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Solid
The Drake
–
Gold Coast
Hiltons are a classic for a reason: you know what to expect, and you'll get it.
Also available in Chicago
Unavailable
Luxe
DAILY DROP
The Blackstone, Autograph Collection
$119
92%
|
–
Loop
was on HT
$169
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.
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Unavailable
Solid
DEAL
The Swissôtel Chicago
$99
93%
|
–
Loop
was on HT
$176
Eye-catching triangular building design as stellar as its Chicago-River-meets-Lake-Michigan location.
Unavailable
Solid
DEAL
Chez Hotel
$99
97%
|
–
North Suburbs
was on HT
$125
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.
Unavailable
2 Rooms Left
Basic
DEAL
The Champagne Lodge & Luxury Suites
$98
87%
|
–
Western Suburbs
was on HT
$127
En suite deets include a whirlpool bath, walk-in shower, fireplace and plenty of serene styling.
Unavailable
1 Room Left
Solid
DEAL
Hilton Garden Inn Chicago McCormick Place
$87
95%
|
–
Loop
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
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
Hip
The Allegro Royal Sonesta Hotel Chicago Loop
$104
90%
|
–
Loop
was on HT
$134
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
Basic
City Suites Hotel
$90
88%
|
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Lakeview
A super recent reno has left rooms lookin’ pret-ty darn fresh. Style’s sleekly Art Deco, with pops of whimsy.
Unavailable
3 Rooms Left
Solid
Sonesta Chicago O'Hare Airport Rosemont
$107
91%
|
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Chicago - ORD
Harken all ye perpetually-late-for-flights. This place is a mere 3 miles from O’Hare, with a courtesy shuttle to escort you to/from your terminal.
Unavailable
Solid
DEAL
Hyatt Place Chicago – Medical / University District
$99
96%
|
–
West Side
was on HT
$136
Goooood-looookin' new digs in the reno’d historic Cook County Hospital (ER fans? Anyone??). Onsite museum documents the landmark’s story.
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
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
La Quinta Chicago O Hare Airpt
$99
88%
|
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Chicago - ORD
was on HT
$112
Relax, early riser. Breakfast’s included.
Unavailable
Charming
The Buckingham Hotel
$118
91%
|
–
Loop
was on HT
$262
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
2 Rooms Left
Hip
DEAL
Sophy Hyde Park
$153
98%
|
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Hyde Park
was on HT
$324
Far enough from downtown but still only a 15 minute drive to the Loop, this hotel is Inspired by its university-centric surroundings, incorporating elements of music, math, art and literature.
Unavailable
Solid
The Royal Sonesta Chicago River North
$117
94%
|
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River North
was on HT
$135
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Basic
DEAL
Comfort Suites Lombard - Addison
$72
89%
|
–
Lombard
was on HT
$84
Easy-breezy accommodations west of the windy city, with a bevy of nearby eats and quick access to I-355.
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$144
92%
|
–
Loop
was on HT
$169
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
Basic
DEAL
Hampton Inn Chicago Orland Park
$102
92%
|
–
West Side
Unavailable
3 Rooms Left
Solid
Four Points by Sheraton Chicago Schaumburg
$90
91%
|
–
Schaumburg
No need to venture far (or anywhere) for local brews & fab American-style eats ‘cos there’s a convenient resto right onsite.
Unavailable
2 Rooms Left
Basic
DEAL
TownePlace Suites by Marriott Chicago Schaumburg
$109
87%
|
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North Suburbs
Free breakfast served daily – plus a fully equipped kitchen in every suite. You will not go hungry.
Unavailable
Solid
DEAL
Chicago Marriott Suites Deerfield
$126
96%
|
–
Deerfield
was on HT
$558
Separate tub and shower for nighttime soaks and morning clean. Or the other way 'round.
Unavailable
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$81
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
Hip
DEAL
Silversmith Hotel Chicago Downtown
$114
94%
|
–
Loop
Urban-luxe design and supersized marble baths keep the cosmopolitan vibe coming.
Unavailable
6 people viewing this hotel
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$25
83%
|
–
Magnificent Mile
was on HT
$69
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
3 Rooms Left
Solid
DEAL
Radisson Hotel Schaumburg
$69
78%
|
–
North Suburbs
Free shuttle service to O'Hare International Airport as well as shops, restaurants and attractions within a five-mile radius.
Unavailable
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
Basic
Majestic Hotel
$90
84%
|
–
Lakeview
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
Luxe
Loews Chicago O'Hare Hotel
$149
96%
|
–
ORD
Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.
Unavailable
1 Room Left
Charming
DEAL
Wicker Park Inn
$136
94%
|
–
Wicker Park
was on HT
$159
Drops ya in the heart of a vibrant, trendier-than-thou ‘hood teaming with vintage shopping, cool eateries & hoppin’ nightlife.
Unavailable
Solid
DEAL
Level Chicago - Fulton Market
$159
89%
|
–
Downtown
was on HT
$209
The outdoor pool takes vacay vibes to new heights.
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