Cheap flights from Chicago to Boston (CHI - BOS)

Flight FAQs

From Chicago to Boston

Are flight prices decreasing from Chicago to Boston 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 Chicago and Boston 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 Chicago to Boston Logan Intl to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Some of the new policies that have been implemented to accommodate travelers flying from Chicago to Boston Logan Intl 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 Chicago to Boston Logan Intl have flexible cancellations due to COVID-19?

American Airlines, United Airlines, and Spirit Airlines 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 Chicago to Boston for under $100 on Cheapflights?

Yes, there are multiple flights from Chicago to Boston for under $100. The cheapest flight booked recently is on Spirit Airlines for just $38, but on average you can expect to pay $54.

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

Cheapflights has at least 20 direct flights from Chicago to Boston under $100. A good price for a nonstop flight from Chicago to Boston is less than $58.

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

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

What days are nonstop flights available from Chicago to Boston?

Nonstop flights can be found on the following days: Monday, Tuesday, Thursday, Friday, Saturday.

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

27 flight departures from Chicago to Boston Logan Intl per day on average.
Morning (6am - Noon) - 22% of flight departures
Afternoon (Noon - 6pm) - 48% of flight departures
Evening (6pm - Midnight) - 30% of flight departures

Is Chicago weather warmer or cooler than Boston?

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

How long is the flight from Chicago to Boston?

A quick flight from Chicago to Boston can take about 2h 17m. United Airlines provides one of the quickest options available for as low as $80. Chicago and Boston are separated by a distance of 869 mi. Most flights are nonstop.

What are the cheapest airlines flying from Chicago to Boston round-trip?

Flying on Spirit Airlines is currently your cheapest option to Boston, with prices starting at $38. Another option worth looking into is United Airlines, starting at $80 round trip. You may be able to fly from Chicago to Boston for 73% less than the average price by searching for these airlines.

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

The cheapest airlines for a one-way flight from Chicago to Boston are Spirit Airlines ($18), American Airlines ($43), and Frontier ($44).