For Unpublished Cheap Flight Deals,
Call Us at 1-888-437-4930
  • Great
    Based on 1,907 reviews
  • Safe & Secure Booking
  • Low Fare Promise
  • Buy with Confidence
  • 10 Million+ Customers
    Per Year
  • Compare & Book Over
    650 Airlines Instantly!
  • Fast, Safe &
    Secure
  • Live 24/7
    Customer Support
Download Our App

Find the deals you want & manage your trips ... all while on the go.

Download
Apply for Our Credit Card

Earn rewards points & other travel perks when you spend.

Apply Now
Check out our Blog

Get inspired, learn expert tips & add to your travel bucket list.

Read it Now
Check Your Flight Status

Get there on time,
every time!

Check Status

Recent Chicago Posts


Search Cheap Flights from Boston to Chicago

Chicago, the third most populated city in the United States, is also called the Windy City. This city is positioned along the banks of the Lake Michigan and is well known for its effervescent art scene, array of social attractions, cluster of shopping attractions, and remarkable architecture. This city savors an overall distinction as a point of convergence of twentieth century architecture and craftsmanship. Chicago has much to render in the sporting circle too.

Things to do in Chicago

The Art Institute of Chicago

A top-class historical center with a huge number of fine arts pieces, Art Institute of Chicago features collection spanning great many years and comprises pieces from a variety of media such as prints, paintings, photography, sculpture, textile, and more. This center is renowned for its accumulation of impressionist and post-impressionist works of art.

Millennium Park

Situated in downtown Chicago, Millennium Park is an amazing spot undeniably not to be missed for the vacationers. The notable highlights of this park include Jay Pritzker Pavilion, intuitive Crown Fountain, Cloud Gate form on the AT&T Plaza, and Lurie Garden.

Field Museum of Natural History

Field Museum of Natural History, initially acknowledged as the Columbian Museum of Chicago, was established in the year 1893 to feature anthropological and organic assortments set up together for the World Columbian Exposition. The assemblage of items in the exhibition hall embraces around 20 million examples and relics covering a set of disciplines, for instance, human studies, geography, zoology, and organic science.

Best Time to Visit Chicago

Weather-wise, the best times to book flights from Boston to Chicago are the months between September and October and from April through May. During these months, the temperature remains soothing and a diversity of festivals take place. Summer is the peak tourist season, so it is advised to book flights from BOS to CHI in advance.


    Boston to Chicago Flight Route Facts

  • When does the earliest flight depart BOS? 5:00AM United Airlines Flight #8456
  • When does the latest flight depart CHI? 8:55PM United Airlines Flight #714
  • Which is the busiest month to travel from Boston to Chicago?July
  • Which is the least busy month to travel from BOS to CHI?August
  • What is the travel distance between Boston to Chicago?849 miles
  • What is the fare range for flights between BOS to CHI? $151 - $507
  • How many weekly flights are there are between BOS to CHI? There are 16 weekly flights between BOS and CHI.
  • How many daily flights fly between Boston to Chicago? There are 2 daily flights between BOS and CHI
  • Which is the busiest day in terms of passengers flying from BOS to CHI?Tuesday
  • In last 30 days, what is the %age of CHI visitors who spent less than 3 days in the city?33.33 %
  • Name the airport nearby CHI? Midway International Airport
  • Name the airports nearby BOS? Logan International Airport
  • What is the cheapest return flight price from BOS to CHI? $151