Ada Street.
Estimate — adjust$
Your share$45
Their share$45
Even split — modern and uncomplicated.
Hours
Mon5:30 to 10 PM
Tue5:30 to 10 PM
Wed5:30 to 10 PM
Thu5:30 to 10 PM
Fri5 to 11 PM
Sat5 to 11 PM
Sun5:30 to 10 PM
Parking
Free street parking
Dining
Outdoor seating · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible restroom · Wheelchair accessible seating
Crowd
Groups · Locals
Contact
Call Site Maps
Wicker Park
Drinks
The Up Room
Bar$$$$★ 4.6 · 544
Wicker Park
Activity
Escape Artistry Escape Rooms
Escape room center★ 4.8 · 525
Wheelchair access
Find it
1342 N Milwaukee Ave Second Floor, Chicago, IL 60622
Get there
Transit Drive Walk
Crowd read
4.8★ from 525 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at Escape Artistry Escape Rooms.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon12 to 10:30 PM
Tue12 to 10:30 PM
Wed12 to 10:30 PM
Thu12 to 10:30 PM
Fri12 to 10:30 PM
Sat10:30 AM to 10:30 PM
Sun10:30 AM to 10:30 PM
Access
Wheelchair accessible entrance · Wheelchair accessible restroom
Crowd
Family-friendly
Contact
Call Site Maps
Bucktown
Drinks
Rootstock Wine & Beer Bar
Wine bar$$$$★ 4.7 · 487
Outdoor seatingGood for groups
Find it
954 N California Ave, Chicago, IL 60622
Get there
Transit Drive Walk
Crowd read
4.7★ from 487 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Rootstock Wine & Beer Bar.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon5 to 10 PM
Tue5 to 10 PM
Wed5 to 10 PM
Thu5 to 10 PM
Fri5 to 11 PM
Sat5 to 11 PM
SunClosed
Parking
Free street parking
Dining
Outdoor seating · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible restroom
Crowd
Groups
Contact
Call Site Maps
Bucktown
Activity
Gallery Cabaret
Live music venue$$$$★ 4.6 · 449
LGBTQ+ friendlyGood for groups
Find it
2020 N Oakley Ave, Chicago, IL 60647
Get there
Transit Drive Walk
Crowd read
4.6★ from 449 Google reviews
Split the bill
$ · budget-friendly is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Gallery Cabaret.
Estimate — adjust$
Your share$13
Their share$13
Even split — modern and uncomplicated.
Hours
Mon5 PM to 2 AM
Tue5 PM to 2 AM
Wed5 PM to 2 AM
Thu5 PM to 2 AM
Fri5 PM to 2 AM
Sat5 PM to 3 AM
Sun5 PM to 2 AM
Parking
Free street parking
Dining
Dine-in
Access
Wheelchair accessible restroom · Wheelchair accessible seating
Crowd
Groups · LGBTQ+ friendly · Transgender safespace
Pets
Dogs allowed
Contact
Call Site Maps
Wicker Park
Dining
Enoteca Roma Ristorante
Italian restaurant$$$$★ 4.6 · 436
Bucktown
Drinks
Websters Wine Bar Chicago
Wine bar$$$$★ 4.6 · 396
Outdoor seatingLGBTQ+ friendly
Find it
2601 N Milwaukee Ave, Chicago, IL 60647
Get there
Transit Drive Walk
Crowd read
4.6★ from 396 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Websters Wine Bar Chicago.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon5 to 11 PM
Tue5 to 11 PM
Wed5 to 11 PM
Thu5 to 11 PM
Fri4 PM to 12 AM
Sat4 PM to 12 AM
Sun5 to 11 PM
Parking
Free street parking
Dining
Outdoor seating · Delivery · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible restroom · Wheelchair accessible seating
Crowd
Groups · LGBTQ+ friendly · Transgender safespace
Contact
Call Site Maps
Wicker Park
Activity
First Ascent Humboldt Park
Rock climbing gym★ 4.9 · 393
Wheelchair access
Find it
2950 W Grand Ave, Chicago, IL 60622
Get there
Transit Drive Walk
Crowd read
4.9★ from 393 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at First Ascent Humboldt Park.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon6 AM to 11 PM
Tue6 AM to 11 PM
Wed6 AM to 11 PM
Thu6 AM to 11 PM
Fri6 AM to 11 PM
SatClosed
Sun10 AM to 8 PM
Parking
Free parking lot
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Contact
Call Site Maps
Bucktown
Activity
The Lincoln Lodge
Comedy club★ 4.8 · 392
LGBTQ+ friendlyGood for groups
Find it
2040 N Milwaukee Ave, Chicago, IL 60647
Get there
Transit Drive Walk
Crowd read
4.8★ from 392 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at The Lincoln Lodge.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
Tue7 PM to 12 AM
Wed7 PM to 12 AM
Thu7 PM to 12 AM
Fri6 PM to 12 AM
SatClosed
Sun5:30 to 11 PM
Parking
Free street parking
Dining
Onsite services
Access
Wheelchair accessible entrance · Wheelchair accessible restroom · Wheelchair accessible seating
Crowd
Groups · LGBTQ+ friendly · Tourists
Contact
Call Site Maps
Bucktown
Dining
Antico
Northern Italian restaurant$$$$★ 4.6 · 337
Outdoor seatingGood for groups
Find it
1946 N Leavitt St, Chicago, IL 60647
Get there
Transit Drive Walk
Crowd read
4.6★ from 337 Google reviews
Split the bill
$$$$ · top-end is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Antico.
Estimate — adjust$
Your share$80
Their share$80
Even split — modern and uncomplicated.
Hours
MonClosed
Tue5 to 10 PM
Wed5 to 10 PM
Thu5 to 10 PM
Fri5 to 10 PM
Sat5 to 10 PM
Sun5 to 10 PM
Parking
Free street parking
Dining
Outdoor seating · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible restroom · Wheelchair accessible seating
Crowd
Groups
Contact
Call Site Maps

Wicker Park

Drill into Wicker Park

Bucktown

Wicker Park by the numbers

Local date spots

Garfield Park Conservatory

The Salt Shed

The Leavitt Street Inn & Tavern

Margie's Candies

The Wormhole Coffee

Beatnik West Town

The Empty Bottle

Elia Chicago

Club Lucky

Diversey River Bowl

Le Bouchon

Via Carducci La Sorella

Estelle's Cafe & Lounge

Taxim

Remedy

Bordel

Penumbra

The Revel Room

The Comedy Clubhouse

Kennedy Rooftop

Ada Street

The Up Room

Escape Artistry Escape Rooms

Rootstock Wine & Beer Bar

Gallery Cabaret

Enoteca Roma Ristorante

Websters Wine Bar Chicago

First Ascent Humboldt Park

The Lincoln Lodge

Antico

Reach Wicker Park singles right where they plan dates.