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Unavailable
Solid
DAILY DROP
The Chicago Hotel Collection - Magnificent Mile
$27
84%
|
–
Magnificent Mile
was on HT
$69
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
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Unavailable
Solid
DEAL
The Royal Sonesta Chicago River North
$94
94%
|
–
River North
was on HT
$147
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Solid
Hilton Garden Inn Chicago McCormick Place
$99
95%
|
–
Loop
was on HT
$249
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Unavailable
Luxe
DEAL
L7 Chicago by LOTTE
$109
96%
|
–
Loop
was on HT
$179
The former hat factory on the banks of the Chicago River features newly renovated and richly decorated rooms.
Unavailable
Solid
DEAL
Aloft Chicago Mag Mile
$75
91%
|
–
Downtown
was on HT
$96
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Basic
DEAL
Home2 Suites by Hilton Chicago River North
$86
89%
|
–
Downtown
was on HT
$121
Stellar River North location makes urban exploring a breeze.
Unavailable
Solid
DEAL
River Hotel
$81
87%
|
–
Loop
was on HT
$95
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Hip
DEAL
The Allegro Royal Sonesta Hotel Chicago Loop
$112
90%
|
–
Loop
was on HT
$161
A historic gem in the heart of Chicago’s downtown Theatre District, this boutique haven boasts lavish theatrics all its own with its elegant hobnobbing and glamour.
Unavailable
Solid
DEAL
Hyatt Place Chicago – Medical / University District
$88
96%
|
–
West Side
was on HT
$132
Goooood-looookin' new digs in the reno’d historic Cook County Hospital (ER fans? Anyone??). Onsite museum documents the landmark’s story.
Unavailable
Basic
Majestic Hotel
$81
84%
|
–
Lakeview
was on HT
$99
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$76
82%
|
–
Downtown
was on HT
$116
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Solid
ACME Hotel Company Chicago
$89
93%
|
–
River North
was on HT
$119
Playful-meets-industrial-chic design with bold, colorful and artistic accents.
Unavailable
1 Room Left
Basic
DEAL
Level Chicago - River North
$149
93%
|
–
Downtown
was on HT
$169
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
Luxe
DEAL
Pendry Chicago
$175
96%
|
–
Loop
was on HT
$205
Bar Pendry's a loungey spot for a late-night glass of wine. Pro tip: seasonal rooftop bar's a must-do in the warmer months.
Unavailable
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$38
84%
|
–
Magnificent Mile
was on HT
$69
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Basic
DEAL
Hampton Inn Chicago Orland Park
$110
92%
|
–
West Side
was on HT
$120
Unavailable
3 Rooms Left
Luxe
DEAL
The Blackstone, Autograph Collection
$198
92%
|
–
Loop
was on HT
$329
There’s a reason it’s been voted one of the best hotels in the city – everything is top-notch, from the views, artwork & modern décor to the nostalgic cocktails.
Unavailable
Solid
DEAL
Level Chicago - Fulton Market
$150
88%
|
–
Downtown
was on HT
$209
The outdoor pool takes vacay vibes to new heights.
Unavailable
Hip
21c Museum Hotel Chicago
$109
95%
|
–
Downtown
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Solid
Hampton Inn & Suites Chicago Downtown
$109
88%
|
–
Downtown
Killer River North location by the Mag Mile and Riverwalk.
Unavailable
Luxe
Viceroy Chicago
$245
97%
|
–
Gold Coast
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
2 Rooms Left
Solid
LEVEL Chicago - Old Town
$150
89%
|
–
Downtown
was on HT
$200
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Luxe
DEAL
The Ritz-Carlton, Chicago
$364
95%
|
–
Magnificent Mile
was on HT
$485
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Solid
DEAL
Crowne Plaza Chicago Metro Downtown
$112
88%
|
–
Loop
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
3 Rooms Left
Luxe
Loews Chicago Hotel
$179
96%
|
–
Magnificent Mile
was on HT
$205
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
Hip
Ambassador Chicago
$139
92%
|
–
Gold Coast
was on HT
$149
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$119
82%
|
–
Loop
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Solid
DEAL
Holiday Inn Chicago Mart Plaza River North
$124
96%
|
–
River North
was on HT
$147
All rooms are at least 15 stories above the city. Street noise? Nuh-uh.
Unavailable
Luxe
Omni Chicago Hotel
$214
90%
|
–
Magnificent Mile
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Solid
Holiday Inn Express Chicago Magnificent Mile
$124
83%
|
–
North Side
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Luxe
Waldorf Astoria Chicago
$444
96%
|
–
Downtown
Guestrooms with kitted-out bathrooms (ft. a soaker tub + inset flat-screen, natch), wet bars & surround sound are a good time waiting to happen.
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