Cheap flights from Boston to Chicago from $52
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- Flights from Boston to Chicago
Cheap Boston - Chicago flight offers
Find cheap flight tickets and last-minute flight deals from Boston to Chicago
Info about flights from Boston to Chicago
Some useful info about flights from Boston to Chicago to help you plan your next trip
Best price last 15 days
$52
Average flight duration
2h 39m
Cheapest month
February
Average number of flights per week
27
First flight time
00:31
Last flight time
23:08
When is it best to fly from Boston to Chicago
Find out what is the best time of year to fly from Boston to Chicago
Jul
$85
Aug
$82
Sep
$93
Oct
$106
Nov
$90
Dec
$80
Jan
$71
Feb
$66
Mar
$85
Apr
$96
May
$102
Jun
$102
Most expensive month
October
Average price
$106
Cheapest month
February
Average price
$66
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Top airlines on the route Boston - Chicago
Airlines providing flights to Chicago from Boston
Find cheap flights from Boston to Chicago in a few seconds with Jetcost
With a choice of airlines operating Boston to Chicago flights, planning your visit to this city is easy and once you've arrived you'll soon be enjoying its attractions whatever your age and interests. From world-class museums to beautiful beaches and theaters to soul food we guarantee you'll never be bored. While in Chicago be sure to:
- Visit the Art Institute of Chicago and the Field Museum of Natural History
- Learn all about animal conservation work at the Lincoln Park Zoo
- Take the family to the Adler Planetarium and the Shedd Aquarium, with one of the best marine collections in America
- Enjoy an architectural tour of the city and admire the buildings of Frank Lloyd Wright and Louis Sullivan
- Take in the sweeping panoramic views from the top of the Sears Tower or the John Hancock Center
Your Boston to Chicago flights land at either O'Hare International or Midway airports. Whether you're renting a car or using the regular and efficient airport to city links you'll find a wide choice of hotels in Chicago within easy reach whatever your budget. So why not start searching for cheap flights from Boston to Chicago now?
Frequently Asked Questions
Frequently asked questions about flights from Boston to Chicago.
How much does an airline ticket from Boston to Chicago cost?
The lowest price recorded in the last 15 days for a flight from Boston to Chicago is $52.
How far is Boston from Chicago?
Boston is about 854 mi from Chicago.
What are the airports in Chicago?
Chicago has 3 airports: Midway, O'Hare, Rockford.
What are the airports in Boston?
Boston has one airport: Boston - Logan.
What are the most popular cities in United States?
The most popular cities in United States according to our users' searches are: Atlanta, Los Angeles, Miami, New York City, Orlando.
When should I book a flight from Boston to Chicago?
The best time to book a flight from Boston to Chicago is 1 month in advance, while the worst time is 1 week in advance.
What is the cheapest month to fly from Boston to Chicago?
The cheapest month to fly from Boston to Chicago is February.
What is the most expensive month to fly from Boston to Chicago?
The most expensive month to fly from Boston to Chicago is October.
What is the best day of the week to fly from Boston to Chicago?
For flights from Boston to Chicago Wednesday is on average the cheapest day to fly, while Saturday is the most expensive day to fly.
Most popular routes United States - Chicago
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International routes to Chicago
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