DineGuides

Happy Hour in Near West Side

12 restaurants in Near West Side. Part of our Chicago Happy Hour guide.

Taste 222
#1Happy Hour

Taste 222

American·$$
📍 222 N Canal St ↗

Taste 222 offers a vibrant atmosphere perfect for both casual dates and lively group gatherings. The menu features a thoughtful selection of vegetarian, vegan, and gluten-free options, ensuring something for everyone. With a full bar and a welcoming vibe, it's a go-to spot for happy hour and family outings.

🍽️90Food
💰85Value
✨90Vibe
💬

“This is my third time at Taste 222, and every single time the food has been absolutely amazing.”

💬

“For those with dietary preferences, there were also several vegan-friendly options, like the vegan sliders, which were hearty and delicious without compromising on flavor.”

💬

“The vibe is intimate and unique - perfect for a relaxed, quality meal with friends or loved ones.”

Ideal for
Date nightGroup diningHappy hour
Canal Street Eatery and Market
#2Happy Hour

Canal Street Eatery and Market

Italian·$$
📍 314 S Canal St ↗

Canal Street Eatery and Market buzzes with a vibrant, upscale-casual energy, making it a versatile spot for everything from intimate dates to lively group celebrations. The kitchen shines with its Italian-inspired offerings, particularly the popular all-you-can-eat specials that draw crowds.

🍽️85Food
💰80Value
✨95Vibe
👋65Service
💬

“This place has an excellent vibe. Bright and airy especially on sunny afternoons! Make a reservation for lunch or dinner.”

💬

“$20 unlimited pizza, pasta and salad: a dream come true. The truffle pizza was delicious, the crust was thin yet fluffy and crispy.”

💬

“Outstanding pasta and everything you can eat for 25$ off the menú, awesome Deal.”

Ideal for
Date nightGroup diningHappy hour
The Oakville Grill & Cellar
#3Happy Hour

The Oakville Grill & Cellar

American·$$$
📍 163 N Green St ↗

This West Loop spot offers a versatile, upscale atmosphere perfect for any occasion, from intimate dinners to large celebrations. The menu features fresh, seasonal dishes complemented by an impressive wine selection, making it a sophisticated destination.

🍽️88Food
💰75Value
✨95Vibe
⏰70Wait
💬

“Kennedi was the best server ever! She made this dinner even more special for my mother, sister and I.”

💬

“The food was really good. One thing that I was disappointed was that I had to send my chicken back because it wasn't cooked well.”

💬

“Our server was so kind and attentive, and always made sure we did not run out of drinks.”

Ideal for
Date nightGroup diningSpecial occasions
Cira
#4Happy Hour

Cira

Mediterranean·$$
📍 200 N Green St ↗

Cira offers a vibrant Mediterranean-inspired menu within the stylish Hoxton Hotel. It's a versatile spot, equally suited for a lively brunch with friends or a more intimate date night, thanks to its chic decor and full bar.

🍽️88Food
💰70Value
✨95Vibe
🔊60Noise
💬

“The pistachio ravioli in saffron orange butter sauce was delicious and I had to keep myself from licking the plate.”

💬

“The ambiance is wonderful and the beautiful setting helped to make our date night in the city very special.”

💬

“The waiter actively ignored my fiance a couple times to the point we were all laughing as it felt very intentional.”

Ideal for
Date nightGroup diningWeekend brunch
LÝRA
#5Happy Hour
5 photos

LÝRA

Mediterranean·$$$$

This West Loop spot offers a vibrant, upscale Greek-Mediterranean experience, perfect for lively evenings. It's a place where the atmosphere buzzes, especially on weekends, and the kitchen delivers flavorful, modern takes on classic dishes.

🍽️90Food
💰65Value
✨92Vibe
🔊65Noise
💬

“Our server Nicole was amazing! She was attentive and really made my birthday night out special.”

💬

“The octopus was so delicious as a starter and the Deconstructed Pastitsio was absolutely amazing.”

💬

“Best upscale Greek restaurant in Chicago hands down. Consistent experience and we go almost monthly.”

Ideal for
Date nightGroup diningLively evenings
Rosebud Taylor Street
#6Happy Hour
6 photos

Rosebud Taylor Street

Italian·$$$

Rosebud Taylor Street brings a taste of old-school Chicago Italian to the neighborhood. It's a place where the staff treats you like family and the atmosphere transports you back in time. Expect generous portions and a lively, classic vibe.

🍽️88Food
💰75Value
✨88Vibe
Ideal for
Special occasions & anniversariesNostalgia seekers & Chicago history buffsDate nights seeking romantic ambiance
One North Kitchen & Bar
#7Happy Hour

One North Kitchen & Bar

American·$$
📍 1 N Wacker Dr ↗

This Loop spot is a go-to for pre-theater dining, offering a lively atmosphere and a full bar. It's particularly well-suited for groups and those seeking a convenient bite before catching a show.

🍽️85Food
💰75Value
✨85Vibe
💬

“I come to Chicago for work once a quarter and I know I can depend on excellent service every single time.”

💬

“The staff, from the chef to the wait staff are all friendly and very attentive.”

💬

“The place was packed but they seated us at the bar within 10 minutes.”

Ideal for
Pre-theater diningGroup diningHappy hour
#8Happy Hour

Carpenter Street

American·$

Carpenter Street offers a lively West Loop atmosphere with a full bar and a menu that caters to various tastes, including vegetarian options. It's a spot that aims to please with its vibrant setting and diverse offerings, making it suitable for both casual nights and special occasions.

🍽️88Food
💰70Value
✨92Vibe
🛡️65Safety
💬

“Warm and welcoming ambiance and service and delicious food”

💬

“After three visits, I can securely confirm wonderful”

💬

“Easy parking, easy to find, sits just off Randolph”

Ideal for
Date nights and special occasionsGroup dinners and celebrationsCocktail enthusiasts
Brown Bag Seafood Co.
#9Happy Hour

Brown Bag Seafood Co.

Seafood·$

This fast-casual spot in the Willis Tower focuses on fresh, made-to-order seafood bowls and plates. It's a reliable choice for a quick, healthy lunch with friendly service and a casual atmosphere.

🍽️90Food
💰75Value
💬

“I ordered the veggie salmon and it was perfect all the seasons was well blended in the veggie salad”

💬

“I order from Brown Bag Seafood Company frequently and the food is always fresh, delicious, and consistently excellent.”

💬

“The salmon bowl with whole grains, veggies, and sesame sriracha was outstanding - perfectly marinated salmon and well-grilled vegetables.”

Ideal for
Quick healthy lunchSolo diningFamilies with kids
Ch Distillery | Jōtō Sushi
#10Happy Hour

Ch Distillery | Jōtō Sushi

Japanese·$$$

This Chicago spot offers a dual experience: a lively distillery upfront and a sleek sushi lounge in the back. It's a place where expertly crafted cocktails meet remarkably fresh, dry-aged sushi, making it a unique destination for both spirits enthusiasts and sushi aficionados.

🍽️88Food
💰65Value
✨88Vibe
🔊65Noise
💬

“The omakase was phenomenal (shoutout to the amberjack, tuna run, and that incredible salad appetizer)”

💬

“Our server, Nick is friendly and attentive. Everyone in this restaurant is friendly.”

💬

“When we place our order, he was again annoyed that we ordered 4 items and said "that's it?".”

Ideal for
Date nightSolo diningHappy hour
The Vig West Loop
#11Happy Hour

The Vig West Loop

American·$$$

This West Loop spot buzzes with energy, offering a lively atmosphere perfect for groups and dates, especially during its popular happy hour and weekend brunch. While the vibe is a major draw, be prepared for a loud environment that can make conversation challenging.

🍽️82Food
💰65Value
✨88Vibe
🔊45Noise
💬

“VERY easy street parking for guests”

💬

“We've tried [it] at other locations - different experience here”

Ideal for
Celebratory occasions (birthdays, anniversaries, promotions)Group dining and social gatheringsSports-watching and game-day events
Asadito
#12Happy Hour
6 photos

Asadito

Mexican·$
📍 30 N Clinton St ↗

This casual taqueria offers a lively atmosphere with a full bar, making it a popular spot for happy hour and casual get-togethers. While the tacos and burritos are generally well-received, the value proposition is often questioned due to pricing and portion sizes.

🍽️82Food
💰62Value
✨88Vibe
⏰58Wait
💬

“The food is fantastic! And the service is stellar. One of my favorite places to enjoy tacos!”

💬

“My wife loved both her fish taco and toasted veggie burrito.”

💬

“The Elote is great (but from time to time taste a bit different 🤷♂️).”

Ideal for
Date nightHappy hourSolo dining