Where to stay in Chicago

River North is a trendy, bustling area with art galleries, nightlife, and dining spots. It's a prime location for those who want to be in the middle of the action, as it’s close to the Magnificent Mile and the Loop. However, with popularity comes crowded streets and a lively (sometimes noisy) atmosphere. The area is not as diverse in terms of affordability, and housing can lean towards the pricier end.

The Loop is the heart of Chicago's downtown, pulsating with a mix of business and tourist bustle. Skyscrapers tower over historic landmarks, and there’s a density of hotels, theaters, and parks, including the iconic Millennium Park. It's convenient for first-time visitors seeking proximity to major attractions, but Chicago's neighborhood feel can be noisy and less authentic. After office hours, the Loop can feel surprisingly quiet.

Streeterville is an upscale, dense urban area just east of the Magnificent Mile. With plentiful high-rise hotels, this area offers prime access to shopping, dining, and attractions like Navy Pier. Visitors should be wary of the tourist crowds and inflated prices, and the area may lack the character of other neighborhoods.

Gold Coast is an upscale neighborhood with a luxurious feel, offering designer shopping, high-end dining, and beautiful lakeshore views. The area's affluence is evident in its well-manicured streets and historic mansions. It's an extremely safe and walkable area, though it can be quite expensive. The high price tag extends to accommodations and amenities, which may be a consideration for budget-conscious travelers.

Lincoln Park is both a park and a namesake affluent neighborhood with manicured streets, high-end shopping, and cultural institutions like the Chicago History Museum. It’s ideal for those seeking a chic stay near green spaces and family attractions, like the Lincoln Park Zoo. However, the upscale nature of the neighborhood can mean a higher price tag for accommodations.

Old Town is rich in history with well-preserved Victorian buildings, cobblestone streets, and the famed comedy club, The Second City. It's a charming and popular neighborhood with a friendly community vibe. Main streets can be lively, but some side streets might feel too quiet for those seeking constant excitement. Old Town is considered quite safe but lacks the diversity of dining and shopping found in other parts of the city.

Lakeview is a diverse and dynamic neighborhood known for Wrigley Field and the adjoining bar scene. It draws a mix of sports fans, LGBTQ+ crowd (particularly in the Boystown area), and young professionals. The nightlife can be a draw, but for those seeking calm, it’s best to stay away from the main strips during game days and weekend nights.

Known for its hipster vibe, Wicker Park is a trendy neighborhood with a bustling arts scene, eclectic dining options, and vibrant nightlife. It's particularly attractive to younger travelers and those interested in the alternative local culture. While it’s lively and exciting, it can be noisy on weekends, and parking can be challenging.

Logan Square is a trendy residential area with a balanced mix of hip bars, coffee shops, and renowned restaurants. Its boulevards and historic mansions add to its charm. While quieter than Wicker Park, weekends can bring a lively crowd, and some travelers might find it a bit removed from the downtown attractions.

Andersonville is known for its strong Swedish heritage, which is reflected in the local shops and eateries. This neighborhood has a strong LGBT+ community and a reputation for inclusivity. Its main street is lined with independent businesses, giving it a highly local, down-to-earth atmosphere. It's further from the city center, so more extensive travel is necessary for downtown attractions. Andersonville's quiet vibe at night can be a pro or con, depending on what you're looking for.

Lincoln Square offers a quaint, small-town feel with a German heritage evident in its boutiques and eateries. It’s a family-friendly area with a more laid-back pace, perfect for those looking for serenity and a neighborhood atmosphere. However, its distance from downtown might not appeal to those seeking the full Chicago hustle.

Chinatown is a vibrant cultural hub with a dense array of authentic Chinese eateries, shops, and historic landmarks such as the Chinatown Gate and Ping Tom Memorial Park. It's a feast for the senses but can be crowded and touristy. The area offers a fascinating cultural experience but has limited nightlife options. It's perfect for foodies and those who prioritize cultural immersion over late-night activities.

Adjacent to Wicker Park, Bucktown is a hip, residential enclave with a good mix of trendy restaurants, bars, and upscale boutiques. There's a vibrant community feel here, though accommodation options might be more limited to Airbnbs and small inns. Nearby nightlife can also contribute to a noisier ambiance in certain pockets.

Roscoe Village offers a small-town feel in the big city with a friendly neighborhood atmosphere and a collection of casual cafes, boutiques, and family-friendly venues. Less known to tourists, the area promises a genuine day-to-day Chicago experience. While it has much to offer, it may not provide the excitement some visitors are seeking, and accessing downtown can be time-consuming via public transit.

Ukrainian Village is a charming, residential neighborhood filled with historic architecture, including beautiful cathedrals and traditional homes. The pace is slower here, offering a more local Chicago experience with independent shops, cafes, and galleries. However, it's slightly off the beaten path and may require public transport or cabs to reach downtown attractions.

West Town offers a less touristy experience with a diverse mix of cultures. It boasts an eclectic art scene, vintage shops, and ethnic restaurants. While it has its share of nightlife, it's quieter than some of the more bustling neighborhoods. The mixed residential community exhibits an urban charm, but some parts can feel a bit run-down or less safe at night. This is a great area for those looking to explore off the beaten path.

The Near South Side is a rapidly developing area featuring attractions like the Museum Campus and McCormick Place. It offers a quieter, more spread-out residential atmosphere but is just a short distance to the liveliness of downtown. The area has newer properties and green spaces but is not as densely packed with nightlife or dining options compared to more central neighborhoods. It's often favored by business travelers and those seeking peace after a busy day of sightseeing.

Pilsen is a neighborhood rich in Latino culture, known for its street art, authentic Mexican restaurants, and indie music venues. It's a hub of creativity and a must-visit for foodies but is still in the process of gentrification and there can be issues with uneven development and occasional safety concerns at night.

Logan Square is a neighborhood that embodies a blend of historic charm and hipster cool. Trendy coffee shops, craft breweries, and farm-to-table restaurants line its streets. While it's a bit farther from downtown, it offers a more laid-back vibe. The area hosts community-focused events like farmers' markets, making it great for a more immersive local experience. However, visitors should be mindful of the less frequent public transit options compared to more central locations.