Cheap flights from Chicago (CHI) to Massachusetts (MA)

Flight FAQs

From Chicago to Massachusetts

Are flight prices decreasing from Chicago to Massachusetts 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 Massachusetts 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.

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

Yes, there are multiple flights from Chicago to Massachusetts for under $100. The cheapest flight booked recently is on Spirit Airlines for just $32, but on average you can expect to pay $45.

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

Cheapflights has at least 20 direct flights from Chicago to Massachusetts under $100. A good price for a nonstop flight from Chicago to Massachusetts is less than $47.

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

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

What days are nonstop flights available from Chicago to Massachusetts?

You can find nonstop flights on the following days: Sunday, Monday, Tuesday, Thursday, Saturday.

How popular is this flight route?

Within the past month, 207 users have taken a look at flights from Chicago to Massachusetts.

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

The most popular airlines flying from Chicago to Massachusetts are Endeavor Airlines, JetBlue and Delta. Something to consider prior to booking your flight.

What are the most popular routes from Chicago to Massachusetts?

While some choose either Chicago O'Hare Intl - West Tisbury Martha's Vineyard or Chicago O'Hare Intl - Nantucket Memorial, Chicago O'Hare Intl - Boston Logan Intl is the most popular route from Chicago to Massachusetts.

What are the cheapest Flights from Chicago to Massachusetts?

Looking for the cheapest flight from Chicago to Massachusetts? While on average our users pay $174, our data indicates the cheapest price to be $77. The most popular route (Chicago O'Hare Intl - Boston Logan Intl), is priced around $32.

What are the most reliable airlines from Chicago to Massachusetts?

Before booking your flight to Massachusetts from Chicago, check out the most reliable airlines to get you to your destination on time: Japan Airlines (100%), Icelandair (100%), Emirates( 100%).