Cheap flights from Boston to Chicago (BOS - CHI)

Flight FAQs

From Boston to Chicago

Are flight prices decreasing from Boston to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Boston and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Boston Logan Intl to Chicago to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. Some of the new policies that have been implemented to accommodate travelers flying from Boston Logan Intl to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from Boston Logan Intl to Chicago have flexible cancellations due to COVID-19?

United Airlines, American Airlines, and JetBlue are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Boston to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Boston to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $34, but on average you can expect to pay $47.

Are there nonstop flights from Boston to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Boston to Chicago under $100. A good price for a nonstop flight from Boston to Chicago is less than $50.

Are there last-minute flights available from Boston to Chicago for under $100?

There are currently 20+ open flights from Boston to Chicago within the next 7 days for less than $100.

What days are nonstop flights available from Boston to Chicago?

Days when nonstop flights are available for this flight are: Monday, Tuesday, Thursday, Friday, Saturday.

How many flights depart from Boston to Chicago on average per day?

On average, you can expect to see 18 flights from Boston Logan Intl to Chicago a day.
Early Morning (Midnight to 6am) - 33% of flight departures
Morning (6am - Noon) - 17% of flight departures
Afternoon (Noon - 6pm) - 50% of flight departures

Is Boston weather warmer or cooler than Chicago?

We forecast the temperature to be around the 84 °F's in July, on average. The temperature in Chicago is generally the same as in Boston. Book flights in a timely manner in correlation to your departure date.

How long is the flight from Boston to Chicago?

Departing from Boston to Chicago will take you 2h 50m. There are 869 mi between Boston and Chicago. Both multi-stop and nonstop flights can be found to your destination and back.

What is the cheapest airline to fly from Boston to Chicago round-trip?

Currently priced at $34, Spirit Airlines will fly you from Boston to Chicago and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. This flight start at 76% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Boston to Chicago one-way?

One-way options have recently been found by users for as low as $18 on Spirit Airlines. Other airlines that offer cheap prices include American Airlines from $43 and Frontier from $50 one-way.