There’s nothing better than leaving work and hitting up the best happy hour specials that the city has to offer. After working hard all day, you just want to relax and unwind with a drink and some friends. We know the feeling and that’s why we’re here to help you find the best happy hour specials in Chicago! Check out these Chicago happy hour specials and enjoy some drinks with friends every week.
Monday Night Sunset Cocktail Cruise
Make happy hour an experience every week with our Monday Night Sunset Cocktail Cruise! This Chicago happy hour cruise takes place on the Anita Dee II yacht and is the perfect after work plan. Set sail through the Windy City and experience Chicago from the spacious Anita Dee II. Enjoy views of Chicago while a live DJ blasts nothing but the hits of this year. Now this happy hour cruise just wouldn’t be a happy hour cruise without some drinks right? Well, this after work cruise comes with fully stocked bars on board so you can order up your favorite drinks all night long! With tickets starting at just $25 and this event going on every week what’s stopping you? Book your tickets today and forget about any other Chicago happy hour specials that you know about!
Book your tickets for our Monday Night Sunset Cocktail Cruise
Tuesday Night Happy Hour Cruise
If Monday night isn’t enough for you, we hit the seas yet again every Tuesday night! Get on board the Anita Dee II yacht on Tuesdays and sail with us as we treat you to beautiful city views and drinks all night. Enjoy music with our live DJ on board and dance the work stress away on the seas. Tickets for this Chicago happy hour cruise also start at just $25 and we have multiple dates available! There’s no better Chicago happy hour specials than hitting the seas on board the Anita Dee II!
Book your tickets for our Tuesday Night Happy Hour Cruise
Of course, our happy hour cruises are an event that you just can’t miss, but when you can’t make it on board where should you spend your happy hour? Well, we’ve got some weekly Chicago happy hour specials that you should definitely check out.
Happy Hour @ Brando’s Speakeasy
Brando’s Speakeasy combines two of your favorite things into one for a happy hour special that you’ll definitely love. Hit up Brando’s Speakeasy and enjoy not only some cheap food and drinks, but also karaoke! This karaoke bar has over 300,000 songs for you and your coworkers to perform to forget all about the office. Add in their $3-5 drink specials and half price brewery beer for a night that you’ll definitely be talking about the next day. This happy hour special takes places every Monday to Thursday from 5 p.m. until 7 p.m.
Happy Hour @ drumBAR
If you’re looking for Chicago happy hour specials with a unique view then drumBAR has got you covered. This rooftop bar offers up a daily happy hour special that starts at 8 p.m. and goes until 10 p.m. Enjoy views from the 18th floor of the Raffaello Hotel while you sip on $8 cocktails and $8 champagne. The drumBAR was also voted the best rooftop bar in Chicago in 2012 so you know you’re in for a good time!
And if you need any more convincing as to why you should join us on our Happy Hour cruises, check out the full experience here!