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Unavailable
1 Room Left
Solid
DAILY DROP
LEVEL Chicago - Old Town
$266
88%
|
–
Downtown
was on HT
$399
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
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Unavailable
Basic
DEAL
Majestic Hotel
$140
84%
|
–
Lakeview
was on HT
$216
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
1 Room Left
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$130
84%
|
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Magnificent Mile
was on HT
$260
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Basic
DEAL
Hampton Inn Chicago Orland Park
$129
88%
|
–
West Side
Unavailable
Hip
Ambassador Chicago
$254
92%
|
–
Gold Coast
was on HT
$299
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
3 Rooms Left
Basic
DEAL
Level Chicago - River North
$301
93%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
1 Room Left
Solid
Hilton Garden Inn Chicago McCormick Place
$279
95%
|
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Loop
was on HT
$299
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Unavailable
2 Rooms Left
Charming
The Guesthouse Hotel
$279
96%
|
–
Andersonville
Apartment-style living at its finest with updated amenities and space galore.
Unavailable
Luxe
Viceroy Chicago
$505
97%
|
–
Gold Coast
was on HT
$555
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
1 Room Left
Hip
The Hoxton, Chicago
$540
95%
|
–
West Loop
was on HT
$629
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
1 Room Left
Solid
Aloft Chicago Mag Mile
$399
91%
|
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Downtown
was on HT
$999
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Charming
Hotel Chicago West Loop
$204
81%
|
–
West Loop
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Solid
DEAL
River Hotel
$283
86%
|
–
Loop
was on HT
$351
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
2 Rooms Left
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$229
81%
|
–
Downtown
was on HT
$327
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$429
89%
|
–
Loop
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
Hip
21c Museum Hotel Chicago
$315
95%
|
–
Downtown
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
2 Rooms Left
Basic
The Chicago Hotel Collection - River North
$113
68%
|
–
Downtown
was on HT
$178
Trendy location among the local Near North-ers with easy access to all our favorite downtown haunts.
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$283
84%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
1 Room Left
Solid
DEAL
LEVEL Chicago - Old Town
$304
88%
|
–
Downtown
was on HT
$399
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$303
82%
|
–
Loop
was on HT
$384
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
1 Room Left
Luxe
The Ritz-Carlton, Chicago
$855
96%
|
–
Magnificent Mile
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Solid
Holiday Inn Express Chicago Magnificent Mile
$299
80%
|
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North Side
was on HT
$327
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Solid
DEAL
Chez Hotel
$130
97%
|
–
North Suburbs
was on HT
$197
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
Basic
DEAL
Hilton Garden Inn Warrenville
$125
92%
|
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Naperville
was on HT
$208
Onsite convenience shop stocks snacks, drinks and the toiletries you forgot.
Unavailable
Solid
DEAL
Hilton Garden Inn Hoffman Estates
$99
92%
|
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Hoffman Estates
was on HT
$216
Got the munchies? The onsite snack shop's got you covered.
Unavailable
Basic
DEAL
Comfort Inn & Suites North Aurora - Naperville
$90
86%
|
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Western Suburbs
Cheery, modern lobby’s all stacked stone and comfy convo areas. Commandeer one of the fireside spots and map out your plan.
Unavailable
2 Rooms Left
Basic
The Champagne Lodge & Luxury Suites
$99
86%
|
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Western Suburbs
En suite deets include a whirlpool bath, walk-in shower, fireplace and plenty of serene styling.
Unavailable
Luxe
Loews Chicago O'Hare Hotel
$249
96%
|
–
ORD
Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.
Unavailable
2 Rooms Left
Solid
Clarion Inn Elmhurst - Oakbrook
$81
90%
|
–
ORD
was on HT
$104
Smart suburban stay with onsite perks aplenty.
Unavailable
2 Rooms Left
Basic
City Suites Hotel
$144
87%
|
–
Lakeview
was on HT
$201
A super recent reno has left rooms lookin’ pret-ty darn fresh. Style’s sleekly Art Deco, with pops of whimsy.
Unavailable
Solid
DEAL
Radisson Hotel Schaumburg
$86
79%
|
–
North Suburbs
was on HT
$101
Free shuttle service to O'Hare International Airport as well as shops, restaurants and attractions within a five-mile radius.
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