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Enjoy cheap, heavy pours, live out your American Idol dreams at a cabaret-style karaoke lounge, and end your evening with some late night British “nosh.”

Here's your plan for cheap cocktails, karaoke, and late-night British bites in Chicago

Cheap Cocktails and Karaoke Night Out

Start your night at Ceres Cafe in Chicago's Loop for some of the heaviest pours in the city, setting the stage for a fun-filled evening.

Cocktail Drinks

⭐️Ceres is known for being THE place to go for after work drinks and you may even run into Lori Lightfoot

✅ Before you go 
• Last call for the bar is at 8pm so get there by 7:30 at the very latest if you want to order more than one drink

💪Pro tips: 
• For the heaviest pours the servers recommend vodka lemonade or rum and coke
• Request an extra pop on the side to chase down your drink!

Get drinks at Ceres Cafe

Sing your heart out at Brando's Speakeasy with over 300,000 songs available in a cozy karaoke setting ideal for striking a pose and making unforgettable memories.

Karaoke Night

⭐️Brando’s karaoke song library has over 300,000 songs and if you can’t find the one you're looking, for they can download it for you on the spot

🚶‍♀️Transportation:
• 2 minute walk from Ceres Cafe

💪Pro tips: 
• There is a virtual line for karaoke that you can access using a QR code at the bar
• Check out the cocktail lounge in the back of the bar for a quieter vibe

Karaoke at Brando’s Speakeasy

Finish your night at Elephant and Castle for British poutine or fish and chips, just a 3-minute walk from karaoke.

Late Night Dining

🚶‍♀️Transportation:
• 3 minute walk from Brando’s Speakeasy

💪Pro tip: 
• Try the fish and chips or poutine

Late night bites at Elephant and Castle

Here's your Nudge plan for a friends night out where you'll get cheap heavy pours,

sing your heart out, and prevent a hangover with some late night carbs.

First, head to Ceres Cafe to pregame with some of the heaviest pours in the city.

They'll give you an entire cup of liquor with a side of pop and trust me,

head to Brando's and get your name in the karaoke lineup ASAP.

Take the stage and tap into your inner star to sing with your friends

The energy is great and if you pick the right song, the whole bar will sing along.

End your night at Elephant and Castle to fight off tomorrow's hangover.

A few drinks in the British decor will make you confused

We got exclusively fried foods because you really can't go wrong with that

after a night of drinking. All you have to do is

warm up your singing voice and pick a night soon!

Here's your plan for exploring 15+ immersive art installations that spark creativity and fun. Watch the video 👇

Explore more than 15 unique installations at the WNDR museum in West Loop

Unique Installations at WNDR 

Explore 15+ immersive art installations at WNDR Museum in West Loop—experience interactive rooms, light floors, and tactile visuals. Purchase tickets in advance for entry.

Immersive Art Exhibits

✅ Before you go
• Grab a Nudge voucher to use for entry pre September 30, 2025: https://www.nudgetext.com/events/wndr-museum-visit?programId=19

💪 Pro tips
• WNDR Wednesday’s promotion: Tickets include one (1) beer, wine, or cocktail, or non-alcoholic drink 
• Make sure to visit Camp WNDR after your visit next door! 

Reserve Your Spot 

WNDR Museum is an award-winning, immersive art exhibit with over 18+ interactive installations. WNDR encourages guests of all ages to explore their creativity, reawaken their childlike wonder, and experience art in a whole new way.

Immerse yourself in a space that awakens the inner child,

15 installations of super unique immersive art.

Guide yourself through each of the rooms at your own pace,

taking in all the art they've got to offer.

WNDR will help you to think and see outside the box.

Here's your plan for enjoying happy hour solo with tasty bites and drinks at Nic + Junior's. Watch the video 👇

Great happy hour deals at Nic + Juniors in River North 

Happy Hour, Solo Style 

Enjoy $7 espresso martinis and delicious Caesar salad at Nic + Junior's Happy Hour in River North, Chicago, with city views and a beautiful patio. Solo dates welcome!

Happy Hour Drinks

✅ Before you go
• Happy Hour runs 4-6pm Monday- Friday. Not restricted to bar seating! 

💪 Pro tips
• Bites range from $7-$15 (I recommend the Caesar!). Drinks range from $4-$9. 

Happy Hour at Nic + Juniors 

so here's the plan for you if you also want to treat yourself.

I went to Nick and Junior's in River North,

where they have a menu of Brazilian slash Italian food.

Both were only $7 on the happy hour menu.

It's a gorgeous patio and you get great views of the city.

Here's your plan for a fun-themed paint night with cocktails and creative vibes in Westmont. Watch the video 👇

Join Paint and Sip Bar at one of their themed paint nights across the Chicagoland area

Themed Paint & Sip 🎨

Unleash your creativity at SIP and Paint Bar in Westmont—enjoy two craft cocktails while you paint your own masterpiece at this self-guided themed event.

Paint & Sip Night

✅ Before you go
• Browse the calendar for upcoming paint nights https://www.sipandpaintbar.com/general-2-1
• Purchase your ticket on Eventbrite https://www.eventbrite.com/o/49788979153

💪 Pro tips
• This is a self-guided paint event! No paint instructor present. 
• A ticket comes with two (2) craft cocktails, blank canvas, instructions, and supplies (food purchased separately)

Purchase a ticket 🎫 

SIP and Paint Bar is a traveling paint party that hosts themed

paint and sip nights in restaurants all over the Chicago land area.

A purchase ticket guarantees your spot in the restaurant,

2 craft cocktails and the canvas with your supplies.

The paint and sip event is a self-guided experience,

so come ready to channel your inner artist.

the staff was great with great music and surprise giveaways.

Check out the link in the info section for details.

Here's your plan for tasting beers and cocktails at three breweries and one distillery in Chicago. Watch the video 👇

Stop at 3 breweries and 1 distillery in Ravenswood/ North Center! 

Malt Row Brewery Crawl 🍻

Enjoy a diverse selection of approachable craft beers at Begyle Brewing in North Center, Chicago—perfect for groups looking to start their brewery crawl adventure.

Brewery visit

✅ Before you go
• Begyle Brewing prides itself on offering a diverse and approachable selection of quality beer that brings people together. 

Begyle Brewing 

Experience traditional European-style beers at Dovetail Brewing in North Center, Chicago—specializing in unique sours and expertly crafted brews.

Beer Tasting

✅ Before you go
• Dovetail specializes in continental European styles and traditional methods. 

Dovetail Brewing 

Demo Brewing Company offers creative, unique brews in a converted garage space. Enjoy their Secondhand Store draft for a truly distinctive beer experience in Lake View.

Craft Beer Tasting

💪 Pro tips
• The secondhand store draft is delicious and different from anything I’ve ever had! 

Demo Brewing Company  

Sip creative cocktails or whiskey flights at Koval Distillery Tasting Room—enjoy outdoor seating, board games, and a lively, inviting atmosphere in Lake View.

Cocktail Tasting

✅ Before you go
• Visit the KOVAL tasting room for cocktails, flights, perfect pairs, light bites, international coffee drinks and more.

💪 Pro tips
• They have outdoor seating and board games! 

Koval Distillery Tasting Room

This Ravenswood brewery crawl is perfect to get a

group of friends together and hang out this summer.

where I got a cider because I don't usually do beer.

and from there we walked up north to Dovetail Brewing.

which I actually really ended up liking for a beer.

we walked another 2 blocks up to Demo Brewing.

I really loved the space because it's a converted garage.

their drinks were really good and unique here,

but they have amazing cocktails and you really just need to check it out.