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Unavailable
2 Rooms Left
Luxe
DAILY DROP
The Ritz-Carlton, Chicago
$452
96%
|
–
Magnificent Mile
was on HT
$645
Can’t-be-beat address on the Magnificent Mile (!).
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Unavailable
Solid
DEAL
Aloft Chicago Mag Mile
$249
91%
|
–
Downtown
was on HT
$370
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
Unavailable
3 Rooms Left
Solid
Hilton Garden Inn Chicago McCormick Place
$239
95%
|
–
Loop
was on HT
$349
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
Solid
The Royal Sonesta Chicago River North
$310
94%
|
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River North
Sophisticated and chic, with just enough quirk to keep things cool.
Unavailable
Charming
DEAL
Hotel Chicago West Loop
$238
81%
|
–
West Loop
was on HT
$263
Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.
Unavailable
Solid
Club Quarters Hotel Central Loop, Chicago
$243
85%
|
–
Loop
was on HT
$326
Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$212
81%
|
–
Loop
was on HT
$326
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Luxe
Loews Chicago Hotel
$339
96%
|
–
Magnificent Mile
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Unavailable
Hip
21c Museum Hotel Chicago
$299
95%
|
–
Downtown
was on HT
$459
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Solid
DEAL
River Hotel
$251
85%
|
–
Loop
was on HT
$333
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Hip
citizenM Chicago Downtown
$329
95%
|
–
Loop
Free WiFi, so you can brag about your cool trip in real-time.
Unavailable
2 Rooms Left
Luxe
The Ritz-Carlton, Chicago
$645
96%
|
–
Magnificent Mile
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Luxe
DEAL
The Blackstone, Autograph Collection
$432
89%
|
–
Loop
was on HT
$599
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
Solid
Crowne Plaza Chicago Metro Downtown
$269
88%
|
–
Loop
was on HT
$299
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
2 Rooms Left
Luxe
Viceroy Chicago
$575
97%
|
–
Gold Coast
was on HT
$645
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
1 Room Left
Solid
The Chicago Hotel Collection - Magnificent Mile
$216
84%
|
–
Magnificent Mile
was on HT
$336
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$269
92%
|
–
Downtown
was on HT
$389
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Solid
DEAL
Club Quarters Hotel Wacker at Michigan, Chicago
$251
85%
|
–
Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
1 Room Left
Basic
Hampton Inn Chicago Orland Park
$246
92%
|
–
West Side
Unavailable
Solid
Holiday Inn Express Chicago Magnificent Mile
$244
80%
|
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North Side
was on HT
$398
Free WiFi, so you can brag about your cool trip in real time.
Unavailable
Luxe
Omni Chicago Hotel
$359
89%
|
–
Magnificent Mile
was on HT
$392
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
Luxe
Waldorf Astoria Chicago
$1,208
96%
|
–
Downtown
was on HT
$1,311
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
DEAL
Chez Hotel
$153
96%
|
–
North Suburbs
was on HT
$193
The newly opened rooftop bar & restaurant is a must when you’re in the mood to wine and dine with a side of stellar views.
Unavailable
3 Rooms Left
Solid
DEAL
Courtyard by Marriott Chicago Glenview/Northbrook
$117
95%
|
–
Chicago - ORD
was on HT
$129
Relaxingly simple rooms boast plush seating, uber-comfy beds, free WiFi and flat screens.
Unavailable
Basic
DEAL
Comfort Inn & Suites North Aurora - Naperville
$108
85%
|
–
Western Suburbs
was on HT
$137
Cheery, modern lobby’s all stacked stone and comfy convo areas. Commandeer one of the fireside spots and map out your plan.
Unavailable
Luxe
Loews Chicago O'Hare Hotel
$199
96%
|
–
ORD
Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.
Unavailable
Basic
DEAL
Hilton Garden Inn Warrenville
$125
92%
|
–
Naperville
was on HT
$233
Onsite convenience shop stocks snacks, drinks and the toiletries you forgot.
Unavailable
Solid
DEAL
Radisson Hotel Schaumburg
$107
82%
|
–
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
SpringHill Suites by Marriott Chicago Naperville/Warrenville
$134
84%
|
–
Western Suburbs
was on HT
$204
Sensible all-suite suburban find, walkable to the nearby Regal Movie Theater – plus shopping/dining galore.
Unavailable
1 Room Left
Solid
Sonesta Chicago O'Hare Airport Rosemont
$170
91%
|
–
Chicago - ORD
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
Basic
DEAL
Fairfield Inn by Marriott Joliet South
$135
79%
|
–
Western Suburbs
was on HT
$171
Breakfast is free, and so is the coffee and tea.
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