Which is cheaper, what exactly is cheaper, and how it feels on your money ยท Updated October 2026
Chicago is easier to travel (1.4 vs 1.6). Biggest gap: safety โ Chicago 2 vs Portland 3. Closer to 1 is easier. Difficulty ranking โบ
| Item | Chicago | Portland | Cheaper |
|---|---|---|---|
| Local mealper person | $ 17$17 | $ 21$21 | Chicago โ19% |
| Street food1 item | $ 8$8 | $ 13$13 | Chicago โ38% |
| Restaurant dinnerper person | $ 42$42 | $ 42$42 | similar |
| Coffeeone cup | $ 5.5$5.5 | $ 5.5$5.5 | similar |
| Beerone bottle | $ 7.5$7.5 | $ 7$7 | Portland โ7% |
| Cocktail & wineone cup | $ 15$15 | $ 14$14 | Portland โ7% |
| Bottled water | $ 1.8$1.8 | $ 2$2 | Chicago โ10% |
| Convenience store1 snack or drink | $ 2.7$2.7 | $ 2.5$2.5 | Portland โ7% |
| Taxi5 km in town | $ 17$17 | $ 13$13 | Portland โ24% |
| Tuk-tuk / moto taxishort hop | $ 10$10 | $ 9$9 | Portland โ10% |
| Transitone ride | $ 2.75$2.75 | $ 2.8$2.8 | similar |
| Scooter rentalper day | $ 57$57 | $ 35$35 | Portland โ39% |
| Hotel night3-star | $ 180$180 | $ 150$150 | Portland โ17% |
| Studio rent (month) | $ 1,950$1,950 | $ 1,550$1,550 | Portland โ21% |
| Laundry | $ 4$4 | $ 4$4 | similar |
| SIM card1 week data | $ 30$30 | $ 25$25 | Portland โ17% |
| Haircutcut | $ 35$35 | $ 35$35 | similar |
| Massage1 hour | $ 85$85 | $ 90$90 | Chicago โ6% |
| Half-day tourper person | $ 60$60 | $ 85$85 | Chicago โ29% |
| Entry ticketTourist town | $ 33$33 | $ 25$25 | Portland โ24% |
Reference prices start as estimates from published price levels; items with 3+ traveler reports use the median of real reports. Hostels and local eateries cut both by 30%+.
Portland is 11% cheaper than Chicago. Daily budget $334 vs $303; a month $6,737 vs $5,928.
Chicago is easier: Chicago 1.4/5 vs Portland 1.6/5 (average of rip-offs, language, transport, payments and safety).
With a short-term studio and living costs, Chicago is about $6,737 and Portland about $5,928 per month.
They start as estimates informed by published price levels; any item with 3+ traveler reports switches to the median of real reports. Live reports are in the app.