Search the guide

10 results for “where to stay”

a view of a city from the top of a skyscraper
Where to Stay

Where to Stay in Chicago

Choose your Chicago base like an architect: seven genuinely hotel-dense areas, matched to how you'll actually spend your days, not a page for every one of the city's 77 neighborhoods.

score 113
Aerial view of the John Hancock Center (875 N. Michigan Ave) from Lake Michigan, near Gold Coast and Streeterville
Where to Stay

Where to Stay in Gold Coast & Streeterville

Quiet, upscale side streets one block off the Magnificent Mile, with lakefront and Navy Pier access from Streeterville — best for a quieter luxury stay near the Mag Mile and the lake.

score 83
Sunset over the water with the Chicago skyline seen from Lincoln Park
Where to Stay

Where to Stay in Lincoln Park

A leafy, residential North Side base near the zoo and the lakefront, further from downtown but well served by the Red and Brown Lines — best for families and a quieter neighborhood feel.

score 83
Sunrise light on the Chicago River beneath a downtown bridge
Where to Stay

Where to Stay in River North

The city's highest hotel density and best restaurant access, a short walk or ride from almost everything downtown — a safe, versatile default for nearly any Chicago trip.

score 83
South Loop skyline and Columbus Drive in Chicago on a bright winter day
Where to Stay

Where to Stay in South Loop

The closest hotel cluster to Museum Campus, with easier rates than River North and Buddy Guy's Legends a few blocks away — best for Museum Campus visits and value-conscious downtown stays.

score 83
Chicago skyscrapers rising above Maggie Daley Park in the Loop
Where to Stay

Where to Stay in The Loop

Skyscraper views and Millennium Park on foot, at the cost of a quieter, more residential evening scene — the classic first-timer's base, best for architecture-focused and business travelers.

score 83
Randolph Street streetscape in the Fulton Market neighborhood of Chicago
Where to Stay

Where to Stay in West Loop / Fulton Market

Chicago's hottest restaurant district, with a newer, design-forward hotel crop and an easy walk into the Loop — best for food-focused travelers and a trendier downtown-adjacent base.

score 83
Modern hotel lobby with a checkered floor and bar seating
Where to Stay

Where to Stay Near O'Hare Airport

The practical choice for early flights, long layovers, or business trips that never touch downtown at all — best for early departures, layovers, and airport-adjacent business travel.

score 83
Practical

Terms of Use

The plain terms for using ExtraChicago — a free, curated editorial guide to Chicago with a disclosed Booking.com affiliate relationship on some Where to Stay pages.

score 18
A yacht on the water near the Chicago skyline at sunset
Itineraries

Romantic Weekend in Chicago

Sunset views, a tasting menu, and a proposal-worthy spot — a curated couples plan, cross-linked rather than restated across categories.

score 6
Search · Extra Chicago