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Local Getaways
Find the best hotels within 350 miles for a spontaneous adventure.
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Unavailable
2 Rooms Left
Hip
DAILY DROP
The Hoxton, Chicago
$231
95%
|
–
West Loop
was on HT
$559
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
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Unavailable
3 Rooms Left
Solid
DEAL
The Buckingham Hotel
$110
91%
|
–
Loop
was on HT
$241
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
Solid
DEAL
Aloft Chicago Mag Mile
$85
91%
|
–
Downtown
was on HT
$184
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Hip
Ambassador Chicago
$84
92%
|
–
Gold Coast
was on HT
$94
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$89
84%
|
–
Loop
was on HT
$152
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Basic
DEAL
Hampton Inn Chicago Orland Park
$110
94%
|
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West Side
Unavailable
Solid
DEAL
River Hotel
$89
86%
|
–
Loop
was on HT
$162
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Luxe
DEAL
L7 Chicago by LOTTE
$139
96%
|
–
Loop
was on HT
$209
The former hat factory on the banks of the Chicago River features newly renovated and richly decorated rooms.
Unavailable
Solid
DEAL
The Royal Sonesta Chicago River North
$129
94%
|
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River North
was on HT
$207
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Basic
DEAL
Home2 Suites by Hilton Chicago River North
$107
89%
|
–
Downtown
was on HT
$175
Stellar River North location makes urban exploring a breeze.
Unavailable
Hip
DEAL
The Allegro Royal Sonesta Hotel Chicago Loop
$130
90%
|
–
Loop
was on HT
$269
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
Basic
Majestic Hotel
$99
84%
|
–
Lakeview
was on HT
$147
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
1 Room Left
Charming
The Publishing House Bed & Breakfast
$189
99%
|
–
West Loop
Formerly the Free Methodist Publishing House, it’s no longer free. Or Methodist. Or a Publishing House. (It is, however, a great place for reading, so bring books!)
Unavailable
1 Room Left
Hip
DEAL
21c Museum Hotel Chicago
$119
95%
|
–
Downtown
was on HT
$149
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$48
83%
|
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Magnificent Mile
was on HT
$64
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
2 Rooms Left
Hip
The Hoxton, Chicago
$297
95%
|
–
West Loop
was on HT
$559
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$90
82%
|
–
Downtown
was on HT
$156
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Solid
Hotel Chicago West Loop, Sure Stay Collection By Best Western
$109
–
North Side
was on HT
$139
Bring your furry friends along for the ride. This place is pet friendly.
Unavailable
Hip
DEAL
Hyatt Centric The Loop Chicago
$162
95%
|
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Loop
was on HT
$179
Loop location means you're steps from the bustling Financial District and (far bustlier) Theater District.
Unavailable
Luxe
DEAL
Pendry Chicago
$251
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
Solid
ACME Hotel Company Chicago
$109
93%
|
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River North
was on HT
$126
Playful-meets-industrial-chic design with bold, colorful and artistic accents.
Unavailable
Basic
Level Chicago - River North
$209
93%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
2 Rooms Left
Solid
LEVEL Chicago - Old Town
$189
89%
|
–
Downtown
was on HT
$209
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Luxe
Viceroy Chicago
$319
97%
|
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Gold Coast
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
2 Rooms Left
Solid
Level Chicago - Fulton Market
$209
89%
|
–
Downtown
was on HT
$239
The outdoor pool takes vacay vibes to new heights.
Unavailable
Hip
Freehand Chicago
$99
83%
|
–
River North
was on HT
$144
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
DEAL
Crowne Plaza Chicago Metro Downtown
$119
88%
|
–
Loop
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
2 Rooms Left
Solid
Hilton Garden Inn Chicago McCormick Place
$159
95%
|
–
Loop
was on HT
$249
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Unavailable
Luxe
The Ritz-Carlton, Chicago
$495
95%
|
–
Magnificent Mile
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Luxe
The Blackstone, Autograph Collection
$319
92%
|
–
Loop
was on HT
$359
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
Hampton Inn & Suites Chicago Downtown
$122
88%
|
–
Downtown
Killer River North location by the Mag Mile and Riverwalk.
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