😐Monthly costs for one person with rent: $3,440 in Annapolis, MD versus $3,077 in Chicago, IL.
😐Estimated couple costs with rent: $4,797 in Annapolis, MD versus $4,628 in Chicago, IL.
🙂Monthly costs for a family of three with rent: $6,154 in Annapolis, MD versus $6,179 in Chicago, IL.
😐Living in Annapolis, MD is roughly 12% more expensive than Chicago, IL, driven mainly by Getting Around.
📊Both cities are pricier than the global median: Annapolis, MD157% above, Chicago, IL130% above.
Currency
🍽 Eating Out
Annapolis, MD
Chicago, IL
Difference
Meal at Budget Restaurant
$30.48$30.48
$20.91$20.91
45.77%
Three-Course Dinner for Two, Mid-Range
$79.3$79.3
$98.1$98.1
-19.19%
Fast Food Meal(McDonalds, etc)
$10.13$10.13
$11.86$11.86
-14.59%
Cappuccino
$5.34$5.34
$5.60$5.60
-4.64%
Coke/Pepsi/Fanta/Sprite(0.33 liter bottle)
$2.67$2.67
$3.07$3.07
-13.03%
Water(0.33 liter bottle)
$1.83$1.83
$2.47$2.47
-25.91%
Local Beer(0.5 liter draught)
$6.46$6.46
$7.14$7.14
-9.52%
Imported Beer(0.33 liter bottle)
$8.77$8.77
$8.08$8.08
8.54%
🛒 Groceries & Markets
Annapolis, MD
Chicago, IL
Difference
Milk(1 liter)
$1.06$1.06
$1.05$1.05
0.95%
White Bread(500g)
$3.44$3.44
$4.11$4.11
-16.30%
Rice(white)(1kg)
$5.61$5.61
$5.61$5.61
-
Eggs
$4.38$4.38
$4.51$4.51
-2.88%
Local Cheese(1kg)
$10.45$10.45
$14.27$14.27
-26.77%
Chicken Fillets(1kg)
$10.48$10.48
$14.89$14.89
-29.62%
Beef Round Steak(1kg)
$14.89$14.89
$19.19$19.19
-22.41%
Apples(1kg)
$6.19$6.19
$5.14$5.14
20.43%
Banana(1kg)
$2.17$2.17
$1.77$1.77
22.60%
Oranges(1kg)
$6.78$6.78
$4.39$4.39
54.44%
Tomato(1kg)
$7.26$7.26
$4.56$4.56
59.21%
Potato(1kg)
$4.77$4.77
$2.54$2.54
87.80%
Onion(1kg)
$4.62$4.62
$2.75$2.75
68.00%
Lettuce(1 head)
$2.39$2.39
$2.42$2.42
-1.24%
Water(1.5 liter bottle)
$2.18$2.18
$2.62$2.62
-16.79%
Cigarettes 20 Pack(Marlboro, Camel)
$9.82$9.82
$14.92$14.92
-34.18%
Wine(Bottle)
$14.71$14.71
$14.80$14.80
-0.61%
Local Beer(0.5 liter bottle)
$1.75$1.75
$2.46$2.46
-28.86%
Imported Beer(0.33 liter bottle)
$3.82$3.82
$3.73$3.73
2.41%
🚌 Getting Around
Annapolis, MD
Chicago, IL
Difference
One-way Ticket(Public Transport)
$3.92$3.92
$2.48$2.48
58.06%
Public Transport Monthly Pass(Regular Price)
$139$139
$75.4$75.4
84.22%
Taxi Start(Normal Tariff)
$3.24$3.24
$3.18$3.18
1.89%
Taxi(Normal Tariff)(1km)
$1.57$1.57
$1.42$1.42
10.56%
Taxi 1hour Waiting(Normal Tariff)
$29.44$29.44
$24.94$24.94
18.04%
Gasoline(1 liter)
$0.82$0.82
$1.06$1.06
-22.64%
Midsize Hatchback 1.4l(Volkswagen Golf, Toyota Prius, Honda Civic, etc)
$26.0K$26.0K
$31.9K$31.9K
-18.58%
Compact Sedan 1.6l(Toyota Corolla, Mazda3, Kia K4, Hyundai Elantra, etc)
$24.2K$24.2K
$26.0K$26.0K
-7.09%
🧾 Monthly Utilities & Internet
Annapolis, MD
Chicago, IL
Difference
Utilities for 2 People in 2-bedroom Apartment(Heating, Electricity, Gas, Water, Garbage)(85m2)
$202$202
$185$185
9.44%
SIM Card Monthly Plan(Calls and 10GB+ Data)
$53.8$53.8
$61.7$61.7
-12.84%
Internet(50+ Mbps, Unlimited Data)
$66.9$66.9
$66.9$66.9
-0.10%
🎉 Sport & Entertainment
Annapolis, MD
Chicago, IL
Difference
Gym Membership(Monthly)
$54.7$54.7
$75.2$75.2
-27.18%
Tennis Court(1 Hour on Weekend)
-
$13.08$13.08
-
Cinema Ticket
$13.43$13.43
$14.71$14.71
-8.70%
🧸 Childcare & Education
Annapolis, MD
Chicago, IL
Difference
Preschool or Kindergarten, Full Day, Private, 1 Child(Monthly)
$1,692$1,692
$2,020$2,020
-16.24%
International Primary School, 1 Child(Yearly)
$19.6K$19.6K
$39.4K$39.4K
-50.28%
👕👟 Clothing & Footwear
Annapolis, MD
Chicago, IL
Difference
Jeans(Levis 501 Or Similar)
$46.90$46.90
$64.6$64.6
-27.41%
Summer Dress(H&M, Zara, etc)
$19.74$19.74
$52.5$52.5
-62.36%
Sport Shoes(Adidas, Nike)
$90.2$90.2
$97.8$97.8
-7.77%
Men's Leather Business Shoes
$122$122
$148$148
-17.11%
🏠 Accommodation & Living
Annapolis, MD
Chicago, IL
Difference
1-bedroom Apartment, City Center(Monthly)
$2,804$2,804
$2,313$2,313
21.27%
1-bedroom Apartment, Outside City Center(Monthly)
$1,891$1,891
$1,590$1,590
18.96%
3-bedroom Apartment, City Center(Monthly)
$3,864$3,864
$4,608$4,608
-16.15%
3-bedroom Apartment, Outside City Center(Monthly)
$2,745$2,745
$2,779$2,779
-1.23%
Buy Apartment in City Center(m2)
-
$3,922$3,922
-
Buy Apartment Outside City Center(m2)
-
$2,613$2,613
-
💵 Salaries & Financials
Annapolis, MD
Chicago, IL
Difference
Average Monthly Net Salary(After Tax)
$5,526$5,526
$5,217$5,217
5.92%
20-Year Fixed Mortgage Interest Rate(Annual %)
6.18
6.6
-6.36%
CityCost data is based on AI and user input – minor inaccuracies may occur.
Last update for Annapolis, MD: June 1, 2026
Last update for Chicago, IL: May 30, 2026
Cost Breakdown
🏠A one-bedroom apartment in the center runs $2,804 in Annapolis, MD and $2,313 in Chicago, IL. Housing cost is often the main lever when comparing two cities.
💰Annapolis, MD pays 6% more on average. The extra income cushions the higher costs, though housing choices and lifestyle decide how much of the gap is truly closed.
🛒Dining out: $79.0 in Annapolis, MD vs $98.0 in Chicago, IL for a mid-range dinner for two. Groceries echo the gap at $426 vs $447 per month, with Annapolis, MD cheaper across the board.
City Median Internet Speeds Comparison (Updated April 2026)
The chart highlights the Precision Threshold for mobile and fixed broadband internet speeds, updated quarterly.
Digital Nomad Cost of Living Index
Annapolis, MD vs Chicago, IL: Cost of Living - Frequently Asked Questions
Which city is more expensive, Annapolis, MD or Chicago, IL?
Chicago, IL wins on cost – living expenses run 12% lower than in Annapolis, MD. Housing and daily spending are where you'll feel the difference most, making Chicago, IL the obvious pick if budget is a priority.
Are salaries higher in Annapolis, MD or Chicago, IL?
Annapolis, MD pays 6% more on average, which matters when comparing affordability. Whether that higher income actually nets you more depends on your spending habits and housing choices.
How much does a 1-bedroom apartment cost in Annapolis, MD vs Chicago, IL?
Rent for a central apartment: $2,804 in Annapolis, MD versus $2,313 in Chicago, IL. Housing is usually the single largest factor when comparing overall living costs between the two.
How much does it cost to live in Annapolis, MD compared to Chicago, IL?
All in, you'll spend $3,440 per month in Annapolis, MD versus $3,077 in Chicago, IL – a 12% gap that adds up to real savings over time for anyone picking the cheaper option.
How expensive is transport in Annapolis, MD vs Chicago, IL?
A monthly transit pass in Chicago, IL runs roughly 84% less than in Annapolis, MD. Both cities have functional networks, but the price difference matters if you're watching your budget.
Can you live on $3,000/month in Annapolis, MD or Chicago, IL?
Both cities are expensive relative to $3,000. Chicago, IL is the more realistic option, but even there you'll need to be disciplined with housing, food, and fun money.
Which city is better for digital nomads, Annapolis, MD or Chicago, IL?
Both work as nomad bases, but Chicago, IL delivers better value – similar infrastructure at $3,077 monthly. If stretching your runway or maximizing savings is the goal, the price difference makes Chicago, IL hard to pass up.
Which city is more affordable for expats?
Expats usually find Chicago, IL gentler on the wallet – expenses run 12% less than in Annapolis, MD. Beyond cost, consider language, visa policies, and how big the international community is in each city.
Annapolis, MD vs other spots: cost of living compared