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Unavailable
Luxe
DAILY DROP
The Ritz-Carlton, Chicago
$452
95%
|
–
Magnificent Mile
was on HT
$645
Can’t-be-beat address on the Magnificent Mile (!).
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Unavailable
Hip
DEAL
The Allegro Royal Sonesta Hotel Chicago Loop
$152
90%
|
–
Loop
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
1 Room Left
Solid
DEAL
The Royal Sonesta Chicago River North
$160
94%
|
–
River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
3 Rooms Left
Solid
DEAL
Aloft Chicago Mag Mile
$159
91%
|
–
Downtown
was on HT
$199
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$186
90%
|
–
Loop
was on HT
$309
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
Luxe
DEAL
Pendry Chicago
$289
96%
|
–
Loop
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
2 Rooms Left
Charming
DEAL
The Buckingham Hotel
$211
91%
|
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Loop
was on HT
$659
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
Luxe
Viceroy Chicago
$355
97%
|
–
Gold Coast
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
Charming
Hotel Chicago West Loop
$153
81%
|
–
West Loop
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Solid
Hilton Garden Inn Chicago McCormick Place
$194
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
Luxe
Loews Chicago Hotel
$259
96%
|
–
Magnificent Mile
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
Luxe
DEAL
The Ritz-Carlton, Chicago
$484
95%
|
–
Magnificent Mile
was on HT
$645
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Hip
21c Museum Hotel Chicago
$198
95%
|
–
Downtown
was on HT
$256
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Hip
Ambassador Chicago
$229
92%
|
–
Gold Coast
was on HT
$269
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
1 Room Left
Basic
DEAL
Level Chicago - River North
$390
94%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
1 Room Left
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$162
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Basic
Hampton Inn Chicago Orland Park
$150
90%
|
–
West Side
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$197
92%
|
–
Downtown
was on HT
$299
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Solid
ACME Hotel Company Chicago
$229
93%
|
–
River North
Playful-meets-industrial-chic design with bold, colorful and artistic accents.
Unavailable
Solid
Holiday Inn Express & Suites CHICAGO - OAK FOREST
$139
–
North Side
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$197
82%
|
–
Loop
was on HT
$246
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Solid
Holiday Inn Express Chicago Magnificent Mile
$184
83%
|
–
North Side
was on HT
$224
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Solid
Riu Plaza Chicago
$225
–
Downtown
was on HT
$389
Relax, early riser. Breakfast included.
Unavailable
Solid
Residence Inn Chicago Downtown Magnificent Mile
$349
–
Downtown
was on HT
$369
Beautiful accommodations in the heart of the city, minutes from Navy Pier, downtown, Wrigley Field, you name it.
Unavailable
Solid
DEAL
Chez Hotel
$117
96%
|
–
North Suburbs
was on HT
$219
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
Solid
DEAL
Four Points by Sheraton Chicago Schaumburg
$78
90%
|
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Schaumburg
was on HT
$104
No need to venture far (or anywhere) for local brews & fab American-style eats ‘cos there’s a convenient resto right onsite.
Unavailable
Solid
DEAL
Chicago Marriott Suites Deerfield
$108
96%
|
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Deerfield
was on HT
$119
Separate tub and shower for nighttime soaks and morning clean. Or the other way 'round.
Unavailable
1 Room Left
Solid
DEAL
Sonesta Chicago O'Hare Airport Rosemont
$99
91%
|
–
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
Basic
DEAL
Comfort Suites Lombard - Addison
$70
87%
|
–
Lombard
was on HT
$97
Easy-breezy accommodations west of the windy city, with a bevy of nearby eats and quick access to I-355.
Unavailable
2 Rooms Left
Solid
DEAL
Courtyard by Marriott Chicago Glenview/Northbrook
$108
95%
|
–
Chicago - ORD
was on HT
$134
Relaxingly simple rooms boast plush seating, uber-comfy beds, free WiFi and flat screens.
Unavailable
Basic
DEAL
Hilton Garden Inn Warrenville
$109
93%
|
–
Naperville
was on HT
$150
Onsite convenience shop stocks snacks, drinks and the toiletries you forgot.
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