Book your tickets and get some rest because when you land in Chicago –  it’ll all be about that nightlife. Check out these spots…

Where to Enjoy the Chicago Nightlife

Need even more excuses to book those flights to Chicago? If you’re a night owl, Chi-town is definitely the place for you! Whether you want a romantic or chill night, a happening nightclub, or sports and a beer with friends, one of these Chicago neighborhoods is bound to have exactly what you’re after.

Wicker Park/Bucktown

If you’re feeling trendy and artsy tonight, you’ll want to head over to this neighborhood for a unique nightlife experience. Expect to find street vendors ranging from tattoo artists to glass blowers, as well as an abundance of nightlife options on Division Street, all with Chicago’s famous architecture in the background. You won’t go wrong by starting with dinner at The Boundary and finishing up your night with an artisanal cocktail at The Violet Hour.

Lincoln Square

Get in touch with your German roots (or just come if you like to drink) in this neighborhood that is officially known as the heart of Chicago’s German Town. On the major thoroughfare of Lincoln Avenue, you’ll find a lovely stretch of hand-laid cobblestone surrounded by a wonderful selection of traditional German eateries and taverns that offer famous, mammoth-sized mugs of beer. Start your night with the raucous, beer-soaked vibe at Huttenbar for a traditional German experience.

Ready to take the Windy City’s nightlife scene by storm? Check out these cheap flights to Chicago to get you there!


Wrigley Field may have been the reason you booked those flights to Chicago, but once you’re in the area, you’ll have so much more to explore and experience! Those in town for a game at Wrigley Field, home of the Chicago Cubs baseball team, will find a huge, rambunctious crowd of enthusiastic fans at the numerous bars and pubs that surround the ball field. Spectators fill these places before, during and after the game, and it’s the place to be if you’re looking for high spirits. Local favorites include Casey Moran’s for those looking for an upscale Irish pub experience and The Cubby Bear, which is famous for its post-game parties.

North Center/Roscoe Village

In the mood to chill? North Center/Roscoe is perfect for you. You’ll find plenty of wine bars, pubs and live music venues along the main drag of Roscoe Street. Drop in at Martyrs’ or Constellation for some excellent live music, and try the burgers, beer and cheese curds at The Bad Apple.

River North

If it’s a ritzy rendezvous you’re looking for after those late flights to Chicago, you should head north (River North, that is!). River North’s scene is considered one of the most glamorous in the entire city, so dress up and get your glam on before heading here. On East Ontario and North Dearborn, you’ll find a wide selection of posh nightclubs, sleek lounges, all within the see-and-be-seen crowd. Both The Studio Paris Nightclub and The Underground are excellent and chic choices.

Leave a Reply

Your email address will not be published. Required fields are marked *