At a certain point in a relationship, you start to fall into a rhythm. You settle into the same rituals and routines, taking comfort in the familiar. And while there is something so lovely about reaching that milestone together, you still need to find ways to shake it up every now and then! As a Chicago couples photographer, I adore working with couples to help them find their new favorite places in this area. If you are looking for romantic restaurants in North Shore Chicago, here are the spots I always recommend!
1177 Howard Avenue, Des Plaines, Illinois 60018
With well-crafted cocktails and fresh seafood, Foxtail On the Lake is the ideal romantic restaurant for nearly every foodie in North Shore Chicago! You can pick from dishes like flatbreads, oysters, and a seafood tower. They also have a seriously impressive selection of vegan food!
844 Spruce, Winnetka, Illinois 60093
Pomeroy has some of the best ambiance in town! With low romantic lighting and a garden courtyard, you are going to have the best restaurant to reconnect while sharing some decadent meals in North Shore Chicago. Their menu takes French faves and transforms them into modern yet approachable meals.

255 East Illinois Road, Lake Forest, Illinois 60045
Beyond giving you a luxurious space to spend the weekend, Deer Path Inn has several fantastic on-site restaurants. The Brasserie has modernized the concept of British pubs, offering a stylish dining room where you can share an expertly made meal as well as a great conversation. They also offer their own bar as well as a cafe for afternoon tea.
655 Forest Avenue, Lake Forest, Illinois 60045
If you want a truly unforgettable romantic restaurant, throw on your finest date night outfit and come over to Le Colonial in Lake Forest, North Shore, Chicago. Yes, this spot does have a dress code (refined dinner attire, for the record), and they have a diverse menu filled with Vietnamese favorites. There are a few spots like it in all of Chicago!
694 Vernon Avenue, Glencoe, Illinois 60022
Guildhall is the kind of restaurant that’s all over the place in the best way possible! This spot has lunch and dinner as well as brunch on the weekend. Whether you want a prime beef burger or a sushi roll made with fresh fish, they have exactly what you are craving!

181 E. Laurel Ave, Lake Forest, Illinois 60045
If you are in the mood for a really good filet, Sophia Steak is the romantic restaurant in North Shore Chicago for you! This local fave has some of the best cuts of meat available, with options like flat irons, skirt steak, and ribeye. If you are in the mood to go all out, be sure to order the Surf & Turf!
301 Waukegan Ave, Highwood, Illinois 60040
Miramar Bistro is a true original! This family-owned restaurant was inspired by pre-Castro Cuba, with historic favorites served in a thoughtfully curated space. Their menu has something for all palates with options like steak frites, oysters, and burgers.
If you have been looking for your new favorite date night restaurant, I really think you are going to adore these local options. With all of these romantic restaurants in North Shore Chicago, you are in for a dinner you’ll be talking about years from now!
Do you need more ways to celebrate your love story? Then let’s connect. I am a Chicago couples photographer, and I adore working with couples to celebrate each and every chapter. I would love to have a conversation and tell you all about my sessions so you can decide if I’m a match for you. Send me a message today to find out more!