Oops!
Got it
Where:
When:
Tonight
Customize:
1 Room, Top Deals
Watch This Search
We’ll email you pricing updates
Unavailable
2 Rooms Left
Solid
DAILY DROP
LEVEL Chicago - Old Town
$126
89%
|
–
Downtown
was on HT
$209
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Click to unlock
DAILY DROP
Today's Daily Drop
???
1 unlock per day • 15 mins to book
Unlock to reveal our biggest discount.
Unavailable
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$55
88%
|
–
Magnificent Mile
was on HT
$76
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Luxe
DEAL
The Royal Sonesta Chicago River North
$122
93%
|
–
River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Solid
Hilton Garden Inn Chicago McCormick Place
$99
95%
|
–
Loop
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Unavailable
1 Room Left
Charming
DEAL
Wicker Park Inn
$127
95%
|
–
Wicker Park
was on HT
$139
Drops ya in the heart of a vibrant, trendier-than-thou ‘hood teaming with vintage shopping, cool eateries & hoppin’ nightlife.
Unavailable
Solid
DEAL
Congress Plaza Hotel Chicago
$92
74%
|
–
Loop
was on HT
$108
A Chicago classic, grand host to US Presidents, international celebs, foreign dignitaries and more since 1893.
Unavailable
2 Rooms Left
Hip
DEAL
The Hoxton, Chicago
$221
95%
|
–
West Loop
was on HT
$290
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
Solid
Aloft Chicago Magnificant Mile
$95
91%
|
–
Downtown
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Luxe
Pendry Chicago
$165
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
Basic
DEAL
Home2 Suites by Hilton Chicago River North
$97
88%
|
–
Downtown
was on HT
$120
Stellar River North location makes urban exploring a breeze.
Unavailable
Basic
Majestic Hotel
$76
84%
|
–
Lakeview
was on HT
$90
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
Solid
DEAL
The Whitehall Hotel
$76
83%
|
–
Downtown
was on HT
$99
You’re in the thick of it. Rush Street’s nightlife buzz & the Magnificent Mile’s to-dos are all within less than a 10-min stroll.
Unavailable
Charming
Hotel Chicago West Loop
$93
82%
|
–
West Loop
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$87
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
CrashPad
Found Hotel Chicago - Double Bunks
$75
79%
|
–
Downtown
was on HT
$89
Sterling location puts you minutes' walk from the Magnificent Mile and Grant Park.
Unavailable
Solid
DEAL
Club Quarters Hotel Central Loop, Chicago
$89
83%
|
–
Loop
Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.
Unavailable
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$86
80%
|
–
Downtown
was on HT
$125
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Hip
DEAL
The Allegro Royal Sonesta Hotel Chicago Loop
$149
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
River Hotel
$89
89%
|
–
Loop
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Hip
Freehand Chicago
$81
84%
|
–
River North
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.
Unavailable
Luxe
Loews Chicago Hotel
$159
96%
|
–
Magnificent Mile
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
Hip
citizenM Chicago Downtown
$109
95%
|
–
Loop
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
3 Rooms Left
Basic
DEAL
The Chicago Hotel Collection - River North
$62
70%
|
–
Downtown
was on HT
$98
Trendy location among the local Near North-ers with easy access to all our favorite downtown haunts.
Unavailable
Luxe
InterContinental Chicago Magnificent Mile
$159
91%
|
–
Magnificent Mile
was on HT
$169
Grand and historic, it’s a Chicago architectural icon.
Unavailable
Solid
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
$134
88%
|
–
Loop
Suites have separate bedrooms and living rooms with sleeper sofas.
Unavailable
1 Room Left
Hip
Ambassador Chicago
$129
92%
|
–
Gold Coast
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
2 Rooms Left
Charming
The Buckingham Hotel
$139
90%
|
–
Loop
was on HT
$178
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
1 Room Left
Solid
Canopy by Hilton Chicago Central Loop
$250
96%
|
–
Loop
We're located directly across the street from Willis Tower, in the epicenter of Chicago's financial district.
Unavailable
Solid
Hilton Garden Inn Chicago Central Loop
$221
97%
|
–
Loop
was on HT
$274
Onsite dining means a stellar meal is always at your doorstep. The perks of being a homebody.
Unavailable
2 Rooms Left
Solid
DEAL
LEVEL Chicago - Old Town
$144
89%
|
–
Downtown
was on HT
$209
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$116
71%
|
–
Loop
was on HT
$136
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
More amazing deals in:
New York City,
Milwaukee,
Las Vegas - Strip,
San Francisco,
Los Angeles,
Boston,
Miami Beach,
Washington, DC,
Denver,
and tons more!