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Which Chicago neighborhood should I move to?

Chicago real estate agent @mattthomaschi shares his top neighborhoods for new Chicagoans, families, trend-seekers and the budget-conscious.

March 3, 2023
 min read
Last updated:
Jan 11
Two women unpacking moving boxes in a bright apartment.

The city of Chicago is made up of many, many different neighborhoods. Some say as many as 200 distinct communities make up this lively and vibrant city. Whether you're new to Chicago or you're thinking about a move for a change of pace, the choice can be overwhelming!

To help you out, we caught up with Chicago real estate agent Matt Thomas (AKA @mattthomaschi) to discuss his recommendations of Chicago neighborhoods

1) If I were looking to move to Chicago from a small town out of state, where should I move to?

If you're looking for a lively urban experience in Chicago, neighborhoods such as Lincoln Park, Lakeview, and Wicker Park offer a range of amenities, from nightlife and dining to outdoor recreation spaces. If you prefer a quieter neighborhood with a family-friendly atmosphere, consider areas like Ravenswood or Beverly. Ultimately, the right neighborhood for you will depend on your budget, lifestyle, and preferences. Be sure to research each area thoroughly before making a decision.

2) If I were thinking about moving to a quiet, family-friendly Chicago suburb, what would you recommend?

If you're looking for affordable family-friendly suburbs near Chicago, consider options like Berwyn, Oak Park, or Forest Park. These suburbs offer great schools, parks, and quiet neighborhoods with a variety of housing options, all at a more affordable price than some of the more expensive suburbs. They also have good access to the city via public transportation or a short drive. Remember to research each area thoroughly before making a decision, and choose a neighborhood that fits your budget and lifestyle.

3) What’s the most “up and coming” neighborhood of Chicago that I should consider moving to?

One of the most "up and coming" neighborhoods in Chicago is Pilsen, located just south of the Loop. Pilsen has a rich cultural history, with vibrant street art and an active arts community. The neighborhood is also becoming increasingly popular for its diverse dining options and trendy bars. While Pilsen has experienced rapid development in recent years, it still retains a strong sense of community and affordable housing options. However, as with any neighborhood, it's important to research thoroughly and visit before making a decision.

4) If I told you I like the busiest, loudest, youngest neighborhood, where would you suggest I move to?

If you're looking for the busiest, loudest, and youngest neighborhood in Chicago, then Wicker Park is a great option to consider. Located just northwest of the Loop, Wicker Park offers a bustling nightlife scene with a variety of bars and music venues, as well as trendy restaurants and boutique shops. The neighborhood is also home to a large millennial population and is known for its street art and hipster culture. However, keep in mind that this popularity can come with a more crowded feel.

5) If I’m looking for the best value-for-money when it comes to a rental, where should I look to live?

If you're looking for the best value-for-money rental options in Chicago, you may want to consider neighborhoods like Albany Park, Rogers Park, or Bridgeport. These areas offer affordable rent prices while still providing easy access to public transportation, restaurants, and shops. While these neighborhoods may not be as trendy or well-known as some others, they offer a good balance between cost and convenience. Be sure to research each area thoroughly and visit before making a decision, as every neighborhood has its own unique character.

6) If I’m looking for the best value-for-money when it comes to buying my own place, where should I look to live?

If you're looking for the best value-for-money when it comes to buying your own place in Chicago, some areas to consider are Jefferson Park, Portage Park, and Irving Park. These neighborhoods offer a mix of affordable single-family homes, townhouses, and condos, while still providing easy access to public transportation and amenities like parks and restaurants. They are also located in up-and-coming areas that are seeing increased development and investment, which can be a good sign for property values over time. As with any real estate decision, do your research and work with a trusted agent.

Looking for more Chicago real estate tips and tricks? Be sure to follow Matt on social media at @mattthomaschi and follow us at @super.com_official.

*Prices fluctuate based on season and day of the week.

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Matt is a detail-oriented real estate sales expert who values honesty and integrity in building lasting relationships with clients. With prior experience as a top producer in corporate technology sales at a Fortune 500 company, Matt has honed his negotiation skills to effectively serve his clients in a competitive market. Raised outside of Philadelphia with a mother who runs her own successful real estate business, Matt has unique insights into the evolving real estate market and confidently advises clients even in challenging times.