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Best Chicago Hotel Deals

$134
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Last booking was 2 hours ago
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
33 others viewing this property now
3.1
of 5, from 12 reviews
3.0 out of 5.0

Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

$130
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Last booking was 4 hours ago
Club Quarters Hotel, Central Loop

Club Quarters Hotel, Central Loop

111 West Adams Street, Chicago
14 others viewing this property now
4.4
of 5, from 175 reviews
4.0 out of 5.0

Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony Center, the Art Institute, Board of Trade, Willis Tower, Grant Park and the Riverfront, the Theatre District and Magnificent Mile.

$139
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Last booking was 3 hours ago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
57 others viewing this property now
4.3
of 5, from 337 reviews
4.0 out of 5.0

This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent Mile shopping, and Wrigley Tower.

$152
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Last booking was 2 hours ago
The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago
34 others viewing this property now
4.1
of 5, from 82 reviews
4.0 out of 5.0

Built in 1927, this Chicago hotel is one block from Michigan Avenue shopping and Rush Street restaurants and nightlife; Lake Michigan is within five blocks.

$125
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Last booking was 31 minutes ago
Chicago's Essex Inn

Chicago's Essex Inn

800 S Michigan Ave, Chicago
51 others viewing this property now
3.6
of 5, from 186 reviews
3.5 out of 5.0

Across from the greenery and attractions of Grant Park, the Essex Inn is 3 blocks from the Loop business district and Lake Michigan, 4 blocks from the Art Institute, and a mile from Loop theaters.

$129
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Last booking was 3 hours ago
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

5300 N River Rd, Rosemont
9 others viewing this property now
4.4
of 5, from 66 reviews
4.5 out of 5.0

This family-friendly Rosemont hotel is located near the airport, within a 10-minute walk of Rosemont Theatre, Fashion Outlets of Chicago, and Donald E. Stephens Convention Center. MB Financial Park at Rosemont and Rivers Casino are also within 2 mi (3 km).

$131
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Last booking was 14 minutes ago
Warwick Allerton Hotel Chicago

Warwick Allerton Hotel Chicago

701 North Michigan Avenue, Chicago
43 others viewing this property now
4.2
of 5, from 177 reviews
4.0 out of 5.0

Located on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is surrounded by fashionable shops, 1 mile from Lake Michigan and the Art Institute.

$130
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Last booking was 4 hours ago
Hotel Felix Chicago

Hotel Felix Chicago

111 W Huron St, Chicago
67 others viewing this property now
3.7
of 5, from 20 reviews
4.0 out of 5.0

Hotel Felix Chicago is 5 blocks from the Magnificent Mile, one of America’s most dazzling thoroughfares. It’s a 7-minute cab ride to the Navy Pier Ferris Wheel, whose 40 gondolas command unmatched skyline and lake views. Chicago-Red Metro Station is a 6-minute walk from the hotel.

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Our Guide To Chicago Hotels

Getting to Chicago

The Windy City has two major airports, so arriving in the land of baseball and deep-dish pizza is pretty easy. Whether you land at Midway International Airport or O’Hare International Airport, you’re just a short drive from the heart of the city; Midway is 10 minutes from downtown Chicago and O’Hare is just 17 miles away. Grab a taxi or rental car at the terminal and you’re off to unpack. With cheap hotels in Chicago in some of the hottest neighborhoods, you’ll be saving cash and exploring your favorite Chi-Town attractions like a pro within an hour of landing.

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Public Transportation

The "L" Train connects you to the city using elevated tracks, hence its name. There are more than 140 rail stops throughout the city, and the Red and Blue lines run around the clock. The Chicago Transit Authority operates the second-largest public transit system in the U.S., and it also offers a robust bus schedule. You can also grab land and water taxis if you want a quick trip from the Magnificent Mile to one the top Chicago hotels.

Public Restrooms

When you’ve got to go, you’ve got to go—but there aren’t a ton of public restrooms in Chicago. While you’re in the Loop and along the waterfront, you’ll have more options than when you venture out to smaller neighborhoods. That being said, the city also prides itself on having some pretty unique bathrooms worth a visit. For instance, the women’s room at the Signature Lounge level of the John Hancock Center has floor-to-ceiling windows and views of the city. At Homeslice bar in Lincoln Park, the walls are covered in pennies.

Discount Cards

Chicago’s list of attractions runs as deep as the mozzarella on a homemade slice at Tano’s Pizzeria. You can save some dough by getting a Go Chicago Card or CityPass, which provide discounted entry fees at places such as Willis Tower and the Art Institute.

Climate Conditions

Illinois sees all four seasons, so your experience will depend on when you visit. In the summertime, the average temperature in Chicago is about 80 degrees and Lake Michigan will tempt you to take an afternoon cruise. By the time winter rolls around, the temperature drops to an average of 32 in January and you can expect to see snow—so bundle up.

3 Things to Do in Chicago

1. Visit Navy Pier (1.2 miles from the Swissotel Chicago)

Jutting out into Lake Michigan, the Navy Pier is one of the most popular attractions in the city. It’s filled with restaurants, bars, a Ferris wheel, and a beer garden. Bring your kids or have some adult time; the pier is perfect for any type of vacation.

2. Explore Millennium Park (0.5 miles from the Congress Plaza Hotel)

A trip to Chicago without a stop in Millennium Park is like a trip to San Diego without going to the beach. You’ll find the Windy City’s famous metallic bean here, formally called Cloud Gate, as well as the 5-acre Lurie Garden and Jay Pritzker Pavilion. Grab a hot dog from a nearby cart and spend an afternoon exploring the legendary park before you hit up nearby shopping or theater venues.

3. Go to the Willis Tower (1.1 miles from Wyndham Grand Chicago Riverfront Hotel)

Once named the Sears Tower (and still called that by lots of locals), this skyscraper is perhaps the most iconic part of the Chicago skyline and the tallest building in North America. Head to the observation deck, and you can walk out onto the glass-bottom ledge if you dare.

Book your hotel on Travelocity today, and you’ll be dreaming of piping hot marinara sauce tonight. Between the bounty of art and theater, your vacation in Chicago will keep you entertained and then some. Whether you spend the rest of your time cheering on the home team at Wrigley Field or eating your way through the Loop is up to you.

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