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1 Room Left
Solid
DAILY DROP
Millennium Knickerbocker Hotel Chicago
$146
$121
88%
|
–
Gold Coast
per night
Includes taxes and fees
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).
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1 Room Left
Solid
DEAL
Millennium Knickerbocker Hotel Chicago
$154
88%
|
–
Gold Coast
per night
Includes taxes and fees
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).
Solid
River Hotel
$163
$98
86%
|
–
Loop
per night
Includes fees
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Basic
DEAL
Hampton Inn Chicago Orland Park
$117
$106
93%
|
–
West Side
per night
Includes fees
Hip
DEAL
Freehand Chicago
$101
82%
|
–
River North
per night
Includes fees
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.
Solid
DEAL
Hilton Chicago Mag Mile Suites
$122
$111
96%
|
–
Downtown
per night
Includes fees
Fab location, just off the Mag Mile, adjacent to the famed John Hancock building.
Solid
DEAL
Hilton Garden Inn Chicago McCormick Place
$311
$155
95%
|
–
Loop
per night
Includes fees
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Basic
Majestic Hotel
$157
$119
84%
|
–
Lakeview
per night
Includes fees
On a quiet residential street, providing a relaxing respite in the bustling city.
Solid
Club Quarters Hotel Wacker at Michigan, Chicago
$98
85%
|
–
Loop
per night
Includes fees
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$181
$114
82%
|
–
Downtown
per night
Includes fees
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
2 Rooms Left
Solid
DEAL
Hyatt Place Chicago – Medical / University District
$179
$138
95%
|
–
West Side
per night
Includes fees
Goooood-looookin' new digs in the reno’d historic Cook County Hospital (ER fans? Anyone??). Onsite museum documents the landmark’s story.
1 Room Left
Charming
DEAL
Wicker Park Inn
$224
$211
94%
|
–
Wicker Park
per night
Includes fees
Drops ya in the heart of a vibrant, trendier-than-thou ‘hood teaming with vintage shopping, cool eateries & hoppin’ nightlife.
2 Rooms Left
Charming
The Guesthouse Hotel
$209
95%
|
–
Andersonville
per night
Includes fees
Apartment-style living at its finest with updated amenities and space galore.
Solid
DEAL
The Royal Sonesta Chicago River North
$207
94%
|
–
River North
per night
Includes fees
Sophisticated and chic, with just enough quirk to keep things cool.
1 Room Left
Hip
DEAL
Silversmith Hotel Chicago Downtown
$219
94%
|
–
Loop
per night
Includes fees
Urban-luxe design and supersized marble baths keep the cosmopolitan vibe coming.
2 Rooms Left
Solid
DEAL
Level Chicago - Fulton Market
$748
$326
89%
|
–
Downtown
per night
Includes fees
The outdoor pool takes vacay vibes to new heights.
Solid
Holiday Inn Express Chicago Magnificent Mile
$240
$152
86%
|
–
North Side
per night
Includes taxes and fees
Free WiFi, so you can brag about your cool trip in real time.
1 Room Left
Luxe
DEAL
The Ritz-Carlton, Chicago
$824
$700
95%
|
–
Magnificent Mile
per night
Includes fees
Can’t-be-beat address on the Magnificent Mile (!).
2 Rooms Left
Solid
Hampton Inn & Suites Chicago Downtown
$239
89%
|
–
Downtown
per night
Includes fees
Killer River North location by the Mag Mile and Riverwalk.
1 Room Left
Basic
Sonesta Simply Suites Chicago Waukegan
$114
86%
|
–
Downtown
per night
Includes fees
Suite-style rooms offer up max 'home away from home' vibes.
Solid
Hotel Chicago West Loop, Sure Stay Collection By Best Western
$173
71%
|
–
North Side
per night
Includes taxes and fees
Bring your furry friends along for the ride. This place is pet friendly.
3 Rooms Left
Solid
DEAL
LEVEL Chicago - Old Town
$482
$437
89%
|
–
Downtown
per night
Includes fees
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$390
$365
83%
|
–
Loop
per night
Includes taxes and fees
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Luxe
Sofitel Chicago Magnificent Mile
$382
96%
|
–
Gold Coast
per night
Includes taxes and fees
Walking distance to the Magnificent Mile? Check. Lakefront trail? Check. Public transportation? Check.
Solid
Congress Plaza Hotel Chicago
$162
$144
74%
|
–
Loop
per night
Includes fees
A Chicago classic, grand host to US Presidents, international celebs, foreign dignitaries and more since 1893.
Luxe
Omni Chicago Hotel
$345
$331
90%
|
–
Magnificent Mile
per night
Includes taxes and fees
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Solid
Holiday Inn Express & Suites CHICAGO - OAK FOREST
$151
100%
|
–
North Side
per night
Includes taxes and fees
Solid
Holiday Inn Chicago Dwtn-Wolf Point
$487
$469
96%
|
–
River North
per night
Includes taxes and fees
All rooms are at least 15 stories above the city. Street noise? Nuh-uh.
Basic
Baymont by Wyndham Glenview
$83
86%
|
–
Glenview
per night
Includes taxes and fees
They say breakfast is the most important meal of the day. Here, they say it’s free (‘cause it is).
2 Rooms Left
Basic
DEAL
The Champagne Lodge & Luxury Suites
$139
$114
87%
|
–
Western Suburbs
per night
Includes fees
En suite deets include a whirlpool bath, walk-in shower, fireplace and plenty of serene styling.
Basic
City Suites Hotel
$140
$108
88%
|
–
Lakeview
per night
Includes fees
A super recent reno has left rooms lookin’ pret-ty darn fresh. Style’s sleekly Art Deco, with pops of whimsy.
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