Illinois Vacations

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Top destinations in Illinois

A city skyline with modern skyscrapers and a river with boats and people in the foreground.

Chicago

Chicago

Where to stay in Illinois

Find the best Illinois areas and neighborhoods for the activities you enjoy most.Learn more about Illinois
Learn more about Illinois
A busy city street with tall buildings, a bus, and cars.
A cityscape with tall skyscrapers and a historic tower.
The Chicago Theatre with ornate architecture and a prominent marquee.
A river with boats, surrounded by tall buildings and a clear sky.
The Chicago Theatre with marquee lights and a large illuminated sign.

Downtown Chicago

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Lake Michigan are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

A river with yellow boats, a bridge, and tall buildings.
A nighttime cityscape with illuminated buildings and a bridge over a river.
A nighttime cityscape with illuminated skyscrapers and a river.
A city skyline with modern skyscrapers, a marina with boats, and a park with people walking.
A river with a bridge, modern buildings, and a historic tower.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

A historic castle-like building with intricate stonework and a paved walkway.
A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
A city intersection with tall buildings, including a historic building labeled "Water Tower Place."
A cityscape with tall buildings, a prominent clock tower, and a busy intersection with moving vehicles.
A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.
A river with boats, tall buildings, and a bridge.
Photo by Polina Quick
A Trump Building with a glass facade reflecting the cityscape.
Photo by throwingsofas
A large, historic building with a central tower and multiple windows, located near a body of water.
A nighttime cityscape with illuminated buildings, a river, and a bridge.
Photo by Katie Robinson

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

The Chicago Theatre with illuminated marquee and a wet street reflecting lights.
Photo by Mattyboy876
A busy urban street with historic buildings, a prominent restaurant sign, and modern skyscrapers in the background.
A large illuminated sign with the letters "CHICA" and a circular design.
Photo by © Choose Chicago
A theater marquee with "CHICAGO" and "CHASE" illuminated.
The Chicago Theatre with marquee lights and a large sign.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Illinois Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
SAR 418
SAR 497 total
8 Sep - 9 Sep
includes taxes & fees
8/10 Very Good! (10,288 reviews)
"Lower price$"

Reviewed on 11 August 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
SAR 537
SAR 638 total
31 Aug - 1 Sep
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St Chicago IL
Fully refundableReserve now, pay when you stay
SAR 672
SAR 919 total
10 Sep - 11 Sep
includes taxes & fees
9/10 Wonderful! (2,764 reviews)
"Overall, I’d give my stay about a 3.8/5. There were some good things, but also quite a few areas that could use improvement. The room was really small, and the bathroom felt like it was in a closet — very cramped. The furniture and everything in the room also felt pretty old and worn. The closet ..."

Reviewed on 11 August 2026

The Allegro Royal Sonesta Hotel Chicago Loop
See all 10,259 properties in Illinois
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Illinois attractions

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by © City of Chicago

Wrigley Field

9.0/10 (11,704 reviews)
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
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A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)
With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its fascinating museums.
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A large stadium surrounded by a cityscape with modern buildings.
Photo by © City of Chicago

Soldier Field

8.8/10 (7,063 reviews)
Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.
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A modern cityscape with tall buildings, a clear sky, and a tree-lined street.
Photo by © Cesar Russ Photography

McCormick Place

8.8/10 (9,822 reviews)
During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed theater scene and notable monuments in this vibrant area.
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A river with boats, surrounded by tall buildings and a clear sky.

Chicago Riverwalk

9.6/10 (13,574 reviews)
After visiting Chicago Riverwalk, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.
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A cityscape with modern skyscrapers and the Cloud Gate sculpture.

Millennium Park

9.4/10 (30,446 reviews)
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
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A roller coaster in motion against a clear blue sky.

Six Flags Great America

8.6/10 (992 reviews)
Enjoy the excitement at Six Flags Great America and see why people love this theme park in Gurnee. Stroll along the lakeside or visit the shops in this family-friendly area.
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