Oops!
Got it
Where:
When:
Tonight
Customize:
1 Room, Top Deals
Unavailable
2 Rooms Left
Basic
DAILY DROP
Red Roof PLUS+ Chicago - Hoffman Estates
$49
83%
|
–
North Suburbs
was on HT
$79
Modern, refreshed digs in a quiet location.
Click to unlock
DAILY DROP
Today's Daily Drop
???
1 unlock per day • 15 mins to book
Unlock to reveal our biggest discount.
Unavailable
Hip
DEAL
The Allegro Royal Sonesta Hotel Chicago Loop
$168
90%
|
–
Loop
was on HT
$229
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 Hoxton, Chicago
$206
95%
|
–
West Loop
was on HT
$272
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
Luxe
DEAL
Royal Sonesta Chicago River North
$208
93%
|
–
River North
was on HT
$280
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
2 Rooms Left
Charming
DEAL
The Buckingham Hotel
$200
89%
|
–
Loop
was on HT
$259
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
Luxe
21c Museum Hotel Chicago
$168
84%
|
–
Downtown
was on HT
$266
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
1 Room Left
Charming
Hotel Chicago West Loop
$159
82%
|
–
West Loop
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Luxe
Pendry Chicago
$300
97%
|
–
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
Congress Plaza Hotel Chicago
$187
74%
|
–
Loop
was on HT
$234
A Chicago classic, grand host to US Presidents, international celebs, foreign dignitaries and more since 1893.
Unavailable
Luxe
Loews Chicago Hotel
$299
96%
|
–
Magnificent Mile
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
Basic
Majestic Hotel
$243
84%
|
–
Lakeview
was on HT
$509
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
1 Room Left
Hip
Freehand Chicago
$189
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
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$211
80%
|
–
Downtown
was on HT
$244
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Solid
Chicago Marriott at Medical District/UIC
$239
91%
|
–
Downtown
was on HT
$249
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Solid
Embassy Suites by Hilton Chicago Downtown River North
$209
86%
|
–
Loop
was on HT
$246
Unavailable
Basic
Homewood Suites by Hilton Chicago Downtown West Loop
$249
93%
|
–
West Side
was on HT
$283
Test your Top Chef skills in the spacious suite's well-equipped kitchen.
Unavailable
Luxe
Omni Chicago Hotel
$270
88%
|
–
Magnificent Mile
was on HT
$360
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Basic
Hampton Inn Chicago Downtown West Loop
$309
96%
|
–
West Side
Hot breakfast spread every day, free – plus weekday grab & go brekkie for when you've gotta jet.
Unavailable
1 Room Left
Charming
Ruby Room
$330
80%
|
–
Wicker Park
Drops ya in the thick of historic Wicker Park’s buzz with eclectic eateries & shops aplenty.
Unavailable
Solid
Embassy Suites Chicago Downtown Magnificent Mile
$281
84%
|
–
Loop
Suites have separate bedrooms and living rooms with sleeper sofas.
Unavailable
1 Room Left
Basic
DEAL
Level Chicago - River North
$448
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$263
70%
|
–
Loop
was on HT
$297
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Luxe
Waldorf Astoria Chicago
$531
96%
|
–
Downtown
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
Solid
Holiday Inn Chicago Mart Plaza River North
$249
95%
|
–
River North
was on HT
$275
All rooms are at least 15 stories above the city. Street noise? Nuh-uh.
Unavailable
Luxe
Four Seasons Hotel Chicago
$527
100%
|
–
Gold Coast
Rooms put a fresh & unstuffy spin on classical elegance.
Unavailable
Solid
DEAL
Four Points by Sheraton Chicago Schaumburg
$109
86%
|
–
Schaumburg
was on HT
$127
No need to venture far (or anywhere) for local brews & fab American-style eats ‘cos there’s a convenient resto right onsite.
Unavailable
2 Rooms Left
Solid
DEAL
The Glen Club
$140
94%
|
–
North Shore
was on HT
$175
Peaceful locale nestled on an 18-hole golf course and just a half-hour drive from downtown Chicago.
Unavailable
1 Room Left
Basic
DEAL
Best Western Chicagoland-Countryside
$101
94%
|
–
Western Suburbs
was on HT
$136
WiFi a must for your Chicagoland stay? You’re covered.
Unavailable
1 Room Left
Solid
Chicago Marriott Suites Deerfield
$118
96%
|
–
Deerfield
Separate tub and shower for nighttime soaks and morning clean. Or the other way 'round.
Unavailable
1 Room Left
Luxe
DEAL
Loews Chicago O'Hare Hotel
$179
95%
|
–
ORD
Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.
Unavailable
1 Room Left
Solid
Embassy Suites Chicago North Shore Deerfield
$134
95%
|
–
Deerfield
was on HT
$154
Two-room suites give you plenty of space to stretch out.
More amazing deals in:
New York City,
Brooklyn,
Atlantic City,
Anaheim,
Boston,
San Diego,
Soho, London,
and tons more!