Oops!
Got it
New perk: Earn Airbnb credit every time you book
HotelTonight logo
Where:
When:
Tonight
Customize:
1 Room, Top Deals
Watch This Search
We’ll email you pricing updates
Unavailable
Luxe
DAILY DROP
The Blackstone, Autograph Collection
$326
$231
92%
|
–
Loop
per night
Includes taxes and fees
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.
Click to unlock
DAILY DROP
Today's Daily Drop
???
1 unlock per day • 15 mins to book
Unlock to reveal our biggest discount.
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$308
$263
92%
|
–
Loop
per night
Includes taxes and fees
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
Solid
Hilton Chicago Mag Mile Suites
$363
$258
100%
|
–
Downtown
per night
Includes taxes and fees
Fab location, just off the Mag Mile, adjacent to the famed John Hancock building.
Unavailable
Hip
The Allegro Royal Sonesta Hotel Chicago Loop
$369
$295
90%
|
–
Loop
per night
Includes taxes and 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.
Unavailable
Hip
DEAL
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
$359
$260
83%
|
–
Loop
per night
Includes taxes and fees
Sip signature cocktails at MSC, a stylish bar where guests and locals gather for great conversation and an inviting atmosphere.
Unavailable
Luxe
Loews Chicago Hotel
$348
96%
|
–
Magnificent Mile
per night
Includes taxes and fees
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
Solid
Hilton Garden Inn Chicago McCormick Place
$305
$293
95%
|
–
Loop
per night
Includes taxes and fees
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Unavailable
Luxe
DEAL
The Ritz-Carlton, Chicago
$967
$583
95%
|
–
Magnificent Mile
per night
Includes taxes and fees
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Solid
The Royal Sonesta Chicago River North
$349
94%
|
–
River North
per night
Includes taxes and fees
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Luxe
L7 Chicago by LOTTE
$622
$346
96%
|
–
Loop
per night
Includes taxes and fees
The former hat factory on the banks of the Chicago River features newly renovated and richly decorated rooms.
Unavailable
Solid
River Hotel
$372
$228
87%
|
–
Loop
per night
Includes taxes and fees
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Basic
Hampton Inn Chicago Orland Park
$296
95%
|
–
West Side
per night
Includes taxes and fees
Unavailable
1 Room Left
Charming
House 5863
$280
93%
|
–
Edgewater
per night
Includes taxes and fees
Urban-contemporary style and sleek, arty shared living room – this is definitely not your grandma’s B&B.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$306
$253
91%
|
–
Downtown
per night
Includes taxes and fees
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Solid
Club Quarters Hotel Wacker at Michigan, Chicago
$271
$229
85%
|
–
Loop
per night
Includes taxes and fees
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
1 Room Left
Solid
Millennium Knickerbocker Hotel Chicago
$370
$278
88%
|
–
Gold Coast
per night
Includes taxes and 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).
Unavailable
Luxe
DEAL
Pendry Chicago
$554
96%
|
–
Loop
per night
Includes taxes and 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.
Unavailable
Solid
Hotel Chicago West Loop, Sure Stay Collection By Best Western
$281
$231
75%
|
–
North Side
per night
Includes taxes and fees
Bring your furry friends along for the ride. This place is pet friendly.
Unavailable
Basic
Sonesta Simply Suites Chicago Waukegan
$160
83%
|
–
Downtown
per night
Includes taxes and fees
Suite-style rooms offer up max 'home away from home' vibes.
Unavailable
1 Room Left
Solid
DEAL
The Buckingham Hotel
$333
91%
|
–
Loop
per night
Includes taxes and fees
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
3 Rooms Left
Solid
DEAL
Hampton Inn & Suites Chicago Downtown
$305
89%
|
–
Downtown
per night
Includes taxes and fees
Killer River North location by the Mag Mile and Riverwalk.
Unavailable
Luxe
Sofitel Chicago Magnificent Mile
$453
$417
96%
|
–
Gold Coast
per night
Includes taxes and fees
Walking distance to the Magnificent Mile? Check. Lakefront trail? Check. Public transportation? Check.
Unavailable
1 Room Left
Solid
DEAL
LEVEL Chicago - Old Town
$1,047
$477
89%
|
–
Downtown
per night
Includes taxes and fees
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Luxe
Omni Chicago Hotel
$607
$405
90%
|
–
Magnificent Mile
per night
Includes taxes and fees
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$394
$316
82%
|
–
Loop
per night
Includes taxes and fees
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Solid
DEAL
Chicago Marriott Suites Deerfield
$646
$129
96%
|
–
Deerfield
per night
Includes taxes and fees
Separate tub and shower for nighttime soaks and morning clean. Or the other way 'round.
Unavailable
1 Room Left
Basic
DEAL
Fairfield Inn by Marriott Joliet South
$189
$136
86%
|
–
Western Suburbs
per night
Includes taxes and fees
Breakfast is free, and so is the coffee and tea.
Unavailable
Luxe
Loews Chicago O'Hare Hotel
$236
96%
|
–
ORD
per night
Includes taxes and fees
Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.
Unavailable
Solid
DEAL
Sonesta Chicago O'Hare Airport Rosemont
$176
92%
|
–
Chicago - ORD
per night
Includes taxes and fees
Harken all ye perpetually-late-for-flights. This place is a mere 3 miles from O’Hare, with a courtesy shuttle to escort you to/from your terminal.
Unavailable
Basic
Country Inn & Suites by Radisson, Tinley Park, IL
$221
89%
|
–
Tinley Park
per night
Includes taxes and fees
If nearby Odyssey Fun World is as awesome as the name says, we’re there. (Hollywood Casino Amphitheatre also an option.)
Unavailable
Solid
Holiday Inn Hotel & Suites Chicago Northwest Elgin
$250
$148
92%
|
–
Elgin
per night
Includes taxes and fees
Convenient location directly off of I-90, but there’s no need to leave in search of sustenance when Bennigan's is onsite.
More amazing deals in:
New York City,
Brooklyn,
Atlantic City,
Anaheim,
Boston,
San Diego,
Soho, London,
and tons more!