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Chicago, the third largest and the densest city in the United States, known for its grand architecture and the magnificent Skyline is an experience of a lifetime. Nicknamed as the Windy City, Chicago is trendy, vibrant and full of surprises. Be it a romantic vacation or a family vacation, Chicago will not let you down. As a top travel destination, Chicago has an extensive selection of hotels for every need and budget. Whether it’s cheap hotel rooms in Chicago or 5-star hotels in Chicago, you will find everything here. Getting the best available Chicago hotel deals can be quite tricky and we at MyFlightSearch have partnered with top domestic as well as international hotel chains, so you always get the best hotel deals in Chicago available online. Browse our selection of best hotels in Chicago, and save big on your trip!
Fall and spring months are considered as the best seasons to visit Chicago. But visiting the city during this time can be a bit costly as flights, as well as hotels in Chicago, tend to go up. Travelers are recommended to book in advance to get cheap Chicago hotel rates.
The shoulder months of Spring (March and April) and Autumn (September and October) are the best months to visit the city to save a significant amount of money as visitors can get incredible deals on last minute hotel deals Chicago. Apart from scoring the affordable hotels in Chicago, visitors get to enjoy the great spring outdoors and the beautiful color of autumn.
Taking a 75-minute architecture river cruise tour on the Lake Michigan will give you a good overview of the city’s beautiful architectural layout and sky-high buildings. You will get great views and historical insight about well-known structures like The Wrigley Building, the Leo Burnett Building and the Fulton House during the river cruise.
The festival is the biggest free blues festival in the world. The three-day long festival is an annual event held in July that features three days of performances by top-tier blues musicians. Hosted by the City of Chicago Department of Cultural Affairs and Special Events, this festival entices jazz lovers from all over the world.
Taste of Chicago is Chicago’s premier outdoor food festival displaying the diversity of the city’s culinary scene. The joint serves a variety of delicious food couples with complemented by musical shows and exciting activities for the entire family.
Made of 50 acres of gardens, an assortment of restaurants, parks, shops, family attractions, exhibition centers, the Navy Piers is one of Chicago most iconic landmark. Located on the banks of Lake Michigan, Navy Pier attracts about nine million tourists annually. The 150 ft Ferris wheel, a historic carousel, 3D Imax Theater and Crystal Gardens are the best highlights of the pier. Also, the pier hosts year-round festivities including famous Chicago festival
Home to over 1500 species of Marine Life, the Shedd Aquarium is a treat for all. Built on the museum campus, no visit to Chicago is complete without exploring the Shedd Aquarium.
As the tallest building in North America, the Willis Tower stands tall with its amazing Sky Deck overlooking the city beneath. A hub of business, culture, and tourism, Willis Tower is Chicago’s famous Sky Scraper. The building is 1,453 feet tall with an observation area, called the Skydeck, on the 103rd floor where visitors can stand and look directly down at the city below from the extending glass floor from SkyDeck known as the Ledge.
Know for the tons of art galleries in the city, River North is one of the toniest landmark and commercial area of the city.
Dotted with famous buildings designed by Frank Llyod Wright, Oak Park is an outstanding historic district.
Home to city’s Mexican population, the Irish enclave of Bridgeport, Hyde Park, Clarke House, the Rockefeller Memorial Chapel and the University of Chicago, this area is one of the most prominent landmarks to stay while in the city.
Home to numerous ethnic restaurants, shops, and monuments, this neighborhood is one of Chicago's most culturally diverse areas.
Loop is Chicago’s central business district which is chock-full of modern as well as historic architectural wonders, cafes, top hotels and some of the best attractions such as Sears Tower, Grant Park, and Buckingham Fountain.
This is the most hip as well as the laid-back area of the city which is also known for its incredible Art Deco architecture, jazz clubs, and theatres.
Extending from Chicago River to Oak Street along the Michigan Avenue, this is a significant area which houses some remarkable buildings, upscale designer showrooms and a couple of excellent museums.
A historically significant area, Lincoln Park is one of the chicest places to stay in Chicago which offers all upscale amenities and an abundance of outdoor activities, including bike trails and jogging paths.
Loop is located in the heart of the Downtown area, and it got its name as the train line loop encircles it. There are many cafes, and some of the attractions located in and around this area are Sears Tower, Grant Park and Buckingham Fountain. Magnificent Mile is the main shopping zone in this neighborhood. There are quite many hotels in this area but they are quite high priced. However, they are worth the money regarding amenities and services.
This neighborhood in Chicago is known as one of the most diverse areas of the city. There are numerous ethnic restaurants, shops, and monuments in this region. In fact, the perfect example of Chicago’s diversity is Pilsen. It is the entry point for the immigrants, and one can find vintage shops and eateries serving amazing dishes. This area has many budget hotels and motels.
Uptown in Chicago is the most hip as well as the laid-back district of the city which is also known for its incredible Art Deco architecture. This area has a lot of jazz clubs and theatres, so there is no shortage of entertainment in this neighborhood. To the east of Uptown, you would find Montrose Beach on Lake Shore Drive.
$5-$10 depending on the type of service .
Winter months of December and January are the best months to book Chicago hotel rooms when it is easier to get cheap hotels in Chicago.
An average hotel room costs around $70 to $100 in Chicago.
North Side, Loop and Lake View are the most popular areas to stay for Business Traveler.
Chicago being a great business hub is served by two International Airports, O’Hare International Airport and the Midway International Airport. Flights from United Airlines, Delta Airlines, and American Airlines are some of the airlines serving the city. Whether you are looking for affordable hotels in Chicago or luxury hotels near Chicago airport, there are a plenty of options to choose from.
Fares are Round Trip, fares include all fuel surcharges, our service fees & taxes. Fares are subject to availability & may change without notice and cannot be guaranteed at the time of booking. Check all bookings Terms & Conditions.
* Fares are round trip, Fares incl. all fuel surcharges, our service fees and taxes. Book 21 days in advance. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking.
**Save up to $30.00** with promo code - HOTEL30. Applicable for 2+ nights stay. Book by April 30, 2020.
Due to the restrictions by certain airlines, children / minors in the age group of 5 to 17 years are restricted to travel alone without the supervision of an adult. Please call on the number below to book your desired flight.
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