2025 Compare Cities Rankings:
Carefree, AZ vs Chicago, IL

#6 Failure To Lunch

#6 Wrinkle Ranking Cities Most at Risk for Skin Damage by 2040

#10 Most and Least Risky Places for Identity Theft

#10 Most Irritation Prone Cities

#10 America's Most Playful Cities

#10 Fiscally Fit Cities Report

#13 Best Cities for Board Gamers

#15 Best Cities for Teleworking - Extra Large Metro Areas

#18 Stressful Cities 2012

#19 Sperlings Skincare Wrinkle Ranking

#20 America's Most (and Least) Stressful Cities (100 Largest Metro Areas)

#21 America’s Best (and Worst) Cities for Dating

#21 Healthiest Cities

#21 America’s Manliest Sports Cities

#22 America’s Manliest Cities

#23 Drought-Riskiest Cities

#23 Second Annual “America’s Manliest Cities” Rankings

#24 America’s Least Manly Cities

#25 Best and Worst Cities for Sleep

#25 High Gas Prices - Which Cities are Hit the Hardest?

#28 Most Popular Cities for the Holidays

#32 Best Airports to Make a Connection

#32 Americas Manliest Cites 2011

#33 Most Energetic Cities

#33 Hypertension Hot Spots

#33 Best and Worst Airports to make a Connection List

#33 Best and Worst Airports to make a Connection List

#34 America's Riskiest Online Cities

#35 Best Cities for Seniors 2005

#37 The Most Single Cities

#38 Most Romantic Cities for Boomers

#38 Sleepless Cities 2011

#40 2005 High Gas Prices

#40 America's Best Cities for a Healthy Retirement

#42 Cities on the Edge of Greatness

#44 Metro Areas with Fastest Rising Income 2020

#44 Best Block Party Places

#45 America's Top Hygge Cities

#45 Worst Cities for Respiratory Infections

#50 Gloomiest Places in America

#54 America's Migraine Hot Spots

#72 Most Comfortable Summer Cities

#80 The Most (and Least) Gender Imbalanced Cities

#115 Best Green Cities

#273 2005 Best Places to Live

#4 Best Cities for Teleworking - Extra Large Metro Areas

#4 Wrinkle Ranking Cities Most at Risk for Skin Damage by 2040

#5 Best and Worst Cities for Sleep

#7 Sperlings Skincare Wrinkle Ranking

#7 Sleep in the City Study

#7 Second Annual “America’s Manliest Cities” Rankings

#7 Best Block Party Places

#8 Best and Worst Airports to make a Connection List

#8 Most Energetic Cities

#8 America’s Least Manly Cities

#9 America's Most (and Least) Stressful Cities (117 Smallest Metro Areas)

#9 Gloomiest Places in America

#10 Best States for LGBTQ Rights

#10 Best Cities for Seniors 2005

#13 Best Airports to Make a Connection

#13 Sleepless Cities 2011

#14 Best Baseball Cities

#14 Cities on the Edge of Greatness

#16 Stressful Cities 2012

#16 America's Most Playful Cities

#16 Most and Least Risky Places for Identity Theft

#17 Most Irritation Prone Cities

#19 The Most Single Cities

#19 America's Best Cities for a Healthy Retirement

#20 America's Top Hygge Cities

#21 America's Best and Worst Cities for Crime (Smallest Metro Areas)

#22 Most Romantic Cities for Boomers

#24 Americas Manliest Cites 2011

#25 Best US Cities for Seniors 2011

#26 America's Most (and Least) Stressful Cities (100 Largest Metro Areas)

#27 Most Comfortable Summer Cities

#27 Most Competitive Private Colleges

#27 America’s Best (and Worst) Cities for Dating

#29 Healthiest Cities

#29 Worst Cities for Respiratory Infections

#31 Best Cities for Board Gamers

#34 America's Best and Worst Cities for Crime (Large Metro Areas)

#35 America's Riskiest Online Cities

#35 Failure To Lunch

#36 The Most (and Least) Gender Imbalanced Cities

#36 Hypertension Hot Spots

#45 2005 High Gas Prices

#46 America’s Manliest Cities

#46 America’s Manliest Sports Cities

#49 Fiscally Fit Cities Report

#55 America’s Best (and Worst) Cities for Dating

#57 High Gas Prices - Which Cities are Hit the Hardest?

#77 Drought-Riskiest Cities

#82 Most Popular Cities for the Holidays

#90 America's Migraine Hot Spots

#155 2005 Best Places to Live

#192 Best Green Cities

Carefree is not the laid back community it once was. It’s inundated with bikers because of the town of Cave Creek, which is a haven for Bikers and “Forever Trump” cult  More

Delightful from Mid-Oct thru Mid-May. Very hot in summer but the dryness does allow for more activities than a humid climate does. I can testify to that, having lived in  More

Life in Carefree is definitely free and easy. Part Cowboy and part resort there is peace and quiet all around. If you love the old west than you are in the heart of it  More

I've lived in Chicago city and later moved to suburbs when family size increased. Absolutely love this city. This is the cleanest and most beautiful among the major  More

Chicago is probably the best value in a major city that you can find and my personal favorite city. It will become increasingly important as climate change makes the  More

I've live on north side and south side, UIC medical center. Don't move here go to the north side. No good amenities, if you get bored with one there is no other choices.  More