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2 Rooms Left
Hip
DAILY DROP
Chicago Hotel Collection Ambassador Gold Coast
$260
$122
91%
|
–
Gold Coast
per night
Includes all fees
Located in the historic Astor Street District and near vibrant nightlife of Rush Street.
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3 Rooms Left
Hip
DEAL
Hyatt Centric The Loop Chicago
$158
$141
95%
|
–
Loop
per night
Includes all fees
Loop location means you're steps from the bustling Financial District and (far bustlier) Theater District.
Hip
DEAL
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
$328
$130
84%
|
–
Loop
per night
Includes all fees
Sip signature cocktails at MSC, a stylish bar where guests and locals gather for great conversation and an inviting atmosphere.
1 Room Left
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$230
$109
84%
|
–
Magnificent Mile
per night
Includes all fees
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Basic
DEAL
Kinzie Hotel
$257
$196
94%
|
–
River North
per night
Includes all fees
Historic wall maps bring the city's history to life in every room.
Basic
DEAL
Hampton Inn Chicago Orland Park
$174
$148
94%
|
–
West Side
per night
Includes all fees
Solid
Voco Chicago Downtown
$219
$170
100%
|
–
Downtown
per night
Includes all fees
Hip
The Allegro Royal Sonesta Hotel Chicago Loop
$216
90%
|
–
Loop
per night
Includes all fees
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.
2 Rooms Left
Hip
DEAL
Chicago Hotel Collection Ambassador Gold Coast
$248
$149
91%
|
–
Gold Coast
per night
Includes all fees
Located in the historic Astor Street District and near vibrant nightlife of Rush Street.
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$398
$159
82%
|
–
Downtown
per night
Includes all fees
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Solid
Hotel Chicago West Loop, Sure Stay Collection By Best Western
$223
$173
70%
|
–
North Side
per night
Includes all fees
Bring your furry friends along for the ride. This place is pet friendly.
1 Room Left
Luxe
Loews Chicago Hotel
$362
$306
96%
|
–
Magnificent Mile
per night
Includes all fees
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
2 Rooms Left
Solid
DEAL
The Buckingham Hotel
$245
$228
91%
|
–
Loop
per night
Includes all fees
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
2 Rooms Left
Luxe
DEAL
The Ritz-Carlton, Chicago
$617
$525
96%
|
–
Magnificent Mile
per night
Includes all fees
Can’t-be-beat address on the Magnificent Mile (!).
Solid
DEAL
Level Chicago - Fulton Market
$329
$274
90%
|
–
Downtown
per night
Includes all fees
The outdoor pool takes vacay vibes to new heights.
Hip
DEAL
Freehand Chicago
$186
$170
82%
|
–
River North
per night
Includes all fees
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.
Solid
DEAL
River Hotel
$268
$173
88%
|
–
Loop
per night
Includes all fees
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Luxe
Pendry Chicago
$378
96%
|
–
Loop
per night
Includes all fees
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.
Hip
DEAL
The Hoxton, Chicago
$357
$307
95%
|
–
West Loop
per night
Includes all fees
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
1 Room Left
Solid
DEAL
LEVEL Chicago - Old Town
$348
89%
|
–
Downtown
per night
Includes all fees
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
1 Room Left
Solid
DEAL
The Chicago Hotel Collection River North
$272
$180
–
Downtown
per night
Includes all fees
Luxe
InterContinental Chicago Magnificent Mile
$403
$353
91%
|
–
Magnificent Mile
per night
Includes all fees
Grand and historic, it’s a Chicago architectural icon.
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$222
$173
85%
|
–
Loop
per night
Includes all fees
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Solid
Millennium Knickerbocker Hotel Chicago
$237
88%
|
–
Gold Coast
per night
Includes all fees
We love a storied past! 1927 building has housed everyone from JFK to The Rolling Stones (and a penthouse floor casino run by Al Capone’s brother).
Luxe
Sofitel Chicago Magnificent Mile
$457
96%
|
–
Gold Coast
per night
Includes all fees
Walking distance to the Magnificent Mile? Check. Lakefront trail? Check. Public transportation? Check.
Solid
Holiday Inn Chicago Dwtn-Wolf Point
$274
$202
96%
|
–
River North
per night
Includes all fees
All rooms are at least 15 stories above the city. Street noise? Nuh-uh.
Solid
DEAL
Hilton Chicago Mag Mile Suites
$266
$240
96%
|
–
Downtown
per night
Includes all fees
Fab location, just off the Mag Mile, adjacent to the famed John Hancock building.
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$305
$183
83%
|
–
Loop
per night
Includes all fees
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Solid
Riu Plaza Chicago
$305
$282
83%
|
–
Downtown
per night
Includes all fees
Relax, early riser. Buffet Breakfast included.
Basic
Sonesta Simply Suites Chicago Waukegan
$128
86%
|
–
Downtown
per night
Includes all fees
Suite-style rooms offer up max 'home away from home' vibes.
3 Rooms Left
Basic
Majestic Hotel
$391
$298
84%
|
–
Lakeview
per night
Includes all fees
On a quiet residential street, providing a relaxing respite in the bustling city.