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Unavailable
Luxe
DAILY DROP
The Ritz-Carlton, Chicago
$382
97%
|
–
Magnificent Mile
was on HT
$545
Can’t-be-beat address on the Magnificent Mile (!).
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Unavailable
Solid
DEAL
Chez Hotel
$143
90%
|
–
Downtown
was on HT
$158
Unavailable
Hip
DEAL
The Allegro Royal Sonesta Hotel Chicago Loop
$240
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
1 Room Left
Basic
DEAL
Level Chicago - River North
$278
95%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
Unavailable
3 Rooms Left
Hip
DEAL
LondonHouse Chicago
$357
97%
|
–
Loop
was on HT
$757
Part classic 1920s architecture, part sleek glass tower. All impressive.
Unavailable
3 Rooms Left
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$153
85%
|
–
Magnificent Mile
was on HT
$298
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Basic
Hampton Inn Chicago Orland Park
$140
88%
|
–
West Side
Unavailable
Luxe
DEAL
The Ritz-Carlton, Chicago
$409
97%
|
–
Magnificent Mile
was on HT
$545
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Hip
DEAL
The Hoxton, Chicago
$360
95%
|
–
West Loop
was on HT
$479
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
3 Rooms Left
Charming
DEAL
The Buckingham Hotel
$288
90%
|
–
Loop
was on HT
$505
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Unavailable
1 Room Left
Solid
DEAL
The Royal Sonesta Chicago River North
$295
94%
|
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River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Solid
DEAL
Aloft Chicago Mag Mile
$300
91%
|
–
Downtown
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
Charming
Hotel Chicago West Loop
$275
81%
|
–
West Loop
was on HT
$340
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Luxe
Pendry Chicago
$500
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
3 Rooms Left
Basic
Majestic Hotel
$216
84%
|
–
Lakeview
was on HT
$275
On a quiet residential street, providing a relaxing respite in the bustling city.
Unavailable
Luxe
Viceroy Chicago
$445
97%
|
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Gold Coast
was on HT
$525
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$275
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$400
88%
|
–
Loop
was on HT
$559
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
Hip
DEAL
21c Museum Hotel Chicago
$324
95%
|
–
Downtown
was on HT
$499
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Hip
citizenM Chicago Downtown
$326
95%
|
–
Loop
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
Hip
Ambassador Chicago
$349
92%
|
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Gold Coast
was on HT
$438
Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!
Unavailable
Solid
Crowne Plaza Chicago Metro Downtown
$299
88%
|
–
Loop
was on HT
$529
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
Solid
Holiday Inn Express Chicago Magnificent Mile
$287
–
North Side
was on HT
$342
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Solid
Club Quarters Hotel Central Loop, Chicago
$297
84%
|
–
Loop
Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.
Unavailable
2 Rooms Left
Solid
DEAL
LEVEL Chicago - Old Town
$484
89%
|
–
Downtown
was on HT
$604
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$399
92%
|
–
Downtown
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Luxe
Waldorf Astoria Chicago
$565
96%
|
–
Downtown
was on HT
$742
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
$259
73%
|
–
Loop
was on HT
$327
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Solid
DEAL
Four Points by Sheraton Chicago Schaumburg
$84
89%
|
–
Schaumburg
was on HT
$111
No need to venture far (or anywhere) for local brews & fab American-style eats ‘cos there’s a convenient resto right onsite.
Unavailable
Solid
DEAL
Courtyard by Marriott Chicago Glenview/Northbrook
$86
95%
|
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Chicago - ORD
was on HT
$107
Relaxingly simple rooms boast plush seating, uber-comfy beds, free WiFi and flat screens.
Unavailable
1 Room Left
Solid
DEAL
Embassy Suites by Hilton Chicago North Shore Deerfield
$130
95%
|
–
Deerfield
was on HT
$144
Two-room suites give you plenty of space to stretch out.
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Boston,
Miami Beach,
Washington, DC,
Denver,
and tons more!