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Chicago

Lakefront skyline views, deep-dish & blues bars

Browse Chicago

Chicago is one of the most rewarding places to explore, and this local guide brings together the best things to do, where to eat and where to stay in one place. Highlights include Skyline View from Adler Planetarium, Millennium Park and Navy Pier. Food lovers should not miss Lou Malnatis and Portillos. Below you will find 12 hand-picked local recommendations across sights, restaurants, hotels and tours, which you can filter by category and budget to plan the perfect trip, whether you have a weekend or a week.

Chicago at a glance

  • Ideal stay: 2 to 3 days
  • Best time to visit: spring and autumn
  • Highlights: Skyline View from Adler Planetarium and Millennium Park
  • Where to stay: River and Loop
  • Local picks: 12 hand-chosen recommendations
  • Getting around: walkable, plus easy public transport

Where to stay in Chicago

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Museum Campus

A lakefront planetarium with the citys best skyline view from its Skyline Walk.
★ 4.6
$$

Loop

One of Americas great art museums, from Seurat to Hopper.
★ 4.8
$$

River

The celebrated boat tour narrating the citys skyline from the river.
★ 4.8
$$

Loop

A characterful historic hotel with a rooftop bar facing Millennium Park.
★ 4.6
$$

Museum Campus

A grand natural history museum, home to SUE the T. rex.
★ 4.7
$$

River North

The classic destination for Chicago deep-dish pizza.
★ 4.6
$$

Loop

Home to Cloud Gate, the mirror-polished sculpture locals call The Bean.
★ 4.8
$

Streeterville

The lakefront pier of rides, boat cruises and skyline views.
★ 4.4
$

River North

Chicago-style hot dogs and dripping Italian beef sandwiches.
★ 4.5
$

Museum Campus

You don’t need to enter the planetarium – just walk out to the point and face northwest for the single best view of the Chicago skyline. On a calm evening the towers reflect off Lake Michigan; come at sunrise for a quiet, romantic version of the same view. And it’s free.
★ 4.7
$

River North

A serene luxury hotel inside a landmark Mies van der Rohe tower.
★ 4.7
$$$

Loop

The glass-floored Ledge jutting out 103 floors above the city.
★ 4.6
$$

Book your trip to Chicago

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Chicago travel FAQ

How many days do you need in Chicago?

Two to three days is enough to enjoy the highlights of Chicago at a relaxed pace.

Where is the best area to stay in Chicago?

Stay central and walkable to the main sights for a first visit.

What are the best things to do in Chicago?

Browse the local picks above, from top sights and museums to where to eat and stay. Or read our best things to do in Chicago guide.

What is the best time to visit Chicago?

Spring and autumn usually bring the most comfortable weather and thinner crowds, though Chicago is worth visiting year-round.

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