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New Yorkers 1st Choice
Best of Chicago

Happy hour

Made for those who view the end of the workday as a non-negotiable window for a drink.

Based on 678 Opinions
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Updated May 2026
01
Barrel cheese & wine | cocktails | Event Space image 1
Barrel cheese & wine | cocktails | Event Space image 2
Barrel cheese & wine | cocktails | Event Space image 3
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Speak-easy bar boasts dim lighting and comfortable lounge seating for cozy chats. Upstairs event space features leather couches and high-top tables, perfect for mingling. Happy hour brings a lowkey sexy vibe in a cute setting, ideal for casual drinks or events.

Happy hour offers a lowkey sexy vibe with a cute setting. It works well for both casual drinks and hosting events.

People are saying

"I loved the wine selection, especially with the cheese boards."

"The cocktails here were amazing and enjoyable."

"I found this to be the perfect spot for happy hour with its gorgeous decor."

Good to know

1

Happy hour runs from 4-7pm on weekdays with discounted drinks.

2

Live music performances occur on Wednesdays and Thursdays.

3

The venue offers a spacious event space suitable for 40-50 guests.

02
Wang's image 1

Cozy lounge offers unique cocktails and a pleasant atmosphere during happy hour. Dark, atmospheric space fills with a stylish crowd enjoying instrumental house music. Decor blends vintage kitsch with an upscale dive bar feel.

Happy hour features great cocktails and a pleasant atmosphere that makes the experience enjoyable.

People are saying

"The cocktails here are creative and delicious."

"The drinks here are strong and worth paying extra for."

"The Happy Hour cocktails here are great and delicious."

Good to know

1

There is limited seating at Wang's, so arrive early.

2

Expect to wait during peak hours as it's a popular spot.

3

Wang's does not accept reservations, so plan accordingly.

03
Quality Time image 1

Narrow bar with '70s theme and soft amber lighting offers a retro vibe. Happy hour from 5 to 7 features frozen Baja chiller and old fashioned drinks in a cozy, chill setting. Funky DJ sets spin full albums, keeping energy cool yet enthusiastic.

Happy hour runs from 5 to 7 with a pleasant, chill atmosphere that stays cozy and not too loud. Drinks like the frozen Baja chiller and old fashioned are available during this time.

People are saying

"The cocktails here are creative, fresh, and well-crafted."

"I heard the chicken tamales are pretty good."

"I loved the creative cocktails during happy hour, especially the frozen ones."

Good to know

1

Happy hour runs from 5 to 7pm with great drink specials.

2

Seating is limited on Saturday nights, so arrive early.

3

The bar offers reasonably priced drinks and good music.

04
Teddy Bear Lounge image 1
Cocktail bar

Small dive bar offers pool table and pinball machines for fun. Happy hour shines with great ambiance and solid drink deals. Cash-only policy and easy parking add to the relaxed, local vibe.

Great ambiance sets the tone during happy hour. Drinks and deals come with an awesome vibe that makes the time enjoyable.

People are saying

"This neighborhood bar has such a great vibe and atmosphere."

"The staff made me feel so welcome during Happy Hour."

"The cocktails here are excellent and the prices are decent."

Good to know

1

Happy hour runs from 4-7pm on weekdays with half-price appetizers.

2

Free music trivia happens every 2nd and 4th Tuesday of the month.

3

The bar accepts cash only, with a $3 ATM fee on-site.

05
Cara Cara Club image 1
Cocktail bar

Cocktail bar shines with a speakeasy vibe and a tropical library look. Happy hour offers mix and match highballs that are well crafted. Vinyl-spun jazz and 80s tunes add a chill atmosphere indoors and outdoors.

Happy hour features mix and match highballs that offer a solid variety. The overall experience during this time is enjoyable and well put together.

People are saying

"The cocktails here are beautifully crafted with unique options."

"I loved the speakeasy disco vibe and chill atmosphere."

"Happy Hour has great cocktails with a really unique vibe."

Good to know

1

Happy hour runs from 4-7pm on weekdays with mix and match highballs.

2

The venue gets very busy on weekends, so arrive early.

3

They operate as a cafe in the morning, offering coffee and light bites.

06
Consignment Lounge image 1

Bar blends midcentury style with an upscale vintage vibe and a queer-friendly crowd. Happy hour offers great drinks at friendly prices. Lighting and layout create a cozy yet stylish space that feels unique and inviting.

Great drinks come with happy hour prices in a friendly and welcoming locale.

People are saying

"This bar is so unique because almost everything inside is for sale."

"I enjoyed the delicious and delightful craft cocktails here."

"I loved the great drinks during happy hour at this cool spot."

Good to know

1

Happy hour offers discounted drinks from 4-7pm on weekdays.

2

Trivia night occurs every Tuesday at 8pm with no entry fee.

3

Karaoke starts at 10pm on Thursdays; expect a lively atmosphere.

07
Brando's Lincoln Park image 1

Bar shines with an upscale karaoke setup and lively DJs. Happy hour offers $5 drinks and solid deals from 5 to 7. Cozy, classy decor blends with live music Sundays for a fun, vibrant vibe.

Happy hour runs from 5 to 7 with $5 drinks and cheaper items. The deals are solid and the DJ plays great music during this time.

People are saying

"The bartenders here are phenomenal, especially during karaoke."

"I found the happy hour deals here to be amazing."

"The live music adds to the gorgeous atmosphere."

Good to know

1

Karaoke is free, but tips for the DJ are appreciated.

2

Happy hour runs daily from 5 to 7 PM with discounted drinks.

3

There is no cover charge to enter the bar.

08
Bulerias Tapas Humboldt Park WOW District image 1

Cozy tapas bar shines with live flamenco and a romantic vibe perfect for groups or dates. Happy hour offers great value with a $16 drink and two appetizers deal. Unique sazón adds a special touch to every dish and drink.

Happy hour offers great value with a deal that includes a drink and two appetizers for $16. Food and drinks during this time are consistently amazing and the deals stand out.

People are saying

"The food here is delicious and fresh, perfect for date spots."

"The complimentary bread was warm and so good."

"The food and drinks during happy hour were amazing."

Good to know

1

Happy hour offers a drink and two appetizers for $16.

2

Live flamenco nights are the best date night option.

3

A 3.5% fee applies to credit card transactions.

09
Dialtone Coffee & Wine Bar image 1

Modern cafe offers comfortable booths and outdoor seating with views of a dog park. Happy hour features refreshing cold drinks and a good late night menu served by friendly staff. Atmosphere blends trendy and cozy vibes, perfect for remote work or relaxed evenings.

Offers a great happy hour with refreshing, cold drinks served by friendly staff. The spot has a super cute vibe and a good late night menu for after work.

People are saying

"The coffee here is great and delicious."

"The cafe staff here is so friendly and welcoming."

"Harjay served us the best refreshing, cold drinks during happy hour."

Good to know

1

Happy hour runs from 4-6pm on weekdays with discounted drinks.

2

Laptops are not allowed on weekends, limiting seating availability.

3

Expect long lines during busy times, particularly on weekends.

10
The Getaway image 1

Cozy bar with a vintage speakeasy vibe and dim lighting offers a friendly happy hour that draws regulars. Creative cocktails shine alongside a comfortable lounge with sofas and a fireplace, making it perfect for mingling and relaxing.

Offers a great happy hour with a wonderful selection that draws regulars. The vibe during happy hour feels friendly and inviting.

People are saying

"The cocktails here are super creative and beautifully made."

"The dim lighting and fireplace make it feel so cozy."

"I really enjoyed their wonderful happy hour."

Good to know

1

Happy hour runs from 4-7pm on weekdays with discounted drinks.

2

Karaoke night is on Thursdays starting at 10pm with a two-drink minimum.

3

The Getaway hosts a knitting night every Tuesday in the back lounge.

11
Italian Homemade Company image 1
Italian restaurant

Spacious, clean interior with an open kitchen creates a relaxed vibe with Italian new songs. Pasta dishes are exceptionally delicious, paired with Italian wines and cocktails. Happy hour offers $7 cocktails and great espresso martinis from 3 to 6 pm on weekdays.

Happy hour runs from 3 to 6 pm on weekdays with $7 cocktails and great espresso martinis. It offers a solid value for drinks during that time.

People are saying

"The homemade pasta here is delicious and fresh."

"The food here is so authentic, it transports you straight to Italy."

"You should go for happy hour; the pasta is cheap."

Good to know

1

Happy hour runs from 3 to 6 pm, Monday through Friday.

2

Pasta 101 class teaches how to make authentic pasta.

3

Happy hour features $7 cocktails and espresso martinis.

12
Diego Chicago Restaurant | Dinner, Late Night, Weekend Brunch image 1

Mexican spot offers a heated patio perfect for year-round visits and a DJ playing lively music that lifts the mood. Happy hour from 4 to 6 PM features great food and drink specials with delicious drinks. Cozy decor and a chill vibe make it ideal for drinks or a date night.

Happy hour runs from 4 to 6 PM with great food and drink specials. Drinks taste delicious and the overall vibe feels amazing.

People are saying

"The food here is amazing, bursting with flavor."

"The cocktails here pair perfectly with the sunshine on the open roof patio."

"The happy hour drinks here are delicious and craveable."

Good to know

1

Happy hour runs from 4 to 6 PM with great food and drink specials.

2

Asada Sundays offer unique dining experiences worth checking out.

3

Reservations are recommended, especially for patio seating.

13
Raizes Mexican Cocktail Bar + Kitchen image 1

Mexican cocktail bar buzzes with house music and a club-like vibe. Enjoy creative margaritas and elevated tacos that shine during happy hour from 4 to 6 PM with $8 drinks and Taco Tuesday specials. Unique decor and a wall of Jaritos add charm.

Happy hour runs from 4 to 6 PM Tuesday through Friday with house margaritas for $8. Taco Tuesday specials also stand out during this time.

People are saying

"The cocktails here are creative and made to perfection."

"The tacos here are delicious and flavorful."

"I loved the tacos during happy hour, they were a great deal."

Good to know

1

Happy hour runs from 4 to 6 PM Tuesday through Friday.

2

Taco Tuesday specials are available during happy hour.

3

Expect to pay around $118 for 6 tacos and 6 drinks.

14
CH Distillery | Jōtō Sushi image 1

Two-room sushi spot blends a speakeasy vibe with a modern bar and views of a working distillery. Happy hour shines with great sake and handrolls, while the omakase offers dry-aged fish in an intimate setting.

Happy hour features great sake and rolls with a solid selection of handrolls. Cocktails and sushi stand out as excellent options during this time.

People are saying

"The Japanese food here is phenomenal and super fresh."

"I enjoyed the sake selection; it was well curated and diverse."

"I loved the fresh, buttery fish and great happy hour rolls."

Good to know

1

Happy hour offers discounted sake and rolls from 4-6pm on weekdays.

2

Reservations are recommended for dinner, especially on weekends.

3

Credit cards and mobile payments are accepted; cash is also welcome.

15
Remedy image 1

Bar blends retro video games with a large fish tank for a unique vibe. Happy hour runs weekdays 4-7 PM with half off drinks and food. Chill spot with hip-hop music and friendly staff keeps energy fun and relaxed.

Happy hour offers everything half off, including drinks and menu items, from Monday to Friday between 4 and 7 PM. The atmosphere features a welcoming and fun staff, especially on Fridays, with a continuous flow of drinks.

People are saying

"The bar staff here are artists who welcome you with warmth and magic."

"I experienced the best happy hour in the city here."

"You can play retro games and join raffles for gift cards."

Good to know

1

Happy hour runs from 4-7pm with half off all drinks.

2

Tuesday nights feature $8 cocktails during happy hour.

3

The bar closes at 4am, perfect for late-night outings.

16
W. Hideaway Lounge image 1

Small lounge blends modern elegance with a neighborly vibe and lively energy. Phenomenal DJs spin house and hip hop, drawing a stylish crowd. Happy hour from 3 to 6 PM offers great value drinks priced $6 to $8, including shots.

Happy hour runs from 3 to 6 PM with drinks priced between $6 to $8 and includes shots. The deals offer great value and the drinks are consistently enjoyable.

People are saying

"This bar has a chic, inviting atmosphere with good music."

"I found their First Tuesdays Karaoke to be very fun."

"The happy hour drinks are great and well worth the price."

Good to know

1

Karaoke happens every Tuesday night, with a two-drink minimum.

2

Happy hour runs from 3 to 6 PM, with drinks priced between $6 and $8.

3

The lounge does not serve food, so plan accordingly.

17
Lush Wine & Spirits - West Town image 1

Wine bar boasts a huge wine selection and a tucked-away patio for a chill vibe. Happy hour features half-off glasses and free duck fat popcorn, making it easy to relax and savor oysters or charcuterie. No corkage fees on bottles add to the laid-back feel.

Happy hour offers half-off glasses, making drinks about $5-7 each. No corkage fees apply on full bottles, and they serve free duck fat popcorn during this time.

People are saying

"I loved relaxing on their lovely patio."

"I loved the great wine selection here."

"The wine and charcuterie selection during Happy Hour is amazing."

Good to know

1

Happy hour offers half-off glasses, averaging $5-7 each.

2

During happy hour, there are no corkage fees for full bottles.

3

Free duck fat popcorn is available during happy hour.

18
Bad Habit image 1
Bar & grill

Bar and grill offers a stunning bar and a laid back vibe perfect for happy hour. Drinks are great and the atmosphere is friendly for groups. Music sets a great vibe before the DJ arrives, making it a solid spot to unwind.

Happy hour features great drinks and a friendly atmosphere. Groups find it a solid spot to unwind after work.

People are saying

"I loved the crunchy shrimp tacos with cilantro lime tartar."

"The cocktails here are creative and really well done."

"You've got to try the seasoned fries and mezcal Paloma during Happy Hour."

Good to know

1

Happy hour offers great drink specials from 4-7pm on weekdays.

2

The menu features a variety of options, including vegan choices.

3

Prices are reasonable for the quality of food and drinks.

19
The Evie image 1
American restaurant

Elegant second-floor spot offers amazing views of Michigan Avenue and a funky atmosphere perfect for easy conversation. Happy hour shines with masterfully made exotic cocktails and an upscale vibe that suits both groups and intimate dinners.

Upscale vibes shape the happy hour with a great deal on cocktails that often outshine the menu. Weekday sessions bring a fun atmosphere for groups and intimate dinners alike.

People are saying

"The American Food here, especially the steak frites and lobster roll, is top notch."

"The food at these dinner spots was outstanding and beautifully prepared."

"The happy hour here is really fun and a good deal."

Good to know

1

Happy hour runs from 4-7pm on weekdays with half-price appetizers.

2

Reservations are recommended, especially for larger groups.

3

The restaurant has a dress code; business casual is preferred.

20
Moonflower image 1
Cocktail bar

Cocktail bar offers a dimly lit speakeasy vibe with a lively dance floor under a disco ball. Happy hour serves a $6 grilled cheese, beer, and shot deal. Live music and outdoor seating add to the warm atmosphere.

Happy hour features great deals on food and drinks. You can get a grilled cheese, a beer, and a shot for just $6 during this time.

People are saying

"The food here was always incredible."

"It's a cool place with a dark, moody speakeasy vibe."

"I thought their happy hour had great deals and nice drinks."

Good to know

1

Happy hour runs from 4-7pm with great drink deals.

2

Moonflower hosts live music events on weekends.

3

Brunch drinks are charged separately from food.

21
No Vacancy image 1
Restaurant

Dark academia decor sets a classy yet casual vibe with comfortable bar seating and large screen TVs for games. Happy hour shines with half price food and drinks, featuring amazing birria egg rolls and craft cocktails. DJs on weekends keep the atmosphere fun and welcoming.

Happy hour offers half price food and drinks with solid deals on appetizers and beverages. The menu features amazing food and drinks at a discounted price, making it a popular time to visit.

People are saying

"I found the birria egg rolls to be absolutely delicious."

"You have to try the steak sliders; the steak is so tender."

"I found the happy hour deals to be pretty good."

Good to know

1

Happy hour runs from 4:30 to 6:30 pm with half-price appetizers and drinks.

2

Expect a lively atmosphere, especially during NFL games on weekends.

3

The menu features unique dishes but is small enough to not be overwhelming.

22
VELA image 1
Mexican restaurant

Space blends sophisticated Mexican vibes with a lively DJ spinning house, reggaeton, and hip hop. Guests enjoy upscale casual energy with comfy seating and standout cocktails. Happy hour shines with amazing cocktails and great service, perfect for sharing appetizers and desserts.

Happy hour features amazing cocktails made with quality liquors and great service at the bar. It offers a chance to enjoy appetizers and share main courses and desserts at a good value.

People are saying

"The food here has flavor profiles that are above and beyond."

"The cocktails here are phenomenal, with recommendations that are spot-on."

"The cocktails during Happy Hour were amazing and made with quality liquors."

Good to know

1

Happy hour offers $10 off cocktails and half-price appetizers from 4-6pm.

2

Reservations are recommended for large parties, especially on weekends.

3

The restaurant hosts a popup event with their sister restaurant every month.

23
Vincent image 1
American restaurant

Small space with a cozy vibe and chic patio sets a romantic tone. Live shows feature top-notch musicians and comedians, creating a lively scene. Happy hour offers $9 martinis daily, blending great drinks with stylish intimacy.

Happy hour runs seven days a week with $9 martinis and cocktail specials that stand out in the neighborhood. The deals offer consistent value and variety during this time.

People are saying

"Kenny makes the most delectable cocktails."

"I loved the live music, especially the piano."

"I enjoyed their happy hour specials; they're the best I've found."

Good to know

1

Happy hour is available seven days a week with special cocktail deals.

2

Live music occurs on Tuesdays featuring an electric baby grand.

3

There is no cover charge for live music events.

24
Innjoy image 1
Bar & grill

Dive bar offers affordable Jell-O shots and notable pizza and wings with a fun patio space. Happy hour from 6 to 8 PM features half-price appetizers and drinks and basketball games on screens. Energy stays high with great music and lively crowds.

Happy hour runs from 6 to 8 PM with half-price appetizers and drinks. Basketball games play on screens while cheap beer is available, creating a lively atmosphere.

People are saying

"I loved the tasty food and good drinks during Happy Hour."

"The bar played great music, especially during the 80's, 90's, 00's dance party."

"The food here is tasty and good."

Good to know

1

Happy hour runs from 6-8 PM with half-price appetizers and drinks.

2

Trivia night starts at 8 PM on Tuesdays; expect a busy crowd.

3

Reservations for tables are available but not guaranteed.

25
Danke image 1
Sandwich shop

Small sandwich shop with house-made sourdough offers quick, quality meals. Cozy bar shines during happy hour with a killer drink lineup and standout wines. Laid-back vibe makes it perfect for casual dining and unwinding after work.

Happy hour features a wonderful selection of wines that stand out after work. The overall vibe during happy hour is worth a visit with a killer drink lineup.

People are saying

"I found the turkey sandwich to be the highlight."

"The Dinner Spots here have delicious food and quality ingredients."

"I found the sandwiches here to be the best."

Good to know

1

Danke makes most of their ingredients in-house, including the bread.

2

The prices at Danke are very economical.

3

They are allergen friendly.

26
Bistro Monadnock image 1
French restaurant

Historic charm meets French bistro elegance with live jazz setting a relaxed mood. Happy hour shines with curated wine list and tasty sliders at the bar. Cozy, stylish space offers standout cocktails and classic dishes like French Onion Soup.

Happy hour runs from 2 to 5 pm with a thoughtfully curated wine list and French classics like French Onion Soup. Bar seating offers sliders and fries alongside drinks.

People are saying

"The escargot here is outstanding and alone worth the visit."

"I thought the French onion soup rivaled the best I had in Paris."

"I loved the sliders and fries during Happy Hour."

Good to know

1

Reservations are recommended, especially on weekends, to avoid being turned away.

2

Happy hour runs from 4-6pm on weekdays with discounted drinks and appetizers.

3

Expect a $10 charge for each cheese on the charcuterie board.

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