Where to Stay in Chicago (IL) (2025)

Neighborhoods Hotel picks Short itinerary

Lakefront city with strong transit. Loop/Mag Mile for first-timers; River North for dining.

Best Areas to Stay

Loop/Magnificent Mile: Central & walkable; tourist pricing.
River North/West Loop: Dining/nightlife; busy evenings.
Lincoln Park/Lakeview: Leafy streets; train to Loop.

Hotel Picks (Examples)

Value Downtown Hotel

Type: Value • Typical price: Value–Midrange

Pros: Walkable core, transit access
Consider: Urban noise on weekends

Search stays on Agoda →

Boutique Neighborhood Stay

Type: Boutique • Typical price: Midrange

Pros: Local dining, character
Consider: Smaller rooms, limited parking

Check availability →

2-Day Itinerary (Example)

Day 1: Landmark sights → local lunch → sunset viewpoint.
Day 2: Neighborhood walk → museum/park → dinner district.

Local Tips

Match your base to your daily plans to reduce travel time.
Check parking/resort fees in the final price.
Transit or rideshare can beat driving in peak hours.