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Last updated on Friday 02/21/2025 at 05:00 AM, the fares mentioned above are for Round Trip flight tickets and inclusive of fuel surcharges , service fee and taxes . Based on historical data, these fares are subject to change without prior notice and cannot be guaranteed at the time of booking . Kindly go through our Terms & Conditions before booking.
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Chicago, the Windy City, lies on the shores of serene Lake Michigan. This is known to be one of the most populous cities in the USA, housing a huge diversity. What is so magnificent about Chicago is its skyline, punctuated by the awe-inspiring architecture. The Willis Tower and the John Hancock Center are among the top buildings that make the skyline appear so stunning.
Chicago cannot be explored without its food. No matter how many attractions you cover, a Chicago-style deep-dish pizza is a must. Discover more about the diverse art and culture scene. Grab our cheap flights from Boston to Chicago and get ready for an inexpensive Chicago getaway. Book online or call our 24/7 customer care to get the cheapest airfare on BOS to CHI flights.
Want to experience Chicago at its best? June to August is the right time to plan the vacation. Now, as this is the peak travel time, the fares for BOS to CHI flights go high. For an affordable vacation, consider planning a vacation during the shoulder season, April-May and September-October. This is the time when the weather is pleasant and the city is less crowded as compared to the peak season. No matter when you are planning a vacation, it is advisable to book flights from BOS to CHI in advance. You can also look for BOS to CHI airfare deals with advance flight booking to save on your flight fares.
For your trip from Boston to Chicago, you can book a flight from Boston Logan International Airport to Chicago O'Hare International Airport (ORD) or Midway International Airport (MDW) in Chicago.
Chicago is all about great food, culture, and entertainment. This city offers the best outdoor adventures, as well as a rich experience with its thriving art scene. While the city is quite popular among travelers, it makes it difficult to find cheap flights from Boston to Chicago. To help you plan a budget-friendly vacation and book cheap flights to Chicago, here are some tips that can be helpful.
For a cheap flight from Boston to Chicago, book months in advance and choose a weekday for better rates.
The most popular airlines flying on this route are JetBlue, Delta, American Airlines, United Airlines, and Spirit Airlines.
The average time taken by Boston to Chicago flights is about 3 hours.
The distance between Chicago and Boston is about 851 miles.
Most of the visitors spend about 3-4 days in Chicago.
The average cost for flight tickets from Boston to Chicago is approximately $79.
The earliest flight from Boston to Chicago departs at 05:00 am.
The last flight from Boston to Chicago departs at 09:05 pm.
There are two airports: Chicago O'Hare International Airport (ORD) and Midway International Airport (MDW).
The average cost for return flights from Boston to Chicago is approximately $157.
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