2025 Compare Cities Overview:
Annapolis, MD vs Chicago, IL

Change Cities
Highlights
Are people in Chicago older or younger than people in Annapolis?
- The Median Age in Chicago is 2.4 years younger than in Annapolis.

Are housing costs cheaper in Chicago or Annapolis?
- Chicago housing costs are 48.6% less expensive than Annapolis housing costs.

Which city has a longer commute, Chicago or Annapolis?
- The average commute for residents of Chicago is 8.2 minutes longer than it is for residents of Annapolis.

Things to do in Annapolis?
Annapolis, Maryland is situated in Anne Arundel County giving visitors leisure areas such as Quiet Waters Park while also having restaurants like The Boatyard Bar & Grill plus entertainment opportunities at Annapolis Towne Centre.

Things to do in Chicago?
Chicago, Illinois is an American icon. Located along the beautiful shores of Lake Michigan, it's a vibrant city with an energy like no other. It's renowned for its world-class museums and galleries, rich history and stunning architecture. With hundreds of parks and beaches to explore, amazing restaurants to sample, and a bustling nightlife scene - Chicago has something for everyone! It's the home of diverse cultures and international events, making it one of the most unique cities in the US.

 Annapolis, MDChicago, ILUnited States
 Population  Unlock2,742,119329,725,481
 Median Income$92,026  Unlock$69,021
 Median Age  Unlock35.138.4
 Avg. Home Price$552,900  Unlock$338,100
 Unemployment Rate  Unlock9.0%6.0%
 Avg. Commute Time26.45  Unlock26.38
Reviews for Annapolis    31 Reviews

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

   |    Reply

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

   |    Reply

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

   |    Reply

Start Your Review of Annapolis

Reviews for Chicago    270 Reviews

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

   |    Reply

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

   |    Reply

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

   |    Reply

Start Your Review of Chicago


Premium Subscription
Includes Cost of Living compares for child care, utilities, transportation, health, taxes, housing for home owners vs renters, weather, insurance premiums and so much more.


The premier source for comprehensive city data for over 30 years.

© Best Places. All rights reserved.