Jennifer's Guidebook
Neighborhoods
Logan Square is a trendy up and coming neighborhood on the Northside of Chicago. Great for local bars and restaurants. Night scene is fun and great for people 20-30 years old.
174 locals recommend
Logan Square
Logan Square is a trendy up and coming neighborhood on the Northside of Chicago. Great for local bars and restaurants. Night scene is fun and great for people 20-30 years old.
Roscoe Village
Right outside your door, go explore!
Cute, trendy north side neighborhood with tons of great restaurants and local shops.
104 locals recommend
Lincoln Square
Cute, trendy north side neighborhood with tons of great restaurants and local shops.
Wicker Park
1425 N Damen AveTrendy, great restaurants, bars, and night scene.
Upscale neighborhood with excellent restaurants and upscale bars and night-scene.
68 locals recommend
River North
Upscale neighborhood with excellent restaurants and upscale bars and night-scene.
Comedy club
A true Chicago staple. Original Zanies comedy club! Always a fun time!
Zanies Comedy Night Club
1548 N Wells StAlways a fun time!
Things to do
Fun spot for a night out! Bars, clubs, restaurants, movie theater, shopping, bowling, indoor skydiving. Tons to do!
13 locals recommend
Parkway Bank Park Entertainment District
5501 Park PlFun spot for a night out! Bars, clubs, restaurants, movie theater, shopping, bowling, indoor skydiving. Tons to do!
Take a nice long walk along the Chicago river walk, shopping, restaurants, and amazing views of the city! You can bike or blade here too.
273 locals recommend
Chicago Riverwalk
306-370 W Wacker DrTake a nice long walk along the Chicago river walk, shopping, restaurants, and amazing views of the city! You can bike or blade here too.
Hot Tix - Mag Mile Location
Great for sightseeing! Great views!
Fun!! Catch a Cubs game at the stadium, eat some great food, or bar hop down the many bars on Clark Street! Great for night scene.
177 locals recommend
Wrigleyville
Fun!! Catch a Cubs game at the stadium, eat some great food, or bar hop down the many bars on Clark Street! Great for night scene.
Check out North Ave beach! This is one of the busier more popular beaches in Chicago so if you are looking for a big crowd in the summer this is the place! Bike rentals and chair rentals available.
338 locals recommend
North Avenue Beach
Check out North Ave beach! This is one of the busier more popular beaches in Chicago so if you are looking for a big crowd in the summer this is the place! Bike rentals and chair rentals available.
This is my personal fav. If you enjoy a quieter beach scene with less people this is the place! It’s very clean as well.
47 locals recommend
Loyola Beach
This is my personal fav. If you enjoy a quieter beach scene with less people this is the place! It’s very clean as well.
Food scene
If you like Mediterranean, this is the spot! FOOD IS AMAZING! Make sure to make a reservation!!
13 locals recommend
Ema
74 W Illinois StIf you like Mediterranean, this is the spot! FOOD IS AMAZING! Make sure to make a reservation!!
Chinatown
Tons of great Chinese restaurants and local shops.
City advice
Getting around
Late night outings
If you plan on being out late take an Uber rather than public transit as crimes tend to happen more in the late hours on buses and trains.
Ways to save
Groupon
Check out Groupon for local deals in the city!
Getting around
Public Transportation
Public Transportation in the city is excellent! Make sure to download the Ventra app or buy your Ventra cards at your local train station, currency exchange, or Walgreens.