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Unavailable
Luxe
DAILY DROP
The Ritz-Carlton, Chicago
$508
95%
|
–
Magnificent Mile
was on HT
$725
Can’t-be-beat address on the Magnificent Mile (!).
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Unavailable
Hip
DEAL
The Allegro Royal Sonesta Hotel Chicago Loop
$120
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
DEAL
The Royal Sonesta Chicago River North
$129
94%
|
–
River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Solid
Aloft Chicago Mag Mile
$129
91%
|
–
Downtown
was on HT
$199
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
2 Rooms Left
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$72
84%
|
–
Magnificent Mile
was on HT
$160
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Solid
DEAL
Hilton Garden Inn Chicago McCormick Place
$169
95%
|
–
Loop
was on HT
$199
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Unavailable
Charming
DEAL
Hotel Chicago West Loop
$127
81%
|
–
West Loop
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
2 Rooms Left
Basic
DEAL
Level Chicago - River North
$208
93%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
Solid
ACME Hotel Company Chicago
$149
93%
|
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River North
was on HT
$179
Playful-meets-industrial-chic design with bold, colorful and artistic accents.
Unavailable
Luxe
The Blackstone, Autograph Collection
$193
90%
|
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Loop
was on HT
$207
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
River Hotel
$154
86%
|
–
Loop
was on HT
$180
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
3 Rooms Left
Charming
DEAL
The Buckingham Hotel
$184
91%
|
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Loop
was on HT
$263
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
3 Rooms Left
Luxe
Pendry Chicago
$234
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
1 Room Left
Solid
DEAL
Level Chicago - Fulton Market
$243
87%
|
–
Downtown
was on HT
$399
The outdoor pool takes vacay vibes to new heights.
Unavailable
Hip
DEAL
The Hoxton, Chicago
$297
95%
|
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West Loop
was on HT
$419
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
Solid
Club Quarters Hotel Central Loop, Chicago
$153
85%
|
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Loop
Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.
Unavailable
Solid
Holiday Inn Express & Suites CHICAGO - OAK FOREST
$119
–
North Side
was on HT
$139
Unavailable
Luxe
Viceroy Chicago
$425
97%
|
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Gold Coast
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$154
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Basic
Hampton Inn Chicago Orland Park
$127
89%
|
–
West Side
Unavailable
2 Rooms Left
Solid
DEAL
LEVEL Chicago - Old Town
$186
88%
|
–
Downtown
was on HT
$279
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Luxe
Loews Chicago Hotel
$249
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
$544
95%
|
–
Magnificent Mile
was on HT
$725
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Hip
Ambassador Chicago
$229
92%
|
–
Gold Coast
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
Hip
21c Museum Hotel Chicago
$207
95%
|
–
Downtown
was on HT
$217
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$161
82%
|
–
Loop
was on HT
$187
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Luxe
Omni Chicago Hotel
$216
90%
|
–
Magnificent Mile
was on HT
$344
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Solid
Holiday Inn Express Chicago Magnificent Mile
$164
83%
|
–
North Side
was on HT
$204
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Solid
Crowne Plaza Chicago Metro Downtown
$189
88%
|
–
Loop
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$199
92%
|
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Downtown
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
3 Rooms Left
Basic
Majestic Hotel
$243
84%
|
–
Lakeview
was on HT
$261
On a quiet residential street, providing a relaxing respite in the bustling city.
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