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Calamari happy hour

A happy hour that offers calamari worth ordering instead of the usual over-breaded, lukewarm filler.

Based on 616 Opinions
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Updated May 2026
01
Nafsi South Shore Beach image 1
Nafsi South Shore Beach image 2
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Historic venue blends modern design with classic architecture overlooking Lake Michigan views. Atmosphere stays serene and chill with live jazz and R&B music enhancing the vibe. Outdoor patio with bar extends dining season, inviting dancing and socializing.

Fried calamari comes with light, crispy breading and stays fresh and flavorful. A house-made spicy brown mustard sauce adds a nice kick.

Happy hour features great food and good options. It draws a lively crowd on Friday evenings.

People are saying

"The fried food here is perfectly done and really good."

"The calamari is crispy and flavorful."

"The happy hour food and drinks were delicious."

Good to know

1

Reservations are required and can be made easily on the website.

2

Expect a 90-minute seating limit that is not advertised.

3

The online menu may be outdated, so verify prices before visiting.

02
Peanut Park Trattoria image 1
Italian restaurant

Rooftop dining with a retractable roof offers a quaint and intimate setting complemented by large open windows that blend indoor and outdoor spaces. Atmosphere balances comfortable space and lively energy, though noise can rise during busy times. The setup supports group gatherings while maintaining a pleasant view and inviting vibe.

Calamari stands out with great flavor and taste. It pairs well with focaccia bread and complements dishes like crab linguine and meatballs.

Happy hour runs from 4-6pm with $3 off pizzas and discounted beer. The deals make it easy to start with drinks and snacks before dinner.

People are saying

"The homemade pasta here is so delicious."

"The Happy Hour pizza and Peroni are delicious."

"The calamari here is really good."

Good to know

1

Peanut Park Trattoria offers a happy hour between 4-6pm with $3 off pizzas.

2

Brunch is served on weekends with a special menu.

3

Expect long wait times on holidays like Valentine's Day.

03
3rd Coast Fish Bar (a DMK restaurant) image 1

Small, intimate seafood spot with quaint fish shop decor and patio seating. Atmosphere feels laid-back and fun, with a cool, quiet vibe enhanced by nearby train sounds. Offers fresh oysters and seafood in a casual setting.

Fried calamari stands out with its excellent texture and perfect cooking. The spicy version adds a nice kick, making it a consistent favorite alongside oysters and other seafood dishes.

Happy hour offers actual discounts with draft beers at $8 including two oysters. Small bites come with good deals and service is unbelievable.

People are saying

"The seafood here is fresh and amazingly flavorful."

"The oysters and fish sticks are great during Happy Hour."

"The calamari here is cooked to perfection."

Good to know

1

Reservations can only be made via OpenTable.

2

Happy hour runs Monday to Friday from 4 to 7 pm with great deals.

3

Draft beers cost $8 during happy hour and include two oysters.

04
Felix: Modern American Dining image 1

Large dining room filled with lots of plants and a colorful accent wall creates a Caribbean vibe. Atmosphere stays quiet and family-friendly with a live DJ adding a fun touch. Bar area separates from dining room, keeping energy low key but vibe suits date nights and casual gatherings.

Chewy calamari comes with fried jalapeรฑos or fried giardiniera, adding a spicy crunch that stands out. The dish pairs well with other items like crab cakes and Parmesan fries.

Happy hour offers well priced drinks with a good selection of cocktails. It draws people in on weeknights and pairs well with food specials like the Sunday two-course meal.

People are saying

"The brunch food here is fantastic, I loved my meal."

"The Happy Hour food and drinks are great."

"The calamari here is a great happy hour plate to share."

Good to know

1

Happy hour runs weekdays with various food and drink specials.

2

Sunday brunch offers a $25 two-course meal deal.

3

Bottomless brunch is available on weekends.

05
GREEK PRIME image 1
Restaurant

Casual Greek restaurant with a spacious yet cozy interior and a quiet, low-lit atmosphere in the morning that shifts as the bar becomes lively. Offers a varied menu featuring authentic Greek dishes and a well-stocked bar with unique cocktails. The setting suits families and those looking for a relaxed dining experience with friendly neighborhood bar vibes.

Grilled calamari stands out with its freshness and light breading. It comes out crunchy and perfectly cooked, offering a tasty bite every time.

Happy hour offers great drink deals with some 2 for 1 promotions. Pricing can vary despite advertised offers.

People are saying

"I had a gyro that was thicker and more delicious than any I had before."

"I thought the food at these dinner spots was fantastic."

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

Good to know

1

Happy hour offers great drink deals, but check prices carefully.

2

Street parking is available and free during off-peak hours.

3

Prices are reasonable, but some items may be misleading.

06
TNT Rooftop Restaurant image 1

Rooftop setting offers beautiful views and a relaxing atmosphere with top-tier music from DJs playing 90s and 2000s hits. The vibe suits date nights and small parties, featuring a semi-private room. Food and drinks include flavorful seafood and cocktails, with standout items like lamb chops and lemon drop cocktails.

Crunchy texture stands out with a flavorful kick. Comes with a deliciously spicy sauce and cocktail sauce on the side.

Thursday ladies night offers happy hour prices all night, making drinks and food more affordable. The extended happy hour features a $10 burger and wings with both sauces.

People are saying

"I thought the food here was amazing."

"I got happy hour prices all night on Thursday for ladies night."

"The calamari here is flavorful and crunchy."

Good to know

1

Happy hour runs all night on Thursdays for ladies with special pricing.

2

Wine Wednesday offers three tastings and a full glass for $20.

3

An 18% gratuity is added for all parties, regardless of size.

07
DJ's Great Room image 1
Restaurant

Spacious dining area with tall glass windows and vintage decor creates a stylish, cozy atmosphere. Open garage doors blend indoor and outdoor seating, fostering a relaxed vibe with a mix of ages. Creative, well-balanced cocktails and a well-designed bar complement the inviting setting.

Spicy calamari stands out with a strong kick and good flavor. Fried calamari varies from decent starters to pieces with heavy breading and tough texture lacking meat.

DJ's Great Room offers a perfect setting for happy hour with complimentary specials and a solid selection of appetizers. The deals and options during happy hour are consistently great.

People are saying

"The food here is outstanding, with great quality and taste."

"The servers here are super friendly during Happy Hour."

"The fried calamari starter was pretty decent."

Good to know

1

Reservations are recommended, especially on weekends, to secure a table.

2

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

3

The venue accommodates most dietary restrictions; inform the staff of allergies.

08
Lilac Tiger image 1
Cocktail bar

Small, dark cocktail bar offers creative drinks and an intimate, cozy atmosphere. Inside space feels cramped and loud, with music volume requiring raised voices. Patio seating provides a quieter, less crowded option.

Sichuan Calamari stands out with bold flavors and crisp texture. Other calamari dishes vary, with some being soggy and less crispy.

Offers great happy hour deals with a variety of options. The atmosphere during happy hour feels amazing and inviting.

People are saying

"The food here was cooked with heart and had profoundly good flavor."

"I enjoyed the amazing happy hour deals."

"I've never had Sichuan Calamari this good."

Good to know

1

The restaurant might not accept reservations, so plan accordingly.

2

Many menu items may be unavailable during peak hours.

3

Happy hour deals are available, but specific times are not mentioned.

09
King Crab House Chicago image 1
Seafood restaurant

Small seafood restaurant offers nautical charm with epoxy tables embedded with seashells and a coastal retreat vibe. Atmosphere feels nostalgic and kitschy, with a chill music selection enhancing the mood. Limited seating and a cozy outdoor patio create an intimate setting.

Freshness stands out with well cooked calamari served as a consistent favorite. Appetizers like fried calamari pair well with other seafood options, all maintaining a great texture and flavor.

Happy hour features appetizer specials like shrimp and oysters served at the bar only. Specials run on Sundays and offer great deals on seafood.

People are saying

"The oysters here are top quality and unbeatable."

"The calamari here is so fresh and delicious."

"The happy hour specials are great, especially the oysters at .85 each."

Good to know

1

Happy hour deals are available on Sundays with appetizer specials at the bar.

2

There is a two-drink minimum for the oyster bar special.

3

Parking is not available near the restaurant, so plan accordingly.

10
Tavern On Rush image 1
Steak house

Huge bar area and many TVs create a lively setting with a stunning design that balances style and warmth. Atmosphere shifts from great vibe to a more controlled, theatrical energy led by confident staff. Patio offers a comfortable outdoor space allowing dogs, adding to the scene's appeal.

Fried calamari stands out with its crispy texture and pairs well with pasta dishes. It ranks as amazing and among the best in the area.

Happy hour runs from Sunday to Thursday with a large selection of food deals. It suits small groups looking to snack and offers worthwhile deals for casual gatherings.

People are saying

"The bartenders here make amazing drinks with great energy."

"I found the happy hour deals to be worth it."

"The calamari here is amazing, the best I've had."

Good to know

1

Happy hour runs from Sunday to Thursday with special deals.

2

Ladies' night occurs on Mondays with a DJ and giveaways.

3

Reservations are recommended for busy weekend brunches.

11
Southern Chicago image 1

Elegant space features beautiful dรฉcor and a warm, comfortable atmosphere with great music enhancing the vibe. Guests enjoy thoughtfully crafted cocktails and high-quality Southern-inspired dishes in a setting that feels both inviting and refined.

Happy hour offers great prices, good food, and a lively atmosphere. Rich provides amazing service that enhances the experience.

People are saying

"The food here is amazing, fresh, and thoughtfully prepared."

"Happy Hour has great prices, food, and atmosphere."

"You have to try the fried calamari here."

Good to know

1

Happy hour offers great prices on food and drinks.

2

Reservations are recommended for dinner, especially on weekends.

3

Valet parking is available for guests.

12
Mastro's Steakhouse image 1
Fine dining restaurant

Elegant dining space features dim, cozy lighting and live music performances that create a romantic, upscale atmosphere. The lounge offers an upbeat vibe with talented singers and pianists providing background entertainment. Seating is close together, enhancing a lively, intimate feel.

Fried calamari stands out as a delicious appetizer and a favorite way to start dinner here.

An extensive Happy Hour menu launched recently offers a variety of options. Checking the website or calling ahead helps confirm the Happy Hour hours.

People are saying

"The steak here is amazing, with attentive and friendly staff."

"The calamari here was delicious and a favorite appetizer."

"I enjoyed a great Happy Hour experience with amazing deals."

Good to know

1

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

2

Reservations are recommended for dinner, especially on weekends.

3

Valet parking is available and recommended for convenience.

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