Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Find a cheaper way to wander? We'll match it and refund the difference.

Wherever you wander, cancel or rebook most flights within 24 hours without fees.

Need help on your journey? Use our 24/7 social media support @TravelocityHelp.

Best Chicago Hotel Deals

$79
See details
Last booking was 1 hour ago
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
24 others viewing this property now
3.1
of 5, from 16 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.

$76
See details
Last booking was 2 hours ago
Edward Hotel Chicago

Edward Hotel Chicago

6600 N. Mannheim Rd, Rosemont
8 others viewing this property now
4.0
of 5, from 65 reviews
3.0 out of 5.0

Situated near the airport, this hotel is 0.4 mi (0.6 km) from Allstate Arena and within 3 mi (5 km) of Rivers Casino and Donald E. Stephens Convention Center. Rosemont Theatre and MB Financial Park at Rosemont are also within 3 mi (5 km).

$119
See details
Last booking was 33 minutes ago
Hyatt Regency Chicago

Hyatt Regency Chicago

151 East Wacker Dr, Chicago
365 others viewing this property now
4.1
of 5, from 249 reviews
4.0 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.

$109
See details
Last booking was 1 hour ago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
330 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.

$89
See details
Last booking was 1 hour ago
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

163 East Walton Place, Chicago
151 others viewing this property now
4.3
of 5, from 185 reviews
4.0 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.

$69
See details
Last booking was 2 hours ago
Inn of Chicago

Inn of Chicago

162 E Ohio St, Chicago
42 others viewing this property now
3.5
of 5, from 99 reviews
0.0 out of 5.0

Inn of Chicago is a half-block from the Magnificent Mile and 2 blocks from the landmark Tribune Tower. Millennium Park, Navy Pier, and the Art Institute of Chicago are among the many attractions within 1 mile.

$71
See details
Last booking was 1 hour ago
Warwick Allerton Hotel Chicago

Warwick Allerton Hotel Chicago

701 North Michigan Avenue, Chicago
341 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.

$71
See details
Last booking was 2 hours ago
Chicago's Essex Inn

Chicago's Essex Inn

800 S Michigan Ave, Chicago
41 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.

Map

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.

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.

Download Our Mobile App

Make booking your next reservation quick & easy. Download the Travelocity mobile app now for even more of the best deals and featured offers. Wander Wisely!

Recently Reviewed in Chicago

Recently Booked Hotels in Chicago