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Unavailable
2 Rooms Left
Solid
DAILY DROP
Millennium Knickerbocker Hotel Chicago
$189
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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Unavailable
Hip
The Allegro Royal Sonesta Hotel Chicago Loop
$256
$220
90%
|
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Loop
per night
Includes 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.
Unavailable
3 Rooms Left
Luxe
Loews Chicago Hotel
$341
$231
96%
|
–
Magnificent Mile
per night
Includes fees
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
Solid
Aloft Chicago Mag Mile
$394
$219
91%
|
–
Downtown
per night
Includes fees
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
2 Rooms Left
Luxe
DEAL
Pendry Chicago
$431
$320
96%
|
–
Loop
per night
Includes 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.
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$199
85%
|
–
Loop
per night
Includes fees
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Solid
DEAL
River Hotel
$289
$199
86%
|
–
Loop
per night
Includes fees
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Solid
DEAL
The Royal Sonesta Chicago River North
$329
$293
94%
|
–
River North
per night
Includes fees
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Solid
Hilton Chicago Mag Mile Suites
$215
90%
|
–
Downtown
per night
Includes fees
Fab location, just off the Mag Mile, adjacent to the famed John Hancock building.
Unavailable
1 Room Left
Hip
DEAL
21c Museum Hotel Chicago
$260
95%
|
–
Downtown
per night
Includes fees
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
3 Rooms Left
Charming
The Guesthouse Hotel
$359
$299
95%
|
–
Andersonville
per night
Includes fees
Apartment-style living at its finest with updated amenities and space galore.
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$362
$308
92%
|
–
Loop
per night
Includes fees
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
$369
$302
96%
|
–
West Side
per night
Includes fees
Unavailable
Solid
ACME Hotel Company Chicago
$352
$281
93%
|
–
River North
per night
Includes taxes and fees
Playful-meets-industrial-chic design with bold, colorful and artistic accents.
Unavailable
2 Rooms Left
Solid
Millennium Knickerbocker Hotel Chicago
$254
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).
Unavailable
1 Room Left
Hip
Freehand Chicago
$326
$240
83%
|
–
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.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$411
$295
82%
|
–
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.
Unavailable
Luxe
The Ritz-Carlton, Chicago
$645
95%
|
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Magnificent Mile
per night
Includes fees
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Luxe
Viceroy Chicago
$595
$569
97%
|
–
Gold Coast
per night
Includes fees
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$305
$279
92%
|
–
Downtown
per night
Includes fees
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$370
$277
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.
Unavailable
Luxe
Sofitel Chicago Magnificent Mile
$442
$393
96%
|
–
Gold Coast
per night
Includes taxes and fees
Walking distance to the Magnificent Mile? Check. Lakefront trail? Check. Public transportation? Check.
Unavailable
Luxe
Omni Chicago Hotel
$434
$370
90%
|
–
Magnificent Mile
per night
Includes taxes and fees
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Basic
Sonesta Simply Suites Chicago Waukegan
$169
83%
|
–
Downtown
per night
Includes fees
Suite-style rooms offer up max 'home away from home' vibes.
Unavailable
Basic
DEAL
Comfort Suites Lombard - Addison
$149
$124
89%
|
–
Lombard
per night
Includes fees
Easy-breezy accommodations west of the windy city, with a bevy of nearby eats and quick access to I-355.
Unavailable
Solid
DEAL
Hilton Garden Inn Hoffman Estates
$141
$103
92%
|
–
Hoffman Estates
per night
Includes fees
Got the munchies? The onsite snack shop's got you covered.
Unavailable
Solid
Sonesta Chicago O'Hare Airport Rosemont
$166
92%
|
–
Chicago - ORD
per night
Includes fees
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
Luxe
Loews Chicago O'Hare Hotel
$209
96%
|
–
ORD
per night
Includes fees
Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.
Unavailable
2 Rooms Left
Solid
DEAL
Chez Hotel
$315
$203
96%
|
–
North Suburbs
per night
Includes fees
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
TownePlace Suites by Marriott Chicago Schaumburg
$219
$154
87%
|
–
North Suburbs
per night
Includes fees
Free breakfast served daily – plus a fully equipped kitchen in every suite. You will not go hungry.
Unavailable
Solid
DEAL
Springhill Suites Chicago O'Hare
$192
$166
92%
|
–
ORD
per night
Includes fees
Catch a free shuttle ride to/from O’Hare airport or to the CTA train station which’ll zip you into the city in no time. (Museums await!)
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