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Happy hour spots in the Loop

A chance to unwind with a drink as the workday ends. The relief of settling into a chair when the clock hits five.

Based on 715 Opinions
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Updated April 2026
01
Danke image 1
Danke image 2
Danke image 3
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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.

02
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.

03
S2 Express Grill Downtown image 1

Unique decor and a warm vibe create a chill energy. Happy hour features affordable drinks and tasty tacos with friendly service. Top-tier music like hip-hop and afrobeats keeps the mood lively.

Affordable happy hour drinks come with dine-in only rules. Amazing cocktails and tasty tacos make the time enjoyable. Friendly service adds to the experience.

People are saying

"I experienced unique, great customer service here."

"The lamb chops here are seasoned well and so tender."

"Fifi's great service makes Happy Hour so sweet."

Good to know

1

Happy Hour runs until 7pm with affordable drinks for dine-in only.

2

Live DJ performs on Taco Tuesdays, creating a lively atmosphere.

3

Expect a fun vibe on Fridays when the DJ is present.

04
Seville Chicago image 1
Restaurant

Rooftop spot shines with stunning city views and a relaxed atmosphere perfect for quiet meals or lively happy hours. Weekday happy hour offers great value food but drinks can be less impressive. Friendly staff enhance the charming dining experience.

Rooftop offers a fun happy hour vibe with drinks and food from 3:30 to 5:30 on weekdays. Food prices stay great value while drinks can be less impressive at this Spanish small plates spot.

People are saying

"You'll love the inventive cocktails, many are sweet."

"The food here is delicious, super juicy and flavorful."

"The small plates at Happy Hour were all delicious."

Good to know

1

Happy hour runs from 3:30 to 5:30pm on weekdays.

2

Happy hour offers great deals on food and drinks.

3

The restaurant is located on the 16th floor of the Hilton hotel.

05
Franklin Tap image 1
Restaurant

Expansive layout with dog-friendly patio and many high-top tables suits casual hangouts. Daily drink specials and all-day happy hour deals keep the vibe lively and affordable. Over 100 beers on tap and multiple TVs showing sports attract a diverse afterwork crowd.

Daily drink specials run every weekday, creating a near 24/7 happy hour vibe. The happy hour cheeseburger matches the regular size, and all-day deals make unwinding easier.

People are saying

"The food here is excellent, tasty, and solid."

"I enjoyed the great beer selection here."

"I found great deals on drinks and food during their happy hour."

Good to know

1

Happy hour runs every day with great deals on drinks.

2

Weekend brunch is available with special menu items.

3

Daily drink specials make it easy to unwind after work.

06
90th Meridian Kitchen & Bar image 1

Small space inside a cool old building offers a stylish but unpretentious vibe with fair prices and no wait times. Happy hour brings awesome prices and a lively vibe, though the menu could be clearer. Solid craft beers and cocktails make it a cozy hangout.

Happy hour features awesome prices and a lively vibe. The menu excludes regular items and could be clearer about offerings.

People are saying

"The food here is delicious, especially the juicy jerk chicken sliders."

"The sliders were packed with flavor, seriously delicious."

"The Happy Hour sliders were packed with flavor."

Good to know

1

They are only a lunch spot and do not offer a dinner menu.

2

The meal cost about $25 with a craft beer.

3

There was never a wait, even without reservations.

07
The Drunken Bean Coffee & Wine Bar image 1

Cozy coffee shop offers park views and a friendly vibe with local events and pet-friendly moments. Happy hour from 4 to 6 features reasonably priced wine and great deals. Outdoor seating creates a chill atmosphere perfect for relaxing or working late.

Happy hour runs from 4 to 6 with reasonably priced glasses of wine. Deals improve noticeably during this time, making it a nice happy hour option.

People are saying

"I had a great, strong coffee here."

"The staff here are so friendly during Happy Hour."

"It's so chill and perfect for relaxing."

Good to know

1

Happy Hour runs from 4:00 to 6:00 PM every day except Saturdays and Sundays.

2

Comedy shows happen on Tuesday nights, offering free entertainment.

3

The cafe has a nice selection of healthy breakfast options.

08
One North Kitchen & Bar image 1
American restaurant

Cozy American spot shines with $10 cocktails during happy hour and a lively crowd for drinks and meals. Sleek design and outdoor seating create a warm vibe. Popular for after-work hangouts and casual co-working with tacos and chili cheese fries specials.

Happy hour runs from 3 to 8 Monday to Friday with a menu offering a $10 glass of wine, $10 old fashioned, and $10 Manhattan. Food options mostly match the regular menu prices, with a few specials like tacos and chili cheese fries available.

People are saying

"I found the salads to be amazing and quite large."

"The staff here makes dinner spots feel so accommodating and friendly."

"The happy hour food menu has delicious options for everybody."

Good to know

1

Happy hour runs from 3-8pm, Monday to Friday, with various drink specials.

2

The happy hour food menu includes a few taco and fries options.

3

The restaurant is conveniently located across from the Lyric Opera.

09
The Grillroom Chophouse & Wine Bar image 1

Steakhouse shines with high-quality steaks and a sophisticated atmosphere featuring warm lighting and leather accents. Happy hour offers cocktail specials perfect for a quick, enjoyable stop. Music stays low, creating a romantic vibe ideal for relaxing before dinner.

Happy hour features cocktail specials that work well as a pre-show drink. The atmosphere suits a quick, enjoyable stop before dinner.

People are saying

"The service at these dinner spots is so attentive and helpful."

"The steak was cooked perfectly and packed with flavor."

"The service during Happy Hour was spectacular."

Good to know

1

Happy hour offers drink specials from 4-6pm on weekdays.

2

Reservations are recommended, especially for weekend dining.

3

A 3% surcharge applies for credit card payments.

10
Copper Club image 1
Restaurant

Stylish escape with wide chairs and a large bar offers cozy comfort and lively vibes. Happy hour from 4 to 6 pm features great deals on drinks and sliders, including a fruit-packed sangria and strong old fashioned. Affordable meals and strong whiskey attract after-work crowds.

Happy hour runs from 4 to 6 pm with great deals on drinks and sliders. The sangria tastes packed with fruit flavors, and the old fashioned is strong, priced at $8 plus $2 for a cube.

People are saying

"The food here is tasty and delicious."

"The sangria during happy hour was amazing, packed with fruit flavors."

"The sofa chairs are really comfortable, though a bit low."

Good to know

1

Reservations are essential for happy hour due to high demand.

2

Happy hour specials include discounted drinks and slider options.

3

Copper Club is only open on weekdays.

11
Gordo's Tiny Taco Bar image 1
Mexican restaurant

Small space with Mexican decor and loud music creates a lively vibe. Daily happy hour offers half-off appetizers and buy-one-get-one entrees, plus bottomless mimosas during brunch. Indoor and outdoor seating overlooks a nearby park, perfect for casual dining.

Offers daily happy hour promos with half-off appetizers and entrees from 2-4 PM on weekdays and a 4-6 PM happy hour. Includes buy-one-get-one entrees from 3 PM to close every day and bottomless mimosas during brunch.

People are saying

"The birria tacos here are seasoned and delicious."

"It's a hidden gem in the heart of downtown Chicago."

"The nachos and drinks during happy hour are delicious and filling."

Good to know

1

Taco Tuesday offers $3 tacos, a great deal in downtown.

2

Happy hour runs daily with half-off appetizers from 2-4 PM.

3

Expect a 50-minute wait for large groups during peak hours.

12
Bandol Brasserie & Raw Bar image 1

Space blends art deco style with southern France beach vibes for an upscale feel. Cocktails and French dishes offer a luxurious dining experience. Happy hour features amazing deals and convenient parking, making it easy to enjoy the lively yet low-key atmosphere.

Offers amazing deals with some of the best prices around. Parking stays convenient during happy hour, making it easy to stop by and enjoy the fun atmosphere.

People are saying

"The food here is delicious, especially the steak frites."

"The service at these dinner spots is excellent and attentive."

"The service during Happy Hour was friendly and attentive."

Good to know

1

Reservations are recommended for dinner, especially on weekends.

2

Happy hour runs from 4 to 6 PM with great deals on drinks and appetizers.

3

The rooftop menu starts at 3 PM, perfect for afternoon gatherings.

13
Cardozo's Pub image 1
Italian restaurant

Basement pub offers a divey vibe with walls lined by legal books, perfect for relaxed chats. Happy hour features great drink specials that draw a steady after-work crowd. Dim lighting adds to the cozy atmosphere, making it a top spot for casual drinks.

Great drink specials stand out during happy hour. Frequent visits show consistent after-work deals that attract a steady crowd.

People are saying

"This pub feels like a hidden gem, perfect for a laid-back drink."

"It's got this old school vibe with legal textbooks lining the walls."

"I experienced one of the best happy hours with great drink specials."

Good to know

1

Expect a 20% automatic gratuity for parties of two or more.

2

Happy hour features $5 call drinks and draft beer on Mondays.

3

On Wednesdays, enjoy a burger, fries, and a beer for $10.

14
All Star Seafood and Sports image 1

Sports bar buzzes with big screen TVs and loud games. Happy Hour brings a laid back vibe with outstanding specials and only shots served. Seafood shines as top-quality dishes, matching the friendly, energetic crowd.

Happy Hour offers laid back vibe with outstanding specials and great food options. Shots are the only drinks sold during this time.

People are saying

"You can grab tasty food while watching live sports on the many TV screens."

"The seafood here is fresh, flavorful, and cooked to perfection."

"I waited an hour for my first drink during Happy Hour."

Good to know

1

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

2

Salsa lessons are offered on Wednesdays, followed by a Latin dance night.

3

Karaoke night happens every Thursday with a two-drink minimum.

15
Five Iron Golf image 1
Indoor golf course

Indoor golf shines with top-notch simulators and a full bar for drinks. Happy hour offers great prices from 3pm to 6pm, perfect for groups. Social spots like a pool table add fun to the upscale, lively vibe.

Happy hour runs from 3pm to 6pm with great prices on food and drinks. Deals offer enough for more than two people for under $70, making it affordable and a nice surprise.

People are saying

"The golf staff here are genuinely fun and know how to treat you right."

"The food here is delicious and fresh."

"I found the food and drinks to be affordable during Happy Hour."

Good to know

1

Happy hour runs from 3 to 6pm with great food and drink deals.

2

Trivia night takes place every Tuesday at 8pm with a $5 entry fee.

3

The all-you-can-eat wings cost $5 during happy hour.

16
Millennium Hall Restaurant image 1

Frank Gehry's dancing metal design sets a unique scene with views of the ice rink and cityscape. Happy hour shines with amazing deals and lively karaoke, perfect for company events. The bar-focused vibe suits group outings and casual dining with large projection TVs.

Happy hour features amazing deals and a lively atmosphere with karaoke. Company events often take advantage of the covered happy hour offerings.

People are saying

"Chef David's pizza making class was so fun and awesome."

"I found the beers here to be excellent and tasty."

"The service during Happy Hour is fantastic and so welcoming."

Good to know

1

Reservations are recommended for pizza-making courses and private events.

2

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

3

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

17
Cantina on Madison, Casual Mexican Restaurant & Bar, Voted #1 Tacos image 1

Mexican spot with beautiful murals and a cozy vibe offers both indoor and outdoor seating. Happy hour shines with discounted guacamole and mixed well drinks around $6. Quiet, laid-back atmosphere makes it perfect for relaxing after work.

Happy hour features discounted guacamole and mixed well drinks for around $6. Drink specials stay very good with daily sales and tasty tacos available.

People are saying

"I thought the food was amazing and delicious."

"The staff here makes it a great spot for date nights."

"I loved the great happy hour tacos."

Good to know

1

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

2

Taco Tuesday features select tacos for $2 each.

3

Live DJ on Saturday evenings creates a vibrant nightlife atmosphere.

18
Ayayay - Mexican Eatery image 1
Mexican restaurant

Urban, modern space with Tulum-inspired decor offers a lively vibe and great music. Daily happy hour from 2 to 6 pm features Margarita specials, perfect for post-work drinks. Seating varies from stools to intimate spots, creating a welcoming energy.

Daily happy hour runs from 2 to 6 pm with Margarita specials. It serves as a solid spot for post-work drinks and dinner with consistent deals.

People are saying

"I found the food here to be delicious and well-seasoned."

"I found the nachos here to be fresh, flavorful, and perfectly prepared."

"The margaritas during Happy Hour are fantastic."

Good to know

1

Happy hour runs daily from 2 to 6 pm.

2

$3 Taco Tuesdays offer great value for visitors.

3

Wednesday features a special margarita deal.

19
Grant Park Bistro image 1

Outdoor seating offers great views and a bright, clean space filled with natural light. Happy hour brings affordable specials that arrive fast and satisfy. Bottomless mimosas and well-crafted cocktails keep the vibe lively and vibrant.

Happy hour features affordable specials that come quickly and satisfy. The deals offer a great value and attract repeat visits.

People are saying

"I thought the food here was amazing and excellent."

"The breakfast service here is amazing, especially from Alfredo."

"The classic burger is amazing and only $8 during Happy Hour."

Good to know

1

Happy hour runs from 4-6pm with affordable drink specials.

2

There is a one and a half hour limit for bottomless mimosas during brunch.

3

A 20% service charge is added for tables of more than four people.

20
Wilma's Famous BBQ & Tavern image 1
Barbecue restaurant

Barbecue spot shines with robotic food delivery and a live DJ spinning old school R&B, setting a lively mood. Walls boast Chicago-themed artwork honoring local legends, blending sports bar vibes with Black Art touches. Happy hour offers $10 rib tips and drinks, perfect for casual bites and sips.

Happy hour features $10 rib tips, chicken tips, and fries paired with drinks. Great deals make it a solid choice for a casual bite and drink.

People are saying

"The food here is always amazing and fire."

"I thought the Mac and Cheese was some of the best I've ever had."

"The food during Happy Hour is fresh and delicious."

Good to know

1

Happy hour features $10 cocktails and small plate combos.

2

Expect small portion sizes during happy hour.

3

The restaurant automatically adds gratuity to all bills.

21
Stocks & Blondes image 1

Dive bar with wide draft beer selection and cozy old wood decor draws a diverse, friendly crowd. Happy hour buzzes with professionals enjoying $5 Malort shots and beer specials until 6 PM. Late 90's hip hop keeps energy lively yet conversation-friendly.

Buzzing with professionals around 5 PM, happy hour features great specials on beers, well whiskey, and $5 shots of Malort. The kitchen stays open only through happy hour, which ends promptly at 6 PM.

People are saying

"They have a solid craft beer list with many choices."

"I thought the burgers here were juicy and fresh."

"I loved the happy hour specials and drink specials."

Good to know

1

Happy hour runs from 5 PM to 6 PM with special drink prices.

2

The kitchen is only open during happy hour from 5 PM to 6 PM.

3

An automatic 20% gratuity is added for parties of 5 or more.

22
Senoritas Cantina On Dearborn image 1

Small Mexican spot with authentic decor and chill vibes offers fantastic margaritas and underrated vegetarian options. Happy hour from 3 to 6 features 20% off drinks and tasty arrachera tortas. Indoor music can be loud but outdoor seating is quiet.

Happy hour runs from 3 to 6 with a 20% off discount. Drink specials stand out alongside daily specials and arrachera tortas.

People are saying

"The Mexican food here is authentic and delicious."

"The ambiance is eclectic and vibey, a great spot for photos."

"They have a great happy hour with daily specials."

Good to know

1

Happy hour runs from 3-6pm with a 20% discount on drinks.

2

Brunch is now offered on weekends with a special menu.

3

A 3% surcharge applies for credit card payments.

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