Home to several of Chicago’s most notable tech companies (Salesforce and Groupon immediately come to mind), River North is bustling with busy worker bees during the day. But people can’t seem to force themselves away from this exciting Chicago neighborhood, even at night when work is over. As a result, River North plays host to some of Chicago’s finest nightlife offerings.

Due to the high-rent nature of River North, you’ll want to make sure your bachelor party doesn’t mind throwing down for cocktails that start at $12 per drink. If you’re looking for a luxe night out for the groom-to-be’s last stand, River North is the perfect destination.

Dinner Before Drinks

Or dinner and drinks at the same time. Whatever your style, it’s worth starting the evening at one of River North’s highly-acclaimed dining establishments. Here are a few to choose from that’ll make sure you start off the night on the right foot:

GT Fish & Oyster

531 N Wells St

GT Fish & Oyster is perfect for the groom who can’t get enough of seafood. This Bib Gourmand winner (to name just one of their accolades) promises only the freshest offerings. Their oysters are not to be missed!

RPM Steak or RPM Italian

66 W Kinzie St & 52 W Illinois St

You may not care that owners Bill and Giuliana Rancic can be frequently caught dining here, but you should care that these two Lettuce Entertain You Restaurant locations are some of the most highly-acclaimed dining hotspots not only in River North, but in Chicago as a whole. Both locations are known for their excellent craft cocktails, homemade pasta, and perfectly seared steaks. Since it’s an occasion, don’t skimp on dessert – try the 24k gold chocolate cake.


445 N Clark St

Don’t expect to leave this this Rick Bayless restaurant without spending at least $100/plate (not to mention the cost of cocktails!). Dining here is truly an experience, and the nature of the courses that are served will mean you won’t get uncomfortably full before a night of drinking.

Bavette’s Bar and Boeuf

218 W Kinzie

Dining at this Chicago establishment is usually reserved for birthdays and promotions, making it the ideal place to celebrate your groom’s last days of freedom. It’s the perfect location for a classy steak dinner before a night out on the town.

After Dinner Drinks

River North has a bustling night life, but before hitting the clubs, grab a craft cocktail from one of these neighborhood favorites.

Gilt Bar

230 W Kinzie St

Enjoy classic craft cocktails in a speakeasy environment. Ask to be seated in “The Library”, and you’ll be led downstairs to a secret room worthy of the drinking adventures of Al Capone.

Three Dots & A Dash

435 N Clark St

Your crew might feel a little silly in this tiki-inspired bar, but there’s nothing silly about the alcoholic punch these drinks can pack. Like The Library at Gilt Bar, it’s slightly hidden away, in this case, a River North alley.

Headquarters Beercade

213 W Institute Pl

Bring the boys to Headquarters for small bites, craft cocktails (try The Motts), and free arcade games. It’s the perfect place to get your drink on before heading out to River North’s exciting club scene.

River North Clubs

Once you’ve sufficiently liquored up, it’s time to head out to River North’s fun club scene, unparalleled in the rest of the city.

Untitled Supper Club

111 W Kinzie St

It’s hard to think of a location more suitable for a boy’s night out than Untitled Supper Club. Besides delicious drinks and food, there’s often something exciting going on – like a burlesque show or live musical entertainment. A caveat: their dress code is among the most strict of all Chicago clubs. Brush up on it before heading in so there are no disappointments!


56 W Illinois St

This military-themed nightclub often has a wait. For the smoothest experience, seek out one of their promoters so that you can get your friends on their list.

Underground Wonder Bar

710 N Clark St

If you’re tired of the typical club crowd, sneak on over to Underground Wonder Bar. This bar is known for blues, jazz, and reggae live acts.

If you buy a copy of our book Historic Bars of Chicago ($12), you can get a Chicago Trolley $45 coupon that is more than 10% off for most rentals, and can help you get around River North in style.

If you have better ideas for a River North, or want help planning an itinerary, email us. We can also help with booking private party rooms if you plan to stay in one location!