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Winnipeg vs Chicago – Digital Nomad Guide

Trying to decide between Winnipeg, Canada and Chicago, United States? Here's a detailed comparison to help digital nomads and remote workers make an informed choice.

💰 Cost of Living

Winnipeg has a monthly cost of $3,900, which is 32.2% lower than Chicago's $5,750.

🌐 Internet Infrastructure

For internet speeds, Winnipeg offers 100 Mbps, while Chicago provides 100 Mbps making Chicago's connection 0.0% faster .

☀️ Current Weather

The weather in Winnipeg is currently 18°C 🌤️, while Chicago is experiencing 11°C 🌧️.

🛡️ Safety Comparison

Winnipeg has a safety score of 70.0 , while Chicago scores 55.0 .

Costs
$3,900
per month
Internet
100
Mbps
Weather
18° 🌤️
High today
Costs
$5,750
per month
Internet
100
Mbps
Weather
11° 🌧️
High today
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Overall Chicago wins

59.0
Overall Score
64.0

Chicago is 5% better

Quality of Life Winnipeg wins

70.0
Safety
55.0

Winnipeg is 15% better

82.0
Healthcare
87.0

Chicago is 5% better

Cost Winnipeg wins

52.0
Cost of Living
32.0

Winnipeg is 20% better

Climate Winnipeg wins

60.0
Air Quality
43.0

Winnipeg is 17% better

Infrastructure Chicago wins

79.0
Internet Speed
87.0

Chicago is 8% better

Social Chicago wins

54.0
Nightlife
83.0

Chicago is 29% better

68.0
Culture
88.0

Chicago is 20% better

65.0
Food Scene
89.0

Chicago is 24% better

Total Cost of Living Comparison

Category Winnipeg Chicago Difference
Monthly Total $3,900 $5,750 -32.2%
Daily Average $130 $192 per day

Housing

Item Winnipeg Chicago Difference
Apartment (1 bedroom) $850.00 per month $1,600.00 per month -46.9%

Daily Life

Item Winnipeg Chicago Difference
Coffee $3.50 per cup $3.50 per cup 0.0%

Transportation

Item Winnipeg Chicago Difference

Utilities

Item Winnipeg Chicago Difference
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Final Verdict: Winnipeg vs Chicago

Chicago ranks as the better digital nomad destination, scoring 5.0% higher than Winnipeg overall.

💰 Cost Analysis

  • Monthly Budget: $3,900 vs $5,750
  • Daily Expenses: $130 vs $192
  • Winnipeg is 32.2% cheaper for digital nomads

🌐 Infrastructure

  • Internet Speed: Chicago leads with 0% faster connection
  • Public Transport: Chicago has better public transportation

🎯 Key Advantages

Winnipeg Wins In:
  • Safety (15% better)
  • Cost of Living (20% better)
  • Air Quality (17% better)
Chicago Wins In:
  • Overall Score (5% better)
  • Healthcare (5% better)
  • Internet Speed (8% better)
  • Nightlife (29% better)
  • Culture (20% better)
  • Food Scene (24% better)

💡 Final Recommendation

Choose Chicago if you prioritize cost effectiveness and Overall Score. However, Winnipeg might be preferable if Overall Score is your top priority. Both cities offer unique advantages for digital nomads, with distinct trade-offs in cost of living, infrastructure, and lifestyle options.

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