Chicago, on Lake Michigan in Illinois, is a popular city amongst visitors. They flock to the city to marvel at its urban landscape. With famous skyscrapers such as the iconic John Hancock Centre, the neo-Gothic Tribune Tower and the 1,451 feet (442.3 metres) Willis Tower, it has set the standards for architectural developments around the world. Famous for its contributions to urban planning standards, architectural lovers will have a lot to study and see. The Art Institute of Chicago, famous for its noted Impressionist and post-impressionist works, also draws in the crowds. Other landmarks include Millenium Park, Navy Pier, the Magnificient Mile, and Lincoln Park Zoo. The cosmopolitan city is a hit amongst young tourists, with its visual arts scene, as well as its comedy and music scene. Wondering what are the coolest neighbourhoods to stay in Chicago, Illinois, USA? Here is a guide for you.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on November 21, 2024.
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1. Boystown (from USD 241)
Limited breakfast options, but within walking distance to neighborhood cafes and a grocery store.
Reasonable pricing for a charming boutique hotel in a quiet residential area.
Great location in a quiet, safe neighborhood near Wrigley Field, with easy access to public transport and eateries.
Cubs-themed decor, cozy rooms, convenient parking, and a charming common area with free coffee.
Boystown in Lake View attracts the young and trendy crowd with its party scene, a perfect choice for the young and young at heart. Just a short distance away is the Lincoln Park Zoo, Second City comedy theatre, and the Steppenwolf Theatre. Popular concert venues like the Aragon Ballroom and Vic Theatre are nearby. Lakeview is a perfect choice or those interested in museums, food, and restaurants. When you are there, do consider staying at The Majestic Hotel. Built in the 1920s, the wood-burning fireplace, as well as charming decor, is reminiscent of yesteryears. Guests can enjoy 24-hour cookie and tea, coffee services, as well as free daily breakfast.
Majestic Hotel This is a Proud Certified property where you can be extra sure of a welcoming stay.
Address: 528 West Brompton
4.31 km (2.7 mi) from Bloomingdale Trail Park
2. Magnificent Mile (from USD 162)
Limited dining options on-site, but plenty of nearby restaurants within walking distance.
Reasonable pricing, but watch out for hidden fees and unexpected charges.
Excellent location in Downtown Chicago, close to main tourist attractions and public transportation.
Free coffee, water, and soda; spacious rooms; convenient location near shops and attractions.
The Magnificent Mile, as its name suggests, is a commercial district with big-name luxury brands as its shop tenants. A great neighbourhood to stay for those who want to shop. Many tourist attractions are here, such as the historic Wrigley Building, John Hancock centre, and shopping districts. The Chicago theatre district is also within the vicinity. Cambria Hotel is just five minutes walk from Navy Pier. There is a rooftop bar, but guests can also enjoy the views from their rooms, as every room features large windows with city views. The hotel has a 24-hour fitness centre and tour desk, perfect for midnight travellers.
The Chicago Hotel Collection Magnificent Mile
Address: 166 East Superior Street
4.44 km (2.8 mi) from Bloomingdale Trail Park
3. Logan Square (from USD 406)
Excellent dining options including a great brunch, rooftop bar, and complimentary afternoon treats.
Reasonable rates for chic, stylish rooms in a prime city location.
Conveniently located in the vibrant Wicker Park neighborhood, near public transportation and local attractions.
Rooftop bar, cafe, and pool with stunning views. Complimentary beers and discounts for hotel guests.
Logan Square, located within Wicker Park is a place that draws the hipster music lovers, with its trendy, hip music clubs and quirky shops. The United Centre, home of the Chicago Bulls, is a 14-minute drive away from the heart of Wicker Park, which is in Logan Square. Stay in the heart of Chicago’s Wicker Park neighbourhood. Every room at The Robey has hardwood floors, luxurious sheets, and large, open spaces. A TV and a Bluetooth-enabled sound system round up the amenities. Free Wifi is available throughout the property. The Robey is 4.8 km (6 miles) away from shopping, dining, and entertainment on the Magnificent Mile.
The Robey, Chicago, a Member of Design Hotels
Address: 2018 W North Avenue
764 meters (0.5 ft) from Bloomingdale Trail Park
4. Uptown
Various dining options within walking distance, though some amenities like cable TV and complimentary coffee/tea could be improved for the premium price.
Reasonable pricing for a well-equipped unit in a historic building.
Conveniently located near public transportation, with easy access to food and attractions.
Great facilities including a gym, rooftop lounge, and indoor pool.
Uptown is a laid-back residential neighbourhood known for its jazz bars and trendy cafes. Lincoln Park Zoo is about 3.8 miles (6 km) from here, while 360 Chicago is 5.4 miles (8.6 km) away. The nearest airport is Chicago O'Hare International Airport, approximately 13.4 miles (21.5 km) from the area. Uptown Gem is very new and was just built in 2016. The property has a living room with a flat-screen TV, a seating area, and a fully equipped kitchen for your cooking needs. Each room has an air conditioner, balcony and free Wifi.
Uptown Gem
Address: 1020 West Lawrence Avenue #522
6.23 km (3.9 mi) from Bloomingdale Trail Park
5. The Loop (from USD 198)
The Loop is a vibrant area with eclectic eateries, shops, theatres and parks. An urban neighbourhood with high-rise buildings, it is home to the Art Institute of Chicago and Millennium Park. For art lovers, The Loop is a great place to stay. Remember to visit the “Cloud Gate” sculpture in Millennium Park. Stay here in The Central Loop Hotel. All guests rooms here have comfortable beds and custom-designed furnishings. If you stay in The Loop, you stay in the middle of all activity. A perfect choice for those who prefer to walk to the attractions.
Central Loop Hotel
Address: 111 West Adams Street
5.06 km (3.2 mi) from Bloomingdale Trail Park
6. Chinatown (from USD 140)
Great price so close to downtown, good Chinese food in the neighborhood, many restaurants around, nearby restaurants, surrounded by great Asian restaurants, great restaurants close by, close to gourmet restaurants, close to local cuisine, nearby restaurants, close to food and transportation
Very good price for Chicago, cheap and good for friends to stay, reasonable rates, a good price for the room, a good value stay
Perfect location close to public transportation, shops, restaurants, close to the train station, close to the subway, close to L & other travel, close to the metro, very close to the nearest metro station, easy to reach downtown, excellent location, wonderfully located in restaurant-abounding Chinatown, right in the heart of Chinatown, great location, quiet, safe, high street noise, right in Chinatown, very close to the subway, 20 minutes from the city centre, walking distance to the train station, close to food and transportation, close to the museums, fine value for the price, very well located, easy to get in and out, right in Chinatown, walking distance to everything, fantastic for access to Chinatown and expressway
24h reception, friendly staff, very cool location, water and snack available, basic room but clean, air conditioning, ice machine, water machine, wifi, community fridge in the common area
If you need Asian food or just want to be in the vibe of Chinatown, then pick Chicago’s Chinatown. The Cermak-Chinatown subway serves the neighbourhood, and attractions here include the Chinese American Museum of Chicago and the outdoor mall Chinatown Square. If you want to stay in the area, check out Chinatown Hotel, which is near the subway stop. Restaurants and shops are located nearby, and each guestroom has cable TV, air conditioning and Wifi access.
Chinatown Hotel Chicago
Address: 214 West 22nd Place
7.58 km (4.8 mi) from Bloomingdale Trail Park
7. Bridgeport (from USD 479)
Bridgeport is a peaceful residential neighbourhood lined with shops and restaurants. One of the city’s most diverse neighbourhoods, it has a reputation for a multinational variety of cuisines. McCormick Place and the Illinois Institute of Technology is in the vicinity. The Polo Inn is a bed and breakfast that you can consider staying in; each suite has a flat-screen cable TV, free Wifi access and a full-size fridge. The home of White Sox (baseball) is at the U.S. Cellular Field, just three minutes’ drive from this hotel.
The Polo Inn Bridgeport U.S.A.
Address: 3322 South Morgan Street, Bridgeport, Chicago (IL), United States, IL 60608
9.11 km (5.7 mi) from Bloomingdale Trail Park
8. Roscoe Village (from USD 694)
Plenty of dining options nearby, creating a delightful culinary experience.
Reasonable pricing for spacious accommodations in a great area.
Located in the relaxing and vibrant Roscoe Village with easy access to bars, restaurants, and attractions.
Full kitchen, convenient parking, helpful staff, spacious backyard.
Another laidback neighbourhood, Roscoe Village is on the north side of Chicago and is a collection of pubs, taverns, independent shops and brunch restaurants. A suburban area, staying here feels like you are staying right amongst the locals! Lincoln Park Zoo is 3 miles (5 km) away, while United Center is 5 miles (8 km) from the borough. The nearest airport is Midway International Airport, which is 14.9 miles (23 km) away. Roscoe Village Guesthouse is set in the Roscoe Village of Chicago, and all units have a fully equipped kitchen with a dining area. Guests will also appreciate the bath and shower facilities with free toiletries. Free Wifi is available throughout the property.
Roscoe Village Guesthouse
Address: 2104 West Roscoe
3.14 km (2.0 mi) from Bloomingdale Trail Park
9. Lincoln Park (from USD 159)
Lincoln Park is situated along Lake Michigan, which makes it literally the coolest neighbourhood for the windy breezes. It keeps you feeling refreshed throughout the day. It is home to many tourist attractions such as nature reserves, harbours, beaches and, of course, recreational areas. The recreational facilities that you have access to are basketball courts, soccer fields, target archery fields, a driving range, a skate park, boating facilities and much more.
If you like Victorian-style furnishings, then the ‘Inn at Lincoln Park’ with its old-world charm should be your best pick.
Inn at Lincoln Park
Address: 601 West Diversey Parkway
3.0 km (1.9 mi) from Bloomingdale Trail Park
10. Wicker Park (from USD 27)
Wicker Park with its eclectic shop offerings is a great choice for those who prefer to stay off-the-beaten-track. Bars, cool restaurants, trendy pubs line the streets here. The Willis (Sears) Tower and the Chicago city centre are a 20 minutes’ train ride away from Division Street, the heart of the Wicker Park neighbourhood. Holiday Jones Chicago Hostel on Division Street is a chic hotel to stay in, with each room featuring artwork created local Chicago artists. The hotel’s onsite restaurant provides for your dining needs, or visitors can relax at the lounge.
Holiday Jones
Address: 1659 West Division Street
1.26 km (0.8 mi) from Bloomingdale Trail Park
Chicago, 'The Great City' - a landscape of architectural wonders
Chicago has many nicknames, amongst them is the nickname ‘The Great City.’ Indeed, this city at the heart of USA’s transportation network is a great place to start if you’re visiting the United States. Whether you are in the state to watch its many sporting games, or just here to explore its architectural landscape, the hotels above would be sure to provide you with a comfortable stay.
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