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Local Getaways
Find the best hotels within 350 miles for a spontaneous adventure.
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Unavailable
3 Rooms Left
Hip
DAILY DROP
The Hoxton, Chicago
$350
95%
|
–
West Loop
was on HT
$599
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
1 Room Left
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$76
85%
|
–
Magnificent Mile
was on HT
$145
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Solid
DEAL
Chez Hotel
$122
89%
|
–
Downtown
was on HT
$135
Unavailable
1 Room Left
Charming
DEAL
Wicker Park Inn
$153
94%
|
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Wicker Park
was on HT
$189
Drops ya in the heart of a vibrant, trendier-than-thou ‘hood teaming with vintage shopping, cool eateries & hoppin’ nightlife.
Unavailable
Solid
DEAL
Homewood Suites by Hilton Chicago Downtown
$162
97%
|
–
Downtown
was on HT
$179
Apartment-style suites in the heart of River North (no real estate agent required).
Unavailable
Solid
DEAL
The Royal Sonesta Chicago River North
$198
94%
|
–
River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Basic
DEAL
Hampton Inn Chicago Orland Park
$140
86%
|
–
West Side
Unavailable
Solid
DEAL
Aloft Chicago Mag Mile
$189
91%
|
–
Downtown
was on HT
$229
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
2 Rooms Left
Luxe
DEAL
L7 Chicago by LOTTE
$270
96%
|
–
Loop
The former hat factory on the banks of the Chicago River features newly renovated and richly decorated rooms.
Unavailable
Basic
Majestic Hotel
$126
84%
|
–
Lakeview
was on HT
$154
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
3 Rooms Left
Hip
DEAL
The Hoxton, Chicago
$450
95%
|
–
West Loop
was on HT
$599
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
3 Rooms Left
Solid
DEAL
ACME Hotel Company Chicago
$144
93%
|
–
River North
was on HT
$159
Playful-meets-industrial-chic design with bold, colorful and artistic accents.
Unavailable
2 Rooms Left
Basic
Level Chicago - River North
$264
95%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
2 Rooms Left
Luxe
Pendry Chicago
$475
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
Charming
Hotel Chicago West Loop
$169
81%
|
–
West Loop
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
3 Rooms Left
Charming
The Guesthouse Hotel
$267
96%
|
–
Andersonville
was on HT
$281
Apartment-style living at its finest with updated amenities and space galore.
Unavailable
3 Rooms Left
Hip
DEAL
21c Museum Hotel Chicago
$198
95%
|
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Downtown
was on HT
$236
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Hip
citizenM Chicago Downtown
$264
95%
|
–
Loop
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
1 Room Left
Solid
Level Chicago - Fulton Market
$402
84%
|
–
Downtown
was on HT
$551
The outdoor pool takes vacay vibes to new heights.
Unavailable
Solid
DEAL
River Hotel
$171
83%
|
–
Loop
was on HT
$225
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$378
89%
|
–
Loop
was on HT
$519
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
Basic
Sonesta Simply Suites Chicago Waukegan
$91
79%
|
–
Downtown
Suite-style rooms offer up max 'home away from home' vibes.
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$186
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Luxe
Viceroy Chicago
$375
97%
|
–
Gold Coast
was on HT
$525
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
2 Rooms Left
Luxe
Loews Chicago Hotel
$279
96%
|
–
Magnificent Mile
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
3 Rooms Left
Solid
DEAL
LEVEL Chicago - Old Town
$248
90%
|
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Downtown
was on HT
$380
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Solid
DEAL
Holiday Inn Express Chicago Magnificent Mile
$174
–
North Side
was on HT
$218
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Basic
DEAL
The Chicago Hotel Collection - River North
$95
68%
|
–
Downtown
was on HT
$145
Trendy location among the local Near North-ers with easy access to all our favorite downtown haunts.
Unavailable
Luxe
Omni Chicago Hotel
$304
89%
|
–
Magnificent Mile
was on HT
$609
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$279
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
Crowne Plaza Chicago Metro Downtown
$399
88%
|
–
Loop
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
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Denver,
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