US flag
Chicago

United States

vs
US flag
Portland

United States

Climate

Chicago logs 92 frost days a year to Portland's 25 — Portland wins by 67. Chicago also leads on hot days by 16.

ChicagoPortland
Sunny days
198175
Hot days
1531
Frost days
9225
Rain days
115153
Snow days
141
Outdoor dinner months
4/124/12
Avg wind
3.9 m/s2.1 m/s
Sunshine hours
2,2922,238
Darkest month sun
80 hrs/mo66 hrs/mo
UV peak month
7.78.1

Chicago

Feels-like °C

-9
-10
0
8
16
25
28
26
21
9
0
-7

Dinner outside

J
F
M
A
M
J
J
A
S
O
N
D

Portland

Feels-like °C

1
3
7
11
16
21
27
26
19
13
5
2

Dinner outside

J
F
M
A
M
J
J
A
S
O
N
D

Cost of Living

Portland is $52/mo cheaper

Chicago runs about $3,665/mo for a balanced lifestyle against Portland's $3,613/mo — Portland comes in $52 cheaper each month, roughly 1% less.

Chicago

$3,665

monthly · balanced

Minimalist $2,819Comfort $6,114
Top 73%in Among 45 US & Canada cities

Portland

$3,613

monthly · balanced

Minimalist $2,768Comfort $5,768
Top 67%in Among 45 US & Canada cities

Mobility

On mobility, Portland scores 3.6 vs Chicago's 3.4 (0–5 scale), with the biggest gap on airport accessibility. Chicago still holds an edge on public transit.

3.4/5
vs
3.6/5
ChicagoPortland
WalkabilityTransitCyclingFlights
WalkabilityTransitCyclingCar EfficiencyFlightsAirport
Portland leads

Culture

Chicago's culture score of 4.4 sits well above Portland's 3.9, with the biggest gap on arts & culture.

4.4/5
vs
3.9/5
ChicagoPortland
ArtsHistoryTheatreVenuesNightlife
HistoryTheatreVenuesNightlife
Chicago leads

Nature & Outdoors

Portland's nature & outdoors score of 4.8 sits well above Chicago's 3.5, with the biggest gap on mountain access. Chicago still holds an edge on beach lifestyle.

3.5/5
vs
4.8/5
ChicagoPortland
ForestGreen AreasLakesRunningCamping
MountainsForestGreen AreasLakesRunningHikingCampingDivingSkiingClimbing
Portland leads

Safety

Chicago and Portland score neck-and-neck on safety (2.5 vs 2.3, 0–5 scale).

2.5/5
vs
2.3/5
ChicagoPortland
Property Crime
Street SafetyProperty CrimeEarthquakeWildfire
Chicago leads

Career

Chicago's career score of 4.7 sits well above Portland's 3.8, with the biggest gap on economic scale.

4.7/5
vs
3.8/5
ChicagoPortland
JobsEconomyStartupsCoworking
JobsEconomyStartupsCoworking
Chicago leads

Social & Community

Chicago and Portland score neck-and-neck on social & community (4.0 vs 3.9, 0–5 scale).

4.0/5
vs
3.9/5
ChicagoPortland
Everyday EnglishExpat-First CommunityMulticultural MixExpat Integration ExperienceUrban EnergyStreet AtmosphereLocal-First CommunityAdmin English Support
Everyday EnglishExpat-First CommunityMulticultural MixExpat Integration ExperienceUrban EnergyStreet AtmosphereLocal-First CommunityAdmin English Support
Chicago leads

Food & Dining

Chicago and Portland score neck-and-neck on food & dining (4.6 vs 4.6, 0–5 scale).

4.6/5
vs
4.6/5
ChicagoPortland
RestaurantsBrunchVeganDelivery
RestaurantsBrunchVeganDelivery

Family

Chicago and Portland score neck-and-neck on family (4.0 vs 3.9, 0–5 scale).

4.0/5
vs
3.9/5
ChicagoPortland
Intl SchoolsUniversitiesAmenitiesSportPlaygroundsGroceriesGymYogaSpaTennis
Intl SchoolsUniversitiesAmenitiesSportPlaygroundsGroceriesGymYogaSpaTennis

Healthcare

Chicago and Portland score neck-and-neck on healthcare (2.8 vs 2.8, 0–5 scale).

2.8/5
vs
2.8/5
ChicagoPortland
Private Healthcare
Private Healthcare

Air Quality

Chicago averages 8.5 µg/m³ (good) PM2.5 annually versus Portland's 6.6 µg/m³ (good) — Portland breathes ~23% cleaner air (2.0 µg/m³ lower).

Chicago

Portland

8.5µg/m³
6.6µg/m³

PM2.5 annual average

Good
Good

WHO classification

City Scale

Both maps at the same real-world scale — 1 cm on either map is the same distance.

Chicago (5.3M) and Portland (1.8M) are 2.9x in population — Chicago is the larger metro, Portland the smaller; on land area Chicago spans roughly 2.3x more ground.

2.6x

Chicago is roughly 2.6x the scale of Portland

Combined population & area comparison

US flagChicago
2.6x
US flagPortland
1x

City Scale Rankings

Population
1.US flagChicago5.3M2.9x
2.US flagPortland1.8M1x
Area
1.US flagChicago2,046 km²2.3x
2.US flagPortland877 km²1x
© Stadia Maps, © OpenMapTiles, © OpenStreetMap contributors
68 km76 km

US flagChicago

© Stadia Maps, © OpenMapTiles, © OpenStreetMap contributors
51 km40 km

US flagPortland

Who Thrives Here

Frequently asked about Chicago vs Portland

Which is cheaper, Chicago or Portland?
Portland is approximately $52 per month cheaper. Chicago averages $3,665/mo while Portland averages $3,613/mo.
How does the climate compare between Chicago and Portland?
Sunny days: 198 vs 175 d — Chicago higher Annual sunshine: 2,292 vs 2,238 hrs — Similar Winter sunshine: 80 vs 66 hrs/day — Similar Hot days (>30°C): 15 vs 31 d — Chicago lower Frost days: 92 vs 25 d — Portland lower Rainy days: 115 vs 153 d — Chicago lower Snowy days: 14 vs 1 d — Portland lower
Is Chicago or Portland safer?
Both cities have similar safety profiles, scoring around 2.5/5 on our aggregate safety index covering street safety, property crime, and natural hazards.
Should I move to Chicago or Portland?
Chicago and Portland are both popular relocation destinations with distinct characteristics. Portland is generally more affordable, while Chicago may offer different lifestyle advantages. The best choice depends on your priorities — climate preferences, career opportunities, cost constraints, and lifestyle needs. Take the personalized quiz to find your ideal match, or explore the map to compare cities by region and lifestyle factors.

The best city depends on what matters to you

This comparison shows how Chicago and Portland stack up on the data. But your climate preferences, budget, career needs, and lifestyle priorities can shift the picture entirely. A personalized diagnostic finds what fits your life.

Take the free diagnostic

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