Flash Deals Groupon-Exclusive Discounts on Top-Rated Travel

Four Diamond Hard Rock Hotel in Chicago
Four Diamond Hard Rock Hotel in Chicago

Hard Rock Hotel Chicago

Chicago

Glamorous AAA Four Diamond hotel near Chicago’s Magnificent Mile and Millennium Park; complimentary in-room guitar rentals

45% Off $179 From $99/night

$179 From $99/night

Upscale Hotel in Chicago's River North Area
Upscale Hotel in Chicago's River North Area

The Hotel Chicago

Chicago, IL

Posh hotel located on the Chicago River, minutes from Millennium Park, the Hancock Observatory, and Museum Campus

36% Off $139 From $89/night

$139 From $89/night

Hotel near Shopping on Chicago's Michigan Avenue
Hotel near Shopping on Chicago's Michigan Avenue

Holiday Inn Chicago Mart Plaza River North

Chicago

Hotel near shopping has a 15th-floor cocktail lounge, an indoor swimming pool, and guest rooms with Chicago skyline views

37% Off $125 From $79/night

$125 From $79/night

Laid-Back B&B in Trendy Chicago Neighborhood
Laid-Back B&B in Trendy Chicago Neighborhood

Ray's Bucktown Bed and Breakfast

Chicago

Laid-back B&B serving big breakfasts; located within walking distance of more than 80 restaurants and shops; makes a great holiday gift

37% Off $169 $106

$169 $106

Stylish Hotel with Optional Parking near the Magnificent Mile
Stylish Hotel with Optional Parking near the Magnificent Mile

Hotel Rush

Chicago

Chicago’s Magnificent Mile and its upscale dining and shopping is right around the corner from this stylish hotel.

40% Off $99 From $59/night

$99 From $59/night

Boutique Inn in Eclectic Wicker Park
Boutique Inn in Eclectic Wicker Park

The Wicker Park Inn

Chicago

Boutique inn in the eclectic Wicker Park neighborhood near upscale boutiques, grungy rock clubs, art galleries, and excellent restaurants

36% Off $139 $89

$139 $89

Boutique Evanston Inn near Lake Michigan
Boutique Evanston Inn near Lake Michigan

The Homestead

Evanston, IL

Colonial-style B&B near Lake Michigan with standard rooms and apartments and a contemporary American restaurant

32% Off $140 $95

$140 $95

Wyndham Suites in Chicago Suburbs
Wyndham Suites in Chicago Suburbs

Wyndham Glenview Suites

Glenview, IL

Spacious suites at Wyndham hotel with free shuttle to local attractions and trains to Chicago

30% Off $81 From $57/night

$81 From $57/night

Market PicksHotels Selected for Top Ratings and Value + 5% Groupon Bucks Credit

Get a 5% Groupon Bucks credit when you book a Market Pick hotel here.
The Carleton
The Carleton
Oak Park, Illinois

5%

Located in Oak Park (Ridgeland), Carleton of Oak Park is minutes from Unity Temple and Madison Street Theatre. This romantic hotel is within close proximity of Ernest Hemingway Museum and House and Frank Lloyd Wright Home and Studio.

5% Credit

The Wit Hotel Chicago
The Wit Hotel Chicago
Chicago, Illinois

5%

With a stay at theWit Chicago - a DoubleTree by Hilton Hotel, you'll be centrally located in Chicago, steps from Chicago Theater and Vietnam Veterans Memorial. This 4-star hotel is close to Art Institute of Chicago and Skydeck Ledge.

5% Credit

The Chicago South Loop Hotel
The Chicago South Loop Hotel
Chicago, Illinois

5%

With a stay at Chicago South Loop Hotel in Chicago (Near South Side), you'll be close to McCormick Place and University of Illinois Chicago. This family-friendly hotel is close to University of Illinois Chicago and Skydeck Ledge.

5% Credit

Wyndham Grand Chicago Riverfront
Wyndham Grand Chicago Riverfront
Chicago, Illinois

5%

With a stay at Hotel 71, Wyndham Affiliate, you'll be centrally located in Chicago, steps from Vietnam Veterans Memorial and Bridgehouse and Chicago River Museum. This romantic hotel is close to Art Institute of Chicago and Skydeck Ledge.

5% Credit

Marriott Chicago / Midway
Marriott Chicago / Midway
Chicago, Illinois

5%

With a stay at Chicago Marriott Midway in Chicago, you'll be near the airport and close to Marquette Park. This hotel is within the vicinity of Morton College and Hawthorne Works Museum.

5% Credit

Amalfi Hotel Chicago
Amalfi Hotel Chicago
Chicago, Illinois

5%

With a stay at Amalfi Hotel Chicago, you'll be centrally located in Chicago, steps from House of Blues Chicago and minutes from American Medical Association Headquarters. This family-friendly hotel is close to Hancock Tower and Art Institute of Chicago.

5% Credit

Waldorf Astoria Chicago
Waldorf Astoria Chicago
Chicago, Illinois

5%

With a stay at Waldorf Astoria Chicago, you'll be centrally located in Chicago, minutes from Newberry Library and Hancock Tower. This 5-star hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

Chicago Marriott Dtwn Magnificent Mile
Chicago Marriott Dtwn Magnificent Mile
Chicago, Illinois

5%

With a stay at Chicago Marriott Downtown Magnificent Mile, you'll be centrally located in Chicago, steps from Tribune Tower and minutes from Arts Club of Chicago. This hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

Trump International Hotel & Tower
Trump International Hotel & Tower
Chicago, Illinois

5%

With a stay at Trump International Hotel & Tower Chicago in Chicago (Magnificent Mile - River North), you'll be minutes from Wrigley Building and Tribune Tower. This 5-star hotel is close to Hancock Tower and Art Institute of Chicago.

5% Credit

Embassy Suites Chicago Downtown
Embassy Suites Chicago Downtown
Chicago, Illinois

5%

With a stay at Embassy Suites Chicago Downtown, you'll be centrally located in Chicago, steps from American Medical Association Headquarters and minutes from Driehaus Museum. This family-friendly hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

Courtyard Midway
Courtyard Midway
Chicago, Illinois

5%

With a stay at Courtyard Chicago Midway Airport in Chicago (Bedford Park), you'll be close to Marquette Park. This hotel is within the vicinity of Morton College and Hawthorne Works Museum.

5% Credit

Holiday Inn Chicago-Mart Plaza
Holiday Inn Chicago-Mart Plaza
Chicago, Illinois

5%

With a stay at Holiday Inn Chicago-Mart Plaza in Chicago (Magnificent Mile - River North), you'll be minutes from Merchandise Mart and close to Skydeck Ledge. This family-friendly hotel is close to Willis Tower and Millennium Park.

5% Credit

Holiday Inn
Holiday Inn
Chicago, Illinois

5%

When you stay at Holiday Inn O'Hare in Chicago, you'll be near the airport and convenient to Donald E. Stephens Convention Center and Rosemont Theatre. This hotel is within close proximity of Rivers Casino and Allstate Arena.

5% Credit

The W Hotel Chicago City Center
The W Hotel Chicago City Center
Chicago, Illinois

5%

A stay at W Chicago City Center places you in the heart of Chicago, steps from Chicago Board of Trade Building and Skydeck Ledge. This 4-star hotel is close to Willis Tower and Art Institute of Chicago.

5% Credit

Hyatt Resorts
Hyatt Resorts
Chicago, Illinois

5%

With a stay at Hyatt Chicago Magnificent Mile, you'll be centrally located in Chicago, steps from Arts Club of Chicago and Northwestern Memorial Hospital. This 4-star hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

Courtyard by Marriott Mag Mile
Courtyard by Marriott Mag Mile
Chicago, Illinois

5%

With a stay at Courtyard by Marriott Chicago Magnificent Mile, you'll be centrally located in Chicago, steps from Arts Club of Chicago and Northwestern Memorial Hospital. This family-friendly hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

Crowne Plaza
Crowne Plaza
Chicago, Illinois

5%

With a stay at Silversmith Hotel & Suites, you'll be centrally located in Chicago, steps from Haskell Building and Bank of America Theatre. This family-friendly hotel is close to Art Institute of Chicago and Skydeck Ledge.

5% Credit

The Westin Chicago River North
The Westin Chicago River North
Chicago, Illinois

5%

With a stay at The Westin Chicago River North, you'll be centrally located in Chicago, steps from House of Blues Chicago and minutes from Vietnam Veterans Memorial. This 4-star hotel is close to Art Institute of Chicago and Skydeck Ledge.

5% Credit

JW Marriott Chicago
JW Marriott Chicago
Chicago, Illinois

5%

A stay at JW Marriott Chicago places you in the heart of Chicago, steps from Chicago Board of Trade Building and Skydeck Ledge. This 4-star hotel is close to Willis Tower and Art Institute of Chicago.

5% Credit

Thompson Chicago
Thompson Chicago
Chicago, Illinois

5%

With a stay at The Sutton Place Hotel by the Magnificent Mile, you'll be centrally located in Chicago, minutes from Newberry Library and Hancock Tower. This romantic hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

Radisson Blu Aqua
Radisson Blu Aqua
Chicago, Illinois

5%

Radisson Blu Aqua Hotel Chicago is in the heart of Chicago, walking distance from Aon Center and Harris Theater. This 4-star hotel is close to Art Institute of Chicago and Hancock Tower.

5% Credit

InterContinental Chicago
InterContinental Chicago
Chicago, Illinois

5%

With a stay at InterContinental Chicago Magnificent Mile, you'll be centrally located in Chicago, steps from Tribune Tower and Wrigley Building. This 4.5-star hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

The Whitehall Hotel
The Whitehall Hotel
Chicago, Illinois

5%

A stay at The Whitehall Hotel places you in the heart of Chicago, steps from 900 North Michigan Shops and Hancock Tower. This romantic hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

Best Western Plus River North Hotel
Best Western Plus River North Hotel
Chicago, Illinois

5%

A stay at Best Western Plus River North Hotel places you in the heart of Chicago, walking distance from American Medical Association Headquarters and ArchiTech Gallery. This family-friendly hotel is close to Millennium Park and Skydeck Ledge.

5% Credit

Clarion Hotel Midway Airport
Clarion Hotel Midway Airport
Chicago, Illinois

5%

With a stay at Clarion Hotel Midway Airport in Chicago, you'll be close to Marquette Park and Childrens Museum of Oak Lawn. This hotel is within the vicinity of Toyota Park and Chicago Ridge Shopping Mall.

5% Credit

The Palmer House Hilton
The Palmer House Hilton
Chicago, Illinois

5%

5% Credit

Hotel Indigo Chicago Downtown Gold Coast
Hotel Indigo Chicago Downtown Gold Coast
Chicago, Illinois

5%

5% Credit

Crowne Plaza Chicago Magnificent Mile
Crowne Plaza Chicago Magnificent Mile
Chicago, Illinois

5%

Just a few steps away from the hotel's doorstep, East Huron Street intersects with North Michigan Avenue, a renowned stretch of shopping known as the Magnificent Mile. Luxury retailers such as Burberry and Tiffany line the street alongside popular brand-name stores including Gap, Apple, and that bastion of dollhood, American Girl Place. Beyond the busy thoroughfare await cultural gems, including the Museum of Contemporary Art, located just two blocks from the hotel. The museum hosts a rotating roster of exhibitions, such as Iain Baxter&: Works 1958–2011, a retrospective of the uniquely monikered conceptual artist’s work, which explores environmental issues through abstract photography, technology, and sculpture. From its space within the city’s former Water Tower Water Works situated around the corner from the hotel, Lookingglass Theatre Company entertains audiences and hoses down hecklers during its highly physical, visually stunning productions. The upcoming Mr. Rickey Calls a Meeting recounts the story behind the Brooklyn Dodgers‘ decision to call up Jackie Robinson as Major League Baseball’s first African-American player.

5% Credit

Crowne Plaza Chicago Metro
Crowne Plaza Chicago Metro
Chicago, Illinois

5%

The boundaries of Chicago's Greektown neighborhood were established in the 1960s, after the construction of the University of Illinois-Chicago, located a few blocks to the south, displaced the residents of a former Greek enclave known as the Delta. Halsted Street, Greektown’s main drag, is lined with a number of Mediterranean restaurants. Legend has it that the first American versions of gyros and flaming saganaki were created and consumed here in the late '60s. On March 25, Halsted will erupt in displays of Hellenic pride when the annual Greek Independence Day Parade rolls through the neighborhood.Less than a mile east of Greektown, the tallest building in the western hemisphere climbs to a dizzying height of 1,450 feet. The Willis Tower features an observation deck on the 103rd floor, where 360-degree views stretch 50 miles in each direction on a clear day. On the Sky Deck Ledge, brave visitors and mimes with a sense of irony step out onto glass boxes suspended 1,300 feet above Wacker Drive.

5% Credit

The James Chicago
The James Chicago
Chicago, Illinois

5%

5% Credit

Get 5% Back in Groupon Bucks.