01 · the cities
Bridgeport
Bridgeport is the largest city in Connecticut, sitting on Long Island Sound with a working harbor and a real waterfront. P.T. Barnum lived here and the city's museum still pays tribute to his weird genius. It's a quick train ride to New York, with much cheaper housing and proper New England summers. The food scene punches above its weight, with old-school Portuguese and Brazilian spots packed every weekend.
full dispatch→Pensacola
Pensacola is the Blue Angels' home base (you can watch their practices for free at the National Naval Aviation Museum), with sugar-white sand beaches on the Gulf and a charming historic district that goes back to the Spanish. It's the western-most Florida city, closer to New Orleans than to Miami in feel. Affordable, sunny, and serious about seafood.
full dispatch→02 · the money
Median rent
Median rent
$2,767/mo
$1,752/mo
$1,015/mo less than Bridgeport (58%)
Median home price
Median home price
$768k
$303k
$465k less than Bridgeport
State income tax
State income tax
5.5%
0%
Gross left after rent
Gross left after rent
$5,108/mo
$6,581/mo
Pensacola has $1,473/mo more gross after rent at $100k
Gross left after rent reflects state income tax but not federal, based on $100k salary. Enter your salary to find your ideal city.
03 · the weather
Pleasant days/yr
Pleasant days/yr
172 days
226 days
54 more than Bridgeport
Extreme heat days
Extreme heat days
0 days
6 days
days above 95°F per year
Extreme cold days
Extreme cold days
15 days
0 days
days below 20°F per year
Pensacola has 6 more days above 95°F each year than Bridgeport. Bridgeport drops below 20°F on 15 more days per year than Pensacola.
04 · the life
OutdoorScore
OutdoorScore
64 / 100
69 / 100
5.0 pts ahead of Bridgeport
Nonstop flights
Nonstop flights
1 routes
11 routes
10 more direct routes than Bridgeport
Metro size
Metro size
952k metro
530k metro
Bridgeport has 3.7x fewer events per month than Pensacola.
the verdict
1
Bridgeport
categories won
8
Pensacola
categories won
Pensacola wins this comparison, leading on money and weather.
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