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DAILY DROP
The Allegro Royal Sonesta Hotel Chicago Loop
$220
90%
|
–
Loop
per night
Includes all fees
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.
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1 Room Left
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DEAL
Sophy Hyde Park
$281
$237
98%
|
–
Hyde Park
per night
Includes all fees
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.
1 Room Left
Solid
DEAL
Voco Chicago Downtown
$303
$215
100%
|
–
Downtown
per night
Includes all fees
2 Rooms Left
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DEAL
Hyatt Centric The Loop Chicago
$229
$210
96%
|
–
Loop
per night
Includes all fees
Loop location means you're steps from the bustling Financial District and (far bustlier) Theater District.
Basic
Hampton Inn Chicago Orland Park
$224
$200
94%
|
–
West Side
per night
Includes all fees
Solid
DEAL
The Royal Sonesta Chicago River North
$284
94%
|
–
River North
per night
Includes all fees
Sophisticated and chic, with just enough quirk to keep things cool.
1 Room Left
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DEAL
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
$282
$231
84%
|
–
Loop
per night
Includes all fees
Sip signature cocktails at MSC, a stylish bar where guests and locals gather for great conversation and an inviting atmosphere.
Luxe
Sofitel Chicago Magnificent Mile
$410
$359
96%
|
–
Gold Coast
per night
Includes all fees
Walking distance to the Magnificent Mile? Check. Lakefront trail? Check. Public transportation? Check.
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The Allegro Royal Sonesta Hotel Chicago Loop
$284
90%
|
–
Loop
per night
Includes all fees
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.
Luxe
Loews Chicago Hotel
$345
96%
|
–
Magnificent Mile
per night
Includes all fees
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Charming
Best Western Plus Hawthorne Terrace Hotel
$482
$329
95%
|
–
Lakeview
per night
Includes all fees
Located in the lively Lakeview East 'hood within walking distance of shops, restaurants and Wrigley Field.
1 Room Left
Solid
The Chicago Hotel Collection - Magnificent Mile
$320
$196
83%
|
–
Magnificent Mile
per night
Includes all fees
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
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Chicago Hotel Collection Ambassador Gold Coast
$326
$209
91%
|
–
Gold Coast
per night
Includes all fees
Located in the historic Astor Street District and near vibrant nightlife of Rush Street.
2 Rooms Left
Basic
Sonesta Simply Suites Chicago Waukegan
$129
86%
|
–
Downtown
per night
Includes all fees
Suite-style rooms offer up max 'home away from home' vibes.
Luxe
Pendry Chicago
$553
96%
|
–
Loop
per night
Includes all fees
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.
1 Room Left
Solid
DEAL
Hilton Chicago Mag Mile Suites
$246
$222
96%
|
–
Downtown
per night
Includes all fees
Fab location, just off the Mag Mile, adjacent to the famed John Hancock building.
Solid
Holiday Inn Chicago – Midway Airport S
$216
–
Loop
per night
Includes all fees
Whatever time you stumble in, the 24-hour front desk serves up service with a smile.
Luxe
InterContinental Chicago Magnificent Mile
$529
$396
91%
|
–
Magnificent Mile
per night
Includes all fees
Grand and historic, it’s a Chicago architectural icon.
Solid
Hilton Garden Inn Chicago McCormick Place
$270
95%
|
–
Loop
per night
Includes all fees
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Solid
Holiday Inn Chicago Dwtn-Wolf Point
$358
$249
96%
|
–
River North
per night
Includes all fees
All rooms are at least 15 stories above the city. Street noise? Nuh-uh.
2 Rooms Left
Solid
DEAL
The Buckingham Hotel
$325
91%
|
–
Loop
per night
Includes all fees
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
3 Rooms Left
Solid
Millennium Knickerbocker Hotel Chicago
$363
88%
|
–
Gold Coast
per night
Includes all 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).
1 Room Left
Basic
Majestic Hotel
$446
$350
84%
|
–
Lakeview
per night
Includes all fees
On a quiet residential street, providing a relaxing respite in the bustling city.
1 Room Left
Solid
River Hotel
$373
$305
89%
|
–
Loop
per night
Includes all fees
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
2 Rooms Left
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$412
$217
82%
|
–
Downtown
per night
Includes all fees
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
1 Room Left
Basic
ACME Hotel Company Chicago
$375
$250
85%
|
–
Downtown
per night
Includes all fees
Scores ya an address in the stylish River North 'hood, a few blocks to the endless eateries, shopping & to-dos of the Magnificent Mile.
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DEAL
Freehand Chicago
$326
$258
82%
|
–
River North
per night
Includes all 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.
Luxe
Omni Chicago Hotel
$376
$346
91%
|
–
Magnificent Mile
per night
Includes all fees
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
1 Room Left
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$309
85%
|
–
Loop
per night
Includes all fees
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Basic
Best Western Grant Park Hotel
$348
$259
91%
|
–
Loop
per night
Includes all fees
Walk to some of the city’s biggest/best museums, plus Soldier Field (home of the Superfans).
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Sports Illustrated Resorts Chicago
$398
$359
–
North Side
per night
Includes all fees