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Millennium Knickerbocker Hotel Chicago
3 rooms left
Solid
DAILY DROP

Millennium Knickerbocker Hotel Chicago

88% | 
 – Gold Coast
per night
We love a storied past! 1927 building has housed everyone from JFK to The Rolling Stones (and a penthouse floor casino run by Al Capone’s brother).
Hilton Garden Inn Chicago McCormick Place
Solid
DEAL

Hilton Garden Inn Chicago McCormick Place

95% | 
 – Loop
per night
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Riu Plaza Chicago
2 rooms left
Solid
DEAL

Riu Plaza Chicago

88% | 
 – Downtown
per night
Relax, early riser. Buffet Breakfast included.
Hotel Lincoln
3 rooms left
Hip

Hotel Lincoln

88% | 
 – Lincoln Park
per night
In tree-lined Lincoln Park, within strolling distance of the zoo and lake.
The Royal Sonesta Chicago River North
Solid

The Royal Sonesta Chicago River North

94% | 
 – River North
per night
Sophisticated and chic, with just enough quirk to keep things cool.
Kinzie Hotel
2 rooms left
Basic
DEAL

Kinzie Hotel

94% | 
 – River North
per night
Historic wall maps bring the city's history to life in every room.
Voco Chicago Downtown
2 rooms left
Solid

Voco Chicago Downtown

100% | 
 – Downtown
per night
Millennium Knickerbocker Hotel Chicago
3 rooms left
Solid

Millennium Knickerbocker Hotel Chicago

88% | 
 – Gold Coast
per night
We love a storied past! 1927 building has housed everyone from JFK to The Rolling Stones (and a penthouse floor casino run by Al Capone’s brother).
Majestic Hotel
Basic

Majestic Hotel

84% | 
 – Lakeview
per night
On a quiet residential street, providing a relaxing respite in the bustling city.
The Ritz-Carlton, Chicago
Luxe

The Ritz-Carlton, Chicago

96% | 
 – Magnificent Mile
per night
Can’t-be-beat address on the Magnificent Mile (!).
Holiday Inn Express & Suites CHICAGO - OAK FOREST
Solid

Holiday Inn Express & Suites CHICAGO - OAK FOREST

100% | 
 – North Side
per night
Sports Illustrated Resorts Chicago
Hip

Sports Illustrated Resorts Chicago

50% | 
 – North Side
per night
Holiday Inn Hotel & Suites Chicago Downtown
Basic

Holiday Inn Hotel & Suites Chicago Downtown

83% | 
 – Loop
per night
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
InterContinental Chicago Magnificent Mile
Luxe

InterContinental Chicago Magnificent Mile

91% | 
 – Magnificent Mile
per night
Grand and historic, it’s a Chicago architectural icon.
Hotel Chicago West Loop, Sure Stay Collection By Best Western
Solid

Hotel Chicago West Loop, Sure Stay Collection By Best Western

73% | 
 – North Side
per night
Bring your furry friends along for the ride. This place is pet friendly.
Silversmith Hotel Chicago Downtown
2 rooms left
Hip

Silversmith Hotel Chicago Downtown

94% | 
 – Loop
per night
Urban-luxe design and supersized marble baths keep the cosmopolitan vibe coming.
Club Quarters Hotel Wacker at Michigan, Chicago
Solid

Club Quarters Hotel Wacker at Michigan, Chicago

85% | 
 – Loop
per night
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Freehand Chicago
2 rooms left
Hip
DEAL

Freehand Chicago

82% | 
 – River North
per night
Style in this 20s-era gem is trendy in a laid-back kinda way. And it’s perfectly placed in a venture-worthy boutique-and-gallery-dotted ‘hood.
Holiday Inn Express & Suites Chicago West Oak Park By Ihg
Solid

Holiday Inn Express & Suites Chicago West Oak Park By Ihg

 – West Side
per night
Best Western Plus Hawthorne Terrace Hotel
Charming

Best Western Plus Hawthorne Terrace Hotel

95% | 
 – Lakeview
per night
Located in the lively Lakeview East 'hood within walking distance of shops, restaurants and Wrigley Field.
Omni Chicago Hotel
Luxe

Omni Chicago Hotel

91% | 
 – Magnificent Mile
per night
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Holiday Inn Chicago – Midway Airport S
Solid

Holiday Inn Chicago – Midway Airport S

 – Loop
per night
Whatever time you stumble in, the 24-hour front desk serves up service with a smile.
Holiday Inn Chicago Dwtn-Wolf Point
Solid

Holiday Inn Chicago Dwtn-Wolf Point

96% | 
 – River North
per night
All rooms are at least 15 stories above the city. Street noise? Nuh-uh.
Holiday Inn Express Chicago Magnificent Mile
Solid

Holiday Inn Express Chicago Magnificent Mile

88% | 
 – North Side
per night
Free WiFi, so you can brag about your cool trip in real time.
Sonesta Simply Suites Chicago Waukegan
1 room left
Basic

Sonesta Simply Suites Chicago Waukegan

86% | 
 – Downtown
per night
Suite-style rooms offer up max 'home away from home' vibes.
The Champagne Lodge & Luxury Suites - Adults Only
2 rooms left
Basic

The Champagne Lodge & Luxury Suites - Adults Only

87% | 
 – Western Suburbs
per night
En suite deets include a whirlpool bath, walk-in shower, fireplace and plenty of serene styling.
Loews Chicago O'Hare Hotel
Luxe

Loews Chicago O'Hare Hotel

96% | 
 – ORD
per night
Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.
Hampton Inn & Suites Bridgeview Chicago
1 room left
Basic
DEAL

Hampton Inn & Suites Bridgeview Chicago

96% | 
 – Western Suburbs
per night
If you’ve got tix to an event at SeatGeek Stadium, you’ll be verrrrrry pleased with this place. It’s right next door.
Baymont Glenview
Basic

Baymont Glenview

87% | 
 – Glenview
per night
Free breakfast! Yes, there’s coffee.
Chez Hotel
Solid
DEAL

Chez Hotel

94% | 
 – North Suburbs
per night
The newly opened rooftop bar & restaurant is a must when you’re in the mood to wine and dine with a side of stellar views.
Best Western Inn & Suites Midway Airport
Basic

Best Western Inn & Suites Midway Airport

87% | 
 – Midway - MDW
per night
Best Westerns have been around since 1946 - they've got this.