Hotels in Chicago

Chicago Guide

For a quick intro to what makes Chicago great, it’s hard to beat a ride down Lake Shore Drive, the 19-mile stretch of road running along the city’s eastern edge. On one side, you’ve got sparkling Lake Michigan, and, on the other, a string of show-stopping skyscrapers and the city’s “front yard,” Grant Park, home to the Lollapalooza festival and Buckingham Fountain.

What to Know Before You Go

  • Best time to visit: between Memorial Day and Labor Day. The weather can be sticky and the lakefront overcrowded, but summer is Chicago’s time to shine. Knowing the warm temperatures won’t last long, locals take every opportunity to be out and about. There are street parties and music festivals nearly every weekend.
  • City of neighborhoods: Chicago encompasses a large and diverse collection of neighborhoods, each with its own personality. Try a gyro in Greektown, walk through the National Museum of Mexican Art in Pilsen, or catch a Cubs game at Wrigley Field in Lakeview.
  • Forget the car: Traffic in the city can be unrelenting, and parking is expensive. Consider relying instead on the L, Chicago’s elevated train, or taxis—especially if you’re only in town a short while.

Chicago for Foodies

It’s not all about hot dogs and deep-dish pizza anymore. In recent years, the Windy City has garnered lots of attention for its cutting-edge culinary scene. Food & Wine magazine named it one of the 10 Best Restaurant Cities in the world in 2008. The West Loop neighborhood, in particular, has become a popular landing spot for celebrity chefs.

  • The Aviary: Bartenders inject bourbon, sugar, and bitters inside hollow balls of ice at this ambitious cocktail joint. It was recently named the country’s most Outstanding Bar Program by the James Beard Foundation.
  • Girl & the Goat: Top Chef winner Stephanie Izard creates inventive dishes from unconventional cuts of meat, including oven-roasted pig face and duck tongue. Plan ahead, though—reservations fill up months in advance.
  • Au Cheval serves up the best burger in the country, according to Bon Appetit. It’s right across the street from Girl & the Goat.
  • Where to stay: The Crowne Plaza Chicago Metro hotel is conveniently located near all of the above restaurants, as well as Greektown.

Chicago for Arts Lovers

  • Museum Campus: a 57-acre complex along the lake that’s home to three of the city’s best educational institutions. You can watch shark feedings in a 90,000-gallon tank at Shedd Aquarium, go star-gazing at Adler Planetarium, or head to the Field Museum to see the largest and most complete Tyrannosaurus rex fossil ever unearthed
  • Steppenwolf Theatre Company in Lincoln Park is the gold standard for Chicago-style theater—gritty, gutsy plays produced by a fearless ensemble. Several of the troupe’s productions have transferred to Broadway, including a Tony-winning staging of Who’s Afraid of Virginia Woolf?
  • The Second City: This 50-year-old sketch-comedy theater in Old Town launched the careers of Tina Fey, Amy Poehler, Stephen Colbert, John Belushi, and a host of other funny people.
  • The Art Institute of Chicago has an embarrassment of riches, including Grant Wood's American Gothic, Edward Hopper’s Nighthawks and a slew of Impressionist masterpieces.
  • Where to stay: Swissotel, a sleek hotel in the Loop, is just a short walk from the Art Institute and the beloved architectural boat tours along the Chicago River.

Chicago for Shoppers

  • The Magnificent Mile: This famous retail corridor along North Michigan Avenue is a window-shopper’s paradise, with outposts from fashion icons such as Burberry, Chanel, Tiffany, and Neiman Marcus.
  • River North features dozens of art galleries, many of them housed in converted warehouses. This is the best place to check out work by emerging artists.
  • Randolph Street Market: Shop for antiques and vintage furnishings at this European-style indoor-outdoor market.
  • Where to stay: Between purchases, you can partake in afternoon tea at the Drake Hotel—a tradition that was once enjoyed by Princess Diana and Queen Elizabeth II—or follow in the footsteps of Brad and Angelina, who prefer the extravagance of The Peninsula hotel on East Superior Street.
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Flash Deals Groupon-Exclusive Discounts on Top-Rated Travel

Luxury Hotel in Chicago's Gold Coast
Luxury Hotel in Chicago's Gold Coast

Thompson Chicago

Near North Side

Newly remodeled Gold Coast hotel is two blocks from the Magnificent Mile and features a trendy new restaurant

42% Off $179 From $104/night

$179 From $104/night

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

4-Star Boutique Hotel in Chicago's Downtown
4-Star Boutique Hotel in Chicago's Downtown

Kinzie Hotel

Chicago

This award-winning, 4-star boutique hotel and spa in Chicago’s River North is close to shopping on Magnificent Mile.

25% Off $119 From $89/night

$119 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

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

The Congress Plaza Hotel

Chicago

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

32% Off $109 From $74.12/night

$109 From $74.12/night

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 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

Fairmont Chicago, Millennium Park
Fairmont Chicago, Millennium Park
Chicago, Illinois

5%

Refreshing summer cocktails, a long list of local and global brews, and sake by the glass and bottle lay the foundation for Asian-infused feasts. Couple a glass of lychee love (Bombay Sapphire gin, lime, lychee liquor, and St. Germain elderflower liqueur) with a fresh green-papaya salad ($6), or share a plate of bigeye tuna salad with mizuna, mango, avocado, and pistachio-lime vinaigrette ($16). Hearty helpings from the kitchen include wagyu beef carpaccio with smoked char roe and Michigan scallion pancakes ($16). Or happify hungry herbivores with the organic buckwheat soba noodles tossed with Asian eggplant, tofu, cucumbers, and ginger-scallion vinaigrette ($12). Flying fresh and fast from the sushi bar are poppable pieces ranging from classic rolls like spicy tuna ($8) and unagi ($9) to specialty makimono such as mango monsoon (smoked madai, spicy tuna, salmon, mango, lychee, and yuzu foam; $13).

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

Sheraton Chicago Hotel and Towers
Sheraton Chicago Hotel and Towers
Chicago, Illinois

5%

A former NFL player and—at 347 wins—the winningest coach for the Colts and Dolphins, Pro Football Hall of Fame inductee <a href="http://www.donshula.com/history/coach-don-shula">Don Shula</a> coaches an entirely different kind of team now. Together with his son, <a href="http://www.donshula.com/history/president-dave-shula">Dave</a>, also a former NFL player and coach, Shula wrangles a team of chefs, servers, and adventurous foodies at his eponymous steak house.

5% Credit

Swissôtel Chicago Executive Lounge
Swissôtel Chicago Executive Lounge
Chicago, Illinois

5%

With recently upgraded rooms that bestow maximum comfort and an ideal location in downtown Chicago, Swissôtel Chicago is a welcoming respite for weary tourists and business travelers. Settle into one of the luxurious classic rooms, which have LCD flat-screen TVs, a soothing ergonomic chair, and oversized executive desks for businessmen to stand on while shouting "You're not the president?!" into the phone. Holidaymakers can also sink into the 42nd floor penthouse fitness center's bubbling jacuzzi or take a quick dip in the heated indoor pool, both of which have panoramic views of Lake Michigan.

5% Credit

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