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  3. Chicago / Illinois
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  5. Midway

Best Restaurants with a Happy Hour in Midway

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303 restaurants available nearby

How are Featured results ranked

A photo of Lou Malnati's - Midway restaurant
1. Lou Malnati's - Midway
4.6
Exceptional(59)
$$$$
• Pizzeria • Midway
Booked 10 times today
Best pizza ever! A must stop in Chicagoland . The Lou’s Original
A photo of Dearly Beloved restaurant
2. Dearly Beloved
4.3
Awesome(223)
$$$$
• Contemporary American • River North (Chicago)
Booked 6 times today
We really just came for the vibes and cocktails. While we didn’t eat much, we did have the truffle fries which were OUTSTANDING! The drinks were creative and well made. It’s pricey, but you just have to know that going in. This is not a cheap cocktail bar but it’s BEAUTIFUL inside and definitely worth experiencing.
A photo of HIDE + SEEK restaurant
3. HIDE + SEEK
4.5
Awesome(779)
$$$$
• Contemporary American • West Loop
Booked 51 times today
Fantastic brunch special!! Food and bottomless mimosas for $50 is a steal especially in west loop. Our server never let our glasses sit empty and the food was quick and delicious.
A photo of Carbon restaurant
4. Carbon
4.4
Awesome(132)
$$$$
• Steak • West Loop
Booked 14 times today
I stopped by for happy hour and overall had a really good experience! The happy hour prices were pretty reasonable, and while I wish the drinks were a little stronger, they tasted really good. The strongest drink in my opinion was the margarita For food, I tried the steak sliders, chicken parmigiana sliders, truffle fries, and the caviar bump. The steak sliders were tasty, but I found the chicken parmigiana sliders to be more filling. I also really enjoyed the truffle fries! They were thicker than the truffle fries I’m used to, but I actually appreciated the size and generous portion. This was also my first time trying caviar, and I loved that I got to experience something new at such an affordable price! The ambiance was really nice. I visited on a Thursday, and it wasn’t too crowded, which I personally appreciated. It made for a more relaxed experience. My only complaints were that happy hour was just an hour long and the food could have been hotter. Everything came out within about five minutes, which was impressive, but some of the food was a little cold. It gave me the impression that some items may have been prepared ahead of time rather than made fresh to order. Overall, I enjoyed my visit!
A photo of Mercadito - River North restaurant
5. Mercadito - River North
4.6
Exceptional(6689)
$$$$
• Mexican • River North (Chicago)
Booked 109 times today
Good vibes. Good food. Enjoyed ourselves. Will be be returning soon
A photo of Costera Cocina Tulum restaurant
6. Costera Cocina Tulum
4.5
Awesome(1470)
$$$$
• Mexican • West Loop
Booked 65 times today
Everything was wonderful, and we had such a great time! The atmosphere, service, and everything else we ordered were excellent. The only issue was the steak I ordered medium-well—it came out overcooked twice. Other than that, everything was great, and we really enjoyed our experience. We would definitely come back!
A photo of Cabra by Stephanie Izard restaurant
7. Cabra by Stephanie Izard
4.7
Exceptional(3702)
$$$$
• Peruvian • West Loop
Booked 74 times today
Cabra is one of the best restaurants in Chicago. Every time I go, I am wowed by the flavors that dance on my palate!
A photo of Barrio restaurant
8. Barrio
4.3
Awesome(3208)
$$$$
• Mexican • River North (Chicago)
Booked 61 times today
Jacob was a fabulous waiter. We started with the jalapeño and cucumber margarita with the guac and chips and I had a shrimp taco and my daughter had the chicken tacos. Everything we had was delicious and even better that we got a drawing happy hour.. this place had great vibe to it and everybody there was so nice and welcoming
A photo of Bar La Rue restaurant
9. Bar La Rue
4.4
Awesome(622)
$$$$
• French • West Loop
Booked 39 times today
We had a fantastic brunch! The food was delicious, and the ambience was beautiful, making it a wonderful overall experience. A special shout-out to Christina, the manager, who was absolutely amazing! She was warm, attentive, and genuinely welcoming. She definitely knows how to treat guests and make everyone feel special. Her hospitality truly stood out and made all the difference. Unfortunately, our waitress could have been a little more pleasant and welcoming, but Christina more than made up for it with her exceptional customer service and professionalism. Between the delicious food, beautiful atmosphere, and Christina’s outstanding hospitality, this restaurant is absolutely worth visiting. We will definitely be back! Thank you, Christina, for making our brunch so enjoyable!
A photo of Siena Tavern restaurant
10. Siena Tavern
4.6
Exceptional(6704)
$$$$
• Italian • River North (Chicago)
Booked 71 times today
Fabulous Chef's Tasting Menu, wonderful service, great ambiance. Wonderful date night experience!

See what locals rave about

From verified diners like you
From verified diners like you
  • KristenGold
    Philadelphia County •186 reviews
    5.0
    Dined 1 day ago
    Jacob was a fabulous waiter. We started with the jalapeño and cucumber margarita with the guac and chips and I had a shrimp taco and my daughter had the chicken tacos. Everything we had was delicious and even better that we got a drawing happy hour.. this place had great vibe to it and everybody there was so nice and welcoming
    More info
    Barrio$$$$• Mexican• River North (Chicago)
    •
    4.3
  • Diana
    Pittsburgh / Western PA •5 reviews
    5.0
    Dined 1 day ago
    Fabulous Chef's Tasting Menu, wonderful service, great ambiance. Wonderful date night experience!
    More info
    Siena Tavern$$$$• Italian• River North (Chicago)
    •
    4.6
  • Dav
    1 review
    5.0
    Dined 4 days ago
    Fantastic brunch special!! Food and bottomless mimosas for $50 is a steal especially in west loop. Our server never let our glasses sit empty and the food was quick and delicious.
    More info
    HIDE + SEEK$$$$• Contemporary American• West Loop
    •
    4.5
  • Tess
    Atlanta •7 reviews
    5.0
    Dined on 21 Oct 2026
    My SpelHouse 91 class decided to gather since I was in town. I chose this place because it's Black-owned, and we are from an HBCU. I was really impressed with the ratings, and we decided this would be our place whenever we gather. We hope to gather in December to celebrate one of our famous classmates who is a renowned writer. Genesis was a stellar server. She allowed us to enjoy each other, and we didn't feel rushed or like we had to leave the table at a certain time. She explained the menu and was willing, kind, and just amazing. I've been a meeting planner for 30 years, and service and hospitality mean everything, brother.
    More info
    Dearly Beloved$$$$• Contemporary American• River North (Chicago)
    •
    4.3
  • Patricia
    San Francisco Bay Area •3 reviews
    5.0
    Dined on 17 Oct 2026
    Great pizza pie! One of a kind. Always delicious always great service.
    More info
    Lou Malnati's - Midway$$$$• Pizzeria• Midway
    •
    4.6

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