Oops!
Got it
Where:
When:
Tonight
Customize:
1 Room, Top Deals
Watch This Search
We’ll email you pricing updates
Local Getaways
Find the best hotels within 350 miles for a spontaneous adventure.
Cincinnati
Cleveland
Unavailable
Solid
DAILY DROP
The Chicago Hotel Collection - Magnificent Mile
$80
86%
|
–
Magnificent Mile
was on HT
$176
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
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
$103
86%
|
–
Magnificent Mile
was on HT
$176
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Solid
DEAL
Embassy Suites by Hilton Chicago Downtown River North
$137
74%
|
–
Loop
was on HT
$198
Coveted downtown address puts the city’s must-see sights at your fingertips.
Unavailable
Solid
DEAL
Chez Hotel
$122
83%
|
–
Downtown
was on HT
$135
Unavailable
Hip
DEAL
The Allegro Royal Sonesta Hotel Chicago Loop
$145
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
Hilton Garden Inn Chicago Downtown/Magnificent Mile
$130
86%
|
–
Loop
was on HT
$144
River North location gives you easy access to Chicago’s must-do’s, from shopping/dining to stadium-ing and museum-ing.
Unavailable
Solid
DEAL
Homewood Suites by Hilton Chicago Downtown
$144
97%
|
–
Downtown
was on HT
$182
Apartment-style suites in the heart of River North (no real estate agent required).
Unavailable
Hip
DEAL
21c Museum Hotel Chicago
$153
95%
|
–
Downtown
was on HT
$187
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Hip
DEAL
The Hoxton, Chicago
$225
95%
|
–
West Loop
was on HT
$249
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
$114
80%
|
–
West Side
Unavailable
Basic
Level Chicago - River North
$174
95%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
Luxe
Loews Chicago Hotel
$199
96%
|
–
Magnificent Mile
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
1 Room Left
Solid
DEAL
LEVEL Chicago - Old Town
$160
90%
|
–
Downtown
was on HT
$488
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
2 Rooms Left
Charming
The Publishing House Bed & Breakfast
$205
99%
|
–
West Loop
Formerly the Free Methodist Publishing House, it’s no longer free. Or Methodist. Or a Publishing House. (It is, however, a great place for reading, so bring books!)
Unavailable
Solid
DEAL
Aloft Chicago Mag Mile
$160
91%
|
–
Downtown
was on HT
$217
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Luxe
Pendry Chicago
$325
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
Solid
DEAL
Level Chicago - Fulton Market
$252
82%
|
–
Downtown
was on HT
$319
The outdoor pool takes vacay vibes to new heights.
Unavailable
Luxe
Viceroy Chicago
$365
97%
|
–
Gold Coast
was on HT
$379
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
Solid
The Royal Sonesta Chicago River North
$216
94%
|
–
River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Charming
Hotel Chicago West Loop
$136
81%
|
–
West Loop
was on HT
$153
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
3 Rooms Left
Luxe
DEAL
L7 Chicago by LOTTE
$225
96%
|
–
Loop
The former hat factory on the banks of the Chicago River features newly renovated and richly decorated rooms.
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$234
90%
|
–
Loop
was on HT
$369
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
Luxe
The Ritz-Carlton, Chicago
$525
98%
|
–
Magnificent Mile
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Solid
DEAL
River Hotel
$150
83%
|
–
Loop
was on HT
$189
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Solid
Crowne Plaza Chicago Metro Downtown
$159
88%
|
–
Loop
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
1 Room Left
Charming
DEAL
Wicker Park Inn
$195
94%
|
–
Wicker Park
was on HT
$229
Drops ya in the heart of a vibrant, trendier-than-thou ‘hood teaming with vintage shopping, cool eateries & hoppin’ nightlife.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$179
92%
|
–
Downtown
was on HT
$229
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Hip
citizenM Chicago Downtown
$220
95%
|
–
Loop
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
Hip
Ambassador Chicago
$194
92%
|
–
Gold Coast
was on HT
$213
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$162
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Solid
Club Quarters Hotel Central Loop, Chicago
$180
84%
|
–
Loop
Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.
More amazing deals in:
New York City,
Brooklyn,
Atlantic City,
Anaheim,
Boston,
San Diego,
Soho, London,
and tons more!