
Popular airlines from Chicago O'Hare International Airport (ORD) to Logan International Airport (BOS)
- JetBlue Airways
JetBlue Airways
- Spirit Airlines
Spirit Airlines
- American Airlines
American Airlines
- Delta
Delta
- United
United
- Southwest Airlines
Southwest Airlines
- Frontier Airlines
Frontier Airlines
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Cheap Flights from Chicago (ORD) to Boston (BOS)
Prices were available within the past 7 days and start at ฿1,915 for one-way flights and ฿8,400 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, 24 Oct - Mon, 27 Oct
ORD
Chicago
BOS
Boston
฿8,400 Return, found 15 hours ago
฿8,400
Return
found 15 hours ago

Fri, 24 Oct - Mon, 27 Oct
ORD
Chicago
BOS
Boston
฿8,560 Return, found 15 hours ago
฿8,560
Return
found 15 hours ago

Fri, 24 Oct - Mon, 27 Oct
ORD
Chicago
BOS
Boston
฿8,655 Return, found 15 hours ago
฿8,655
Return
found 15 hours ago

Fri, 24 Oct - Mon, 27 Oct
ORD
Chicago
BOS
Boston
฿9,375 Return, found 15 hours ago
฿9,375
Return
found 15 hours ago

Fri, 24 Oct - Mon, 27 Oct
ORD
Chicago
BOS
Boston
฿9,475 Return, found 15 hours ago
฿9,475
Return
found 15 hours ago

Fri, 24 Oct - Mon, 27 Oct
ORD
Chicago
BOS
Boston
฿9,540 Return, found 15 hours ago
฿9,540
Return
found 15 hours ago

Fri, 24 Oct - Mon, 27 Oct
ORD
Chicago
BOS
Boston
฿9,545 Return, found 15 hours ago
฿9,545
Return
found 15 hours ago

Fri, 24 Oct - Mon, 27 Oct
ORD
Chicago
BOS
Boston
฿9,700 Return, found 15 hours ago
฿9,700
Return
found 15 hours ago

Fri, 24 Oct - Mon, 27 Oct
ORD
Chicago
BOS
Boston
฿9,710 Return, found 15 hours ago
฿9,710
Return
found 15 hours ago

Fri, 24 Oct - Mon, 27 Oct
ORD
Chicago
BOS
Boston
฿9,865 Return, found 15 hours ago
฿9,865
Return
found 15 hours ago
Find the cheapest month to fly from Chicago (ORD) to Boston (BOS)
November is typically the cheapest month to fly
From ฿2,827 - ฿8,634 per traveller.
Alternative airports near Boston
Prices were available within the past 7 days. Prices and availability are subject to change.
Frequently asked questions
Travel information
Travel information
Origin airport | O'Hare Intl. |
Destination airport | Logan Intl. |
Airlines serving | American Airlines, Delta, United |
Return price | ฿8,400 |
Distance | 1381 km |
Average flight time | 3 hours 25 mins |
Book with confidence
Book with confidence
Perfect flights from Chicago to Boston
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Boston. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of Boston, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible O'Hare Intl. to Logan Intl. ticket options cater to your travel preferences, with incredible one-way fares from ฿1,915 and roundtrip prices from ฿8,400. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Logan Intl. and explore Boston and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your ORD to BOS travel arrangements today and embark on the journey of a lifetime in Boston.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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