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Chicago's Most Iconic Restaurants

A photo of Red logo
by The OpenTable team
Updated December 15, 2023

Seasons change, trends come and go, but these restaurants have withstood the test of time—and have become integral parts of the Chicago dining scene. Here are Chicago’s OpenTable Classics: the places that continue to excel after 10+ years. There’s a reason they’re still around: they keep giving us a reason to come back.

A photo of Boka restaurant
4.8
4.8 (6829)
$31 to $50
Contemporary American
Lincoln Park
About the restaurant
Boka is the flagship restaurant of the Chicago empire Boka Restaurant Group, the place that launched no less than a dining revolution. The contemporary-American menu still feels contemporary—we love the vegetable-heavy dishes in particular—and the space is both upscale and cool. The excellent service doesn’t hurt, either.
Top review
BobDvip
Dined 3 days ago
This is definitely a Michelin Star restaurant delivered with a pleasant manor and excellent food preparation and presentation. Wonderful evening and our waiter Jake was delightful and knowledgeable.
A photo of Sepia restaurant
4.8
4.8 (5092)
$50 and over
Contemporary American
West Loop
About the restaurant
Upon walking into Sepia, it’s clear that this is a special restaurant; the exposed-brick walls and crystal-dripping chandeliers make this one of the most beautiful dining rooms in the city. The food is just as wonderful as the ambiance, with a modern American menu that incorporates touches of Southeast Asian, Korean, and Mediterranean cuisines. It’s no wonder Michelle Obama called it one of her favorite restaurants.
Top review
OpenTable Diner
Dined 3 days ago
The team at Sepia went above and beyond to accomodate allergies that my three kids have. The kids had some of the best food ever. The steak tartar that I had was a mind blowing experience that perfectly balanced flavor and texture in a way that starts the 4 course meal off with a bang. The whole staff was nice and really cared about our experience. I’ve been to many fine dining places and Sepia has to rank in the top 5 of place. We went to honor my wife who had passed last year. She introduced me to this type of fine dining experience. So it was extra special to have this type of experience in memory of her. If we’re ever in Chicago again we’ll definitely come back to Sepia.
A photo of Joe's Seafood, Prime Steak & Stone Crab restaurant
4.9
4.9 (16899)
$50 and over
Seafood
River North (Chicago)
About the restaurant
Joe’s Stone Crab is a Miami institution, and when it opened in Chicago, it became an instant institution of its own. You’re here, of course, for stone crab, platters of it that you’ll crack open and devour—but don’t sleep on the steaks, too, which are some of the best in the city.
Top review
OpenTable Diner
Dined 2 days ago
As usual, the food was excellent and the service exceptional. My guests had their toddler with them who was very well behaved, but the staff were all very attentive and kind.
A photo of The Gage restaurant
4.7
4.7 (11437)
$30 and under
American
Downtown / Loop
About the restaurant
The menu at The Gage, a handsome, elegant gastropub in Millennium Park, spans the globe, with dishes like crispy harissa drumsticks, poutine, Thai coconut curry, and a perfect rendition of fish and chips. And if you’re game for game, The Gage has some of the city’s best examples of it, with an excellent bison tartare, venison burger, and roasted New Zealand rack of elk.
Top review
JonathanT
Dined 3 days ago
Love the Gage! Fantastic place. If you are downtown, go here for a bite or drink!
A photo of Le Colonial - Chicago restaurant
4.8
4.8 (7453)
$50 and over
Vietnamese
Gold Coast / Streeterville
About the restaurant
For a quiet, lovely, and delicious dinner, head to Le Colonial, a French-Vietnamese restaurant in Gold Coast that’s been serving top-notch dishes like spring rolls, banana-leaf-steamed trout, and lemongrass chicken since 1996. The service is friendly and attentive—and if you’d like, they’re more than happy to help you navigate the expansive menu.
Top review
Saladgirlvip
Dined 2 days ago
Le Colonial is one of my favorite restaurants in Chicago! Beautiful ambience when you walk thru the door, outstanding menu, food never disappoints, wait staff always friendly and knowledgeable…plan ahead as this restaurant is always busy
A photo of RL Restaurant restaurant
4.8
4.8 (6763)
$50 and over
American
Gold Coast / Streeterville
About the restaurant
Right next to the world’s largest Polo store you’ll find RL Restaurant, Ralph Lauren’s first foray into the dining sphere. You’re here for American classics like shrimp cocktail, pigs in a blanket, dover sole, and crab cakes, all served in a handsome room that is both clubby and chic.
Top review
DBPatentvip
Dined 3 days ago
Always a great, very classic tradition of excellence. Ralph would be so proud.
A photo of Shaw's Crab House & Oyster Bar - Chicago restaurant
4.8
4.8 (13828)
$50 and over
Seafood
River North (Chicago)
About the restaurant
There are few better places to dine on gorgeous seafood than Shaw’s Crab House, a Chicago institution in River North. Choose between the 1940s-style dining room or the more-casual Oyster Bar, and get to work; we particularly recommend the stone crab claws, the chilled shellfish platters, and whatever oysters are on the menu that day.
Top review
DinnerOutvip
Dined 2 days ago
Great experience as usual. Eduardo was a great server.
A photo of HUB 51 restaurant
4.7
4.7 (5498)
$30 and under
American
River North (Chicago)
About the restaurant
Chips and guacamole? Tuna poke? Burrata with pesto? King-crab California rolls? You’ll find all of them on the menu at HUB 51, and that’s just in the appetizers section. Join the crowd of hip, good-looking people and dig in.
Top review
ChristineO
Dined 6 days ago
Our service Gigi was great! She had great recommendations
A photo of Mon Ami Gabi restaurant
4.9
4.9 (7624)
$30 and under
French
Lincoln Park
About the restaurant
Mon Ami Gabi has been serving French bistro classics—think escargots, chicken-liver mousse, steak au poivre, and trout almondine—for twenty years. The plant-filled space is also a lovely place to spend a lunch or dinner, with tiled floors, mirror-lined walls, and tons of natural light.
Top review
theresawvip
Dined today
Always a great experience! We’ll be going back for years to come
A photo of Shanghai Terrace restaurant
4.9
4.9 (2203)
$31 to $50
Chinese
Gold Coast / Streeterville
About the restaurant
On the seventh floor of the Peninsula Hotel you’ll find Shanghai Terrace, a gorgeous jewel box of a restaurant serving upscale Cantonese food. The dim sum in particular is not to be missed—especially the pork buns and peekytoe-crab dumplings—and the views are not to be missed.
Top review
Patriciavip
Dined on Apr 10, 2024
Spectacular presentation and exquisite taste! Definitely will return.
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