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Exclusively Handpicked Chicago Flight Deals

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. These deals were last found on
From To Depart Return *Fares (Starting From)
Dallas Chicago Oct 25 2017 Oct 28 2017 $95.40 Deal Cached On : 9/21/2017 7:12:43 PM
From DFW to ORD
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Fort Lauderdale Chicago Oct 11 2017 Oct 18 2017 $108.41 Deal Cached On : 9/21/2017 5:16:15 PM
From FLL to ORD
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Dayton Chicago Oct 31 2017 Nov 06 2017 $111.40 Deal Cached On : 9/21/2017 3:21:33 PM
From DAY to ORD
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Minneapolis/St Paul Chicago Sep 29 2017 Oct 01 2017 $122.38 Deal Cached On : 9/21/2017 7:38:13 PM
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Atlanta Chicago Oct 22 2017 Oct 29 2017 $132.38 Deal Cached On : 9/21/2017 7:54:48 PM
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Houston Chicago Oct 23 2017 Oct 27 2017 $135.38 Deal Cached On : 9/21/2017 6:29:46 PM
From IAH to ORD
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Detroit Chicago Nov 02 2017 Nov 06 2017 $139.40 Deal Cached On : 9/21/2017 1:42:25 PM
From DTW to ORD
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Denver Chicago Oct 13 2017 Oct 15 2017 $157.39 Deal Cached On : 9/21/2017 7:52:29 PM
From DEN to ORD
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Miami Chicago Sep 28 2017 Oct 05 2017 $167.40 Deal Cached On : 9/21/2017 5:34:23 PM
From MIA to ORD
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Boston Chicago Oct 01 2017 Nov 03 2017 $175.40 Deal Cached On : 9/21/2017 4:42:33 PM
From BOS to ORD
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Book Cheap Flight to Chicago on MyFlightSearch

Chicago, the third densest city in the US, is known for its grand urban architecture and the iconic Skyline. Nicknamed as the Windy City, Chicago is a great confluence of cultural events which include visual arts, novels, theatre, films, beautiful jazz festivals, soul gospel music and even comedy shows. The US city welcomes millions of tourists both Domestic and International every year.

Best Time to visit Chicago
Fall and Spring are the best seasons to visit Chicago to avoid the Monsoon with specks of rain and the Winter with freezing cold winds. But having said that, the period from June to August is the time with the highest number of tourists in the city, mainly for the exciting festivals and events held during this period and also the pleasant weather. Also, summer months like May and April are good times to visit the city and plan a vacation.

Chicago Top Attractions
Navy Pier
Celebrating 100 Years, the Navy Piers is an iconic landmark in Chicago having a 3300-foot pier on the Lake Michigan. With an assortment of restaurants, parks, gardens, shops, family attractions, exhibition centers spread over about fifty acres, Navy Piers is one of the top leisure destinations in Mid West attracting about nine million tourists annually.

Shedd Aquarium
Having around 1500 species of Marine Life, the Shedd Aquarium is a huge indoor public aquarium in Chicago visited by thousands of tourists annually. Built on the museum campus, along with Adler Planetarium and Field Museum of Natural History, the trio forms a huge cultural attraction of Chicago, welcoming tourists from all over the globe.

Willis Tower
As the tallest building in North America, the Willis Tower stands tall at 442m with its amazing Sky Deck overlooking the city beneath. A hub of business, culture and tourism Willis Tower is Chicago’s famous Sky Scraper. It is also open to tourists who can book a ticket to the Sky Deck of the Tower and take a view of Chicago from a lofty height.

Shopping in Chicago
The Magnificent Mile
Sprawling from the Chicago River to Oak Street, the Magnificent Mile is Chicago’s largest shopping destination and also the third most expensive in the country. Housing about hundreds of retail outlets, high-end boutiques, restaurants, cafes and hotels, the Magnificent Mile is one destination that shopaholics in Chicago swear by.

Fashion Outlets of Chicago
The new outlet mall with near 150+ stores of International Retail Giants like Under Armor, Nike, Gucci, Prada and several others has now become a shopper’s Mecca in Chicago. The popular mall known for its designer outlets, good food court, and airline facilities being close to the airport is a favorite among tourists.

Water Tower Place Mall
Located at the Northern Tip of the Magnificent Mile, the Water Tower Place Mall is a swarthy large shopping plaza of 758,000 square feet having numerous brands and outlets to cater to the crowd. At the base of the Water Tower Sky Scraper, the Mall is a beautiful building that houses diners and cafes in addition to the shops.

Dining and Nightlife Scene in Chicago
Blue Chicago
Renowned for the best authentic performance of Blue Music in Chicago, Blue Chicago is a world famous Nightclub who has showcased some of the best Blue Legends in the world. With soulful music, amazing décor and friendly yet quaint atmosphere, Blue Chicago has been a charming night time party hub since 1985 and is still one of the favorites among music lovers.

Zanies Comedy Club
Zanies is a premium comedy club in Chicago, known for its lively comedy shows and night out parties. A hub for several stand-up comedians, performers and acts Zanies is famous for its animated, energetic and friendly ambience, serving good drinks and celebrating 28 years of laughter.

Studio Paris Night
Loud and eccentric, the Studio Paris Night is a premium Night Club in Chicago with their state-of-the-art Music Systems, groovy lights and amazing DJ building the pump for a super hyper night out party. Amazingly redefining the nightclub atmosphere with the heady combination of lights and music, serving up sassy cocktails and a dance floor to feel the beat, Studio Paris Night is a great place to party.

RPM Italian
With a vibrant vibe, delicious Italian food, chic and modern bar and perfect services, RMP Italian has been drawing the crowd’s attention for a long time in Chicago now. Their cuisines also include steaks and seafood beside the Italian, making it a very appetizing choice among for fine dining.

How to Reach Chicago
The third largest city in the US located in Midwest, Chicago being a great business hub is frequented by hundreds every day. Catering to the busy urban life are two International Airports namely the O’Hare International Airport and the Midway International Airport, with flights connecting Chicago to the rest of the world. Flights from United Airlines, Delta Airlines, and American Airlines are the most frequent flyers to Chicago.

Day Trip Destinations from Chicago
Millennium Park
Located in the Loop area, the Millennium Park is a public park covering about 99,000 square meters of area in the Illinois, Chicago. With free entry, the park is a great site for day trip having several attractions like the Crown Fountain, Jay Pritzker Pavilion, BP Pedestrian Bridge, Cloud Gate and Harris Theatre along with the elaborate garden and pathways that make the park a beautiful place to hang out.

Architecture River Cruise
The experience of being in the 75-minute cruise sailing on the Lake Michigan, and with the historical information about the spectacular architectures in Chicago, is a must for tourists in the city. The Architecture River Cruise services are provided by several cruise foundations docked in the south-east corner of Michigan, and one ride on the hour long journey on the boat is a fantastic and memorable experience.

How to Save on Chicago Flights
MyFlightSearch is best known for offering some of the most affordable deals on flights to Chicago. We precisely customize air fares and hotel prices to build the best possible packages. If you wish to reduce your spending on Chicago flights, follow these simple tips.
•    Consider boarding an indirect flight to Chicago as direct flights tend to be very expensive
•    To grab the best possible deals on flights to Chicago, it is best advised to check all possible air carriers and book with the cheapest airfare
•    Prefer traveling to Chicago during the off-season i.e. frigid winter months, and especially before and after the Christmas/New Year’s holidays
•    Some of the cheapest days to fly to Chicago are Tuesday, Wednesday, and Saturday
•    Mix and match the airlines to find the cheapest prices for Chicago airfare deals available in the market
•    Codesharing is a great way to get a flight with an airline via another one at cheaper prices
•    Look out for Coupons and Discount Codes for maximum savings on Chicago Flights
•    Opt for all-inclusive holiday packages that are not only cheap but even save a lot of time.

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