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Best Restaurants for Anniversaries in Midway

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73 restaurants available nearby

How are Featured results ranked

A photo of Toast It IZ restaurant
1. Toast It IZ
4.5
Awesome(289)
Price: Expensive
• American • Evergreen Park
Booked 12 times today
Toast It Iz is located near a retail complex in the wealthy Evergreen Park neighborhood. Toast It IZ combines the heart and soul of Southern and Creole-inspired cuisine with a dash of the downtown atmosphere. You may thank the restaurant's breakfast and brunch menu for establishing an enduring dining memory with dishes like gumbo grits and fried catfish, banana pudding waffles, lollipop lamb chops, pancakes it iz!, and mimosa towers.
A photo of Rockefeller's restaurant
2. Rockefeller's
4.5
Awesome(621)
Price: Expensive
• American • Oak Lawn
Booked 1 time today
Rockefeller’s is a modern take on the traditional steakhouse. Our focus on service and quality is paramount to our guests! With a sleek and stylish aesthetic for all occasions.
A photo of Pizzeria Portofino restaurant
3. Pizzeria Portofino
4.8
Exceptional(2078)
Price: Expensive
• Italian • River North (Chicago)
Booked 284 times today
Pizzeria Portofino is a sun-drenched casual restaurant located directly on the Chicago riverfront offering hand-stretched pizzas, coastal wines, an expansive patio and breezy decor that will instantly transport you to the Italian Riviera.
A photo of Cindy's Rooftop restaurant
4. Cindy's Rooftop
4.4
Awesome(140)
Price: Expensive
• Contemporary American • Downtown / Loop
Booked 157 times today
Perched atop the 13th floor of the Chicago Athletic Association hotel under a glass atrium, Cindy's welcomes guests with sweeping views of Millennium Park, the ever-changing blues of Lake Michigan, and beyond. Providing a remarkable backdrop for Top Chef contestant Executive Chef Kaleena Bliss and her inspired menu featuring local wild and seasonal produce and fresh seafood. With vibrant service, an all-season terrace, and an extensive beverage menu that intertwines naturally with the dishes, every detail of your experience is thoughtfully crafted to make a lasting memory. For private events: please reach out to cindysevents@caa.bokagrp.com.
A photo of Alla Vita restaurant
5. Alla Vita
4.8
Exceptional(2561)
Price: Expensive
• Contemporary Italian • West Loop
Booked 199 times today
Serving a casual, family-style menu, Alla Vita is a place to gather and enjoy comfortable Italian cuisine. Alla Vita means “to life” in Italian which recognizes overcoming life's challenges and creating a space for shared meals and memorable experiences. Executive Chef Lee Wolen shares his passion for fresh, delicious Italian food made simply with the best ingredients. From July 23 to July 26, we’ll be hosting a multi-night experience exclusively for Chase Sapphire Reserve® cardmembers. Book now: https://www.opentable.com/r/alla-vita-chi/sapphire-summer-reservedFollow @allavitachicago to stay up-to-date with the latest happenings.
A photo of Girl & the Goat restaurant
6. Girl & the Goat
4.7
Exceptional(15356)
Price: Moderate
• Contemporary American • West Loop
Booked 209 times today
Girl & the Goat opened in 2010 with the goal of offering a menu of bold, flavorful dishes designed to share in a fun and lively atmosphere. To complement the experience, we offer a curated selection of wines from around the world, focusing on small producers, along with a rotating list of craft beers and a playful cocktail menu crafted by our bartenders. The ever-changing menu, driven by locally sourced and seasonal ingredients, features favorites like sautéed green beans, roasted oysters, crispy short ribs, and confit goat belly. While reservations are encouraged for the dining room, our bar welcomes walk-ins, adventurers, and those who prefer spontaneity.
A photo of Asador Bastian restaurant
7. Asador Bastian
4.7
Exceptional(301)
Price: Very Expensive
• Steakhouse • River North (Chicago)
Booked 28 times today
Asador Bastian is a Chicago chophouse with Basque influences from acclaimed ChefDoug Psaltis. Located in the iconic “Flair House” originally built in 1883, this historictownhouse has been revived and brought back to life with culinary inspiration from thegreat asadors of San Sebastián, Spain to serve the world’s best boutique beef withoutcompromise. The most remarkable dining experience comes from the purest ingredientsdelivered in the supremely thoughtful, welcoming and hospitable manner. This ethoshas directed every aspect of the experience at Asador Bastian, whether you’re joiningus for small bites and libations in our Bar Room or for a more intimate experience in ourDining Room.From July 23 to July 26, we’ll be hosting a multi-night experience exclusively for Chase Sapphire Reserve® cardmembers. Book now: https://www.opentable.com/r/asador-bastian-chi/sapphire-summer-reserved
A photo of RPM Seafood restaurant
8. RPM Seafood
4.6
Exceptional(2006)
Price: Very Expensive
• Seafood • River North (Chicago)
Booked 249 times today
Introducing RPM Seafood, a dramatic multi-level restaurant overlooking the iconic Chicago River featuring the truest expression of the world’s best fish and seafood.The sister restaurant to RPM Steak and RPM Italian, it marks the third collaboration between partners RJ, Jerrod and Molly Melman of Lettuce Entertain You Enterprises and celebrity couple Giuliana & Bill Rancic.
A photo of Nobu Chicago restaurant
9. Nobu Chicago
4.6
Exceptional(2359)
Price: Very Expensive
• Japanese • West Loop
Booked 152 times today
OPEN FOR LUNCH 7 Days a weekCentrally located in Chicago's West Loop, Nobu Chicago playfully blends elements of old world Japanese and new world utilitarian.
A photo of La Serre restaurant
10. La Serre
4.6
Exceptional(627)
Price: Expensive
• French • West Loop
Booked 53 times today
Inspired by the coastal regions of Provence and Saint-Tropez, La Serre, located in Fulton Market, invites guests into a lush and colorful greenhouse setting. The culinary approach highlights the light and vibrant cuisine of Provence, with a focus on native techniques and ingredients, offering lighter takes on the dishes of the French-Mediterranean landscape. Fresh vegetables, seafood, and all-natural Black Angus beef are expertly prepared on the kitchen’s hardwood charcoal hearth, infusing each dish with incredible wood and charcoal flavors, elevating the ingredients without heavy sauces or seasonings.Whether you're enjoying steak, seafood, or Mediterranean-inspired dishes, La Serre is the perfect destination for romantic dinners, dates, birthdays, or fine dining. The bar offers expertly crafted cocktails and drinks, providing the ideal atmosphere for any occasion, from a casual night out to an elegant celebration.

See what locals rave about

From verified diners like you
From verified diners like you
  • Justin
    Chicago / Illinois •2 reviews
    5.0
    Dined 2 days ago
    Great food, and great service. Thank you will, we will be back!
    More info
    Alla VitaPrice: Expensive• Contemporary Italian• West Loop
    •
    4.8
  • MichellineVIP
    Chicago / Illinois •6 reviews
    5.0
    Dined 2 days ago
    Everything was great . We ordered several things off their menu . My 5 jumbo shrimp was fried just a little too hard which made them over cooked. The Gumbo catfish & grits was decent Another dish was the Jerk chicken pasta - again the sauce was giving Rasta Pasta but more like a pot pie type sauce but the Oxtail & grits was top tier and so were the lamb chops as well as their hot honey wings. The honey croissants were delicious too. All the drinks were Top Tier… The overall experience was amazing. The music the decorum and the atmosphere of Toast It Iz was great. Fast service , quick seating ( when you have reservations) just a beautiful place to have Brunch .
    More info
    Toast It IZPrice: Expensive• American• Evergreen Park
    •
    4.5
  • Chris
    Chicago / Illinois •2 reviews
    5.0
    Dined 3 days ago
    Amazing atmosphere, wonderful service and excellent food!
    More info
    Pizzeria PortofinoPrice: Expensive• Italian• River North (Chicago)
    •
    4.8
  • Ruth
    Chicago / Illinois •4 reviews
    4.0
    Dined 7 days ago
    I enjoyed my dinner at Cindy’s. It was my mom’s birthday and we went to celebrate. Everything was very tasty but I will say that the menu is limited, not that many options. The restaurant is beautiful with the view from the rooftop. A must see at least once
    More info
    Cindy's RooftopPrice: Expensive• Contemporary American• Downtown / Loop
    •
    4.4
  • Michelle
    Chicago / Illinois •4 reviews
    5.0
    Dined on Jun 15, 2025
    Excellent service and delicious food. We’re so happy we picked this place for Father’s Day dinner.
    More info
    Rockefeller'sPrice: Expensive• American• Oak Lawn
    •
    4.5

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