272 Properties in Chicago (and vicinity), Illinois, United States of America. February 16, 2026 through February 20, 2026

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Colorado Buffaloes vs Northwestern WildcatsNorthwestern University Sep 19

Minnesota Vikings vs Chicago BearsSoldier Field Sep 20

IMTS 2026 - International Manufacturing Technology ShowMcCormick Place Sep 14-20

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Grant Park

Six Flags Great America

Wrigley Field

Northwestern University

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United Center

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Woodfield Mall

Shedd Aquarium

Allstate Arena

McCormick Place

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Gurnee Mills

Michigan Avenue

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Loyola University Chicago

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Chicago

Aurora

Skokie

Rosemont

Elgin

Evanston

Schaumburg

Gurnee

Hammond

Lombard

Naperville

Oak Brook

Tinley Park

Chicago (and vicinity)

The Loop

Magnificent Mile

Chicago, IL (ORD-O'Hare Intl.)

Chicago Union Station

River North

Downtown Chicago

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Caesars Entertainment

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aloft

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avid hotels

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Montage Hotels & Resorts

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AC Hotel by Marriott Bonvoy

Thompson Hotels

Sonesta ES

Le Meridien

Best Value Inns

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JDV by Hyatt

Trademark

Studio 6

Generator

StayPineapple

Penn National Gaming

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CAMBRiA hotel & suites

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MOXY

InnRoad

Hilton Grand Vacations

Vector Travel

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RIU Plaza

St Regis

Trump Hotels

CitizenM Hotels

Canopy by Hilton

Nobu

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Nearby activities

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Enjoy the season with activities like ice skating, snowmobiling, or sledding.

Scuba diving or snorkeling

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272 properties

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30th Anniversary Sale: Members save up to 30%

For a limited time, save on select hotels & vacation rentals. Book by October 7.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

Congress Plaza Hotel

The Loop

Bar and lounge

2 restaurants

Room service

Bar and lounge, 2 restaurants, Room service

8.08.0 out of 10

Very Goodvery good

10,257 reviews(10,257 reviews)

Sale $486 off

$525 nightly

The current price is $2,498 total

$2,498 total

Total with taxes and fees

We have 1 left at this price

More information about Congress Plaza Hotel, opens in a new tab

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

A large, historic building with a central courtyard surrounded by trees.

Hilton Chicago

The Loop

Hot tub on site

Bar and lounge

2 restaurants

Hot tub on site, Bar and lounge, 2 restaurants

Reserve now, pay later

8.68.6 out of 10

Excellentexcellent

3,210 reviews(3,210 reviews)

$577 nightly

The current price is $2,859 total

$2,859 total

Total with taxes and fees

More information about Hilton Chicago, opens in a new tab

A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.

A room with two chairs and a small table, a large window with a city view at night.

VIP Access

Eurostars Magnificent Mile

River North

Spa

Valet parking

Veggie options

Spa, Valet parking, Veggie options

9.09.0 out of 10

Wonderfulwonderful

3,900 reviews(3,900 reviews)

Sale $769 off

$647 nightly

The current price is $3,077 total

$3,077 total

Total with taxes and fees

We have 2 left at this price

More information about Eurostars Magnificent Mile, opens in a new tab

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30th Anniversary Sale: Members save up to 30%

Photo gallery for Congress Plaza Hotel

Congress Plaza Hotel

Photo gallery for Hilton Chicago

Hilton Chicago

Photo gallery for Eurostars Magnificent Mile

Eurostars Magnificent Mile