Best Chicago to Boston Movers and Practical Moving Guide

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Chicago to Boston Movers

Moving from the Windy City to Beantown marks an exhilarating chapter in your life, filled with new adventures and opportunities. You're trading Chicago's iconic deep-dish pizzas and towering skyscrapers for Boston's historic cobblestone streets and prestigious academic institutions. Given the distance and complexity of this transition, it's crucial to secure trusted and reliable professional movers to ensure your journey is smooth. At Great Guys Moving, we understand the importance of quality and reliability, offering you the best movers to make your Chicago to Boston relocation seamless.

Illinois iconArrow iconMassachusetts icon

Best Chicago to Boston Moving Companies

Company NameRating QuestionBBB RatingLicenseContact
Stairhopper Movers9.66A+Authorized For HHGContact
Centaur Moving9.60NRAuthorized For HHGContact
606 Movers, Inc.9.36A+Authorized For Property, HHGContact
Move-tastic!9.35A+Authorized For HHGContact
H2H Movers Inc9.24AAuthorized For HHGContact
Phone (800) 787-5428
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Moving in the opposite direction? Here is our moving from Boston to Chicago guide.

5 Best Chicago to Boston Moving Companies

These are the top recommended movers based on our unbiased & regularly updated ranking algorithm (NOT paid promotions)

Stairhopper Movers Logo
Exceptional9.66/10
based on 9,261+ data points

About Stairhopper Movers

Since 2001, Stairhopper Movers has operated as a Boston-based local moving company that performs local and long-distance residential and com...Read More >>

Services

  • Local moves
  • Long distance moves
  • Commercial moves

Interstate Moving License

Circle Check
Authorized for Interstate Moves(last checked 10/17/2024)

USDOT / MC

Status

Entity Type

1696867 / 623045

Authorized For HHG

Carrier

Registered Trucks/Vans21
Registered Drivers22
Total Annual Miles Moved261,200 (2022)
View Full Review
1
Centaur Moving Logo
Exceptional
claimed company icon
9.60/10
based on 1,675+ data points

About Centaur Moving

Centaur Moving, based in Cambridge, Massachusetts, is a fully licensed and insured moving company with services for local and nationwide mov...Read More >>

Services

  • Local Moving
  • Long Distance Moving
  • Commercial Relocations

Interstate Moving License

Circle Check
Authorized for Interstate Moves(last checked 10/18/2024)

USDOT / MC

Status

Entity Type

3638077 / 1249051

Authorized For HHG

Carrier

Registered Trucks/Vans2
Registered Drivers3
Total Annual Miles Moved20,000 (2022)
View Full Review
2
606 Movers, Inc. Logo
Exceptional9.36/10
based on 1,152+ data points

About 606 Movers, Inc.

606 Movers, Inc. has been serving the Chicagoland area for over 12 years. This professional moving company offers quality, eco-friendly movi...Read More >>

Services

  • Residential Movers
  • Commercial Movers
  • Packing & Unpacking Services

Interstate Moving License

Circle Check
Authorized for Interstate Moves(last checked 10/18/2024)

USDOT / MC

Status

Entity Type

3476069 / 1139300

Authorized For Property, HHG

Carrier

Registered Trucks/Vans4
Registered Drivers4
Total Annual Miles Moved1 (2021)
View Full Review
3
Move-tastic! Logo
Exceptional9.35/10
based on 10,649+ data points

About Move-tastic!

What happens when two passionate triathletes decide to make extra income using their physical abilities? The result is an energetic moving c...Read More >>

Services

  • Full Moves
  • Truck Loading and Unloading
  • Interstate Moving Assistance

Interstate Moving License

Circle Check
Authorized for Interstate Moves(last checked 10/17/2024)

USDOT / MC

Status

Entity Type

1906350 / 675927

Authorized For HHG

Carrier

Registered Trucks/Vans15
Registered Drivers26
Total Annual Miles Moved86,474 (2022)
View Full Review
4
H2H Movers Inc Logo
Exceptional
claimed company icon
9.24/10
based on 8,231+ data points

About H2H Movers Inc

Are you looking to move places but are worried about the cost? Then, H2H Movers might be the best choice for you. This moving company provid...Read More >>

Services

  • Local moves
  • Long distance moves
  • Commercial moves

Interstate Moving License

Circle Check
Authorized for Interstate Moves(last checked 10/17/2024)

USDOT / MC

Status

Entity Type

2428328 / 836885

Authorized For HHG

Carrier

Registered Trucks/Vans6
Registered Drivers2
Total Annual Miles Moved359,681 (2024)
View Full Review
5
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Dependable Rankings You Can Count On!

Our rankings are data-driven — movers cannot purchase a spot on our list. Here's why you can have confidence in our recommendations:

  • No Paid Placements: Every company earns its spot through merit, not payment.
  • Extensive Analysis: Evaluated over 24,000 movers across the country for our rankings.

Chicago vs. Boston Neighborhood Comparison

When relocating, it can be daunting to navigate a new city's neighborhoods. This guide simplifies the transition by drawing parallels between your familiar Chicago, IL & Boston, MA neighborhoods . By comparing the characteristics of top neighborhoods in both cities, we aim to help you find a new community that feels like home.

ChicagoBostonHow They're Similar
Lincoln ParkBack BayHistoric architecture, vibrant shopping
Wicker ParkJamaica PlainDiverse, artsy community with local shops
The LoopDowntownHeart of the city, commercial and tourist areas
Gold CoastBeacon HillUpscale, historic homes and quaint streets
River NorthSouth EndTrendy restaurants, galleries, and nightlife
Logan SquareAllstonYoung, vibrant scene with music venues
Hyde ParkCambridgeIntellectual hub with universities
AndersonvilleBrooklineFamily-friendly with a strong sense of community
Old TownNorth EndRich history, famous Italian eateries
South LoopCharlestownWaterfront views, mix of old and new

Exploring these comparable neighborhoods unveils unique cultural and architectural gems in both cities. For example, Lincoln Park's blend of natural beauty and cultural offerings mirrors Boston's Back Bay, famous for its picturesque streets and historic sites like The Freedom Trail. Similarly, if you’re drawn to Wicker Park for its creative energy and bustling nightlife, Jamaica Plain in Boston offers an equally diverse and vibrant community, highlighted by landmarks such as the Jamaica Way Tower. The transition from Chicago's eclectic dining and art scene in River North finds its counterpart in Boston's South End, where renowned galleries like SoWa Art + Design District and gourmet restaurants thrive. Embracing these parallels can ease the adjustment period, making your new city feel like home.

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Pros and Cons of Moving from Chicago to Boston

Moving from city to city is a significant life change that comes with its set of challenges and benefits. This guide aims to offer an honest reflection of the good and the bad attributes of relocating from Chicago, IL to Boston, MA, providing a balanced perspective to help you make an informed decision. Through the comparison charts, you'll gain insight into what you might gain and what you might have to adapt to in your new city.

CONs
PROs
Chicago, IL iconChicago, IL
  • Harsh winters
  • Higher crime rates
  • Flat landscape
  • Dense traffic
Boston, MA iconBoston, MA
  • Historic charm
  • Lower crime rates
  • Coastal city
  • Better public transit
Boston, MA iconBoston, MA
  • Expensive dining
  • Smaller city size
  • Higher living costs
  • Fewer green spaces
Chicago, IL iconChicago, IL
  • Vibrant nightlife
  • World-class museums
  • Affordable living
  • Large city parks

While the charts highlight key points, let's delve deeper into some aspects. Chicago's large city parks, such as Millennium Park, offer expansive green spaces right in the heart of the city, providing a welcome escape from urban life. Boston, though having fewer green spaces, is renowned for its historic charm, with neighborhoods like Beacon Hill offering picturesque streets lined with Victorian-era homes. For those willing to brave the colder months, Boston's coastal location offers unique opportunities for waterfront activities. Meanwhile, Chicago's vibrant nightlife and world-class museums, such as the Art Institute of Chicago, provide endless entertainment and cultural enrichment. Both cities boast strong attributes, but the decision to move will ultimately depend on what you value most in your day-to-day life.

Chicago vs. Boston Food Guide

Discovering the local cuisine is a pivotal aspect of getting acquainted with a new area. Food not only serves as sustenance but also as a window into the cultural heart of a city. In this guide, we will delve into a comparison of the local cuisine between Chicago & Boston to better equip you for your big move, ensuring you're well-informed about the dynamic food scenes awaiting you.

ChicagoBoston
Most iconic local food itemDeep Dish PizzaClam Chowder
Most popular meat dishItalian BeefLobster Roll
Most popular street food itemChicago-Style Hot DogFish & Chips
Most popular vegan foodSeitanJackfruit
Top 3 iconic restaurants that summarize the city
  • Lou Malnati's
  • Portillo's
  • Alinea
  • Legal Sea Foods
  • Union Oyster House
  • Neptune Oyster
Fitness/Health Conscientiousness (out of 10)💪💪💪💪💪💪💪💪💪💪💪💪💪💪💪💪💪💪💪💪
Abundance of Food Trucks (out of 10)🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚🚚
Foodie Scene (out of 10)🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴
Vegan Friendly (out of 10)🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱

Chicago and Boston both offer a rich tapestry of culinary delights that reflect their historical and cultural heritage. In Chicago, neighborhoods like The Loop offer an opportunity to indulge in a legendary deep dish pizza at places like Lou Malnati's, showcasing the city's love for hearty, comfort foods. Boston, on the other hand, offers a splendid seafood experience, particularly famous for its clam chowder and lobster rolls found in historic establishments like Legal Sea Foods and the Union Oyster House in areas like Downtown and the North End. Both cities cater well to food enthusiasts, whether you're in search of authentic local flavors or health-conscious options, ensuring that you'll never be far from an unforgettable meal.

Chicago vs. Boston Restaurant Comparison

Food plays a pivotal role in making a new city feel like home. This restaurant comparison chart directly aligns top eateries from Chicago to their equivalents in Boston, ensuring you can easily find your new favorite spots by leveraging the tastes from your current hometown as a guide.

ChicagoBostonWhat You'll Love
AlineaO YaExceptional multi-course Japanese dining, mirroring Alinea’s innovation
Girl & The GoatToroInventive small plates with a cozy, lively atmosphere
Portillo'sSpike’s Junkyard DogsLegendary hot dogs with a unique Boston twist
Deep Dish Pizza (Lou Malnati's)Regina PizzeriaHistoric pizzeria known for its thick, hearty crusts
The Purple PigThe Salty PigCharcuterie and wine, crafting a similar gastro-pub vibe
RoisterRow 34Known for its adventurous approach to seafood, akin to Roister’s innovation
Pequod’s PizzaSantarpio’s PizzaOffers a distinct pizza experience with a local Boston flair
PublicanThe Publick HouseShares a focus on quality beer and hearty meals
MonteverdeGiuliaMasterful Italian dishes that match Monteverde’s fresh, homemade pastas
Frontera GrillEl Pelón TaqueríaAuthentic Mexican flavors that rival Frontera Grill's classics

Discovering a city through its food can be an exhilarating experience. O Ya in Boston offers a dining experience that rivals the creativity and culinary expertise found at Chicago's Alinea, presenting an array of Japanese dishes in a multi-course format. For those craving the unique atmosphere and diverse flavors of Girl & The Goat, Boston’s Toro brings a slice of that vibrance closer to your new doorstep with its inventive small plates. Meanwhile, pizza lovers who miss Chicago's iconic deep dish will find solace in the thick, sumptuous crusts of Regina Pizzeria, a historic eatery that embodies the rich pizza culture akin to Lou Malnati's. And for those special nights out, the comparison between Monteverde and Giulia showcases how each city offers spectacular Italian dining experiences, spotlighting the craft of homemade pastas and authentic flavors.

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Ready to start your move?

Chicago vs. Boston Real Estate & Living Facts

When considering a move, comparing the real estate landscapes of Chicago, IL and Boston, MA is crucial. This comparison will illuminate the housing aspects, including costs, styles, and lifestyle fit, enabling you to make an informed decision on your new home.

ComparisonChicagoBoston
Typical Architecture StyleModern and GreystoneColonial and Victorian
Walkability 👟👟👟👟👟👟👟👟👟👟👟👟👟👟👟👟👟👟👟👟
Bikeability 🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲
Urban Lifestyle 🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️
Most popular items mentioned in real estate listingClose to transit, Lake viewsHistoric details, Proximity to education institutions

Chicago and Boston present distinct living experiences influenced by their history and culture. Chicago's modern and Greystone buildings alongside its famed lake views appeal to those who love a blend of contemporary and traditional. On the other hand, Boston's Colonial and Victorian architectural styles, steeped in history, along with its close proximity to prestigious educational institutions, showcase its rich heritage. While both cities offer strong urban lifestyles, Boston edges out with higher walkability and bikeability scores, reflecting its compact, efficient layout. The difference in housing costs is significant, with Boston's median home prices and monthly rents substantially higher than Chicago's, revealing the premium placed on Boston's historic charm and dense, walkable environment.

Pet-friendly neighborhoods background image

Pet-friendly Neighborhoods in Boston, MA

1. South End: Known for its charming, tree-lined streets and the spacious Peter's Park, which features a dedicated dog run area where your pets can play off-leash.

2. Jamaica Plain: With its proximity to the extensive trails and green spaces of the Arnold Arboretum and Jamaica Pond, Jamaica Plain offers endless outdoor activities for you and your four-legged friends.

3. Beacon Hill: This neighborhood is not only picturesque but also boasts pet-friendly dining options and easy access to the Boston Common, the oldest public park in America with ample space for your pets to explore.

Chicago vs. Boston Weather Considerations

Moving from one location to another means adapting to a new environment. Understanding how the weather in Chicago compares to Boston is crucial for your transition. This comparison will help you prepare for changes in temperature, humidity, and other weather-related factors.

Summer icon
84°F / 68°F

Chicago, IL

82°F / 66°F

Boston, MA

Average Summer High/Low (°F)

Winter icon
35°F / 22°F

Chicago, IL

37°F / 22°F

Boston, MA

Average Winter High/Low (°F)

Rainfall icon
36

Chicago, IL

44

Boston, MA

Annual Rainfall (Inches)

Snowfall icon
36

Chicago, IL

48

Boston, MA

Annual Snowfall (Inches)

ComparisonChicagoBoston
Air QualityModerateGood
Natural DisastersBlizzards, TornadoesBlizzards, Nor'easters
Days of Sunshine per Year☀️☀️☀️☀️☀️☀️☀️☀️☀️☀️
Avg. UV Index🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️
Avg. Annual Humidity💦💦💦💦💦💦💦💦💦💦💦💦💦💦💦💦💦💦💦💦

While both Chicago and Boston experience four distinct seasons, you'll find subtle differences that could influence your comfort and activities. For instance, Boston tends to have slightly warmer winters but compensates with more snowfall, which is vital to consider if you're not a fan of shoveling snow. The air quality in Boston is generally better, which might be a relief if you're sensitive to pollution. Additionally, Boston enjoys more days of sunshine per year, which could positively impact your mood and outdoor plans. Both cities, however, share similar challenges with seasonal allergies, primarily due to pollen and mold.

Ready to start your move?

Money, Economy, and Job Market Considerations for Moving from Chicago to Boston

Deciding to move from one city to another can be a monumental life decision, especially when it comes to financial considerations. Understanding how the cost of living, taxes, and average incomes in Chicago compare to those in Boston can provide clarity and prepare you for the transition.

ComparisonChicagoBoston
Avg. Household Income$66,576$79,283
Cost of Living Index116.9132.5
State Income Tax4.955.00
Avg. Property Tax2.101.20
Avg. Sales Tax10.256.25
Top 3 IndustriesManufacturing, Retail, HealthcareEducation, Healthcare, Finance
AffluenceVariedHigher
PovertyModerateLower
HomelessnessNoticeableLesser

The major financial aspects to consider when moving from Chicago to Boston include the higher cost of living in Boston, slightly higher average household income, and the differences in taxation policies. Boston's cost of living index is significantly higher than Chicago's, which is reflected in everyday expenses like housing, food, and transportation. Despite this, Boston also offers a slightly higher average household income. However, it's important to note the difference in taxes, especially sales tax, which is considerably lower in Boston. Understanding these factors can help in better financial planning and adjustment to your new environment.

Chicago vs. Boston Political & Religious Comparison

This guide offers a quick glimpse into the comparison of the politics and religious makeup between Chicago & Boston , providing a snapshot to help you understand the community you're moving into. Whether you're politically active or interested in the religious landscape, this comparison will give you a head start.

ChicagoBoston
Political Make-upLiberal/DemocraticLiberal/Democratic
Local PoliticsKnown for Democratic leadershipHistory of both Democratic and Republican leadership
ReligionDiverse, with a strong Catholic presenceDiverse, with significant Catholic and Protestant communities

In both Chicago and Boston, you'll find that the cities lean liberal or Democratic when it comes to their political makeup. However, their local politics display some differences. Chicago has a longstanding tradition of Democratic leadership, emphasizing progressive policies. Boston, while also liberal, has seen a mix of Democratic and Republican leaders, reflecting its historical significance in American politics. Religion in both cities is quite diverse, reflecting a mosaic of beliefs and practices. Chicago showcases a strong Catholic presence among its religious communities, while Boston also has a significant number of Catholic followers alongside a notable Protestant demographic. This diversity enriches the cities' cultural landscapes, providing a welcoming environment for people from all walks of life.

Chicago vs. Boston Traffic and Public Transit Considerations

Making a move from Chicago, IL to Boston, MA? Understanding the daily commute and how traffic and transportation options vary between these cities is crucial. This guide offers a comparison of the traffic and transportation options between Chicago & Boston to help you better anticipate changes in your daily travel.

ComparisonChicagoBoston
Avg Commute Time (in minutes)3430
Traffic Congestion 🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦🚦
Availability of Public Transit 🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇🚇
Can you get by without car?Yes, with some planningYes, more easily

Diving deeper into the nuances of commuting in Chicago and Boston, it's worth noting that both cities offer robust public transit systems. Chicago's CTA provides extensive coverage, but Boston's MBTA scores slightly higher in availability, making car-free living more feasible in Boston. Expect shorter commute times in Boston, albeit slightly, which contributes to a less congested experience compared to Chicago. Whether you're navigating the bustling streets of Chicago or the historic roads of Boston, adapting to each city's unique transit landscape will be a key part of your move.

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