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Best Chicago Hotel Deals

$119
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Hyatt Regency Chicago

Hyatt Regency Chicago

151 East Wacker Dr, Chicago
28 others viewing this property now
4.5 out of 5.0

This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are less than a mile away.

$99
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Last booking was 1 hour ago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
58 others viewing this property now
4.5 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.

$84
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Last booking was 55 minutes ago
Kinzie Hotel

Kinzie Hotel

20 W Kinzie St, Chicago
54 others viewing this property now
4.5 out of 5.0

Within 2 blocks of Chicago's Magnificent Mile and the theater district, the Kinzie Hotel is located in the convenient River North district, a mile from the Hancock Tower and Lake Michigan.

$71
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
80 others viewing this property now
3.5 out of 5.0

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

$67
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Last booking was 47 minutes ago
The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago
96 others viewing this property now
4.5 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.

$83
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Last booking was 3 minutes ago
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

163 East Walton Place, Chicago
135 others viewing this property now
4.5 out of 5.0

This 1927 landmark Chicago hotel is a half block from Michigan Avenue/Magnificent Mile shopping, two blocks from Oak Street shopping and Water Tower Place. Lake Michigan is three blocks away.

$76
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Last booking was 11 hours ago
Club Quarters Hotel, Central Loop

Club Quarters Hotel, Central Loop

111 West Adams Street, Chicago
46 others viewing this property now
4.5 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.

$69
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Last booking was 1 hour ago
Hotel Felix Chicago

Hotel Felix Chicago

111 W Huron St, Chicago
162 others viewing this property now
4.5 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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  Getting to Chicago

Kirsten Maxwell Gnational Gnomad

Chicago has two major international airports: O’Hare (ORD), which is 17 miles northwest of downtown and Midway (MDW), just 10 miles southwest of the city. Transportation from both of these locations is plentiful and comes in the form of city trains, taxis, and rental cars. Expect it to take anywhere from a half hour to an hour to reach downtown, depending on the time of day. It is also possible to arrive via Amtrak. The main train depot—Union Station—is in the heart of the city.

Where To Stay In Chicago

Centrally Located Hotels:

Chicago Marriott Magnificent Mile
InterContinental Chicago

Best Luxury Hotels:

Best Family-Friendly Hotels:

Getting Around Chicago

Most major attractions are located in the heart of downtown. The city is perfectly manageable using public transportation, taxis, Uber/Lyft, and your own two feet. Chicago Transit Authority (CTA) operates the buses and trains, and METRA runs trains to the outlying suburbs. If you want to explore the area on your own time, consider renting a car.

TIP: Chicago traffic can be stressful—especially during rush hour, on the weekend, and during major sporting events or festivals. Summer is construction season, and you’ll see plenty of snow during the winter. If this concerns you, stick with public transportation.

What Not to Miss In Chicago

Willis Tower or 360 Chicago

For a true overview of the city, head up. Both the Willis Tower and 360 Chicago offer fantastic views of the city from towering heights. The Willis Tower  has “The Ledge,” a glass box that extends out from the building, allowing unobstructed views of the city 1,353 feet below. Still haven’t quenched your thirst for heights? Head to 360 Chicago, located in the John Hancock Center, and check out “Tilt.” Visitors enter a glass cage that tilts away from the building and gaze out over the city from a height of over a thousand feet. Neither experience is for the faint of heart!

Art Institute of Chicago

The Art Institute of Chicago was named the top museum in the world by Trip Advisor in 2014, and it houses one of the largest permanent collections in the United States. Some of the featured artists include Picasso, Monet, and Rivera, but there are thousands more to admire.

Millennium Park

Millennium Park is centrally located parallel to Michigan Avenue and Lake Michigan, and it’s the perfect place to gather with a group of friends. During the summer there are free concerts, performances, and festivals, and during the rest of the year it is a great place to relax and people-watch. The main attraction is the “Cloud Gate” sculpture. Most Chicagoans refer to it as “The Bean” because it looks like, well, a giant silver bean. Chicago’s skyline reflects from all its shining sides, and you can even walk underneath the sculpture.

Adjacent to this is the Crown Fountain. The fountains are actually two 50-foot towers that display images of Chicago residents on a giant video screen. When the face on the screen smiles, water comes pouring from their mouth, dousing the eager children gathered below.

Between Millennium Park and the waterfront is the beautiful Maggie Daley Park. With playgrounds for all ages, an ice skating ribbon in the winter, and a rock climbing wall, it is a magical escape in the city for families.

The Beach

It’s hard to miss the 26 miles of Lake Michigan shoreline that borders downtown Chicago. The beaches are open to the public, so find a beach near your hotel, grab your towels, and walk or take a taxi to the shoreline of your choice. Montrose Beach, North Avenue Beach, and Oak Street Beach are all worth a visit.

Where to Eat

Chicago is a city made for foodies—there’s almost too many good restaurants to list. Obvious choices for deep dish pizza are Giordano’s, Pequod’s, and Lou Malnati’s. Craving a Chicago dog? Head to Portillo’s and be sure to grab a slice of chocolate cake for dessert. Want to try one of the better restaurants in town? Find something owned by Rick Bayless (Xoco, Frontera Grill), the Boka Group (Girl & The Goat, Boka), or Paul Kahan (The Publican, Big Star) —you won’t be disappointed. Don’t forget to try multiple servings of the cheese and caramel popcorn (Chicago mix) at Garrett Popcorn, because there is nothing like the original.

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