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Unavailable
1 Room Left
Solid
DAILY DROP
LEVEL Chicago - Old Town
$350
83%
|
–
Downtown
was on HT
$499
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
Hip
DEAL
Selina Chicago
$126
74%
|
–
Downtown
was on HT
$246
Stylish hideaway right off the Mag Mile. Front-deskers can steer you toward all the local must-sees.
Unavailable
Luxe
DEAL
21c Museum Hotel Chicago
$189
95%
|
–
Downtown
was on HT
$313
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
2 Rooms Left
Solid
Congress Plaza Hotel Chicago
$160
75%
|
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Loop
was on HT
$189
A Chicago classic, grand host to US Presidents, international celebs, foreign dignitaries and more since 1893.
Unavailable
2 Rooms Left
Basic
DEAL
Level Chicago - River North
$216
94%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$133
87%
|
–
Magnificent Mile
was on HT
$346
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Hip
DEAL
The Allegro Royal Sonesta Hotel Chicago Loop
$198
90%
|
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Loop
was on HT
$299
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
Hip
Ambassador Chicago
$179
92%
|
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Gold Coast
was on HT
$299
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
Luxe
DEAL
The Royal Sonesta Chicago River North
$216
93%
|
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River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Basic
DEAL
Home2 Suites by Hilton Chicago River North
$158
89%
|
–
Downtown
was on HT
$175
Stellar River North location makes urban exploring a breeze.
Unavailable
Hip
DEAL
LondonHouse Chicago
$297
97%
|
–
Loop
was on HT
$349
Part classic 1920s architecture, part sleek glass tower. All impressive.
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$207
87%
|
–
Loop
was on HT
$419
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
DEAL
The Hoxton, Chicago
$285
95%
|
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West Loop
was on HT
$387
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
Solid
DEAL
The Whitehall Hotel
$142
84%
|
–
Downtown
was on HT
$399
You’re in the thick of it. Rush Street’s nightlife buzz & the Magnificent Mile’s to-dos are all within less than a 10-min stroll.
Unavailable
Basic
Majestic Hotel
$166
84%
|
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Lakeview
was on HT
$180
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
Solid
Wyndham Chicago South Loop
$169
86%
|
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Downtown
was on HT
$290
"I love parallel parking," said no one ever. Make it a stress-free arrival with free parking.
Unavailable
Charming
Hotel Chicago West Loop
$159
81%
|
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West Loop
was on HT
$250
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Luxe
Loews Chicago Hotel
$279
96%
|
–
Magnificent Mile
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
2 Rooms Left
Basic
DEAL
The Chicago Hotel Collection - River North
$102
69%
|
–
Downtown
was on HT
$154
Trendy location among the local Near North-ers with easy access to all our favorite downtown haunts.
Unavailable
Solid
Best Western Plus Hyde Park Chicago Hotel
$209
100%
|
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Downtown
was on HT
$255
Relax, early riser. Breakfast’s included.
Unavailable
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$198
80%
|
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Downtown
was on HT
$299
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Hip
citizenM Chicago Downtown
$199
95%
|
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Loop
was on HT
$359
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
Hip
Freehand Chicago
$156
83%
|
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River North
was on HT
$180
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
Luxe
InterContinental Chicago Magnificent Mile
$299
91%
|
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Magnificent Mile
was on HT
$418
Grand and historic, it’s a Chicago architectural icon.
Unavailable
Solid
Chicago Marriott at Medical District/UIC
$219
91%
|
–
Downtown
was on HT
$349
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$171
71%
|
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Loop
was on HT
$346
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Solid
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
$219
88%
|
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Loop
was on HT
$303
Suites have separate bedrooms and living rooms with sleeper sofas.
Unavailable
2 Rooms Left
Luxe
The Ritz-Carlton, Chicago
$699
83%
|
–
Magnificent Mile
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
1 Room Left
Charming
DEAL
The Guesthouse Hotel
$306
96%
|
–
Andersonville
was on HT
$339
Apartment-style living at its finest with updated amenities and space galore.
Unavailable
Solid
Holiday Inn Chicago Mart Plaza River North
$219
96%
|
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River North
was on HT
$299
All rooms are at least 15 stories above the city. Street noise? Nuh-uh.
Unavailable
Basic
Hampton Inn Chicago Downtown West Loop
$218
96%
|
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West Side
was on HT
$451
Hot breakfast spread every day, free – plus weekday grab & go brekkie for when you've gotta jet.
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