Cheap flights from Boston to Chicago
Selected dates may not give results due to COVID-19. We suggest you change the dates.
Round trip One way
Round trip
One way
Select departure
No results match your search criteria
  • Latest searches
Select arrival
No results match your search criteria
  • Latest searches
Round trip One way
Round trip
One way
{{ weekDay }}
{{ panel.label }}
Looking for a one-way flight?
{{ fromDate | dateToDayNumber }}

{{ fromDate | dateToMonthName }}

{{ fromDate | dateToDayName }}

{{ flexibleFromDateLabel }}
{{ option.label }}
?
{{ flexibleToDateLabel }}
{{ option.label }}
Class and passengers
Class
Economy
Available for Economy only
Number of passengers
Adults
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
  • Compare with:
    Sponsored

Find the best deal for flights from Boston to Chicago Midway

Fly Scanner search engine allows you to save money by comparing hundreds of flight deals in seconds, finding the offer that's right for you. Filter your search according to the parameters that interest you and Fly Scanner will show you only the offers that suit your needs.

Find a direct flight Boston to Chicago Midway

If you're looking only for direct flights to Chicago Midway, with our search engine you can filter the offers of hundreds of companies to get only the cheapest direct flights from Boston to Chicago Midway. Avoid unnecessary waste of time, compare all offers in one search.

Find the Boston - Chicago Midway low cost flight you prefer

Fly Scanner, once you enter your departure and arrival cities, will compare thousands of offers based on your needs.

Filter your search

Fly Scanner offers the possibility to customize your search according to different criteria:

  • Only direct flights
  • Only flights of one airline
  • Only flights departing or arriving at a specific airport
Other filters allow you to check prices for nearby dates to save even more on your trip to United States.

Frequently Asked Questions

Frequently asked questions about flights from Boston to Chicago Midway.

How much does a Boston - Chicago Midway flight cost?

The availability of airline tickets can vary greatly depending on the time of year and destination. This information is currently unavailable for flights from Boston to Chicago Midway.

How far is Boston from Chicago?

Boston is about 1381 km from Chicago.

What are the airports in Chicago?

At Chicago there are 3 airports: Midway, O'Hare, Rockford.

What are the airports in Boston?

Boston has one airport: Boston - Logan.

What are the most popular destinations searched for in United States?

The most searched cities in United States according to our users are: Las Vegas, Los Angeles, Miami, New York City, Orlando.

What is the cheapest month to fly from Boston to Chicago?

This information is not available at the moment.

What is the most expensive month to fly from Boston to Chicago?

This information is not available at the moment.

What is the best day of the week to fly from Boston to Chicago?

This information is not available at the moment.
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more