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Unavailable
3 Rooms Left
Basic
DAILY DROP
The Chicago Hotel Collection - River North
$126
73%
|
–
Downtown
was on HT
$198
Trendy location among the local Near North-ers with easy access to all our favorite downtown haunts.
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Unavailable
3 Rooms Left
Charming
DEAL
The Buckingham Hotel
$160
89%
|
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Loop
was on HT
$699
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
2 Rooms Left
Luxe
DEAL
Royal Sonesta Chicago River North
$260
93%
|
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River North
was on HT
$341
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
2 Rooms Left
Basic
Majestic Hotel
$148
84%
|
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Lakeview
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
2 Rooms Left
Luxe
Pendry Chicago
$475
97%
|
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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
3 Rooms Left
Hip
DEAL
The Hoxton, Chicago
$572
96%
|
–
West Loop
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
The Chicago Hotel Collection - Magnificent Mile
$187
91%
|
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Magnificent Mile
was on HT
$369
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
3 Rooms Left
Basic
DEAL
The Chicago Hotel Collection - River North
$162
73%
|
–
Downtown
was on HT
$198
Trendy location among the local Near North-ers with easy access to all our favorite downtown haunts.
Unavailable
Basic
St. Clair Hotel - Magnificent Mile
$263
80%
|
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Downtown
was on HT
$344
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
1 Room Left
Charming
Ruby Room
$330
80%
|
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Wicker Park
Drops ya in the thick of historic Wicker Park’s buzz with eclectic eateries & shops aplenty.
Unavailable
Hip
Freehand Chicago
$226
84%
|
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River North
was on HT
$269
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
Solid
Crowne Plaza Chicago Metro Downtown
$329
86%
|
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Loop
was on HT
$379
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
Hip
DEAL
Selina Chicago
$237
76%
|
–
Downtown
was on HT
$302
Stylish hideaway right off the Mag Mile. Front-deskers can steer you toward all the local must-sees.
Unavailable
Basic
Hampton Inn Chicago Downtown West Loop
$349
96%
|
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West Side
was on HT
$504
Hot breakfast spread every day, free – plus weekday grab & go brekkie for when you've gotta jet.
Unavailable
Solid
Embassy Suites Chicago Downtown Magnificent Mile
$319
83%
|
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Loop
was on HT
$371
Suites have separate bedrooms and living rooms with sleeper sofas.
Unavailable
Luxe
DEAL
21c Museum Hotel Chicago
$320
80%
|
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Downtown
was on HT
$609
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Solid
Embassy Suites by Hilton Chicago Downtown River North
$329
88%
|
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Loop
was on HT
$349
Unavailable
Luxe
Omni Chicago Hotel
$419
88%
|
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Magnificent Mile
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Luxe
Waldorf Astoria Chicago
$759
96%
|
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Downtown
was on HT
$1,195
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
CrashPad
Found Hotel Chicago - Double Bunks
$199
63%
|
–
Downtown
was on HT
$209
Sterling location puts you minutes' walk from the Magnificent Mile and Grant Park.
Unavailable
1 Room Left
Basic
DEAL
The Chicago Hotel Collection - Millennium Park
$251
35%
|
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Loop
was on HT
$396
Chicago's landmark Millennium Park is basically in your backyard (read: you're pretty much in the heart of downtown).
Unavailable
1 Room Left
Solid
LEVEL Chicago - Old Town
$600
90%
|
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Downtown
was on HT
$649
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
2 Rooms Left
Hip
DEAL
La Banque Hotel
$180
95%
|
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South Suburbs
was on HT
$239
As the name suggests, it's a former bank dating to 1925. Cool refurbish makes brilliant use of the old vaults and deposit boxes.
Unavailable
2 Rooms Left
Solid
Sonesta Chicago O'Hare Airport Rosemont
$119
93%
|
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Chicago - ORD
was on HT
$129
Harken all ye perpetually-late-for-flights. This place is a mere 3 miles from O’Hare, with a courtesy shuttle to escort you to/from your terminal.
Unavailable
1 Room Left
Basic
DEAL
The Champagne Lodge & Luxury Suites
$79
87%
|
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Western Suburbs
was on HT
$99
En suite deets include a whirlpool bath, walk-in shower, fireplace and plenty of serene styling.
Unavailable
Basic
DEAL
Best Western Chicagoland-Countryside
$100
94%
|
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Western Suburbs
was on HT
$140
WiFi a must for your Chicagoland stay? You’re covered.
Unavailable
Solid
DEAL
Four Points by Sheraton Chicago Schaumburg
$109
85%
|
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Schaumburg
was on HT
$127
Comfy beds and pull-out sleeper sofas reduce the chance of any blanket-hog showdowns.
Unavailable
Solid
DEAL
Harrah's Joliet Casino
$123
88%
|
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Joliet
All the famous Harrah’s amenities and excitement right in Chicagoland.
Unavailable
Luxe
Loews Chicago O'Hare Hotel
$235
95%
|
–
ORD
Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.
Unavailable
Basic
DEAL
Homewood Suites by Hilton Chicago - Schaumburg
$139
93%
|
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Schaumburg
All rooms are indeed suites, and come with full kitchens.
Unavailable
Solid
Holiday Inn Hotel & Suites Chicago Northwest Elgin
$115
90%
|
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Elgin
Convenient location directly off of I-90, but there’s no need to leave in search of sustenance when Bennigan's is onsite.
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