Are you looking for a great place to vacation with your pup? Why not Chicago? The Windy City is the largest in the Midwest and offers plenty of entertainment for everyone, dogs included! We’ve found the best pup-friendly hotels, restaurants, bars, cafes, parks, and events so you and your pooch can enjoy every moment in this exciting and bustling capital.
Staypineapple, the Loop
Phone: (312) 940-7997
Address: 1 W Washington St., Chicago, IL 60602
Staypineapple Chicago is a great and iconic hotel just a short distance from countless attractions. Housed in a historic landmark, this beautiful space will provide comfort and accessibility to Downtown Chicago so you and your doggo can do lots of exploring. Staypineapple Chicago allows two dogs per room. There is no weight limit for your furry friend, and the fee is $25 per night for each pup.
Crowne Plaza Chicago
Phone: (312) 829-5000
Address: 25 S Halsted St., Chicago, IL 60661
Just blocks away from trendy restaurants and shops, the Crowne Plaza Chicago is right in the heart of the city’s lively West Loop neighborhood. The rooms are modern and comfortable so you and your pup can kick back in style. The Crowne Plaza Chicago offers a concierge, 24-hour room service, and a recreation center. Plus, the views of downtown are amazing! This hotel allows two dogs per room with a $50 pet fee.
Sheraton Grand Chicago
Phone: (312) 464-1000
Address: 301 E North Water St., Chicago, IL 60611
Near the riverside in downtown, the Sheraton Grand Chicago boasts charming views and is perfect walking distance to the Navy Pier and sprawling Grant Park. You and your pup will find a hundred things to do, from fine dining to shopping and more. The Sheraton Grand Chicago allows one dog per room and there is no fee!
Aloft Chicago Downtown River North
Phone: (312) 661-1000
Address: 515 N Clark St., Chicago, IL 60654
Right in the heart of it, Aloft Chicago Downtown River North is a prime location if you’re interested in all the shopping and dining Chicago has to offer. Did you know Nordstrom and Bloomingdales allow dogs? That’s right! Take advantage of this chic hotel and bring your pup along for the fun. Aloft Chicago Downtown River North allows one dog per room and there is no fee, but expect to sign a waiver at the front desk. Be sure to let them know if you leave your dog unattended for any amount of time, they’ll want to alert housekeeping!
Dana Hotel and Spa
Phone: (312) 202-6000
Address: 660 N State St., Chicago, IL 60654
The Dana Hotel and Spa would be a good place for you and your pup to stay if you’re looking for a cozy and comfortable spot to call home for a few days. Located in the artsy River North Gallery District, the trendy locale will make you feel like you’re part of all the excitement. The Dana Hotel allows two dogs per room; there is a weight limit of 30 pounds and a $50 pet fee.
Moxy Chicago Downtown
Phone: (312) 527-7200
Address: 530 N LaSalle Dr, Chicago, IL 60654
You just can’t miss this unique hotel! Decorated with purple neon signs and windows, Moxy Chicago Downtown really stands out. This is definitely an inviting option if you and your pup are looking for one-of-a-kind lodging in an exciting neighborhood. There are plenty of restaurants, galleries, clubs, and bars nearby to choose from. Moxy Chicago Downtown allows two dogs per room with a $30 fee per pup.
The Talbott Hotel
Phone: (312) 944-4970
Address: 20 E Delaware Pl, Chicago, IL 60611
This hotel, built in 1927, still retains much of its elegant and old-fashioned charm. Located in Chicago’s Gold Coast Historic District, The Talbott Hotel is exquisitely designed, with each room offering a relaxing place for you and your pup to unwind after a long day of exploring. Don’t forget to check out their own restaurant, 20 East, where you will find plenty of delicious options for breakfast, lunch, and dinner. The Talbott Hotel will allow you to bring more than one pup and there is no fee.
Phone: (312) 645-1500
Address: 521 N Rush St., Chicago, IL 6061
The Gwen offers a truly luxurious experience for you and your pup. It was even named one of the Best Hotels in Chicago by Travel + Leisure Magazine! Rooms overlook downtown Chicago, suites offer large balconies, and you might even decide to choose urban glamping on their patio if you’re there between May 28 and September 30! To bring your pooch along, expect to pay a $125 non-refundable fee. Each additional dog and each additional day is an extra $25.
Phone: (888) 712-2712
Address: 1118 N State St., Chicago, IL 60610
Housed in an art deco building towering over Lake Michigan, the Viceroy Chicago reflects the vibrant neighborhoods surrounding it. You and your pup can enjoy the bustling area full of unique restaurants, shopping, and it’s even a short trip to the beach! The Viceroy Chicago allows two dogs per room. There is a weight limit of 25 pounds and bringing your pup is an extra $50 per day.
The Whitehall Hotel
Phone: (312) 944-6300
Address: 105 E Delaware Pl., Chicago, IL 60611
The Whitehall Hotel boasts an interesting and storied past. Dating back to 1928, they’ve hosted such stars as Katherine Hepburn, Sophia Loren, and Paul Newman, among others, so you and your doggo will be in good company as guests at this uncommon and historic hotel. The Whitehall Hotel is right downtown, so you can enjoy a real Chicago experience. Two dogs are allowed per room, and there is a 30 pound weight limit. It will cost $30 per day and expect to sign a pet waiver at the front desk in case any damages are incurred during your stay.
Restaurants, bars, and cafes
Begyle Brewing Company
Phone: (773) 661-6963
Address: 1800 W Cuyler Ave., Chicago, IL, US, 60613
Hours: Monday to Thursday 12 p.m to 9 p.m and Saturday to Sunday from 12 p.m to 8 p.m
This neighborhood brewery allows leashed pups to join their people for an evening of fun! They offer a great selection of craft beers, and keep your eye on their event calendar for pop-ups and other exciting offerings.
Phone: (312) 696-2420
Address: 136 N LaSalle Dr., Chicago, IL, US, 60602
Hours: Monday 7 a.m to 9:30 p.m, Tuesday to Friday 7 a.m to 10 p.m, Saturday 8 a.m to 2 p.m and 5 p.m to 10 p.m, Sunday 8 p.m to 2 p.m and 5 p.m to 9:30 pm
If you’re headed to Chicago during the summer months, this Italian joint will let you and your dog enjoy their outdoor patio. There are plenty of delicious options to choose from on their menu, like orecchiette tartufate, a mild Italian sausage, mushroom, black truffle paste, fontina cream sauce or the classic lasagna. Located in the Chicago Loop, 312 Chicago is close to many of the hotels listed above.
The Spoke & Bird
Phone: (929) 263-2473
Address: 205 E 18th St., Chicago, IL 60616
Hours: Monday to Sunday 7 a.m to 6 p.m
The Spoke & Bird offers American bistro-style fare highlighting ingredients local to the area and an extensive drink menu. This is another great spot for those traveling during the summer months as your pup is free to join you on their large and shady outdoor patio.
Phone: (773) 509-9888
Address: 2956 N Albany Ave., Chicago, IL 60618
Hours: Monday to Friday 4 p.m to 2 a.m, Saturday 12 p.m to 3 a.m, Sunday 12 p.m to 2 a.m
Looking for a place where you’ll feel just like a local? Small Bar in Logan Square is a cozy little pub with more than 200 beers on tap and they will gladly welcome you and your pup! There’s patio seating for the summer months, great burgers, and a comfortable atmosphere.
Phone: (312) 850-2663
Address: 161 N Jefferson St., Chicago, IL 60661
Hours: Monday to Tuesday 7 a.m to 3 p.m, Wednesday to Thursday 7 a.m to 9 p.m, Friday 7 a.m to 10 p.m, Saturday brunch from 8 a.m to 3 p.m and 5 p.m to 10 p.m, and Sunday brunch 8 a.m to 3:30 p.m. Happy hour is Tuesday to Saturday from 4 p.m to 7 p.m.
Bring your pup along for some delicious Southern comfort food, including Catfish Po’boys, N.C Style Fried Chicken Sandwiches, and Shrimp and Grits. Dogs are allowed to accompany their people on the patio, weather permitting.
Phone: (312) 573-6749
Address: 108 E Superior St., Chicago, IL 60611
Hours: Monday to Thursday from 7 a.m to 7 p.m, Friday and Saturday from 7 a.m to 9 p.m
Are you looking for something a little upscale where you and your doggo can enjoy a fine breakfast together? In the warmer months, Pierrot Gourmet is a great place to bring your pup! The outdoor patio is replete with tastefully decorated tables and umbrellas to keep you both comfortable as the day heats up.
Four Moon Tavern
Phone: (773) 929-6666
Address: 1027, 1847 W Roscoe St., Chicago, IL 60657
Hours: Monday to Thursday 5 p.m to 2 a.m, Friday 12 p.m to 2 a.m, Saturday 10 a.m to 3 a.m, Sunday 10 a.m to 2.am
Want to find a low-key bar on your way to the beach where you can grab a beer and Fido can get some fresh water? The Full Moon Tavern is just the place. Expect a classic dive bar vibe with a great jukebox, pool tables, and relaxing patio.
Address: 5100 N Leavitt St., Chicago, IL 60625
This park is beautiful in the springtime as there are many species of flowers and trees for you to admire (and for your pup to sniff). There is a popular dog-friendly area where leashed puppers are happy to play together and enjoy the company of other dogs.
Address: 2645 N Sheffield Ave., Chicago, IL 60686
Wiggly Field is an off-leash dog park located on the north side of Chicago. This dog park would be a great place to bring a younger dog that would enjoy practicing their socialization skills. It’s geared more toward pups than humans so don’t expect greenery and walking trails, but do expect a lot of adorable pups!
Address: 6000 S Lake Shore Drive, Chicago, IL 60637
You’ll want to bring your dog to this exceptional park. Play materials are made with reused and recycled materials, and there will be plenty for your pup to do. There are obstacle-course-like structures for more athletic doggos and it’s a popular place so even less energetic dogswill make plenty of friends.
Coliseum Dog Park
Address: S Wabash Ave., Chicago, IL 60605
This dog park is a little more hidden than the others, and would be a great stop on your way to another adventure or for evening playtime so your pupper can run around with others and get all their wiggles out before you return to your hotel.
Valley Line Trail Hike
Address: Click here to see the trail map
If you’re looking for some quality time in nature, a little removed from the hustle and bustle of Downtown, the Valley Line Trail Hike is a dog-friendly trail located just 25 minutes north of Chicago. There is convenient parking and the trail is accessible from
several points on the path so you can go for longer or shorter hikes based on the weather or you and your pup’s preferences.
Address: W Lawrence Ave., Chicago, IL 60640
Montrose Beach faces an open Lake Michigan and the views are spectacular. Bring your dog with you if you decide to go; the dog-friendly area is expansive!
Belmont Harbor Dog Beach
Address: N Lake Shore Drive & Lake Shore Drive, Chicago, IL 60657
Does your dog love playing in water? This urban beach is a great place to bring your pup on a warm day when you’re both looking for some sun and surf, and your dog is bound to make lots of new friends. This doggie playspace is a popular one.
Egg Hunt for Dogs
An Easter egg hunt for dogs? Yep! This beloved tradition isn’t just for children at the Happy Dog Barkery, a sweet little bakery that makes dog cakes, treats, and healthy foods your pup won’t be able to resist. This annual tradition takes place every spring.
Halloween Canine Cruise
This Halloween cruise is a wonderful excuse to dress your pup in their Halloween costume and head to the water for a day filled with sun, paws, and total cuteness overload. If you’re in Chicago near the end of October, do as the locals do and take part in this adorable, annual tradition.
Spooky Pooch Dog Parade
For 2 hours every October, dogs are allowed at the Chicago Botanic Garden for their annual Halloween pet parade. Join hundreds of Chicogans for a special afternoon where both dogs and their people get dressed up to strut their stuff and show off their most elaborate and original costumes.
Are you interested in learning more about your adventurous pup? Click here to get your Embark Dog DNA Test today!