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Unavailable
2 Rooms Left
Solid
DAILY DROP
The Chicago Hotel Collection - Magnificent Mile
$102
86%
|
–
Magnificent Mile
was on HT
$267
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
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Unavailable
Solid
DEAL
Hyatt House Chicago - Medical / University District
$144
93%
|
–
West Side
was on HT
$321
Smart, stylish digs in the masssssive, architecturally impressive former Cook County Hospital building. (It’s a stunner!)
Unavailable
Hip
21c Museum Hotel Chicago
$162
95%
|
–
Downtown
was on HT
$194
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
2 Rooms Left
Solid
DEAL
Embassy Suites by Hilton Chicago Downtown River North
$162
71%
|
–
Loop
was on HT
$179
Coveted downtown address puts the city’s must-see sights at your fingertips.
Unavailable
Hip
DEAL
The Hoxton, Chicago
$234
95%
|
–
West Loop
was on HT
$329
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
Basic
DEAL
Level Chicago - River North
$236
94%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
2 Rooms Left
Solid
The Chicago Hotel Collection - Magnificent Mile
$131
86%
|
–
Magnificent Mile
was on HT
$267
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Hip
The Allegro Royal Sonesta Hotel Chicago Loop
$169
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
Hilton Garden Inn Chicago Downtown/Magnificent Mile
$152
85%
|
–
Loop
was on HT
$168
River North location gives you easy access to Chicago’s must-do’s, from shopping/dining to stadium-ing and museum-ing.
Unavailable
Luxe
DEAL
Omni Chicago Hotel
$193
89%
|
–
Magnificent Mile
was on HT
$254
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Solid
The Royal Sonesta Chicago River North
$202
94%
|
–
River North
was on HT
$233
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Luxe
DEAL
L7 Chicago by LOTTE
$212
96%
|
–
Loop
The former hat factory on the banks of the Chicago River features newly renovated and richly decorated rooms.
Unavailable
3 Rooms Left
Charming
Hotel Chicago West Loop
$153
81%
|
–
West Loop
was on HT
$204
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Luxe
Pendry Chicago
$295
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
Luxe
Viceroy Chicago
$415
97%
|
–
Gold Coast
It's shimmery and glittering. Makes sense for the Gold Coast locale.
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
Solid
Crowne Plaza Chicago Metro Downtown
$169
88%
|
–
Loop
was on HT
$189
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
Luxe
The Ritz-Carlton, Chicago
$505
98%
|
–
Magnificent Mile
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Basic
DEAL
The Chicago Hotel Collection - River North
$95
68%
|
–
Downtown
was on HT
$202
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
$170
85%
|
–
Loop
was on HT
$205
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
1 Room Left
Charming
DEAL
The Buckingham Hotel
$237
90%
|
–
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
Hip
Ambassador Chicago
$235
92%
|
–
Gold Coast
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
Solid
River Hotel
$170
82%
|
–
Loop
was on HT
$207
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Solid
DEAL
Hilton Garden Inn Chicago McCormick Place
$269
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
Hip
citizenM Chicago Downtown
$239
95%
|
–
Loop
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$249
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
Holiday Inn Express Chicago Magnificent Mile
$182
–
North Side
was on HT
$237
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Luxe
Waldorf Astoria Chicago
$525
96%
|
–
Downtown
was on HT
$1,408
Guestrooms with kitted-out bathrooms (ft. a soaker tub + inset flat-screen, natch), wet bars & surround sound are a good time waiting to happen.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$246
72%
|
–
Loop
was on HT
$278
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
1 Room Left
Solid
DEAL
Chicago Marriott Suites Deerfield
$107
96%
|
–
Deerfield
was on HT
$118
Separate tub and shower for nighttime soaks and morning clean. Or the other way 'round.
Unavailable
1 Room Left
Solid
DEAL
Embassy Suites by Hilton Chicago North Shore Deerfield
$126
95%
|
–
Deerfield
was on HT
$140
Two-room suites give you plenty of space to stretch out.
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