Best of 20 happy hours in Wicker Park
Wicker Park, a vibrant neighborhood in Chicago, is known for its lively bar scene and delicious food options. One of the best times to experience Wicker Park's nightlife is during "happy hours," when participating bars and restaurants offer special discounts on drinks and appetizers. Whether you're a local or a visitor, happy hours in Wicker Park are the perfect opportunity to unwind, socialize, and enjoy great deals on food and drinks. From trendy cocktail bars to cozy pubs, there's something for everyone to enjoy during happy hours in this bustling Chicago neighborhood.
- 1. Estelle's Cafe & Lounge in Wicker Park
- 2. Bangers & Lace Wicker Park in Wicker Park
- 3. Easy Bar
- 4. Blue Line Lounge & Grill in Wicker Park
- 5. The Revel Room
- 6. Paradise Park | Pizza & Patio
- 7. The Perch Kitchen and Tap
- 8. Black Hole Bar
- 9. SWIG
- 10. Cabana Club
- 11. The Up Room in Wicker Park
- 12. Gracie O' Malley's- Wicker Park
- 13. Whiskey Business in Wicker Park
- 14. Ina Mae
- 15. Standard Bar and Grill
- 16. DSTRKT Bar & Grill
- 17. Lone Owl
- 18. The Delta | Chicago
- 19. Clever Coyote in Wicker Park
- 20. Valedor
1. Estelle's Cafe & Lounge in Wicker Park
Live music performances, Karaoke nights, and Trivia Tuesdays

The beer selection at this establishment is extensive, with a focus on local craft brews, making it a great destination for beer enthusiasts. During happy hour, which runs from 4pm to 6pm every day, all drinks are half-price, offering fantastic deals for patrons.
This venue is known for its expansive beer offerings and affordable prices. With a particular emphasis on local craft beers, the selection is sure to impress. Happy hour deals are a standout feature, with all drinks, including alcoholic beverages, available at half-price from 4pm to 6pm daily.
TOPICS
- Mediterranean Cuisine
- Downtown Spots
- Mid-Range
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2. Bangers & Lace Wicker Park in Wicker Park
Known for its lively atmosphere and craft beers

Bangers & Lace is a establishment that specializes in craft beer and sausage. They offer a happy hour Monday through Friday from opening until 6:00pm. During this time, customers can enjoy various discounts on drinks such as $4 shots, $6 16oz drafts, $8 draft spritz, $8 wines by the glass, and $8 old fashioneds.
In addition to their happy hour specials, Bangers & Lace is known for their extensive selection of craft beers and unique sausage options. Whether you're a beer enthusiast or looking to try something new, Bangers & Lace is the perfect spot to unwind and enjoy a drink after work or during the weekend. With a welcoming atmosphere and knowledgeable staff, you're sure to have a great experience at this popular bar and eatery.
TOPICS
- Social Gatherings
- American Cuisine
- Affordable Nightlife
- Downtown Spots
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3. Easy Bar
Cozy dive bar with a friendly atmosphere and a great jukebox

This place is excellent for happy hour, known for its impressive cocktails and high-quality service. The atmosphere is relaxed and inviting, making it a great spot to wind down after a long day.
During happy hour, you can enjoy reasonably priced drinks in a chill setting. The cocktails are a popular choice, but there are also other drink options available. Whether you're looking to relax and unwind or socialize with friends, this happy hour spot is the perfect choice.
TOPICS
- Social Gatherings
- Mexican Cuisine
- Happy Hours
4. Blue Line Lounge & Grill in Wicker Park
Cozy neighborhood spot with a relaxed atmosphere and friendly staff

Experience the joy of Happy Hour at not one, but two locations of Blue Line Lounge & Grill in Chicago, Illinois. The first venue, located at 60622, offers daily Happy Hours from 5:00 PM to 2:00 AM, Monday through Friday. During these hours, quench your thirst with $5 specialty martinis and $3 glasses of house wine. Meanwhile, the Blue Line Happy Hour in Wicker Park takes place every Friday from 4:00 PM to 7:00 PM, featuring $8 all specialty martinis.
In summary, Blue Line Lounge & Grill provides Happy Hour deals at two different locations in Chicago, IL 60622. The first location offers daily Happy Hours with $5 specialty martinis and $3 house wine, while the Wicker Park venue offers Friday-only Happy Hours with $8 all specialty martinis. Both locations provide great opportunities to enjoy discounted drinks and socialize with friends.
TOPICS
- American Cuisine
- Downtown Spots
- Affordable Nightlife
- Happy Hours
5. The Revel Room
Live music on weekends and a cozy atmosphere

The Revel Room's happy hour is a popular event, known for its delicious cocktails and upbeat atmosphere. Visitors frequently comment on the quality of the drinks and the energetic ambiance that makes for a great start or end to the day.
The Revel Room's staff is known for being friendly and attentive, contributing to the overall positive experience. Additionally, the bar offers attractive drink specials during happy hour, making it an even more appealing destination for budget-conscious patrons seeking a fun and affordable night out.
TOPICS
- Celebrations
- American Cuisine
- Downtown Spots
- Dinner
6. Paradise Park | Pizza & Patio
Laid-back ambiance, Focus on local and organic ingredients, Allows bringing outside food, Pet-friendly patio, Creative pizza varieties

Paradise Park, a venue in Chicago, offers a happy hour from Monday to Friday, between 3:00 pm and 6:00 pm. The happy hour takes place on the patio, providing a perfect opportunity to enjoy the summer weather in the city while unwinding after work. During this time, guests can enjoy various drink specials, including $5 glasses of wine, $8 espresso martinis, and $9 spritzes. Additionally, there are discounts on draft beers and select appetizers, as well as a $10 charcuterie board.
In summary, Paradise Park's happy hour is an excellent option for those looking to relax and enjoy drinks and food at affordable prices in Chicago. The patio setting provides a perfect atmosphere to enjoy the summer months, and the range of drink and food specials offers something for everyone. Whether you're looking to try a new wine, enjoy a classic espresso martini, or snack on some appetizers, Paradise Park has you covered.
TOPICS
- Mexican Cuisine
- Budget-Friendly Eats
- Downtown Spots
- Dinner
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7. The Perch Kitchen and Tap
Indoor and outdoor seating, dog-friendly patio, and daily specials

The Perch Kitchen offers a delightful experience with great food and a welcoming atmosphere. One of the highlights of this restaurant is their happy hour deals, which are incredibly affordable and include a range of options. From 3:00 pm to 6:00 pm, Monday through Thursday, patrons can enjoy $5 draft beers, $8 wine flights, $8 house red or white wine, and a special deal of $10 for beer, shot, and cheese curds.
This establishment is an excellent choice for those who enjoy a good deal on drinks and food. Whether you're looking to unwind after work or catch up with friends, The Perch Kitchen's happy hour is the perfect opportunity to do so without breaking the bank. With a selection of quality drinks and delicious eats, this restaurant provides a great experience that is sure to leave you satisfied.
TOPICS
- American Cuisine
- Cheap Eats
- Downtown Spots
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8. Black Hole Bar
Cozy dive bar with a lively atmosphere and pool tables

Black Hole Bar is a popular dive bar located in Chicago's Wicker Park neighborhood. Known for its original cocktails, delicious food, and great atmosphere, the bar is a favorite spot for locals and tourists alike. The bar offers Happy Hour and Daily Special deals, making it an affordable option for those looking to enjoy a night out. During Happy Hour, which runs Monday through Friday from 5:00pm to 7:00pm and Saturday from 3:00pm to 6:00pm, patrons can enjoy $7 well cocktails.
I recently stopped by the Black Hole Bar on a Saturday afternoon and was impressed by the friendly service and lively atmosphere. The bartender was welcoming and made decent drinks, while upbeat music played in the background. For just a dollar in quarters, we enjoyed several games of pool. The affordable prices and fun atmosphere made for an enjoyable experience, and I would definitely recommend stopping by if you're in the Wicker Park area.
TOPICS
- Celebrations
- American Cuisine
- Budget-Friendly Eats
- Dinner
9. SWIG
Spacious patio, friendly staff, and cozy atmosphere

Swig offers excellent happy hour specials with a friendly and inviting atmosphere. The bartenders are known for their exceptional service and ability to make a wide range of drinks at reasonable prices. This makes it a great place to relax and unwind after work, or to gather with friends for a casual night out.
The happy hour promotion at Swig is a popular event, attracting a lively and diverse crowd. The bar's cozy and comfortable setting, combined with its affordably priced drinks, make it an ideal spot for people to unwind and socialize. The happy hour experience at Swig is sure to leave a positive and lasting impression on anyone looking for a great place to enjoy a drink and good company.
TOPICS
- American Cuisine
- Affordable Nightlife
- Downtown Spots
10. Cabana Club
Tropical-themed rooftop bar with regular DJ performances and events.

The Cabana Club offers a cozy and intimate atmosphere, making it an ideal place for visitors to unwind after a long day. Its prices are reportedly reasonable, and it has received a 4.3 rating on Google from satisfied clients.
The Cabana Club has recently introduced a Happy Hour, which takes place every Monday to Thursday from 4pm to 7pm. During this period, customers can enjoy a 30% discount on food or a Tecate with a shot for just $8. Additionally, each day of the week features a specially priced cocktail, such as $10 Frozens on Mondays, $8 Margaritas on Tuesdays, $8 Sangria on Wednesdays, and $8 Whodunits on Thursdays.
TOPICS
- Downtown Spots
- Dinner
- Late Night
- Affordable Nightlife
11. The Up Room in Wicker Park
Located on the rooftop with city views

The happy hours at this establishment are highly enjoyable. The atmosphere is warm and inviting, making it an ideal place to relax. The staff is friendly and contributes to the overall positive environment.
The Up Room offers wonderful happy hours with a stunning view of the city. It's a great location to unwind after work and enjoy a beautiful vista. The atmosphere and city view make it a perfect place to spend time during happy hour.
TOPICS
- Social Gatherings
- Italian Cuisine
- Rooftop
12. Gracie O' Malley's- Wicker Park
Cozy atmosphere with live Irish music on weekends

The atmosphere at this establishment is both elegant and calming, featuring charming decor that enhances the overall experience. Guests have consistently raved about the tastefully done lighting, music, and breathtaking views.
Moving on to events, the venue offers a noteworthy promotion on Mondays from 6pm to 4am. During the hours of 6pm to 8pm, patrons can enjoy half-priced cocktails and beers. Furthermore, the establishment offers an additional highlight - half-price El Jimador margaritas throughout the entire event.
TOPICS
- American Cuisine
- Happy Hours
- Downtown Spots
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13. Whiskey Business in Wicker Park
Over 100 whiskeys, knowledgeable staff, craft cocktails

This location is an excellent choice for happy hour goers. The rooftop offers a wonderful view and a pleasant atmosphere, making it an ideal spot to relax after work. The drink prices are reasonable, and there are often drink specials available, adding to the establishment's appeal.
Overall, this is a popular spot in Wicker Park, and it's easy to see why. The happy hour specials are generous, and the rooftop view is stunning, providing a great backdrop to enjoy drinks with friends or coworkers. Whether you're looking to unwind after a long day or catch up with friends, this rooftop bar is a fantastic option.
TOPICS
- Downtown Spots
- Dinner
- Late Night
14. Ina Mae
Cozy atmosphere, friendly staff, and delicious Southern cuisine

The southern hospitality in Nashville is not to be missed, as evident in the delicious chicken po' boy I tried. The chicken was well-seasoned and flavorful, but the bread could have been softer. My friend's meal of chicken wings was also a hit, especially with the sweet syrup it came with and a side of biscuit.
If you're looking for a great happy hour spot, this neighborhood gem is the place to be. With a friendly atmosphere and tasty food, it's the perfect spot to unwind after a long day.
TOPICS
- Fusion Cuisine
- Vegetarian Options
- Mid-Range
- Hidden Gems
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15. Standard Bar and Grill
Cozy atmosphere, friendly staff, and patio seating available

TOPICS
- Social Gatherings
- American Cuisine
- Happy Hours
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16. DSTRKT Bar & Grill
Elevated gastropub fare, chic ambiance, and extensive drink menu

The happy hour experience is highly enjoyable with drinks that are reasonably priced and offered in a lively atmosphere. It's an ideal location to relax and unwind after work. The staff is friendly and contributes to the establishment's reputation as a go-to place.
During happy hour, customers can take advantage of excellent drink specials. The combination of affordable prices and special offers makes it a popular destination. The welcoming environment and friendly staff are added bonuses that make for a great time.
TOPICS
- Social Gatherings
- American Cuisine
- Affordable Nightlife
- Downtown Spots
17. Lone Owl
Cozy atmosphere, friendly staff, and a spacious patio

This cozy pub offers a variety of refreshing craft cocktails and has 20 beers on tap for beer enthusiasts. With elevated bites on the menu, this is a great spot to relax and enjoy a happy hour meal. The atmosphere is comfortable and inviting, making it the perfect place to unwind after work.
If you're looking for a great happy hour spot, this pub is a must-visit. Their craft cocktails are a standout, and the cozy atmosphere is perfect for socializing after work. Come and enjoy a drink and some delicious food in this inviting environment, where you're sure to have a great time. Whether you're a craft cocktail connoisseur or a beer lover, this pub has something for everyone. So why not stop by and see what they have to offer?
TOPICS
- Social Gatherings
- Fusion Cuisine
- Vegan Options
18. The Delta | Chicago
Spacious patio, lively atmosphere, sports bar

The Delta offers a happy hour deal every Tuesday to Friday from 5:00pm to 7:00pm and on Saturdays from 4:00pm to 6:00pm. During this time, customers can enjoy half-priced cocktails, making it an excellent opportunity to try out their extensive menu at a lower cost. The atmosphere during happy hour is especially suited for winding down after work, making it a popular choice for many locals.
Overall, The Delta's happy hour deals are a great way to enjoy high-quality cocktails at a more affordable price. The relaxed and inviting atmosphere adds to the experience, making it an ideal spot to catch up with friends or unwind after a long day. Whether you're a regular or visiting for the first time, The Delta's happy hour is not to be missed.
TOPICS
- American Cuisine
- Dinner
- Late Night
19. Clever Coyote in Wicker Park

Let's be honest, nothing says "summer vacation" like a tiki bar. Clever Coyote is located on the second floor of The Robey Hotel and they are doing everything they can to make this classic rock meets 90s nostalgia. Enjoy drinks like the Black Hole Sun (mezcal, tequila, roasted grapefruit syrup, lime and activated charcoal) or the Suckerpunch (a milk and gin punch clarified with pineapple and lime topped with a popsicle). via bar avec
TOPICS
- American Cuisine
- Mid-Range
- Hidden Gems
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20. Valedor
Features a lively atmosphere with a spacious patio and indoor seating.

Valedor, a popular establishment, offers happy hour daily from 5:00pm to 7:00pm, except on Mondays. During this time, guests can enjoy special deals on a variety of drinks and eats. In a different location, specifically in Wicker Park, Chicago, Valedor offers an upgrade to the typical happy hour with their Cantina Hour. Also taking place from 5:00pm to 7:00pm daily, Cantina Hour is inspired by old-school Cantinas and features an enhanced experience compared to a traditional happy hour.
At Valedor's happy hour, customers can take advantage of discounted prices on a range of drinks and food items. Meanwhile, Cantina Hour at Valedor's Wicker Park location in Chicago is a unique and enjoyable experience for those aged 21 and over. Like happy hour, Cantina Hour offers special deals, but it is inspired by traditional Cantinas and provides an enhanced experience. It is a daily event from 5:00pm to 7:00pm, just like happy hour, but with a distinctive and fun twist.
TOPICS
- American Cuisine
- Mid-Range
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