2025 Compare Cities Rankings:
Waukegan, IL vs Annapolis, MD

#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 Sleep in the City Study

#7 Sperlings Skincare Wrinkle Ranking

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

#7 Best Block Party Places

#8 America’s Least Manly Cities

#8 Most Energetic Cities

#8 Best and Worst Airports to make a Connection List

#9 Gloomiest Places in America

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

#10 Best Cities for Seniors 2005

#10 Best States for LGBTQ Rights

#13 Best Airports to Make a Connection

#13 Sleepless Cities 2011

#14 Best Baseball Cities

#14 Cities on the Edge of Greatness

#16 America's Most Playful Cities

#16 Stressful Cities 2012

#16 Most and Least Risky Places for Identity Theft

#17 Most Irritation Prone Cities

#19 America's Best Cities for a Healthy Retirement

#19 The Most Single Cities

#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 Competitive Private Colleges

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

#27 Most Comfortable Summer Cities

#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 Failure To Lunch

#35 America's Riskiest Online Cities

#36 Hypertension Hot Spots

#36 The Most (and Least) Gender Imbalanced Cities

#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

#1 Failure To Lunch

#2 Best Cities for Teleworking - Large Metro Areas

#3 Most Energetic Cities

#4 Most Difficult Cities to Navigate

#4 Most Irritation Prone Cities

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

#5 Sperlings Skincare Wrinkle Ranking

#7 America's Best Cities for a Healthy Retirement

#8 The Most (and Least) Gender Imbalanced Cities

#12 Best Block Party Places

#12 America's Most Playful Cities

#12 2005 High Gas Prices

#15 Sleepless Cities 2011

#15 Best US Cities for Seniors 2011

#16 Most Secure Large Cities in the U.S.

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

#17 America’s Least Manly Cities

#19 Gloomiest Places in America

#19 Healthiest Cities

#20 Best Airports to Make a Connection

#22 Hypertension Hot Spots

#22 Cities on the Edge of Greatness

#25 Most and Least Risky Places for Identity Theft

#25 Best Baseball Cities

#26 The Most Single Cities

#27 America’s Manliest Sports Cities

#27 America's Top Hygge Cities

#28 Americas Manliest Cites 2011

#29 Most Competitive Private Colleges

#30 Fiscally Fit Cities Report

#32 Worst Cities for Respiratory Infections

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

#34 Stressful Cities 2012

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

#36 America's Riskiest Online Cities

#37 Drought-Riskiest Cities

#37 America’s Manliest Cities

#38 Best Cities for Board Gamers

#39 Best Cities for Seniors 2005

#40 Most Romantic Cities for Boomers

#42 Best and Worst Cities for Sleep

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

#48 Most Comfortable Summer Cities

#65 Most Popular Cities for the Holidays

#126 Best Green Cities

#179 2005 Best Places to Live

Great people, beautifully diverse. All live and work together to provide the best for all residents. Lake County College is completing a 40 million dollar building  More

We're looking for a moderate climate. Waukegan is on Lake Michigan and could have a dynamic vibrant downtown but it doesn't. Great master plan if somehow Waukegan can  More

I have been living in north east waukegan for 12 years and I am excited by the recent surge of growth in the downtown area. Thanks to the Genesee theater, there are  More

Annapolis has extremely charming areas (mostly old Annapolis neighborhood's)-- Those very old area near the water have Amazing charm. You can start with downtown West  More

Well, I really would give living in Annapolis 3.5 stars. I moved here by myself several years ago. One of the highs of this place is that there are a lot of terrific  More

When we were trying to decide where in the USA to relocate to, Annapolis had enough interest that it made our list. Ultimately, we found a different city that offered  More