Cheap flights from Chicago to Boston (CHI - BOS)

Flight FAQs

From Chicago to Boston

What airport do you fly into for flights to Boston from Chicago?

Boston Logan Intl (BOS) is the airport you will fly into if you book a flight from Chicago to Boston. You should not have trouble finding flights to Logan Intl from Chicago; the airport handles an average of 59 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 10 airlines have flights to the Boston airport from Chicago. It is only a 2.6 mi journey from Logan Intl (BOS) to Boston’s city center.

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

American Airlines, United 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 Chicago to Boston for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago to Boston for under $200. The cheapest flight booked recently is on American Airlines for just $144, but on average you can expect to pay $163.

Are there nonstop flights from Chicago to Boston for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Boston under $200. A good price for a nonstop flight from Chicago to Boston is less than $183.

Are there last-minute flights available from Chicago to Boston for under $200?

There are currently 20+ open flights from Chicago to Boston within the next 7 days for less than $200.

What days are nonstop flights available from Chicago to Boston?

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

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

On average, you can expect to see 31 flights from Chicago to Boston a day.
Morning (6am - Noon) - 23% of flight departures
Afternoon (Noon - 6pm) - 58% of flight departures
Evening (6pm - Midnight) - 19% of flight departures

How long is the flight from Chicago to Boston?

A quick flight from Chicago to Boston can take about 2h 15m. American Airlines provides one of the quickest options available for as low as $144. Airlines will cover a distance of 869 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

Cheapflights users have booked flights from Chicago to Boston round-trip from $144. Other airlines that can offer you cheap pricing are JetBlue, from $165, and Delta, from $168.

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

For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $75. Users have also found prices from $77 and $81 on Spirit Airlines and Allegiant Air, respectively.

What are the most reliable airlines from Chicago to Boston?

Before booking your flight to Boston from Chicago, check out the most reliable airlines to get you to your destination on time: Azul (92%), Korean Air (87%), Republic Airways( 86%).

What are the cheapest flights from Chicago to Boston?

On average you can expect to pay $381 for a flight from Chicago to Boston. The cheapest flight overall is $82 while the most popular route, (Chicago O'Hare Intl - Boston Logan Intl) is currently priced at $150.

What are the most popular airlines that fly from Chicago to Boston?

Before booking your flight from Chicago to Boston check out the most popular airlines for this route: Major Airline, American Airlines or Alaska Airlines.