Best Price Found
Fastest flight time
|Wed, Thu, Sat and Sun|
Airports in Boston
When traveling from Chicago to Boston, the most popular airport to fly into is Boston Logan Intl Airport. The majority of travelers flying into Boston Logan Intl Airport from Chicago are departing from Chicago O'Hare Intl Airport. When booking your trip to Boston, it is helpful to have an alternative airport to fly out of. The nearest airport to Chicago O'Hare Intl Airport is Chicago Midway Airport which is located in Chicago. When traveling from Chicago, it is helpful to have an alternative airport to fly into when you land in Boston. The nearest airport to Boston Logan Intl Airport is Worcester Airport which is located in Worcester. In October, $138 is typically the cheapest round trip price you’ll find from Chicago to Boston which you can find when you fly ORD — BOS.
|Juneyao Airlines||PriceFrom $14||Free Cancellation||Rating|
|JetBlue||PriceFrom $58||Free Cancellation||Rating|
tvs, nothing else all good.
1 / 10
|Spirit Airlines||PriceFrom $68||Free Cancellation||Rating|
The flight got canceled 3hrs before take off. Next flight was over a 12hr wait. Had to take a different airline. Didn't get a full refund back after either. Never again will I fly Spirit.
1 / 10
|Delta||PriceFrom $82||Free Cancellation||Rating|
One of the crew member weren’t to pleasant
1 / 10
|United Airlines||PriceFrom $83||Free Cancellation||Rating|
very bad food
1 / 10
|American Airlines||PriceFrom $101||Free Cancellation||Rating|
They canceled my flight
1 / 10
|Alaska Airlines||PriceFrom $239||Free Cancellation||Rating|
Easy flight to Mexico. Sat in row behind premium seats and had plenty of legroom. Flight attendants were pleasant.
1 / 10
Alaska Airlines flight deals from Chicago to Boston start from $239 round-trip. Over the 27 Alaska Airlines flights for this route in a normal week, average airfare is usually $318 round-trip - but some users have found much cheaper deals with momondo.
Another popular option for Chicago to Boston flights is Delta (7.9/10, 410 ratings). Delta flies from Chicago to Boston around 20 times per week, with deals starting from $82 round-trip and rising to an average price of around $267.
Due to the global impact of COVID-19, some of our airline partners operating flights from Chicago to Boston Logan Intl, such as American Airlines, United Airlines, and JetBlue may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.
The distance between Chicago and Boston Logan Intl is about 847.9 mi. 2h 10m is a normal flight duration for this route.
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Boston. Millions of users trust and use momondo every year so you are in good hands.
All flight searches from Chicago to Boston on momondo can be filtered to show those which offer flexible booking policies.
momondo provides multiple filters to help you find the best flight to Boston from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
Yes. momondo can track prices for Chicago to Boston flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.