Chicago: Hotels

Amalfi Hotel Chicago
The consummate business traveler’s hotel (think state-of-the-art, 24-hour fitness center, complimentary breakfast on...
business

Hotel Burnham
This century-old National Historic Landmark is home to the extravagant boutique, Hotel Burnham, located in The Loop across...
architecture | trendy

Hotel Indigo Chicago
The stylish Hotel Indigo Chicago debuted in May 2005, bringing an innovative and inspirational lodging experience to...
boutique

Hotel Sax
Out of the ashes of the old House of Blues Hotel, a thrilling new Phoenix, the 357-room Hotel Sax, has risen. Old World meets...
trendy

Best Western Hawthorne Terrace
Packing a one-two-punch of affordability and location (you can hear the fans roaring at nearby Wrigley Field), this 59-room...
location

City Suites Hotel
Set on busy Belmont Avenue, where real locals live, you’ll find plenty of hip eateries and happening nightlife, as well...
trendy | great value

Hotel Cass
The Hotel Cass has teamed up with Holiday Inn Express to transform the former no-frills hotel into a beautifully chic boutique...

Ohio House Motel
For location, price and the nostalgia factor, you can’t beat this strictly no-frills, mid-century motor lodge located in...
family

City Suites Hotel
Set on busy Belmont Avenue, where real locals live, you’ll find plenty of hip eateries and happening nightlife, as well...
budget | great value

Hotel Burnham
This century-old National Historic Landmark is home to the extravagant boutique, Hotel Burnham, located in The Loop across...
architecture | moderate

Hotel Sax
Out of the ashes of the old House of Blues Hotel, a thrilling new Phoenix, the 357-room Hotel Sax, has risen. Old World meets...
moderate

The James
All heads turned when this luxury boutique hotel opened in 2006. Think modern, white rooms, the swanky J Bar, and David...
luxury | expensive

Park Hyatt Chicago
The Hyatt chain is Chicago based, so naturally its flagship property is a real stunner. In addition to its perfect Magnificent...
smart splurge | expensive

The Drake
The famous lakefront property is marvelously elegant, with a magnificent setting that never fails to attract a slew of royalty...
historic | expensive

The James
All heads turned when this luxury boutique hotel opened in 2006. Think modern, white rooms, the swanky J Bar, and David...
trendy | expensive

The Peninsula
This extravagant hotel’s wow factor is undeniable. The lobby features soaring white-marble walls that lead to a...
smart splurge | pool | expensive

$88*+: Fall sale on domestic airfares (each way) United/Visa

$153+: US fares (round-trip) within the next 30 days Major Airlines

$135+: Early booking on holiday fares (round-trip) Major Airlines

$144+: Last-min fares to/from US cities (round-trip) Major Airlines

Under $200+: US fares w/fees & taxes (round-trip) Major Airlines

Up to 60% off: Domestic fares from $105 (round-trip) Major Airlines

$39 – $59+: Low fares to/from US cities (one-way) Southwest Airlines

$351+: Chicago 3-nt vacation with hotel, flight Travelocity

$553+: Golf & spa trips in Myrtle Beach, Bermuda Major Providers

$471+: 4-star The Westin Chicago North Shore Expedia

$477+: 3-star Country Inn Suites Gurnee Expedia

$479+: Wingate by Wyndham - Joliet Expedia

Up to $3 off: Service to and from the airport American Express

$13.95+: Cheap car rentals in Chicago, LA & more Hotwire