Flash Deals Groupon-Exclusive Discounts on Top-Rated Travel

Boutique Hotel in Chicago's South Loop
Boutique Hotel in Chicago's South Loop

Chicago South Loop Hotel

Chicago

Boutique hotel a short cab ride from McCormick Place, the Museum Campus, and other downtown Chicago attractions; free parking

30% Off $99 From $69/night

$99 From $69/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

62% Off $209 From $79/night

$209 From $79/night

19th-Century Hotel in Downtown Chicago
19th-Century Hotel in Downtown Chicago

The Congress Plaza Hotel

Chicago

This 19th-century hotel on Chicago’s Michigan Avenue has hosted several presidents

32% Off $111 From $76/night

$111 From $76/night

Downtown Chicago Hotel near Michigan Avenue
Downtown Chicago Hotel near Michigan Avenue

Red Roof Inn Chicago Downtown Magnificent Mile

Chicago

Renovated, pet-welcoming hotel close to Chicago’s Mag Mile and numerous shops and restaurants

20% Off $60.30 From $48.24/night

$60.30 From $48.24/night

Riverfront Hotel in Downtown Chicago
Riverfront Hotel in Downtown Chicago

River Hotel

Chicago

Located along the Chicago River, this modern hotel features an Italian bistro in the heart of the Loop

42% Off $119 From $69/night

$119 From $69/night

Hotel near Wrigley Field and Lincoln Park Zoo
Hotel near Wrigley Field and Lincoln Park Zoo

Days Inn Chicago

Chicago

Award-winning hotel in the heart of Lincoln Park offers complimentary breakfast, fitness center, and free WiFi

32% Off $79 From $54/night

$79 From $54/night

Downtown Hotel near Chicago Attractions
Downtown Hotel near Chicago Attractions

Holiday Inn & Suites Downtown Chicago

Chicago

Hotel on the edge of Chicago’s downtown Loop features an onsite restaurant and a fitness center

39% Off $129 From $79/night

$129 From $79/night

Boutique Hotel in Chicago's Lakeview Neighborhood
Boutique Hotel in Chicago's Lakeview Neighborhood

Best Western Plus Hawthorne Terrace

Chicago

After enjoying a free breakfast, head out to explore the theaters, shopping districts, and bars of Chicago’s Lakeview and Boystown

20% Off $99 From $79/night

$99 From $79/night

Romantic Suites in Suburban Chicago
Romantic Suites in Suburban Chicago

Sybaris Pool Suites

Frankfort, IL

Enjoy a romantic stay in a suite with a hot tub, fireplace, and massage chair in suburban Chicago; includes champagne and strawberries

48% Off $289 $149

$289 $149

Weight-Loss Program from Biggest Loser Resort Chicago
Weight-Loss Program from Biggest Loser Resort Chicago

Biggest Loser Resort Chicago

Chicagoland

Learn to adopt healthy habits with fitness classes and nutrition education in a supportive environment at this sprawling resort

35% Off $2,995 $1,949

$2,995 $1,949

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.
Hilton Garden Inn
Hilton Garden Inn
Chicago, Illinois

5%

When you stay at Hilton Garden Inn Chicago/Midway Airport in Chicago, you'll be near the airport and close to Marquette Park and Toyota Park. This hotel is within the vicinity of Morton College and Hawthorne Works Museum.

5% Credit

Hilton
Hilton
Oak Lawn, Illinois

5%

Located in Oak Lawn, Hilton Chicago/Oak Lawn is close to Childrens Museum of Oak Lawn and Chicago Ridge Shopping Mall. This hotel is within the vicinity of Marquette Park and Toyota Park.

5% Credit

Holiday Inn
Holiday Inn
Countryside, Illinois

5%

When you stay at Holiday Inn Chicago - Countryside / Lagrange in Countryside, you'll be close to Creekside Park. This hotel is within the vicinity of Willowbrook Community Park and Brookfield Zoo.

5% Credit

Chicago Marriott Southwest at Burr Ridge
Chicago Marriott Southwest at Burr Ridge
Burr Ridge, Illinois

5%

Located in Burr Ridge, Chicago Marriott Southwest at Burr Ridge is connected to a shopping center and close to Creekside Park and Willowbrook Community Park. This hotel is within the vicinity of National Shrine of St. Therese and Twin Lakes Park.

5% Credit

Doubletree by Hilton
Doubletree by Hilton
Alsip, Illinois

5%

With a stay at DoubleTree by Hilton Chicago - Alsip in Alsip, you'll be close to Trinity Christian College and Gaelic Park. This hotel is within the vicinity of Chicago Ridge Shopping Mall and Harvey Community Center.

5% Credit

Chicago Marriott Oak Brook
Chicago Marriott Oak Brook
Oak Brook, Illinois

5%

With a stay at Chicago Marriott Oak Brook in Oak Brook (Lombard - Oak Brook), you'll be convenient to Oakbrook Center Mall and Drury Lane Theater. This hotel is within close proximity of Oak Brook Golf Course and York Woods County Forest Preserve.

5% Credit

Residence Inn Chicago Oak Brook
Residence Inn Chicago Oak Brook
Oak Brook, Illinois

5%

Located in Oak Brook (Lombard - Oak Brook), Residence Inn by Marriott Chicago Oak Brook is convenient to Oakbrook Center Mall and Oak Brook Golf Course. This hotel is within close proximity of York Woods County Forest Preserve and Drury Lane Theater.

5% Credit

Oak Brook, IL
Oak Brook, IL
Oak Brook, Illinois

5%

With a stay at Chicago Oak Brook Hills Marriott Resort in Oak Brook (Lombard - Oak Brook), you'll be close to Ty Warner Park and Yorktown Shopping Center. This golf hotel is within close proximity of Gregg House Museum and Veterans Memorial Park.

5% Credit

Clubhouse Inn Westmont
Clubhouse Inn Westmont
Westmont, Illinois

5%

With a stay at Clubhouse Inn Westmont in Westmont (Lombard - Oak Brook), you'll be convenient to Ty Warner Park and Gregg House Museum. This hotel is within close proximity of Veterans Memorial Park and Oak Brook Golf Course.

5% Credit

The Carleton of Oak Park
The Carleton of Oak Park
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

Best Western Chicago Hillside
Best Western Chicago Hillside
Hillside, Illinois

5%

Located in Hillside, Best Western Plus Chicago Hillside is close to Stevenson Park and York Woods County Forest Preserve. This hotel is within the vicinity of Oak Brook Golf Course and Drury Lane Theater.

5% Credit

Hyatt Regency Chicago
Hyatt Regency Chicago
Chicago, Illinois

5%

With a stay at Hyatt Regency Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue Bridge and minutes from Bridgehouse and Chicago River Museum. This 4-star hotel is close to Art Institute of Chicago and Hancock Tower.

5% Credit

Park Hyatt Chicago
Park Hyatt Chicago
Chicago, Illinois

5%

With a stay at Park Hyatt - Chicago, you'll be centrally located in Chicago, steps from Chicago Water Tower and Loyola University Museum of Art. This 5-star hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

Palomer Hotel
Palomer Hotel
Chicago, Illinois

5%

With a stay at Palomar Chicago, a Kimpton Hotel in Chicago (Magnificent Mile - River North), you'll be minutes from American Medical Association Headquarters and Wrigley Building. This 4-star hotel is close to Millennium Park and Art Institute of Chicago.

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

Chicago
Chicago
Chicago, Illinois

5%

With a stay at Ivy Hotel, you'll be centrally located in Chicago, steps from Arts Club of Chicago and Northwestern Memorial Hospital. This 4.5-star hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

Chicago
Chicago
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

Chicago, IL
Chicago, IL
Chicago, Illinois

5%

With a stay at dana hotel and spa, you'll be centrally located in Chicago, steps from Driehaus Museum and Holy Name Cathedral. This 4-star hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

Renaissance Blackstone Chicago Hotel
Renaissance Blackstone Chicago Hotel
Chicago, Illinois

5%

With a stay at The Blackstone Renaissance Chicago Hotel in Chicago (The Loop - Downtown), you'll be minutes from Museum of Contemporary Photography and Grant Park. This 4-star hotel is close to Millennium Park 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

Chicago
Chicago
Chicago, Illinois

5%

With a stay at Hard Rock Hotel Chicago, you'll be centrally located in Chicago, minutes from Bridgehouse and Chicago River Museum and Millennium Park. This 4-star hotel is close to Art Institute of Chicago and Skydeck Ledge.

5% Credit

Renaissance Chicago Downtown Hotel
Renaissance Chicago Downtown Hotel
Chicago, Illinois

5%

With a stay at Renaissance Chicago Downtown Hotel, you'll be centrally located in Chicago, steps from Vietnam Veterans Memorial and Chicago Theater. This family-friendly hotel is close to Art Institute of Chicago and Skydeck Ledge.

5% Credit

Ramada Inn Lake Shore
Ramada Inn Lake Shore
Chicago, Illinois

5%

With a stay at Ramada Lake Shore in Chicago (Kenwood), you'll be convenient to Chicago Museum of Science and Industry and University of Chicago. This hotel is within close proximity of Robie House and Oriental Institute Museum.

5% Credit

Chicago
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

Embassy Suites Chicago - Downtown/Lakefront
Embassy Suites Chicago - Downtown/Lakefront
Chicago, Illinois

5%

A stay at Embassy Suites Chicago Downtown - Lakefront places you in the heart of Chicago, walking distance from Arts Club of Chicago and Tribune Tower. This family-friendly hotel is close to Millennium Park and Art Institute of Chicago.

5% Credit

The Hilton Chicago New Year's Eve Gala
The Hilton Chicago New Year's Eve Gala
Chicago, Illinois

5%

With a stay at Hilton Chicago- Michigan Ave Cultural Mile, you'll be centrally located in Chicago, steps from Museum of Contemporary Photography and Columbia College Chicago. This 4-star hotel is close to Millennium Park and Willis Tower.

5% Credit

Club Quarters Chicago
Club Quarters Chicago
Chicago, Illinois

5%

With a stay at Club Quarters, Wacker at Michigan, you'll be centrally located in Chicago, steps from Bridgehouse and Chicago River Museum and Vietnam Veterans Memorial. This hotel is close to Art Institute of Chicago and Hancock Tower.

5% Credit

Chicago
Chicago
Chicago, Illinois

5%

Hotel Lincoln is in the heart of Chicago, walking distance from Second City and Chicago History Museum. This 4-star hotel is close to Millennium Park 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

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