Prices were available within the past 7 days and starts at $75 for one-way flights and $128 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
|Origin Airport||O'Hare Intl.|
|Destination Airport||Logan Intl.|
|Airlines Serving||Alaska Airlines, American Airlines, Delta, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United|
Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Boston offer the perfect respite. Not only does exploring Boston provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.
Bagging a cheap flight from Chicago to Boston may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.
With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from ORD to BOS today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Boston are only a plane trip away. Book your travel arrangements with us today!
If you would like to book flights to Boston more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Boston is $75 now!