Oops!
Got it
Where:
When:
Tonight
Customize:
1 Room, Top Deals
Local Getaways
Find the best hotels within 350 miles for a spontaneous adventure.
Akron
Cleveland
Unavailable
1 Room Left
Hip
DAILY DROP
The Hoxton, Chicago
$217
95%
|
–
West Loop
was on HT
$469
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
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
$148
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
The Royal Sonesta Chicago River North
$194
94%
|
–
River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Charming
DEAL
Hotel Chicago West Loop
$149
81%
|
–
West Loop
was on HT
$178
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Hip
DEAL
LondonHouse Chicago
$238
97%
|
–
Loop
was on HT
$635
Part classic 1920s architecture, part sleek glass tower. All impressive.
Unavailable
2 Rooms Left
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$144
81%
|
–
Downtown
was on HT
$270
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
1 Room Left
Charming
DEAL
The Buckingham Hotel
$184
90%
|
–
Loop
was on HT
$394
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
3 Rooms Left
Hip
DEAL
21c Museum Hotel Chicago
$198
95%
|
–
Downtown
was on HT
$254
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
3 Rooms Left
Solid
DEAL
Hilton Garden Inn Chicago McCormick Place
$179
95%
|
–
Loop
was on HT
$220
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 Blackstone, Autograph Collection
$208
89%
|
–
Loop
was on HT
$299
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
1 Room Left
Hip
DEAL
The Hoxton, Chicago
$279
95%
|
–
West Loop
was on HT
$469
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
Solid
Club Quarters Hotel Central Loop, Chicago
$176
85%
|
–
Loop
Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.
Unavailable
Basic
DEAL
Majestic Hotel
$239
84%
|
–
Lakeview
was on HT
$378
On a quiet residential street, providing a relaxing respite in the bustling city.
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
Courtyard by Marriott Chicago at Medical District / UIC
$229
92%
|
–
Downtown
was on HT
$251
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Hip
citizenM Chicago Downtown
$244
94%
|
–
Loop
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
Solid
Holiday Inn Express Chicago Magnificent Mile
$204
80%
|
–
North Side
was on HT
$234
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Solid
Crowne Plaza Chicago Metro Downtown
$209
88%
|
–
Loop
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
Luxe
Waldorf Astoria Chicago
$698
96%
|
–
Downtown
was on HT
$881
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
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$202
80%
|
–
Loop
was on HT
$246
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Solid
DEAL
Courtyard by Marriott Chicago Glenview/Northbrook
$104
94%
|
–
Chicago - ORD
was on HT
$159
Relaxingly simple rooms boast plush seating, uber-comfy beds, free WiFi and flat screens.
Unavailable
Solid
DEAL
Four Points by Sheraton Chicago Schaumburg
$131
89%
|
–
Schaumburg
was on HT
$174
No need to venture far (or anywhere) for local brews & fab American-style eats ‘cos there’s a convenient resto right onsite.
Unavailable
Basic
DEAL
Holiday Inn Express & Suites Bensenville O'hare
$124
–
Chicago - ORD
was on HT
$249
Hotel pool for when you feel like getting splashy.
Unavailable
Solid
DEAL
Radisson Hotel Schaumburg
$95
88%
|
–
North Suburbs
was on HT
$118
Free shuttle service to O'Hare International Airport as well as shops, restaurants and attractions within a five-mile radius.
Unavailable
Basic
Hilton Garden Inn Warrenville
$145
92%
|
–
Naperville
was on HT
$223
Onsite convenience shop stocks snacks, drinks and the toiletries you forgot.
Unavailable
Solid
DEAL
Super 8 South Holland
$90
82%
|
–
Chicago - ORD
was on HT
$105
Join us at Super 8 by Wyndham South Holland, a comfortable, non-smoking hotel just off I-294 and I-80.
Unavailable
Solid
DEAL
Sonesta Chicago O'Hare Airport Rosemont
$153
91%
|
–
Chicago - ORD
was on HT
$179
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
2 Rooms Left
Basic
The Champagne Lodge & Luxury Suites
$155
86%
|
–
Western Suburbs
was on HT
$229
En suite deets include a whirlpool bath, walk-in shower, fireplace and plenty of serene styling.
Unavailable
Luxe
Loews Chicago O'Hare Hotel
$229
96%
|
–
ORD
Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.
Unavailable
Solid
Crowne Plaza Chicago O'hare Hotel & Conference Center
$164
88%
|
–
ORD
Modern, eco-friendly rooms with custom furniture are sophisticated and comfortable.
Unavailable
1 Room Left
Basic
Red Roof Inn Chicago – N Aurora/ Naperville
$100
50%
|
–
Western Suburbs
Remember the days before WiFi? Yeah, those sucked. Thankfully, you won’t have to relive them here – they’ve got it and it’s free.
More amazing deals in:
New York City,
Milwaukee,
Las Vegas - Strip,
San Francisco,
Los Angeles,
Boston,
Miami Beach,
Washington, DC,
Denver,
and tons more!