2026 Compare Cities Overview:
Kissimmee, FL vs Chesapeake, VA

Change Cities
Highlights
Are people in Chesapeake older or younger than people in Kissimmee?
- The Median Age in Chesapeake is 1.8 years older than in Kissimmee.

Are housing costs cheaper in Chesapeake or Kissimmee?
- Chesapeake housing costs are 3.7% more expensive than Kissimmee housing costs.

Which city has a longer commute, Chesapeake or Kissimmee?
- The average commute for residents of Chesapeake is 3.4 minutes shorter than it is for residents of Kissimmee.

Things to do in Kissimmee?
Kissimmee, Florida is a vibrant city located in the Southeast United States. Home to attractions such as Gatorland and Disney World, visitors can enjoy outdoor activities and nature when visiting Kissimmee. There are also plenty of museums, galleries, and performance venues such as Old Town and the Osceola Center for the Arts. For entertainment, visitors can explore downtown shopping districts and restaurants along with movie theaters and live music clubs. Whether you're looking for a peaceful retreat or an exciting night out, Kissimmee has something for everyone!

Things to do in Chesapeake?
Chesapeake, Virginia is a vibrant city known for its beautiful scenery and bustling downtown. Enjoy the temperate climate while exploring its attractions such as outdoor trails, lakeside beaches, shopping centers, delicious restaurants and various entertainment venues. With its excellent shopping centers, lively nightlife and cultural events happening throughout the year, Chesapeake is sure to provide something to keep everyone entertained!

 Kissimmee, FLChesapeake, VAUnited States
 Population  Unlock247,172329,725,481
 Median Income$41,746  Unlock$69,021
 Median Age  Unlock37.138.4
 Avg. Home Price$346,300  Unlock$338,100
 Unemployment Rate  Unlock5.0%6.0%
 Avg. Commute Time29.23  Unlock26.38
Reviews for Kissimmee    17 Reviews

I know that in Kissimmee, Florida they have a small sign (do not turn on red) on the right side of a two lane turn right only at the intersection Osceola Parkway and  More

   |    Reply

Over 14 years ago

My family and I currently live in aurora co. We are thinking of moving to Fl. early summer of 2013. We are looking at the Tampa area and Kissimmee area. We have been to  More

   |    Reply

I like where I live because of its  More

   |    Reply

Start Your Review of Kissimmee

Reviews for Chesapeake    33 Reviews

I lived here in Virginia near the Cedar Rd. not so far from Tidewater Community college. If you want a great place to live to raise children, its Chesapeake  More

   |    Reply

I live around this area currently, in the "Hampton Roads". Which consists of Virginia Beach, Suffolk, Norfolk, Portsmouth, Newport News, Hampton, and Chesapeake. We're  More

   |    Reply

I was born in Hampton Roads and lived there for more than 65 years. We lived in the city of Chesapeake for three years from 2014-2017. Frankly, we were very glad to  More

   |    Reply

Start Your Review of Chesapeake


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.