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The Allegro Royal Sonesta Hotel Chicago Loop
Hip
DAILY DROP

The Allegro Royal Sonesta Hotel Chicago Loop

$145
90% | 
 – Loop
per night
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.
Chez Hotel
Solid
DEAL

Chez Hotel

$161
$121
95% | 
 – North Suburbs
per night
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.
The Westin Chicago Lombard
2 Rooms Left
Solid
DEAL

The Westin Chicago Lombard

$183
$119
96% | 
 – Lombard
per night
People buy Westin mattresses for a reason – the famed Heavenly Bed lives up to its name.
Springhill Suites Chicago O'Hare
Solid
DEAL

Springhill Suites Chicago O'Hare

$151
$130
91% | 
 – ORD
per night
Catch a free shuttle ride to/from O’Hare airport or to the CTA train station which’ll zip you into the city in no time. (Museums await!)
Hilton Garden Inn Chicago McCormick Place
Solid
DEAL

Hilton Garden Inn Chicago McCormick Place

$247
$120
95% | 
 – Loop
per night
Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.
Hilton Garden Inn Hoffman Estates
Solid
DEAL

Hilton Garden Inn Hoffman Estates

$144
$104
93% | 
 – Hoffman Estates
per night
Got the munchies? The onsite snack shop's got you covered.
Hampton Inn Chicago Orland Park
Basic
DEAL

Hampton Inn Chicago Orland Park

$118
$95
93% | 
 – West Side
per night
Baymont Glenview
Basic

Baymont Glenview

$115
$92
87% | 
 – Glenview
per night
They say breakfast is the most important meal of the day. Here, they say it’s free (‘cause it is).
Eaglewood Resort & Spa Chicago
Solid
DEAL

Eaglewood Resort & Spa Chicago

$198
$156
94% | 
 – Itasca
per night
Onsite golfing & spa-ing give ya a break from the hustle & bustle, but downtown Chicago's just a 30-min drive away.
Loews Chicago O'Hare Hotel
Luxe

Loews Chicago O'Hare Hotel

$150
96% | 
 – ORD
per night
Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.
The Buckingham Hotel
Solid
DEAL

The Buckingham Hotel

$179
$139
91% | 
 – Loop
per night
Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.
Courtyard Chicago O'Hare
1 Room Left
Solid
DEAL

Courtyard Chicago O'Hare

$140
89% | 
 – Chicago - ORD
per night
Whether for business or pleasure, high-speed Internet and convenient workspace make it easy to get stuff done.
The Allegro Royal Sonesta Hotel Chicago Loop
Hip
DEAL

The Allegro Royal Sonesta Hotel Chicago Loop

$171
90% | 
 – Loop
per night
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.
Sonesta Chicago O'Hare Airport Rosemont
1 Room Left
Solid

Sonesta Chicago O'Hare Airport Rosemont

$149
92% | 
 – Chicago - ORD
per night
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.
St. Clair Hotel - Magnificent Mile
Basic
DEAL

St. Clair Hotel - Magnificent Mile

$187
$85
82% | 
 – Downtown
per night
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
City Suites Hotel
Basic

City Suites Hotel

$136
$113
88% | 
 – Lakeview
per night
A super recent reno has left rooms lookin’ pret-ty darn fresh. Style’s sleekly Art Deco, with pops of whimsy.
Hampton Inn & Suites Bridgeview Chicago
1 Room Left
Basic
DEAL

Hampton Inn & Suites Bridgeview Chicago

$156
$137
95% | 
 – Western Suburbs
per night
If you’ve got tix to an event at SeatGeek Stadium, you’ll be verrrrrry pleased with this place. It’s right next door.
Riu Plaza Chicago
3 Rooms Left
Solid

Riu Plaza Chicago

$213
$168
86% | 
 – Downtown
per night
Relax, early riser. Buffet Breakfast included.
Baymont by Wyndham Portage Indiana Dunes
Basic
DEAL

Baymont by Wyndham Portage Indiana Dunes

$114
$92
84% | 
 – South Suburbs
per night
Nothing like a good ol' fashioned game of Marco Polo in the pool.
Best Western Chicagoland-Countryside
Basic
DEAL

Best Western Chicagoland-Countryside

$99
94% | 
 – Western Suburbs
per night
WiFi a must for your Chicagoland stay? You’re covered.
The Champagne Lodge & Luxury Suites
2 Rooms Left
Basic

The Champagne Lodge & Luxury Suites

$125
$115
87% | 
 – Western Suburbs
per night
En suite deets include a whirlpool bath, walk-in shower, fireplace and plenty of serene styling.
Radisson Hotel Schaumburg
Solid
DEAL

Radisson Hotel Schaumburg

$75
74% | 
 – North Suburbs
per night
Shuttle service to O'Hare International Airport as well as shops, restaurants and attractions within a five-mile radius is available.
The Drake Oak Brook
Solid
DEAL

The Drake Oak Brook

$270
$194
89% | 
 – Oakbrook
per night
Surrounded by fairways & freeways for both kinds of driving needs (we’re talking golf courses galore and I-294, I-88 & I-290).
Country Inn & Suites by Radisson, Tinley Park, IL
2 Rooms Left
Basic

Country Inn & Suites by Radisson, Tinley Park, IL

$104
89% | 
 – Tinley Park
per night
If nearby Odyssey Fun World is as awesome as the name says, we’re there. (Hollywood Casino Amphitheatre also an option.)
La Quinta by Wyndham Chicago O'Hare Airport
Solid

La Quinta by Wyndham Chicago O'Hare Airport

$159
$125
89% | 
 – Chicago - ORD
per night
Relax, early riser. Breakfast’s included.
Wyndham Chicago O Hare
Solid

Wyndham Chicago O Hare

$144
86% | 
 – Chicago - ORD
per night
The airport’s not the only thing that’s close. Check out the show schedule for the Allstate Arena – it’s super close.
Majestic Hotel
Basic

Majestic Hotel

$233
$115
84% | 
 – Lakeview
per night
On a quiet residential street, providing a relaxing respite in the bustling city.
Baymont by Wyndham Chicago/Alsip
Basic

Baymont by Wyndham Chicago/Alsip

$115
$89
88% | 
 – Alsip
per night
Complimentary breakfast thinks you’re beautiful and should have seconds.
Loews Chicago Hotel
Luxe

Loews Chicago Hotel

$235
96% | 
 – Magnificent Mile
per night
Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).
Red Roof Inn & Conference Center Chicago – Aurora/ Fox Valley
Basic

Red Roof Inn & Conference Center Chicago – Aurora/ Fox Valley

$64
71% | 
 – Western Suburbs
per night
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.
Sofitel Chicago Magnificent Mile
Luxe

Sofitel Chicago Magnificent Mile

$264
96% | 
 – Gold Coast
per night
Walking distance to the Magnificent Mile? Check. Lakefront trail? Check. Public transportation? Check.