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Local Getaways
Find the best hotels within 350 miles for a spontaneous adventure.
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Unavailable
1 Room Left
Solid
DAILY DROP
The Chicago Hotel Collection - Magnificent Mile
$128
85%
|
–
Magnificent Mile
was on HT
$191
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
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Unavailable
Solid
DEAL
Chez Hotel
$99
89%
|
–
Downtown
was on HT
$135
Unavailable
Solid
DEAL
Homewood Suites by Hilton Chicago Downtown
$180
97%
|
–
Downtown
was on HT
$199
Apartment-style suites in the heart of River North (no real estate agent required).
Unavailable
3 Rooms Left
Hip
DEAL
21c Museum Hotel Chicago
$198
95%
|
–
Downtown
was on HT
$236
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Basic
DEAL
Hampton Inn Chicago Orland Park
$140
86%
|
–
West Side
Unavailable
1 Room Left
Basic
DEAL
Level Chicago - River North
$270
95%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
3 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
Hip
DEAL
The Hoxton, Chicago
$504
95%
|
–
West Loop
was on HT
$649
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
Solid
DEAL
River Hotel
$171
83%
|
–
Loop
was on HT
$239
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Solid
The Royal Sonesta Chicago River North
$243
94%
|
–
River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Charming
Hotel Chicago West Loop
$178
81%
|
–
West Loop
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Hip
citizenM Chicago Downtown
$254
95%
|
–
Loop
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
Solid
DEAL
Aloft Chicago Mag Mile
$259
91%
|
–
Downtown
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$315
89%
|
–
Loop
was on HT
$469
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
1 Room Left
Solid
Level Chicago - Fulton Market
$359
80%
|
–
Downtown
was on HT
$551
The outdoor pool takes vacay vibes to new heights.
Unavailable
Hip
The Allegro Royal Sonesta Hotel Chicago Loop
$305
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
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$194
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Basic
Sonesta Simply Suites Chicago Waukegan
$91
79%
|
–
Downtown
Suite-style rooms offer up max 'home away from home' vibes.
Unavailable
2 Rooms Left
Solid
DEAL
LEVEL Chicago - Old Town
$246
90%
|
–
Downtown
was on HT
$408
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Solid
Holiday Inn Express Chicago Magnificent Mile
$179
–
North Side
was on HT
$228
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
2 Rooms Left
Luxe
The Ritz-Carlton, Chicago
$655
97%
|
–
Magnificent Mile
was on HT
$1,385
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
1 Room Left
Solid
The Chicago Hotel Collection - Magnificent Mile
$165
85%
|
–
Magnificent Mile
was on HT
$191
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
2 Rooms Left
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$153
81%
|
–
Downtown
was on HT
$213
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Luxe
Viceroy Chicago
$545
97%
|
–
Gold Coast
was on HT
$895
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
Basic
DEAL
The Chicago Hotel Collection - River North
$116
68%
|
–
Downtown
was on HT
$145
Trendy location among the local Near North-ers with easy access to all our favorite downtown haunts.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$255
73%
|
–
Loop
was on HT
$352
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$299
92%
|
–
Downtown
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Luxe
Waldorf Astoria Chicago
$833
96%
|
–
Downtown
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
Solid
DEAL
Holiday Inn Chicago North Shore
$87
82%
|
–
Skokie
was on HT
$144
Vibrant atrium with supersized pool lets you get out of your room without facing the weather.
Unavailable
1 Room Left
Solid
DEAL
Embassy Suites by Hilton Chicago North Shore Deerfield
$145
95%
|
–
Deerfield
was on HT
$161
Two-room suites give you plenty of space to stretch out.
Unavailable
Solid
DEAL
Radisson Hotel Schaumburg
$66
87%
|
–
North Suburbs
Free shuttle service to O'Hare International Airport as well as shops, restaurants and attractions within a five-mile radius.
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