🙂Monthly costs for one person with rent: $3,117 in Chicago, IL versus $3,391 in Annapolis, MD.
🙂Estimated couple costs with rent: $4,695 in Chicago, IL versus $4,788 in Annapolis, MD.
😐Monthly costs for a family of three with rent: $6,273 in Chicago, IL versus $6,184 in Annapolis, MD.
🌍Living in Chicago, IL costs roughly 8% less than in Annapolis, MD, driven mainly by Eating Out.
📊Both cities are pricier than the global median: Chicago, IL128% above, Annapolis, MD148% above.
Currency
🍽 Eating Out
Chicago, IL
Annapolis, MD
Difference
Meal at Budget Restaurant
$19.92$19.92
$30.56$30.56
-34.82%
Three-Course Dinner for Two, Mid-Range
$88.5$88.5
$80.5$80.5
9.91%
Fast Food Meal(McDonalds, etc)
$12.94$12.94
$9.95$9.95
30.05%
Cappuccino
$5.54$5.54
$5.75$5.75
-3.65%
Coke/Pepsi/Fanta/Sprite(0.33 liter bottle)
$2.74$2.74
$2.68$2.68
2.24%
Water(0.33 liter bottle)
$2.36$2.36
$1.99$1.99
18.59%
Local Beer(0.5 liter draught)
$7.12$7.12
$6.84$6.84
4.09%
Imported Beer(0.33 liter bottle)
$8.73$8.73
$8.96$8.96
-2.57%
🛒 Groceries & Markets
Chicago, IL
Annapolis, MD
Difference
Milk(1 liter)
$1.34$1.34
$1.09$1.09
22.94%
White Bread(500g)
$4.17$4.17
$3.35$3.35
24.48%
Rice(white)(1kg)
$5.73$5.73
$5.49$5.49
4.37%
Eggs
$4.89$4.89
$6.41$6.41
-23.71%
Local Cheese(1kg)
$14.77$14.77
$10.58$10.58
39.60%
Chicken Fillets(1kg)
$14.85$14.85
$10.40$10.40
42.79%
Beef Round Steak(1kg)
$19.61$19.61
$14.90$14.90
31.61%
Apples(1kg)
$5.57$5.57
$6.01$6.01
-7.32%
Banana(1kg)
$1.92$1.92
$2.14$2.14
-10.28%
Oranges(1kg)
$4.17$4.17
$6.83$6.83
-38.95%
Tomato(1kg)
$4.86$4.86
$7.51$7.51
-35.29%
Potato(1kg)
$2.84$2.84
$7.76$7.76
-63.40%
Onion(1kg)
$2.80$2.80
$4.59$4.59
-39.00%
Lettuce(1 head)
$2.20$2.20
$3.34$3.34
-34.13%
Water(1.5 liter bottle)
$3.06$3.06
$2.20$2.20
39.09%
Cigarettes 20 Pack(Marlboro, Camel)
$16.16$16.16
$9.02$9.02
79.16%
Wine(Bottle)
$14.82$14.82
$15.06$15.06
-1.59%
Local Beer(0.5 liter bottle)
$2.53$2.53
$1.72$1.72
47.09%
Imported Beer(0.33 liter bottle)
$3.35$3.35
$3.69$3.69
-9.21%
🚌 Getting Around
Chicago, IL
Annapolis, MD
Difference
One-way Ticket(Public Transport)
$2.55$2.55
$4.04$4.04
-36.88%
Public Transport Monthly Pass(Regular Price)
$75.6$75.6
$140$140
-46.19%
Taxi Start(Normal Tariff)
$3.30$3.30
$3.29$3.29
0.30%
Taxi(Normal Tariff)(1km)
$1.36$1.36
$1.59$1.59
-14.47%
Taxi 1hour Waiting(Normal Tariff)
$25.12$25.12
$30.24$30.24
-16.93%
Gasoline(1 liter)
$1.17$1.17
$0.95$0.95
23.16%
Midsize Hatchback 1.4l(Volkswagen Golf, Toyota Prius, Honda Civic, etc)
$36.0K$36.0K
$32.6K$32.6K
10.50%
Compact Sedan 1.6l(Toyota Corolla, Mazda3, Kia K4, Hyundai Elantra, etc)
$26.2K$26.2K
$25.3K$25.3K
3.80%
🧾 Monthly Utilities & Internet
Chicago, IL
Annapolis, MD
Difference
Utilities for 2 People in 2-bedroom Apartment(Heating, Electricity, Gas, Water, Garbage)(85m2)
$191$191
$207$207
-7.64%
SIM Card Monthly Plan(Calls and 10GB+ Data)
$67.9$67.9
$52.5$52.5
29.49%
Internet(50+ Mbps, Unlimited Data)
$61.7$61.7
$96.4$96.4
-35.98%
🎉 Sport & Entertainment
Chicago, IL
Annapolis, MD
Difference
Gym Membership(Monthly)
$63.5$63.5
$66.9$66.9
-5.13%
Tennis Court(1 Hour on Weekend)
$27.14$27.14
-
-
Cinema Ticket
$18.02$18.02
$13.74$13.74
31.15%
🧸 Childcare & Education
Chicago, IL
Annapolis, MD
Difference
Preschool or Kindergarten, Full Day, Private, 1 Child(Monthly)
$1,522$1,522
$1,657$1,657
-8.15%
International Primary School, 1 Child(Yearly)
$31.3K$31.3K
$19.3K$19.3K
62.45%
👕👟 Clothing & Footwear
Chicago, IL
Annapolis, MD
Difference
Jeans(Levis 501 Or Similar)
$63.7$63.7
$47.51$47.51
34.03%
Summer Dress(H&M, Zara, etc)
$55.3$55.3
$20.26$20.26
172.70%
Sport Shoes(Adidas, Nike)
$100$100
$90.2$90.2
11.35%
Men's Leather Business Shoes
$153$153
$120$120
27.23%
🏠 Accommodation & Living
Chicago, IL
Annapolis, MD
Difference
1-bedroom Apartment, City Center(Monthly)
$2,406$2,406
$2,076$2,076
15.86%
1-bedroom Apartment, Outside City Center(Monthly)
$1,653$1,653
$1,814$1,814
-8.90%
3-bedroom Apartment, City Center(Monthly)
$4,577$4,577
$3,871$3,871
18.22%
3-bedroom Apartment, Outside City Center(Monthly)
$2,771$2,771
$2,837$2,837
-2.32%
Buy Apartment in City Center(m2)
$4,031$4,031
-
-
Buy Apartment Outside City Center(m2)
$2,745$2,745
-
-
💵 Salaries & Financials
Chicago, IL
Annapolis, MD
Difference
Average Monthly Net Salary(After Tax)
$4,804$4,804
$5,491$5,491
-12.50%
20-Year Fixed Mortgage Interest Rate(Annual %)
6.38
6.05
5.45%
CityCost data is based on AI and user input – minor inaccuracies may occur.
Last update for Chicago, IL: September 13, 2026
Last update for Annapolis, MD: September 14, 2026
Cost Breakdown
🏠A one-bedroom apartment in the center runs $2,406 in Chicago, IL and $2,076 in Annapolis, MD. Housing cost is often the main lever when comparing two cities.
💰Annapolis, MD pays 14% 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: $88.0 in Chicago, IL vs $81.0 in Annapolis, MD for a mid-range dinner for two. Groceries echo the gap at $464 vs $446 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
Chicago, IL vs Annapolis, MD: Cost of Living - Frequently Asked Questions
Which city is more expensive, Chicago, IL or Annapolis, MD?
Chicago, IL wins on cost – living expenses run 9% 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 Chicago, IL or in Annapolis, MD?
On paper, salaries run 14% lower in Annapolis, MD. That's worth factoring in alongside costs, though remote workers earning in a stronger currency may not notice the difference at all.
How much does a 1-bedroom apartment cost in Chicago, IL compared to Annapolis, MD?
Rent for a central apartment: $2,406 in Chicago, IL versus $2,076 in Annapolis, MD. Housing is usually the single largest factor when comparing overall living costs between the two.
How much does it cost to live in Chicago, IL compared to Annapolis, MD?
All in, you'll spend $3,117 per month in Chicago, IL versus $3,391 in Annapolis, MD – a 9% gap that adds up to real savings over time for anyone picking the cheaper option.
How expensive is transport in Chicago, IL compared to Annapolis, MD?
A monthly transit pass in Chicago, IL runs roughly 86% 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 Chicago, IL or in Annapolis, MD?
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, Chicago, IL or Annapolis, MD?
Both work as nomad bases, but Chicago, IL delivers better value – similar infrastructure at $3,117 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 9% less than in Annapolis, MD. Beyond cost, consider language, visa policies, and how big the international community is in each city.
Chicago, IL vs other spots: cost of living compared