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Local Getaways
Find the best hotels within 350 miles for a spontaneous adventure.
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Chicago
Unavailable
Luxe
DAILY DROP
The Ritz-Carlton, Chicago
$487
97%
|
–
Magnificent Mile
was on HT
$795
Can’t-be-beat address on the Magnificent Mile (!).
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Unavailable
Solid
DEAL
Chez Hotel
$148
89%
|
–
Downtown
was on HT
$164
Unavailable
2 Rooms Left
Hip
DEAL
The Hoxton, Chicago
$333
95%
|
–
West Loop
was on HT
$449
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
$166
86%
|
–
West Side
Unavailable
Solid
DEAL
Hilton Garden Inn Chicago McCormick Place
$279
95%
|
–
Loop
was on HT
$399
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Unavailable
Basic
DEAL
Sonesta Simply Suites Chicago Waukegan
$87
79%
|
–
Downtown
Suite-style rooms offer up max 'home away from home' vibes.
Unavailable
Hip
The Allegro Royal Sonesta Hotel Chicago Loop
$315
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
3 Rooms Left
Solid
Aloft Chicago Mag Mile
$324
91%
|
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Downtown
was on HT
$386
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$342
89%
|
–
Loop
was on HT
$409
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
Hip
DEAL
21c Museum Hotel Chicago
$324
95%
|
–
Downtown
was on HT
$423
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Luxe
DEAL
L7 Chicago by LOTTE
$360
96%
|
–
Loop
The former hat factory on the banks of the Chicago River features newly renovated and richly decorated rooms.
Unavailable
1 Room Left
Solid
The Royal Sonesta Chicago River North
$360
94%
|
–
River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Luxe
Loews Chicago Hotel
$369
96%
|
–
Magnificent Mile
was on HT
$519
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
Solid
Crowne Plaza Chicago Metro Downtown
$319
88%
|
–
Loop
was on HT
$389
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
Hip
citizenM Chicago Downtown
$344
95%
|
–
Loop
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
Luxe
Viceroy Chicago
$625
97%
|
–
Gold Coast
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
1 Room Left
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$261
85%
|
–
Magnificent Mile
was on HT
$489
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Luxe
The Ritz-Carlton, Chicago
$695
97%
|
–
Magnificent Mile
was on HT
$795
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$356
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
1 Room Left
Hip
Ambassador Chicago
$399
92%
|
–
Gold Coast
was on HT
$529
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
1 Room Left
Solid
Club Quarters Hotel Central Loop, Chicago
$333
84%
|
–
Loop
Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.
Unavailable
2 Rooms Left
Basic
St. Clair Hotel - Magnificent Mile
$409
81%
|
–
Downtown
was on HT
$461
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$268
73%
|
–
Loop
was on HT
$398
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Solid
DEAL
Holiday Inn Express Chicago Magnificent Mile
$356
–
North Side
was on HT
$409
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$369
92%
|
–
Downtown
was on HT
$450
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
1 Room Left
Basic
DEAL
The Chicago Hotel Collection - River North
$335
68%
|
–
Downtown
was on HT
$372
Trendy location among the local Near North-ers with easy access to all our favorite downtown haunts.
Unavailable
Luxe
Waldorf Astoria Chicago
$768
96%
|
–
Downtown
was on HT
$1,753
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
1 Room Left
Solid
Chicago Marriott Suites Deerfield
$115
96%
|
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Deerfield
was on HT
$127
Separate tub and shower for nighttime soaks and morning clean. Or the other way 'round.
Unavailable
Solid
DEAL
Courtyard by Marriott Chicago Glenview/Northbrook
$108
95%
|
–
Chicago - ORD
was on HT
$119
Relaxingly simple rooms boast plush seating, uber-comfy beds, free WiFi and flat screens.
Unavailable
Solid
DEAL
Radisson Hotel Schaumburg
$76
88%
|
–
North Suburbs
Free shuttle service to O'Hare International Airport as well as shops, restaurants and attractions within a five-mile radius.
Unavailable
Solid
Four Points by Sheraton Chicago Schaumburg
$135
89%
|
–
Schaumburg
No need to venture far (or anywhere) for local brews & fab American-style eats ‘cos there’s a convenient resto right onsite.
More amazing deals in:
New York City,
Milwaukee,
Las Vegas - Strip,
San Francisco,
Los Angeles,
Boston,
Miami Beach,
Washington, DC,
Denver,
and tons more!