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Local Getaways
Find the best hotels within 350 miles for a spontaneous adventure.
Cincinnati
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Chicago
Niagara Falls, ON
Unavailable
3 Rooms Left
Solid
DAILY DROP
The Chicago Hotel Collection - Magnificent Mile
$59
86%
|
–
Magnificent Mile
was on HT
$130
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
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Unavailable
Solid
DEAL
Chez Hotel
$90
83%
|
–
Downtown
was on HT
$100
Unavailable
Solid
DEAL
The Royal Sonesta Chicago River North
$128
94%
|
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River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
3 Rooms Left
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$67
86%
|
–
Magnificent Mile
was on HT
$130
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Hip
DEAL
Hyatt Centric The Loop Chicago
$144
94%
|
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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
Hip
DEAL
The Allegro Royal Sonesta Hotel Chicago Loop
$123
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
Hilton Garden Inn Chicago Downtown/Magnificent Mile
$109
85%
|
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Loop
was on HT
$151
River North location gives you easy access to Chicago’s must-do’s, from shopping/dining to stadium-ing and museum-ing.
Unavailable
Solid
DEAL
Embassy Suites by Hilton Chicago Downtown River North
$116
71%
|
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Loop
was on HT
$161
Coveted downtown address puts the city’s must-see sights at your fingertips.
Unavailable
Solid
DEAL
Aloft Chicago Mag Mile
$129
91%
|
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Downtown
was on HT
$149
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Hip
DEAL
21c Museum Hotel Chicago
$135
95%
|
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Downtown
was on HT
$165
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
3 Rooms Left
Basic
DEAL
Level Chicago - River North
$160
94%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
Hip
DEAL
The Hoxton, Chicago
$252
95%
|
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West Loop
was on HT
$389
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
Basic
DEAL
Hampton Inn Chicago Orland Park
$113
80%
|
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West Side
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$184
89%
|
–
Loop
was on HT
$249
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
Luxe
Pendry Chicago
$315
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
DEAL
Omni Chicago Hotel
$172
89%
|
–
Magnificent Mile
was on HT
$254
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Luxe
DEAL
Loews Chicago Hotel
$221
96%
|
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Magnificent Mile
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
Solid
DEAL
Level Chicago - Fulton Market
$216
82%
|
–
Downtown
was on HT
$309
The outdoor pool takes vacay vibes to new heights.
Unavailable
3 Rooms Left
Solid
DEAL
LEVEL Chicago - Old Town
$164
90%
|
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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
Hip
Ambassador Chicago
$145
92%
|
–
Gold Coast
was on HT
$167
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
Charming
DEAL
The Buckingham Hotel
$168
90%
|
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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
Basic
DEAL
The Chicago Hotel Collection - River North
$67
68%
|
–
Downtown
was on HT
$113
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
$129
85%
|
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Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Solid
Hilton Garden Inn Chicago McCormick Place
$169
95%
|
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Loop
was on HT
$280
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Unavailable
Solid
DEAL
River Hotel
$129
82%
|
–
Loop
was on HT
$162
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Luxe
Viceroy Chicago
$375
97%
|
–
Gold Coast
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
Hip
citizenM Chicago Downtown
$169
95%
|
–
Loop
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
1 Room Left
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$116
81%
|
–
Downtown
was on HT
$180
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Charming
Hotel Chicago West Loop
$159
81%
|
–
West Loop
was on HT
$187
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Solid
Holiday Inn Express Chicago Magnificent Mile
$130
–
North Side
was on HT
$153
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Solid
Club Quarters Hotel Central Loop, Chicago
$135
84%
|
–
Loop
Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.
More amazing deals in:
New York City,
Brooklyn,
Atlantic City,
Anaheim,
Boston,
San Diego,
Soho, London,
and tons more!