When the weather warms up in Chicago, I love to eat outside and take in the city views. There’s just something better about a meal when I can sit in the sun or under some lights on a patio.
Finding the best outdoor dining spots in Chicago helps me enjoy great food while making the most of those sunny days. There are plenty of choices all across the city, whether I’m looking for a quiet patio or something lively by the river.
1) River Roast
I stopped by River Roast and loved the view. The outdoor patio sits right on the Chicago River, and you can see the city skyline while you eat. It feels lively but relaxed, making it a nice spot for both brunch and dinner by the water.
Their menu offers American classics with a twist. I tried the whole roasted chicken, which they carved right at the table. It looked great and tasted even better. They also serve roasted fish and beef, so there’s something for everyone.
The vibe is casual but a little upscale, with friendly staff who make the place feel welcoming. Whether I’m meeting friends for cocktails or bringing family for a meal, it’s easy to enjoy the atmosphere and riverfront views here.
Rating: 4.6 (3775 reviews)
Location: 315 N LaSalle St, Chicago, IL 60654
Contact: (312) 822-0100
Website: Visit Website
2) Aba
I recently visited Aba in Chicago’s Fulton Market District. The rooftop patio feels cozy but also fancy, with lots of plants and soft lights. I loved sitting outside, especially when the weather was nice.
Aba’s menu mixes Mediterranean dishes and California flavors. I tried the charred eggplant spread and the lamb hummus, and both were rich and tasty. The cocktails stood out too—mine was refreshing and paired well with the food.
The staff were friendly and knew about the menu. The space felt lively but not too loud, so it was easy to hang out with friends.
If you like trying different wines, they offer bottles from regions I hadn’t heard much about before. It’s an easy spot to spend a few hours relaxing and sharing plates.
Rating: 4.7 (4342 reviews)
Location: 302 N Green St 3rd Floor, Chicago, IL 60607
Contact: (773) 645-1400
Website: Visit Website
3) The Dawson
When I arrived at The Dawson, I noticed the big outdoor patio right away. It felt lively but not too crowded, which I liked. The atmosphere is casual but stylish and easy to relax in.
There’s a mix of food from different cuisines, so I had no trouble finding something interesting to try. The cocktails were made with fresh ingredients, and you could tell the bartenders put a lot of care into each drink.
The patio has plenty of shade and comfortable seating. It worked well for a laid-back dinner, and I could see it being a solid spot for brunch or after-work drinks too. The staff was attentive without hovering.
They’ve gotten some awards, like being recommended by Michelin and OpenTable. I left wanting to visit again, especially when the weather’s nice.
Rating: 4.5 (1503 reviews)
Location: 730 W Grand Ave, Chicago, IL 60654
Contact: (312) 243-8955
Website: Visit Website
4) Cindy’s Rooftop
I love how Cindy’s Rooftop sits high above Michigan Avenue with clear views of Millennium Park. Sitting inside the glass atrium feels open and bright, even on colder days. In warm weather, I always try to grab a seat outside on the terrace. The fire pits during winter are a nice touch when it gets chilly.
When I visited, the menu had a good mix of seasonal dishes and creative drinks. They were happy to recommend spirit-free cocktails for anyone not drinking alcohol. I noticed they also offer some solid vegan and vegetarian choices, and the staff seemed knowledgeable about allergies and food needs.
It’s a spot that feels relaxed, but everyone still dresses “smart casual.” I saw families, big groups, and couples—kids are welcome, and high chairs are available. Even though it’s popular, walk-in spots sometimes open up if you don’t have a reservation.
You can take photos of the skyline and the cool space, but professional shoots need a permit. There’s valet parking if you need it, or you can use a nearby garage. Getting up is easy—just a quick express elevator ride from the Chicago Athletic Association hotel.
Rating: 4.5 (4936 reviews)
Location: 12 S Michigan Ave, Chicago, IL 60603
Contact: (312) 792-3502
Website: Visit Website
5) The Duck Inn
I stopped by The Duck Inn for an outdoor meal and enjoyed the vibe here. The patio felt welcoming, with a laid-back atmosphere that made it easy to relax and enjoy the weather. It sits near the river, and I could see families and friends gathering around tables to share good food.
Their menu stood out with creative duck dishes, and I couldn’t resist trying the signature duck. It was juicy and flavorful, and the portion was just right. The hot dogs made with duck fat were a nice touch—definitely something different from the usual Chicago dog.
The staff was friendly and made sure everyone felt at home, whether it was a regular or a first-timer like me. I also noticed a lot of parents with their kids, which gave the place a real neighborhood feel. Big events like their Mother’s Day brunch are a draw, but even on a regular day, the place feels lively.
Rating: 4.6 (1349 reviews)
Location: 2701 S Eleanor St, Chicago, IL 60608
Contact: (312) 724-8811
Website: Visit Website
6) Piccolo Sogno
When I stepped into Piccolo Sogno, I noticed the cozy garden seating right away. Sitting among green plants and string lights made me feel like I wasn’t in Chicago anymore. The patio is peaceful and great for an easy meal outside.
The menu is full of rustic Italian food. I tried the wood-fired pizza, and it was crisp and fresh. Everything tastes simple but done well with seasonal ingredients.
The staff actually knows what they’re talking about when it comes to wine. They suggested a pairing that went really well with my meal, and I didn’t feel overwhelmed by the big list.
If you like Italian food and want a relaxed outdoor space, I think Piccolo Sogno is a solid pick.
Rating: 4.5 (1985 reviews)
Location: 464 N Halsted St, Chicago, IL 60642
Contact: (312) 421-0077
Website: Visit Website
7) The Warbler
I recently stopped by The Warbler in Lincoln Square, and it was just the kind of relaxing spot I like for outdoor dining. Their patio felt bright and comfortable, making it a nice place to hang out with friends or unwind after work.
Their menu has a good mix of American comfort food and lighter vegetarian options. I tried a few small plates and a house-made pasta, and everything tasted fresh. The portions were just right, and kids seemed happy digging in, too.
I liked that their drinks menu featured bird-themed cocktails. It made trying something new fun and gave a unique twist to classic drinks. For anyone who doesn’t drink alcohol, the mocktails and loose leaf teas are worth a try.
If you’re around between 4:30 and 6:00 pm on a weekday, the family-style supper club is a great deal. Five dishes plus dessert for a set price, and kids under nine eat free with the meal. Staff were quick to help if I had any questions or wanted to change up the order.
Rating: 4.7 (1190 reviews)
Location: 4535 N Lincoln Ave, Chicago, IL 60625
Contact: (773) 681-0950
Website: Visit Website
8) Gibsons Italia
I grabbed dinner at Gibsons Italia and really liked hanging out on their roof deck. The view of the river and city is awesome, and it feels laid back but fancy at the same time. There are comfy seats, and even on chilly nights, the fireplace keeps things warm.
The menu has a good mix of Italian food and classic steaks. I tried the pasta and also ordered a steak, and both were cooked just right. The wine list is huge, so it was easy to find something to go with my meal.
It can get busy, so making a reservation is a good idea. I found the staff friendly and helpful, which made the dinner feel special without being too formal.
Rating: 4.7 (3624 reviews)
Location: 233 N Canal St, Chicago, IL 60606
Contact: (312) 414-1100
Website: Visit Website)
9) Ada Street
I stopped by Ada Street recently and loved the relaxed vibe on the patio. Little candles on the tables made it feel cozy, even though it was right in the city. The outdoor space is simple and welcoming, perfect for an easy night out.
The menu offers a mix of New American dishes, and everything I tried tasted fresh and flavorful. The small plates are easy to share, so I could try a bit of everything. They also serve interesting craft cocktails that made the meal feel special.
The service felt friendly and easygoing. My server recommended both food and drinks, so I could just sit back and enjoy. I’d go back for the patio alone, especially when the weather is nice.
Rating: 4.7 (471 reviews)
Location: 1664 N Ada St, Chicago, IL 60642
Contact: (773) 234-1753
Website: Visit Website
10) Porter Kitchen & Deck
I grabbed lunch at Porter Kitchen & Deck and immediately noticed the view. The deck sits right by the river, so I could watch boats drift by while I ate. The space inside is big and bright, but I wanted to sit outdoors and take it all in.
The menu features classic American dishes with a modern spin. I tried a chicken sandwich and a salad, and both tasted fresh. The staff welcomed me and made me feel at home.
The drinks stood out. They offer craft cocktails, plus a long wine and whiskey list. It’s a nice place to relax after work or meet up with friends for dinner and drinks.
Rating: 4.7 (1342 reviews)
Location: 150 N Riverside Plaza, Chicago, IL 60606
Contact: (312) 781-7580
Website: Visit Website
What Makes Chicago’s Outdoor Dining Scene Unique
Chicago’s outdoor dining offers special experiences you can’t always find in other cities. The city mixes beautiful scenery with lively patios and creative spaces.
Lakefront Views and Rooftop Experiences
Chicago sits right on Lake Michigan, so I get to enjoy meals with amazing water views. Eating outside by the lake, especially at spots along the Chicago Riverwalk or at rooftop bars, feels refreshing. Rooftops give me a full skyline view with the city stretched out in front of me.
Many restaurants and bars have rooftop patios where I can see the sun set over skyscrapers. These rooftops usually offer drinks, small plates, and cozy seating. Some have fire pits and string lights, so it feels warm and relaxed even when it’s cool outside.
Places along the lakefront, like those at North Avenue Beach or the river, let me listen to the waves while I eat. The combination of city energy and water views makes these spots memorable.
Seasonal Patio Ambiance
Chicago has four seasons, and outdoor dining here changes with the weather. In spring, patios fill with flowers and fresh greenery. Restaurants decorate with colorful umbrellas and bright tablecloths. This gives me a cheerful place to eat with friends.
Summer patios are lively, often with live music or people walking by. Some places, like Big Jones, use big umbrellas and checkered tablecloths for a fun, casual atmosphere. It’s easy to relax and enjoy the breeze.
When fall comes, restaurants switch to heat lamps and cozy blankets. Patios turn quiet, and leaves start changing color around me. Some spots have covered spaces so I can stay outside even when it gets chilly.
Tips for Enjoying Outdoor Dining in Chicago
I always try to plan ahead before eating outside in Chicago since the weather and restaurant rules can make or break the meal. A bit of planning means less hassle and more time to relax and enjoy my food.
Weather Considerations and Reservations
Chicago weather changes fast. One minute it’s sunny and perfect, but an hour later it could rain or get windy. I always check the weather forecast before heading out. If there’s a chance of rain or it might get chilly, I bring a light jacket or umbrella just in case.
Many patios offer heaters or umbrellas, but they get busy on nice days. Here’s what I do:
- I book a reservation, especially at popular spots.
- I call ahead to ask if the patio is open and if they have weather protection.
- I try to eat earlier in the day to avoid evening chills.
In summer, the best tables go fast, so reserving a spot means I won’t be waiting long. Some places also let me request inside seating if the forecast changes. That flexibility helps.
Pet-Friendly Options
I like bringing my dog when I eat outside. Chicago has many dog-friendly patios, but not all places allow pets. Before I leave home, I check the restaurant’s website or call to ask about their pet policy.
Here are a few things I look for at pet-friendly patios:
- Water bowls for dogs
- Shaded spots, so my dog stays cool
- Leash hooks or safe spaces away from busy sidewalks
Some places offer treats for dogs or a special menu just for them. I always keep my dog on a leash and bring waste bags to clean up after him. Following patio rules keeps these spots welcoming for everyone.
