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DAILY DROP
Selina Chicago
$105
79%
|
–
Downtown
was on HT
$169
Stylish hideaway right off the Mag Mile. Front-deskers can steer you toward all the local must-sees.
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Unavailable
Hip
DEAL
Selina Chicago
$120
79%
|
–
Downtown
was on HT
$169
Stylish hideaway right off the Mag Mile. Front-deskers can steer you toward all the local must-sees.
Unavailable
Hip
DEAL
The Hoxton, Chicago
$206
95%
|
–
West Loop
was on HT
$308
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
DEAL
The Chicago Hotel Collection - Magnificent Mile
$104
86%
|
–
Magnificent Mile
was on HT
$175
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Basic
Majestic Hotel
$135
84%
|
–
Lakeview
was on HT
$177
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$256
87%
|
–
Loop
was on HT
$519
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
Solid
DEAL
LEVEL Chicago - Old Town
$240
91%
|
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Downtown
was on HT
$449
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Charming
DEAL
Hotel Chicago West Loop
$159
81%
|
–
West Loop
was on HT
$212
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
1 Room Left
Basic
DEAL
Level Chicago - River North
$290
96%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
Solid
DEAL
The Whitehall Hotel
$151
85%
|
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Downtown
was on HT
$251
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
3 Rooms Left
Luxe
DEAL
The Ritz-Carlton, Chicago
$372
96%
|
–
Magnificent Mile
was on HT
$619
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
2 Rooms Left
Luxe
Pendry Chicago
$455
97%
|
–
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
1 Room Left
Hip
The Allegro Royal Sonesta Hotel Chicago Loop
$269
90%
|
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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
Solid
The Royal Sonesta Chicago River North
$284
94%
|
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River North
was on HT
$351
Sophisticated and chic, with just enough quirk to keep things cool.
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citizenM Chicago Downtown
$249
94%
|
–
Loop
was on HT
$299
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$204
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Luxe
DEAL
InterContinental Chicago Magnificent Mile
$276
91%
|
–
Magnificent Mile
was on HT
$399
Grand and historic, it’s a Chicago architectural icon.
Unavailable
Luxe
DEAL
21c Museum Hotel Chicago
$249
95%
|
–
Downtown
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Solid
Club Quarters Hotel Central Loop, Chicago
$202
84%
|
–
Loop
Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.
Unavailable
Luxe
Loews Chicago Hotel
$335
96%
|
–
Magnificent Mile
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
3 Rooms Left
Solid
DEAL
River Hotel
$202
83%
|
–
Loop
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Solid
Best Western Plus Hyde Park Chicago Hotel
$219
93%
|
–
Downtown
was on HT
$239
Relax, early riser. Breakfast’s included.
Unavailable
Solid
Hilton Garden Inn Chicago McCormick Place
$419
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
Basic
DEAL
The Chicago Hotel Collection - River North
$85
68%
|
–
Downtown
was on HT
$113
Trendy location among the local Near North-ers with easy access to all our favorite downtown haunts.
Unavailable
Hip
Ambassador Chicago
$269
92%
|
–
Gold Coast
was on HT
$289
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
Solid
Crowne Plaza Chicago Metro Downtown
$289
88%
|
–
Loop
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
1 Room Left
Basic
St. Clair Hotel - Magnificent Mile
$369
80%
|
–
Downtown
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Luxe
Omni Chicago Hotel
$349
89%
|
–
Magnificent Mile
was on HT
$459
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$232
72%
|
–
Loop
was on HT
$289
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$319
92%
|
–
Downtown
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Solid
Holiday Inn Chicago Mart Plaza River North
$329
96%
|
–
River North
All rooms are at least 15 stories above the city. Street noise? Nuh-uh.
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