Jackson’s Uptown Chicago Guide
Coffee Favorites
Please be sure to verify locations. AirBnB places the pin on the map for some places in the wrong location. Almost everything I've listed here is within a short walking distance in the neighborhood.
Small local coffeeshop with unique drinks and pastries. Try the homemade poptarts!
Drink Happy Thoughts
942 W Montrose AveSmall local coffeeshop with unique drinks and pastries. Try the homemade poptarts!
Friendly local coffee shop with a Vietnamese twist. Unique coffee creations and teas.
8 icetyiswa ngabantu basekuhlaleni
First Sip Cafe
1057 W Argyle StFriendly local coffee shop with a Vietnamese twist. Unique coffee creations and teas.
Klein's Bakery & Cafe
4155 N BroadwayLocally-owned Venezuelan bakery with traditional and global pastries.
Great little coffee shop with food that's perfect for a stop when exploring Sheridan Park.
Elevate Coffee - Uptown
Great little coffee shop with food that's perfect for a stop when exploring Sheridan Park.
Great lattes and more. This location inside the Lawrence House has a large lobby lounge space that's great for groups or hanging out and getting some work done. Come back in the evening for cocktails at Larry's and enjoy the backyard in the summertime!
Heritage Outpost
Great lattes and more. This location inside the Lawrence House has a large lobby lounge space that's great for groups or hanging out and getting some work done. Come back in the evening for cocktails at Larry's and enjoy the backyard in the summertime!
Food scene
Please be sure to verify locations. AirBnB places the pin on the map for some places in the wrong location. Almost everything I've listed here is within a short walking distance in the neighborhood.
Hearty, traditional Italian cooking pairs with craft cocktails & wines in a warm, stylish setting.
17 icetyiswa ngabantu basekuhlaleni
Bar Roma
5101 N Clark StHearty, traditional Italian cooking pairs with craft cocktails & wines in a warm, stylish setting.
Casual Ethiopian eatery with shared plates, house-roasted coffee & traditional music on weekends.
65 icetyiswa ngabantu basekuhlaleni
Demera Restaurant
4801 N BroadwayCasual Ethiopian eatery with shared plates, house-roasted coffee & traditional music on weekends.
Upscale farm-to-table bar eats & a large beer & whiskey menu served in a traditional Irish pub.
93 icetyiswa ngabantu basekuhlaleni
Lady Gregory's Irish Bar & Restaurant
5260 N Clark StUpscale farm-to-table bar eats & a large beer & whiskey menu served in a traditional Irish pub.
Hip spot with traditional Korean cuisine, creative cocktails & sake in an intimate, dimly lit venue.
23 icetyiswa ngabantu basekuhlaleni
Jin Ju
5203 N Clark StHip spot with traditional Korean cuisine, creative cocktails & sake in an intimate, dimly lit venue.
Great for brunch and dinner. Try the chicken biscuit with gravy with mom's seal of approval! Also great for watching the game and sitting back with a local brew or cocktail. Check their website for daily specials.
33 icetyiswa ngabantu basekuhlaleni
The Reservoir
844 W Montrose AveGreat for brunch and dinner. Try the chicken biscuit with gravy with mom's seal of approval! Also great for watching the game and sitting back with a local brew or cocktail. Check their website for daily specials.
Funky bar and restaurant known for their chicken and waffles. Great for brunch, lunch, dinner, and late night drinks.
58 icetyiswa ngabantu basekuhlaleni
Fat Cat Restaurant & Bar
4840 N BroadwayFunky bar and restaurant known for their chicken and waffles. Great for brunch, lunch, dinner, and late night drinks.
Tweet
5020 N Sheridan RdLocal brunch place with fresh fruits, omelettes, and more.
Michelin Bib Gourmand winning Thai restaurant. Try the three course set menu that is to die for! Make reservations to ensure a table with no wait.
6 icetyiswa ngabantu basekuhlaleni
Herb
5424 N BroadwayMichelin Bib Gourmand winning Thai restaurant. Try the three course set menu that is to die for! Make reservations to ensure a table with no wait.
Michelin Bib Gourmand winning Neapolitan pizza restaurant. Pizza & pasta are prepared in an open kitchen & offered with espresso & wines in casual digs.
Munno Pizzeria & Bistro
4656 N Clark StMichelin Bib Gourmand winning Neapolitan pizza restaurant. Pizza & pasta are prepared in an open kitchen & offered with espresso & wines in casual digs.
In-On Thai
4641 N BroadwayOur favorite local thai place! Friendly owners and excellent pad thai and curries.
A neighborhood institution for decades, this place has good cheap pizza and pastas.
13 icetyiswa ngabantu basekuhlaleni
Gigio's Pizzeria
4643 N BroadwayA neighborhood institution for decades, this place has good cheap pizza and pastas.
Delicious fried chicken sandwiches, burgers and shakes in a fun atmosphere. Try the fries with lots of aioli!
Lucy's
Delicious fried chicken sandwiches, burgers and shakes in a fun atmosphere. Try the fries with lots of aioli!
Michelin Bib Gourmand winning Oaxacan Mexican restaurant. Try the stuffed porkchop or enchiladas! Also check out Asia on Argyle Street just around the corner for even more delicious restaurants.
Kie-Gol-Lanee
5004 North Sheridan RoadMichelin Bib Gourmand winning Oaxacan Mexican restaurant. Try the stuffed porkchop or enchiladas! Also check out Asia on Argyle Street just around the corner for even more delicious restaurants.
Dubbed Asia on Argyle, between Broadway and Sheridan, this street has been home to Southeast Asian restaurants and shops since the 1970s with various street festivals throughout the year.
Asia on Argyle
Dubbed Asia on Argyle, between Broadway and Sheridan, this street has been home to Southeast Asian restaurants and shops since the 1970s with various street festivals throughout the year.
Grocery Essentials
Please be sure to verify locations. AirBnB places the pin on the map for some places in the wrong location. Almost everything I've listed here is within a short walking distance in the neighborhood.
Two-story Target with everything you could need from groceries to housewares.
394 icetyiswa ngabantu basekuhlaleni
Target
4466 N BroadwayTwo-story Target with everything you could need from groceries to housewares.
ALDI
A newly renovated Aldi grocery store, this location is great for cheap groceries.
Peter Rubi
804 W Montrose AveVegan grocery store and food hall, now called X Market, the largest in Chicago!
Local supermarket chain with fresh produce, organic products, and a wide selection of groceries.
Jewel-Osco
Local supermarket chain with fresh produce, organic products, and a wide selection of groceries.
Imbibes
Please be sure to verify locations. AirBnB places the pin on the map for some places in the wrong location. Almost everything I've listed here is within a short walking distance in the neighborhood.
Relaxing cocktail bar with a large historic hotel lobby and backyard that's perfect for a lazy afternoon of drinking. Rotating cocktail menu, beer, and wine.
14 icetyiswa ngabantu basekuhlaleni
Larry's
1020 W Lawrence AveRelaxing cocktail bar with a large historic hotel lobby and backyard that's perfect for a lazy afternoon of drinking. Rotating cocktail menu, beer, and wine.
LGBTQ-friendly local dive bar. Cheap drinks and bar food.
70 icetyiswa ngabantu basekuhlaleni
Big Chicks
5024 N Sheridan RdLGBTQ-friendly local dive bar. Cheap drinks and bar food.
Prohibition-era jazz lounge that may or may not have been a favorite hangout of Al Capone. Known for their classic cocktails and live music.
471 icetyiswa ngabantu basekuhlaleni
The Green Mill
4802 North BroadwayProhibition-era jazz lounge that may or may not have been a favorite hangout of Al Capone. Known for their classic cocktails and live music.
Drag queens take the stage at this long-standing nightclub open since 1969, and now located in Uptown. Be sure to tip your servers and performers well!
11 icetyiswa ngabantu basekuhlaleni
The Baton Show Lounge
4713 N BroadwayDrag queens take the stage at this long-standing nightclub open since 1969, and now located in Uptown. Be sure to tip your servers and performers well!
Cozy bar featuring pub food & whisky/beer flights in a low-lit setting with a relaxing sidewalk patio.
63 icetyiswa ngabantu basekuhlaleni
The Bar on Buena
910 W Buena AveCozy bar featuring pub food & whisky/beer flights in a low-lit setting with a relaxing sidewalk patio.
Great summertime spot to eat, drink, and enjoy some live music at the beach.
37 icetyiswa ngabantu basekuhlaleni
The Dock
200 W Montrose Harbor DrGreat summertime spot to eat, drink, and enjoy some live music at the beach.
Sightseeing
Please be sure to verify locations. AirBnB places the pin on the map for some places in the wrong location. Almost everything I've listed here is within a short walking distance in the neighborhood.
Large family-friendly beach with a section just for dogs. Check out The Dock on summer evenings for live music.
297 icetyiswa ngabantu basekuhlaleni
Montrose Beach
Large family-friendly beach with a section just for dogs. Check out The Dock on summer evenings for live music.
Spectacular skyline views of downtown Chicago from just south of Montrose Harbor. Visit just after sundown for the city lights!
West Montrose Harbor Drive
West Montrose Harbor DriveSpectacular skyline views of downtown Chicago from just south of Montrose Harbor. Visit just after sundown for the city lights!
Former studio of Charlie Chaplin, Gloria Swanson and other famous silent movie stars. The original Hollywood before Hollywood!
Essanay Studios
Former studio of Charlie Chaplin, Gloria Swanson and other famous silent movie stars. The original Hollywood before Hollywood!
Small alleyway between Wilson and Broadway/Leland featuring numerous murals by local and national/international artists
4600 N Clifton Ave, Chicago, IL 60640, USA
Small alleyway between Wilson and Broadway/Leland featuring numerous murals by local and national/international artists
The Hutchinson Street historic district is filled with many grand mansions from the 1910s and 20s, many designed by well-known architect George Maher. Located between Hazel and Clarendon along Hutchinson and surrounding streets.
840 W Hutchinson St
The Hutchinson Street historic district is filled with many grand mansions from the 1910s and 20s, many designed by well-known architect George Maher. Located between Hazel and Clarendon along Hutchinson and surrounding streets.
The final resting place of many famous Chicagoans and one of the largest arboretums in Chicago. A beautiful place to walk around and view the elaborate tombs and spooky legends. You can find a walking tour guide online.
Graceland Cemetery
The final resting place of many famous Chicagoans and one of the largest arboretums in Chicago. A beautiful place to walk around and view the elaborate tombs and spooky legends. You can find a walking tour guide online.
Neighborhoods
Please be sure to verify locations. AirBnB places the pin on the map for some places in the wrong location. Almost everything I've listed here is within a short walking distance in the neighborhood.
Home to Wrigley Field and the Chicago Cubs, this neighborhood is sports-centric with more sports bars than you can count.
177 icetyiswa ngabantu basekuhlaleni
Wrigleyville
Home to Wrigley Field and the Chicago Cubs, this neighborhood is sports-centric with more sports bars than you can count.
LGBTQ+ friendly neighborhood that has hosted Chicago’s annual Pride Parade since 1971 and is a center of nightlife in the city.
92 icetyiswa ngabantu basekuhlaleni
Boystown
LGBTQ+ friendly neighborhood that has hosted Chicago’s annual Pride Parade since 1971 and is a center of nightlife in the city.
Vibrant corridor full of shops, restaurants, and entertainment. Shop for unique clothing or antiques, or enjoy a nice evening out at one of the many gourmet restaurants.
154 icetyiswa ngabantu basekuhlaleni
Andersonville
Vibrant corridor full of shops, restaurants, and entertainment. Shop for unique clothing or antiques, or enjoy a nice evening out at one of the many gourmet restaurants.
Music Lovers
Please be sure to verify locations. AirBnB places the pin on the map for some places in the wrong location. Almost everything I've listed here is within a short walking distance in the neighborhood.
Mid-sized music venue featuring national touring artists.
92 icetyiswa ngabantu basekuhlaleni
Riviera Theatre
4746 North Racine AvenueMid-sized music venue featuring national touring artists.
Large standing room only music venue featuring national artists and local festivals.
123 icetyiswa ngabantu basekuhlaleni
Aragon Ballroom
1106 W Lawrence AveLarge standing room only music venue featuring national artists and local festivals.
Legendary music venue featuring a variety of punk, rock, indie and everything from the Smashing Pumpkins to small local bands.
Double Door
1050 W Wilson AveLegendary music venue featuring a variety of punk, rock, indie and everything from the Smashing Pumpkins to small local bands.
A variety of indie & alternative bands play at this popular, intimate concert venue.
73 icetyiswa ngabantu basekuhlaleni
Metro
3730 N Clark StA variety of indie & alternative bands play at this popular, intimate concert venue.
Mid-size theater featuring touring bands and other performances.
52 icetyiswa ngabantu basekuhlaleni
The Vic Theatre
3145 N Sheffield AveMid-size theater featuring touring bands and other performances.
Nightclub-vibe with drinks and French food featuring international DJs, electronic, house and techno music.
Le Nocturne Chicago
4810 N BroadwayNightclub-vibe with drinks and French food featuring international DJs, electronic, house and techno music.